Title: TOP 10 Hotels in Chester, NY (from $80) 2026 - Competitive Prices | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx6046665)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d6046665.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d6046665.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d6046665.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d6046665.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Chester Pool [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=POOL) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=HOT_TUB) Great for families [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&travelerType=family_friendly) Spa [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=SPA_ON_SITE) Pet-friendly [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=PETS) Cabins [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=CABIN) Farm [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=AGRITOURISM) Waterpark [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&amenities=WATER_PARK) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=COTTAGE) Condo [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+New+York%2C+United+States+of+America®ionId=6046665&latLong=41.362595%2C-74.271263&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-23&d2=2026-02-23&lodging=VILLA) ## Check prices for these dates Tonight [Feb 7 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 8 - Feb 9](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-02-08&endDate=2026-02-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6046665&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester hotels ![Front of property](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/8648b91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/308be1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/309e00bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1200000/1194400/1194365/1a5890e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chester by IHG [](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) Chester 8.6/10 Excellent (1,003 reviews) "great stay. had everything needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana $93 nightly $110 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Chester.h1194365.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/117bcdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/3cff05ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite (Primrose) | Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/0c3a1284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/98e48046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dominion House Bed & Breakfast [](https://www.expedia.com/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) Chester 9.2/10 Wonderful (233 reviews) "Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erek $215 nightly $243 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/605b2de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/abf8ab38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/4856168e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7820000/7814700/7814618/f3b7bb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Montgomery by IHG [](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information) Montgomery 8.8/10 Excellent (820 reviews) "The staff was great! The room was clean and the breakfast was excellent." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Joey $88 nightly $100 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Holiday-Inn-Express-Suites-Montgomery.h7814618.Hotel-Information) ![Indoor pool, open 8:30 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/800/736/b3a2ed01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3832h2559x4y0-2bb2a540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Nanuet [](https://www.expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) Nanuet 9.0/10 Wonderful (1,062 reviews) "Clean room, helpful staff and good bar/restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen $102 nightly $118 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/213a567d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/93d1f26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/f8e0b8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Nanuet [](https://www.expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) Nanuet 8.4/10 Very Good (1,073 reviews) "Staff was nice, bed comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Misty $89 nightly $104 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/f02832d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/e52257ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/a3d8c842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Nanuet [](https://www.expedia.com/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) Nanuet 7.8/10 Good (1,001 reviews) "very helpful and nice staff, room was spacious and clean. good price and had breakfast included. will come back !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Riachelle $81 nightly $94 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/8b82c4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/b9193c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/4bc7e0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/f8c854e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harvest Inn [](https://www.expedia.com/Newburgh-Hotels-Harvest-Inn.h48934496.Hotel-Information) Pine Bush 9.4/10 Exceptional (560 reviews) "Staff was friendly and accommodating. The place was very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shirley $160 nightly $180 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Harvest-Inn.h48934496.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/00e54810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/20894557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/49ef52ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn [](https://www.expedia.com/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) Montgomery 9.2/10 Wonderful (149 reviews) "Breakfast was hot and tasty. Staff were all pleasant and accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) wendy $114 nightly $129 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Comfort Room, 2 Double Beds | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/366b5630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/dad3e76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/77332016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/108000000/107260000/107254000/107253932/9bba8a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Point Motel [](https://www.expedia.com/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information) Sussex 9.2/10 Wonderful (111 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob $83 nightly $93 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Sussex-Hotels-High-Point-Motel.h107253932.Hotel-Information) ![Individually decorated, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/2952b2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, towels](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/e9715c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/2336337b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/180000/172100/172075/421c5d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Nanuet / Spring Valley [](https://www.expedia.com/Nyack-Hotels-Days-Inn-By-Wyndham-Nanuet-Spring-Valley.h172075.Hotel-Information) Nanuet 7.0/10 Good (1,001 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deon Francine $99 nightly $115 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Nyack-Hotels-Days-Inn-By-Wyndham-Nanuet-Spring-Valley.h172075.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/8626bd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain [](https://www.expedia.com/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very Good (1,000 reviews) "The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith $106 nightly $120 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/5d69e9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/ef6c4690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/5265cb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/990000/986000/985904/8f959dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Nanuet [](https://www.expedia.com/Nyack-Hotels-Hilton-Garden-Inn-Nanuet.h985904.Hotel-Information) Nanuet 7.8/10 Good (1,000 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) enmanuel $98 nightly $114 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Nyack-Hotels-Hilton-Garden-Inn-Nanuet.h985904.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/cb4d648c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/11e85be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/8d257ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Select Comfort beds, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/94000000/93140000/93135700/93135696/f99cdba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hamlet Inn at Warwick [](https://www.expedia.com/Warwick-Hotels-The-Hamlet-Inn-At-Warwick.h93135696.Hotel-Information) Warwick 7.4/10 Good (153 reviews) "good accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro $95 nightly $107 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Warwick-Hotels-The-Hamlet-Inn-At-Warwick.h93135696.Hotel-Information) ![Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/42635aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Bathroom | Combined shower/tub, towels](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/5242879d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/5b33ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70390000/70385000/70384905/4de173b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sussex Motel [](https://www.expedia.com/Sussex-Hotels-Sussex-Motel.h70384905.Hotel-Information) Sussex 8.8/10 Excellent (381 reviews) "The room was clean, staff is kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PAVLO $76 nightly $85 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Sussex-Hotels-Sussex-Motel.h70384905.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/w5520h3677x0y0-69f9a2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/150c0508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58c34815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG [](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) Peekskill 9.2/10 Wonderful (1,003 reviews) "Very comfortable beds,clean and breakfast was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn $122 nightly $140 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/e93b454c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/9686c7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/c21f4b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855538/78c409cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Montgomery Maybrook [](https://www.expedia.com/Newburgh-Hotels-Super-8-By-Wyndham-Montgomery-Maybrook.h855538.Hotel-Information) Montgomery 6.4/10 (1,000 reviews) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason $71 nightly $80 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Super-8-By-Wyndham-Montgomery-Maybrook.h855538.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/ae4d02f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/163b5068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/f6dc454b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Suffern - Mahwah by IHG [](https://www.expedia.com/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) Suffern 8.8/10 Excellent (1,006 reviews) "Great place to stay. Great Custumer service and very comfortable rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samir $114 nightly $133 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full breakfast for a fee on weekends](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/76ce676d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/6eaf4dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Full Accessible | Hypo-allergenic bedding, in-room safe, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/42025e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abbey Inn & Spa [](https://www.expedia.com/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) Peekskill 9.2/10 Wonderful (239 reviews) "Friendly staff and a great place to get away and recharge!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ariana $373 nightly $427 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/7d4cc9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/941ff0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/d05dbb0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23010000/23005200/23005170/d1d794f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cold Spring Hotel [](https://www.expedia.com/Poughkeepsie-Hotels-Cold-Spring-Hotel.h23005170.Hotel-Information) Cold Spring 8.6/10 Excellent (155 reviews) "The owner is so warm and kind. The room was clean. Great place to stay for the weekend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wydayessi $229 nightly $247 total Feb 9 - Feb 10 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Cold-Spring-Hotel.h23005170.Hotel-Information) ![Classic Quadruple Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/02c64296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | Living area | TV](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/6f763a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/c9568c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/58000000/57560000/57555400/57555387/57b8670c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rolling Hills Motel [](https://www.expedia.com/Sussex-Hotels-Rolling-Hills-Motel.h57555387.Hotel-Information) Sussex 8.4/10 Very Good (198 reviews) "Room was very spacious, easy check in and check out procedure, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KIRK $79 nightly $88 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Sussex-Hotels-Rolling-Hills-Motel.h57555387.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22®ionId=6046665&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d6046665.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Hotels.d6046665.Travel-Guide-Hotels) ## Stay near popular Chester attractions ### The Rock Sports Complex 4.0/5 (10 reviews) This dedicated sports venue hosts baseball and softball tournaments on well-maintained turf fields. Bring portable chairs and sun protection to enjoy the games in comfort at this local athletic hub. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248624556330411) ### Museum Village 4.5/5 (4 reviews) Step back in time at Museum Village, where costumed interpreters bring 19th-century rural American life to vivid reality. Explore historic buildings and watch traditional craftspeople demonstrate forgotten skills. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621559142200) ### Goosepond Mountain State Park 4.0/5 (3 reviews) This 1,558-acre undeveloped park offers a tranquil escape with diverse trails through woods, fields, and wetlands. Bring binoculars to spot songbirds from the boardwalk that crosses marshy areas. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635974861777) ## Learn more about Chester Lace up your hiking boots and hit the trails at Goosepond Mountain State Park for stunning views. After working up an appetite, head to Castle Fun Center for go-karts, mini-golf, and arcade games. [See all hotels in Chester](https://www.expedia.com/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&adults=2®ionId=6046665) ![Black dirt region farm Chester New York](https://images.trvl-media.com/place/6046665/d9882a23-1cf5-416b-8c04-b5101f7be1f4.jpg?impolicy=fcrop&w=900&h=550&p=1&q=high) ## Top Chester Hotel Reviews ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 10/10 Excellent "Nice hotel. Great staff. " [](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg) ### Holiday Inn Express Ramsey-Mahwah by IHG 10/10 Excellent "stayed close to my job when there was a snowstorm. everything good." [](https://expedia.com/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Clean room" [](https://expedia.com/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg) ### DoubleTree by Hilton Hotel Nanuet 10/10 Excellent "Thank you to the staff at DoubleTree in Nanuet, NY. Excellent service Clean rooms Respectful staff Great breakfast. Thank you again… 😊" [](https://expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 10/10 Excellent "Great" [](https://expedia.com/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Room was clean- " [](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "I was very pleased and happy with the hotel room and surroundings " [](https://expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg) ### Hampton Inn by Hilton Middletown 10/10 Excellent "Staff was friendly and efficient. Bed comfy, super quiet & safe. I stayed only to sleep for a few hours during a snowstorm to be close to the hospital down the road so I didn’t have to drive far in the snow. It was expensive but worth the safe commute to work. Their parking lot was plowed and accessible. " [](https://expedia.com/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![HYATT house Fishkill/Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg) ### HYATT house Fishkill/Poughkeepsie 10/10 Excellent "Chris and Jennifer went above and beyond working with us the rooms are fantastic the pool was clean a tub was great kitchen was great" [](https://expedia.com/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information) ## More cheap stays in Chester ![Super 8 by Wyndham Mahwah](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/d1eaddcb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Mahwah 160 State Route 17 South Mahwah NJ $78 nightly $90 total Feb 15 - Feb 16 Total with taxes and fees 7.2/10 Good! (1,000 reviews) [](https://expedia.com/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sonesta Simply Suites Nanuet 20 Overlook Blvd Nanuet NY $89 nightly $104 total Feb 8 - Feb 9 Total with taxes and fees 8.2/10 Very Good! (1,066 reviews) [](https://expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Middletown - Goshen 3491 Route 6 Middletown NY $93 nightly $110 total Mar 2 - Mar 3 Total with taxes and fees 8.6/10 Excellent! (1,000 reviews) [](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Hampton Inn & Suites Mahwah](https://images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Mahwah 290 Rt 17s Mahwah NJ $96 nightly $110 total Feb 25 - Feb 26 Total with taxes and fees 8.6/10 Excellent! (1,453 reviews) [](https://expedia.com/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Holiday Inn Express Ramsey-Mahwah by IHG](https://images.trvl-media.com/lodging/1000000/10000/4700/4613/97efb314_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Ramsey-Mahwah by IHG 946 Route 17 North Ramsey NJ $106 nightly $122 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (1,002 reviews) [](https://expedia.com/Ramsey-Hotels-Holiday-Inn-Express-Ramsey-Mahwah.h4613.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Harriman Woodbury 60 Centre Dr Central Valley NY $106 nightly $130 total Feb 15 - Feb 16 Total with taxes and fees 9.2/10 Wonderful! (1,046 reviews) [](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ## Hotels in Chester with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 7 properties [](https://expedia.com/4Star-Chester-Hotels.s40-0-d6046665.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 123 properties [](https://expedia.com/3Star-Chester-Hotels.s30-0-d6046665.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 145 properties [](https://expedia.com/2Star-Chester-Hotels.s20-0-d6046665.Travel-Guide-Filter-Hotels) ## Find out more about Chester ### Top reasons to visit Chester - **Outdoor Adventures:** Chester is perfect for hiking, exploring national and state parks, and enjoying beautiful lakes. - **Family-Friendly Attractions:** The area offers a variety of entertainment options suitable for all ages. - **Vibrant Events:** Chester hosts numerous festive events throughout the year, adding local charm to your visit. - **Charming Atmosphere:** Experience the serene landscapes and friendly community, ideal for relaxation. - **Diverse Accommodations:** Chester provides a range of lodging options, from pet-friendly to family-oriented stays. ### Find great hotels near Chester Discover a variety of lodging options in Chester, New York, catering to all types of travelers. Whether you're seeking pet-friendly accommodations, family-friendly experiences, or business-focused amenities, Chester has something for everyone. Explore the best hotels in the area to find the perfect fit for your vacation, complete with helpful hotel reviews to guide your choice. - **[Super 8 by Wyndham Middletown: ](https://www.expedia.com/Newburgh-Hotels-Super-8-By-Wyndham-Middletown.h459783.Hotel-Information)** Super 8 by Wyndham Middletown offers a cozy and budget-friendly motel experience, located 9 miles away from Chester. This property caters to travelers looking for a straightforward stay without sacrificing comfort. Guests can kick-start their day with a complimentary breakfast and unwind while enjoying entertainment options like satellite TV and premium channels. Nearby outlets provide easy shopping opportunities, making it a convenient choice for leisure travelers and families alike. - **[Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: ](https://www.expedia.com/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information)** Located 14 miles from Chester, Red Roof Inn & Suites is an inclusive and family-friendly hotel that warmly welcomes LGBTQIA guests and their furry friends. This property features a variety of amenities designed for families, including free cribs, and a pet-friendly policy that allows dogs and cats. The hotel’s commitment to ensuring a comfortable stay for all types of travelers makes it an ideal choice for those seeking a relaxed environment with a personal touch. - **[Howard Johnson by Wyndham Newburgh/West Point: ](https://www.expedia.com/Newburgh-Hotels-Howard-Johnson-By-Wyndham-NewburghWest-Point.h7652.Hotel-Information)** Situated 14 miles from Chester, Howard Johnson by Wyndham is perfect for business travelers seeking a productive stay. This hotel offers essential services and facilities tailored for corporate needs, ensuring guests can conduct business efficiently while enjoying a comfortable atmosphere. With its convenient location and business-friendly amenities, it’s a top choice for professionals looking to balance work and leisure during their visit. ### Where to stay near Chester Chester, New York, offers a delightful blend of charm and convenience for families and leisure travelers alike. Explore the serene landscapes and friendly atmosphere while enjoying low crowds in this picturesque city. Discover the best spots for relaxation, outdoor activities, and local dining. Nearby attractions provide a budget-friendly escape, ensuring a memorable vacation experience filled with friendly people and a welcoming vibe. Chester is truly a hidden gem waiting to be explored. - **[Middletown: ](https://www.expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)** Located approximately 10 miles from Chester, Middletown is a vibrant city that offers a blend of family-friendly activities and entertainment options. Visitors can enjoy a variety of attractions including a theme park and beautiful lakes, making it ideal for those looking to create lasting memories. The shopping centers and malls cater to retail enthusiasts, while the city's resorts provide a relaxing getaway. With peak travel seasons in April and from June to July, it’s a great spot to experience city life intertwined with leisure. - **[Goshen: ](https://www.expedia.com/Goshen-Hotels.d8005.Travel-Guide-Hotels)** Just 4 miles from Chester, Goshen is a charming city that draws travelers seeking family-oriented and entertainment-themed experiences. With a modern square at its heart, visitors can explore shops and enjoy the bustling atmosphere. The town’s proximity to a theme park and various resorts adds to its appeal, especially during peak travel times in March and July. Whether you're looking for a quick shopping trip or a fun family day out, Goshen offers a delightful mix of activities. - **[Monroe: ](https://www.expedia.com/Monroe-Hotels.d6171715.Travel-Guide-Hotels)** Situated 5 miles away from Chester, Monroe is a lively city that caters to both families and business travelers. Its shopping centers and malls provide ample opportunities for retail therapy, while the nearby theme park, lake, and mountains offer exciting recreational activities. The travel experience peaks in the summer months, particularly from June to July and September, making it a popular destination. Whether you're on a family vacation or a business trip, Monroe has something for everyone. ### Things to do in and around Chester Chester, New York, is a fantastic destination for family-friendly vacations and entertainment seekers. Visitors can enjoy a range of activities, including exploring local resorts, shopping at the mall center, and participating in festive events. Don’t miss the vibrant event calendars and typical sightseeing opportunities that showcase the area’s charm. For outdoor enthusiasts, hiking essentials are readily available, making Chester a perfect blend of relaxation and adventure. **Shopping** In Chester, you can explore [Monroe Federal Plaza Shopping Center](https://www.expedia.com/Monroe-Federal-Plaza-Shopping-Center-Hotels.0-l553248621558038864-0.Travel-Guide-Filter-Hotels), only 6 miles away, for a vibrant shopping experience. [Soons Orchards](https://www.expedia.com/Soons-Orchards-Hotels.0-l6229734-0.Travel-Guide-Filter-Hotels), 7 miles away, offers local produce and unique gifts. [Old Glory Mall Shopping Center](https://www.expedia.com/Old-Glory-Mall-Shopping-Center-Hotels.0-l553248621558038867-0.Travel-Guide-Filter-Hotels), 8 miles away, combines entertainment and shopping for the whole family. **Recreation** Experience the energetic atmosphere at [The Rock Sports Complex](https://www.expedia.com/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels), where you can engage in various sports activities. For a touch of luxury, visit [The Golf Club at Mansion Ridge](https://www.expedia.com/The-Golf-Club-At-Mansion-Ridge-Hotels.0-l553248621532664441-0.Travel-Guide-Filter-Hotels), offering exquisite golfing experiences. Unwind at [Thomas Bull Memorial Park](https://www.expedia.com/Thomas-Bull-Memorial-Park-Hotels.0-l553248621555565638-0.Travel-Guide-Filter-Hotels), a perfect spot for relaxation and rejuvenation in nature. **Adventure** Experience the thrill of motor racing at [Orange County Fair Speedway](https://www.expedia.com/Orange-County-Fair-Speedway-Hotels.0-l6182288-0.Travel-Guide-Filter-Hotels), located 9 miles from Chester, where adrenaline and excitement reign. Enjoy skiing at [Mount Peter Ski Area](https://www.expedia.com/Mount-Peter-Ski-Area-Hotels.0-l553248621532664438-0.Travel-Guide-Filter-Hotels), 8 miles away, or explore the scenic [Continental Road Trailhead](https://www.expedia.com/Continental-Road-Trailhead-Hotels.0-l553248635974865870-0.Travel-Guide-Filter-Hotels), also 8 miles from Chester, perfect for outdoor adventures. **Nightlife** Experience the vibrant nightlife in Chester at [Castle Fun Center](https://www.expedia.com/Castle-Fun-Center-Hotels.0-l6209270-0.Travel-Guide-Filter-Hotels), where adventure awaits in their arcade. For a touch of culture and romance, catch a show at [Paramount Theatre](https://www.expedia.com/Paramount-Theatre-Hotels.0-l553248621561106035-0.Travel-Guide-Filter-Hotels) or [Ritz Theater](https://www.expedia.com/Ritz-Theater-Hotels.0-l553248621558786488-0.Travel-Guide-Filter-Hotels), both offering family-friendly entertainment just a short drive away. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chester Chester, New York, is a budget-friendly destination with plenty of free activities, like exploring Sterling Forest State Park. To save on accommodations, plan your trip between January and March when prices are lower, and aim for a Tuesday stay for the best rates. Utilize Expedia to find the best hotel deals by filtering prices from lowest to highest, and consider booking a package to combine your hotel, flights, and activities for additional savings. Join the One Key membership for exclusive discounts and earn OneKeyCash for future stays. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chester are January to March, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Chester with your flights and activities by purchasing an Expedia package. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Chester Chester, New York, is an ideal destination for family fun and entertainment-themed vacations. Visitors can explore a variety of attractions, including national and state parks, beautiful lakes, and urban parks. These points of interest offer outdoor adventures, cultural experiences, and stunning scenery, catering to travelers seeking both relaxation and excitement. No matter your interests, Chester promises a memorable getaway for everyone. - **[United States Military Academy: ](https://www.expedia.com/United-States-Military-Academy-Hotels.0-l6093733-0.Travel-Guide-Filter-Hotels)** Located 14 miles from Chester, this prestigious military academy offers a glimpse into American military history and training. Visitors can explore the stunning campus, take guided tours, and admire the picturesque views of the Hudson River. - **[Bear Mountain State Park: ](https://www.expedia.com/Bear-Mountain-State-Park-Hotels.0-l6127050-0.Travel-Guide-Filter-Hotels)** Just 15 miles away, Bear Mountain State Park is a haven for outdoor enthusiasts. With its scenic hiking trails, breathtaking views, and opportunities for picnicking and wildlife watching, it's perfect for adventure seekers and nature lovers alike. - **[Harness Racing Museum and Hall of Fame: ](https://www.expedia.com/Harness-Racing-Museum-And-Hall-Of-Fame-Hotels.0-l6225670-0.Travel-Guide-Filter-Hotels)** Situated only 4 miles from Chester, this museum celebrates the rich history of harness racing. Enjoy interactive exhibits and engaging displays that showcase the sport's culture and significance in American history. ### Best time to go to Chester The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 28.0°F (-2.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 29.8°F (-1.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | March | 37.4°F (3.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 48.7°F (9.3°C) | Light Rain | Mostly Sunny | Average | Average | | May | 59.4°F (15.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.6°F (19.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 73.9°F (23.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 72.0°F (22.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 64.9°F (18.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 54.0°F (12.2°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 42.1°F (5.6°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 34.2°F (1.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### The nearest major airports for your trip to Chester When planning your visit to Chester, New York, you have several major airports to choose from. John F. Kennedy International Airport ([JFK](https://www.expedia.com/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)) is located 56 miles away, with excellent nearby hotels like [Arlo Williamsburg](https://www.expedia.com/New-York-Hotels-The-Williamsburg-Hotel.h16007579.Hotel-Information) and [The William Vale](https://www.expedia.com/New-York-Hotels-The-William-Vale.h11971622.Hotel-Information), both 11 miles from JFK. Newark Liberty International Airport ([EWR](https://www.expedia.com/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)) is 47 miles away, featuring luxury accommodations such as [The Dominick](https://www.expedia.com/New-York-Hotels-The-Dominick.h21783007.Hotel-Information) and [The Wall Street Hotel](https://www.expedia.com/New-York-Hotels-The-Wall-Street-Hotel.h55444869.Hotel-Information), both 9 miles from EWR. LaGuardia Airport ([LGA](https://www.expedia.com/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)) is the closest at 46 miles, with upscale options like [Virgin Hotels New York City](https://www.expedia.com/New-York-Hotels-Virgin-Hotels-New-York-City.h87406830.Hotel-Information) and [The Mark](https://www.expedia.com/New-York-Hotels-The-Mark.h19712.Hotel-Information), both just 6 miles from LGA. Each airport offers convenient access to Chester for a smooth travel experience. ## Frequently asked questions ### What is the best area to stay in Chester? > Main Street serves as the heart of Chester, featuring a variety of local shops, eateries, and historical buildings. It's a walkable area where you can easily explore the local offerings, including the well-known Sugar Loaf Art & Craft Village nearby. This central location provides a good base for exploring the town on foot. > > > For couples looking for a relaxed getaway, staying near the village center offers easy access to charming local restaurants and cafes. You can enjoy a leisurely stroll through the streets, visit the local galleries, or simply unwind in a welcoming community setting. > > > Travelers seeking a stress-free and convenient experience will appreciate hotels located directly in the village. ### What are the best hotels in Chester that travelers recommend? > This hotel, with an 8.6 rating, is praised by guests for its friendly and great staff, delicious and good breakfast, and comfortable and clean rooms. It offers amenities such as an indoor pool with sun loungers and complimentary breakfast, including to-go options, great for travelers on the go. The hotel is conveniently located near the Castle Fun Center, just 0.4 miles away, and LEGOLAND® New York, which is 2.0 miles away. ### What are the best family hotels in Chester? > The Holiday Inn Express Hotel & Suites Chester by IHG, with an 8.6 rating, is very convenient for families, especially those planning to visit LEGOLAND® New York, which is just 2 miles away. This hotel offers comfortable and clean rooms, often featuring sofa beds and connecting rooms, which are ideal for families. Guests consistently praise the friendly and great staff, the delicious and good breakfast, and the clean pool. Free breakfast, free self-parking, and free Wi-Fi are also provided, adding to the convenience for families. > > > Another highly-rated option is The Dominion House Bed & Breakfast, boasting an impressive 9.6 rating. This establishment provides amenities such as cribs and a playground for children, suiting families. Guests can also enjoy free breakfast, free self-parking, and free Wi-Fi. Find more [child-friendly accommodations in Chester](https://www.expedia.com/Chester-Hotels-Family-Hotel.0-0-d6046665-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What hotels in Chester offer free breakfast? > The Dominion House Bed & Breakfast, with a superb 9.6 rating, offers a complimentary breakfast and free wired internet in public areas. Guests also benefit from free self-parking and complimentary toiletries. > > > Another excellent option is the 3-star Holiday Inn Express Hotel & Suites Chester by IHG, rated 8.6\. This hotel provides a free breakfast, including a convenient to-go breakfast option. Guests frequently praise the friendly and great staff, the delicious breakfast, and the comfortable and clean rooms. It also offers free self-parking and free WiFi. Find more [hotels with free breakfast in Chester](https://www.expedia.com/Chester-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d6046665-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) ### What are the best budget hotels in Chester? > The Holiday Inn Express Hotel & Suites Chester by IHG, with an 8.6 review rating, offers a comfortable stay with complimentary breakfast, including a convenient to-go option. Guests frequently highlight the friendly and great staff, the delicious breakfast, and the clean and comfortable rooms. Free Wi-Fi and free self-parking are also provided, along with free toiletries. > > > Another highly-rated choice is The Dominion House Bed & Breakfast, boasting an impressive 9.6 review rating. This accommodation provides free breakfast, free self-parking, and complimentary wired internet in public areas. Guests can also expect free toiletries and free parking for RVs, buses, or trucks, adding to its convenience. ### What are the best hotels in Chester near LEGOLAND® New York? > This hotel, with an 8.6 rating, is conveniently located just 2 miles from LEGOLAND® New York and 0.4 miles from Castle Fun Center. Guests consistently praise the friendly and great staff, delicious breakfast, and comfortable, clean rooms. Key amenities include free breakfast, free self-parking, and free WiFi, making it a great choice for families. The hotel also offers Sofabeds and connecting rooms, which are ideal for family stays. ### When is the best time to go to Chester? > Spring brings mild temperatures and the blooming of local flora, making it superb for outdoor activities like hiking and visiting farms. The less crowded conditions before the peak summer season allow for a more relaxed experience when visiting attractions like the Chester Historical Society Museum or enjoying the local parks. > > > Fall is another excellent time, with comfortable temperatures and the added beauty of changing foliage. This season is particularly appealing for those interested in scenic drives through the Hudson Valley or visiting local orchards and pumpkin patches. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chester hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Chester hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near LEGOLAND® New York ](https://www.expedia.com/LEGOLAND-New-York-Hotels.0-l553248635997928006-0.Travel-Guide-Filter-Hotels) - [Hotels near Times Square ](https://www.expedia.com/Times-Square-Hotels.0-l502080-0.Travel-Guide-Filter-Hotels) - [Hotels near Castle Fun Center ](https://www.expedia.com/Castle-Fun-Center-Hotels.0-l6209270-0.Travel-Guide-Filter-Hotels) - [Hotels near Museum Village ](https://www.expedia.com/Museum-Village-Hotels.0-l553248621559142200-0.Travel-Guide-Filter-Hotels) - [Hotels near The Rock Sports Complex ](https://www.expedia.com/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels) - [Hotels near Goosepond Mountain State Park ](https://www.expedia.com/Goosepond-Mountain-State-Park-Hotels.0-l553248635974861777-0.Travel-Guide-Filter-Hotels) - [Goshen Hotels ](https://www.expedia.com/Goshen-Hotels.d8005.Travel-Guide-Hotels) - [Sugar Loaf Hotels ](https://www.expedia.com/Sugar-Loaf-Hotels.d6171726.Travel-Guide-Hotels) - [B&B in Sugar Loaf ](https://www.expedia.com/Sugar-Loaf-Bed-And-Breakfast.d6171726-aaBedAndBreakfast.Travel-Guide-Accommodation) - [5 Star Hotels in Sugar Loaf ](https://www.expedia.com/5Star-Sugar-Loaf-Hotels.s50-0-d6171726.Travel-Guide-Filter-Hotels) - [RV Parks in Sugar Loaf ](https://www.expedia.com/Sugar-Loaf-RV-Parks.d6171726-aaRVParks.Travel-Guide-Accommodation) - [Motels in Sugar Loaf ](https://www.expedia.com/Sugar-Loaf-Motels.d6171726-aaMotels.Travel-Guide-Accommodation) - [Apartments in Sugar Loaf ](https://www.expedia.com/Sugar-Loaf-Apartments.d6171726-aaApartments.Travel-Guide-Accommodation) - [4 Star Hotels in Sugar Loaf ](https://www.expedia.com/4Star-Sugar-Loaf-Hotels.s40-0-d6171726.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Sugar Loaf ](https://www.expedia.com/Sugar-Loaf-Cabins.d6171726-aaCabins.Travel-Guide-Accommodation) - [Hotels near Goshen Historic Track ](https://www.expedia.com/Goshen-Historic-Track-Hotels.0-l553248621558786490-0.Travel-Guide-Filter-Hotels) - [Hotels near Harness Racing Museum and Hall of Fame ](https://www.expedia.com/Harness-Racing-Museum-And-Hall-Of-Fame-Hotels.0-l6225670-0.Travel-Guide-Filter-Hotels) - [Hotels near Museum Village ](https://www.expedia.com/Museum-Village-Hotels.0-l6171744-0.Travel-Guide-Filter-Hotels) - [Walton Park Hotels ](https://www.expedia.com/Walton-Park-Hotels.d553248634999235341.Travel-Guide-Hotels) - [Cabin Rentals in Goshen ](https://www.expedia.com/Goshen-Cabins.d8005-aaCabins.Travel-Guide-Accommodation) - [Hilton Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Hilton-Hotels.0-0-d8005--bHiltonHotels.Travel-Guide-Filter-Hotels) - [B&B in Goshen ](https://www.expedia.com/Goshen-Bed-And-Breakfast.d8005-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with a Pool in Goshen ](https://www.expedia.com/Goshen-Hotels-Hotel-With-Pool.0-0-d8005-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Goshen ](https://www.expedia.com/Goshen-Hotels-Hotels-With-Hot-Tubs.0-0-d8005-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Goshen ](https://www.expedia.com/4Star-Goshen-Hotels.s40-0-d8005.Travel-Guide-Filter-Hotels) - [Apartments in Goshen ](https://www.expedia.com/Goshen-Apartments.d8005-aaApartments.Travel-Guide-Accommodation) - [Family Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Family-Hotel.0-0-d8005-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Goshen ](https://www.expedia.com/Goshen-Hotels-Hotels-With-Restaurants.0-0-d8005-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Resorts in Goshen ](https://www.expedia.com/Goshen-Resorts.d8005-aaResorts.Travel-Guide-Accommodation) - [5 Star Hotels in Goshen ](https://www.expedia.com/5Star-Goshen-Hotels.s50-0-d8005.Travel-Guide-Filter-Hotels) - [Pet-friendly Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Pet-Friendly-Hotel.0-0-d8005-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Condo Rentals in Goshen ](https://www.expedia.com/Goshen-Condos.d8005-aaCondos.Travel-Guide-Accommodation) - [Villas in Goshen ](https://www.expedia.com/Goshen-Villas.d8005-aaVillas.Travel-Guide-Accommodation) - [Wyndham Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Wyndham-Hotels.0-0-d8005--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Wedding-Hotels.0-0-d8005-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Goshen ](https://www.expedia.com/Goshen-Hotels-Hotels-With-Adjoining-Rooms.0-0-d8005-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Romantic-Hotel.0-0-d8005-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Luxury-Hotel.0-0-d8005-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Motels in Goshen ](https://www.expedia.com/Goshen-Motels.d8005-aaMotels.Travel-Guide-Accommodation) - [Hotels with an Outdoor Pool in Goshen ](https://www.expedia.com/Goshen-Hotels-Hotels-With-Outdoor-Pool.0-0-d8005-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Cottages in Goshen ](https://www.expedia.com/Goshen-Cottages.d8005-aaCottages.Travel-Guide-Accommodation) - [Waterpark Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Waterpark-Hotels.0-0-d8005-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Goshen ](https://www.expedia.com/3Star-Goshen-Hotels.s30-0-d8005.Travel-Guide-Filter-Hotels) - [RV Parks in Goshen ](https://www.expedia.com/Goshen-RV-Parks.d8005-aaRVParks.Travel-Guide-Accommodation) - [Winery Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Winery-Hotel.0-0-d8005-tWineryHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Goshen ](https://www.expedia.com/Goshen-Hotels-Spa-Hotel.0-0-d8005-tSpaHotel.Travel-Guide-Filter-Hotels) - [Non-Smoking Hotels in Goshen ](https://www.expedia.com/Goshen-Hotels-Smoke-Free-Hotels.0-0-d8005-tSmokeFreeHotels.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in Goshen ](https://www.expedia.com/Goshen-Hotels-Hotels-With-Laundry-Facilities.0-0-d8005-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Monroe Hotels ](https://www.expedia.com/Monroe-Hotels.d6171715.Travel-Guide-Hotels) - [Florida Hotels ](https://www.expedia.com/Florida-Hotels.d553248634999145056.Travel-Guide-Hotels) - [Blooming Grove Hotels ](https://www.expedia.com/Blooming-Grove-Hotels.d3000448042.Travel-Guide-Hotels) - [Hotels near Applewood Winery ](https://www.expedia.com/Applewood-Winery-Hotels.0-l553248621532664439-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Monroe ](https://www.expedia.com/5Star-Monroe-Hotels.s50-0-d6171715.Travel-Guide-Filter-Hotels) - [Motels in Monroe ](https://www.expedia.com/Monroe-Motels.d6171715-aaMotels.Travel-Guide-Accommodation) - [Villas in Monroe ](https://www.expedia.com/Monroe-Villas.d6171715-aaVillas.Travel-Guide-Accommodation) - [B&B in Monroe ](https://www.expedia.com/Monroe-Bed-And-Breakfast.d6171715-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with Hot Tubs in Monroe ](https://www.expedia.com/Monroe-Hotels-Hotels-With-Hot-Tubs.0-0-d6171715-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Romantic-Hotel.0-0-d6171715-tRomanticHotel.Travel-Guide-Filter-Hotels) - [RV Parks in Monroe ](https://www.expedia.com/Monroe-RV-Parks.d6171715-aaRVParks.Travel-Guide-Accommodation) - [Pet-friendly Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Pet-Friendly-Hotel.0-0-d6171715-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Beach-Hotel.0-0-d6171715-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Hilton-Hotels.0-0-d6171715--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Vacation Homes in Monroe ](https://www.expedia.com/Monroe-Private-Vacation-Homes.d6171715-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Monroe ](https://www.expedia.com/Monroe-Resorts.d6171715-aaResorts.Travel-Guide-Accommodation) - [4 Star Hotels in Monroe ](https://www.expedia.com/4Star-Monroe-Hotels.s40-0-d6171715.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Monroe ](https://www.expedia.com/Monroe-Hotels-Bar-Hotel.0-0-d6171715-tBarHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Monroe ](https://www.expedia.com/Monroe-Hotels-Winery-Hotel.0-0-d6171715-tWineryHotel.Travel-Guide-Filter-Hotels) - [Flights to New York ](https://www.expedia.com/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights to Sugar Loaf ](https://www.expedia.com/Cheap-Flights-To-Sugar-Loaf.d6171726.Travel-Guide-Flights) - [Flights to Goshen ](https://www.expedia.com/Cheap-Flights-To-Goshen.d8005.Travel-Guide-Flights) - [Flights from Goshen ](https://www.expedia.com/lp/flights/8005/flights-from-goshen) - [Flights to Monroe ](https://www.expedia.com/Cheap-Flights-To-Monroe.d6171715.Travel-Guide-Flights) - [Flights from Monroe ](https://www.expedia.com/lp/flights/6171715/flights-from-monroe) - [Castle Fun Center ](https://www.expedia.com/Castle-Fun-Center-Chester.d6209270.Vacation-Attraction) - [Museum Village ](https://www.expedia.com/Museum-Village-Chester.d553248621559142200.Vacation-Attraction) - [The Rock Sports Complex ](https://www.expedia.com/The-Rock-Sports-Complex-Chester.d553248624556330411.Vacation-Attraction) - [Goosepond Mountain State Park ](https://www.expedia.com/Goosepond-Mountain-State-Park-Chester.d553248635974861777.Vacation-Attraction) - [LEGOLAND® New York ](https://www.expedia.com/LEGOLAND-New-York-Goshen.d553248635997928006.Vacation-Attraction) - [Visit Sugar Loaf ](https://www.expedia.com/Sugar-Loaf.dx6171726) - [Goshen Historic Track ](https://www.expedia.com/Goshen-Historic-Track-Goshen.d553248621558786490.Vacation-Attraction) - [Orange County Genealogical Society ](https://www.expedia.com/Orange-County-Genealogical-Society-Goshen.d6209275.Vacation-Attraction) - [Harness Racing Museum and Hall of Fame ](https://www.expedia.com/Harness-Racing-Museum-And-Hall-Of-Fame-Goshen.d6225670.Vacation-Attraction) - [Visit Goshen ](https://www.expedia.com/Goshen.dx8005) - [Goshen Vacations ](https://www.expedia.com/Goshen.d8005.Destination-Travel-Guides) - [Visit Monroe ](https://www.expedia.com/Monroe.dx6171715) - [Car rentals near LEGOLAND® New York ](https://www.expedia.com/Car-Rentals-In-LEGOLAND-New-York.d553248635997928006.Car-Rental-Guide) - [Car rentals near Sugar Loaf ](https://www.expedia.com/Car-Rentals-In-Sugar-Loaf.d6171726.Car-Rental-Guide) - [Car rentals near Goshen ](https://www.expedia.com/Car-Rentals-In-Goshen.d8005.Car-Rental-Guide) - [Thrifty Car Rental Rental Cars in Goshen ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Goshen.d8005-c45.Car-Rental-Guide-Suppliers) - [Van Car Rentals in Goshen ](https://www.expedia.com/Van-Car-Rentals-In-Goshen.d8005-tVan.Car-Rental-Guide-Class) - [Enterprise Rental Cars in Goshen ](https://www.expedia.com/Enterprise-Car-Rentals-In-Goshen.d8005-c15.Car-Rental-Guide-Suppliers) - [Luxury Car Rentals in Goshen ](https://www.expedia.com/Luxury-Car-Rentals-In-Goshen.d8005-tLuxury.Car-Rental-Guide-Class) - [Budget Rental Cars in Goshen ](https://www.expedia.com/Budget-Car-Rentals-In-Goshen.d8005-c39.Car-Rental-Guide-Suppliers) - [Car rentals near Walton Park ](https://www.expedia.com/Car-Rentals-In-Walton-Park.d553248634999235341.Car-Rental-Guide) - [Car rentals near Monroe ](https://www.expedia.com/Car-Rentals-In-Monroe.d6171715.Car-Rental-Guide) - [Sugar Loaf Vacation Rentals ](https://www.expedia.com/Sugar-Loaf-Vacation-Rentals.d6171726.Travel-Guide-VacationRentals) - [Goshen Vacation Rentals ](https://www.expedia.com/Goshen-Vacation-Rentals.d8005.Travel-Guide-VacationRentals) - [Monroe Vacation Rentals ](https://www.expedia.com/Monroe-Vacation-Rentals.d6171715.Travel-Guide-VacationRentals) - [Things to do in Goshen ](https://www.expedia.com/Things-To-Do-In-Goshen.d8005.Travel-Guide-Activities) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app