Title: TOP 10 Hotels in Pine Plains, NY (from $73) - COMPETITIVE PRICES | Expedia.com [Pine Plains Travel Guide](https://expedia.com/Pine-Plains.dx3000449418)[Vacation Rentals in Pine Plains](https://expedia.com/Pine-Plains-Vacation-Rentals.d3000449418.Travel-Guide-VacationRentals)[Flights to Pine Plains](https://expedia.com/Cheap-Flights-To-Pine-Plains.d3000449418.Travel-Guide-Flights)[Car Rentals in Pine Plains](https://expedia.com/Car-Rentals-In-Pine-Plains.d3000449418.Car-Rental-Guide)[Pine Plains Vacation Packages](https://expedia.com/Pine-Plains.d3000449418.Destination-Travel-Guides) ![Sharon Ct, USA Fall foliage and autumn colors.](https://images.trvl-media.com/place/3000449418/5a051a27-c468-4a8e-88be-3b2cc0c3e88f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000449418/5a051a27-c468-4a8e-88be-3b2cc0c3e88f.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 Pine Plains Cabin [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&lodging=CABIN) Family friendly [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&travelerType=family_friendly) Pool [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&amenities=POOL) Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&amenities=PETS) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&amenities=HOT_TUB) Farm [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&lodging=AGRITOURISM) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&lodging=APARTMENT) Cottage [](https://www.expedia.com/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-25&d2=2026-03-25&lodging=COTTAGE) ## Check prices for these dates Tonight [Mar 9 - Mar 10](https://www.expedia.com/Hotel-Search?regionId=3000449418&startDate=2026-03-09&endDate=2026-03-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 10 - Mar 11](https://www.expedia.com/Hotel-Search?regionId=3000449418&startDate=2026-03-10&endDate=2026-03-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=3000449418&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=3000449418&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pine Plains hotels ![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/ddc846d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/8a39f823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/de707444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Queen Bed with Sofa bed (The Mashomack Suite) | 1 bedroom, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/408d347d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Pine Plains [](https://www.expedia.com/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information) Pine Plains 9.8/10 Exceptional (304 reviews) "Great stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Katherine $240 nightly $272 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Pine-Plains-Hotels-Inn-At-Pine-Plains.h22227121.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9c157bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/04ff4b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/30ceb892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locust Tree Bed and Breakfast LLC [](https://www.expedia.com/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) East Canaan 9.0/10 Wonderful (415 reviews) "Great breakfast! Had a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle $105 nightly $121 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Torrington-Hotels-Locust-Tree-Bed-And-Breakfast-LLC.h7753947.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/220f6cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/44ab9667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/748b4faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/a1ad800b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monument Mountain Motel [](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) Great Barrington 9.0/10 Wonderful (829 reviews) "The room was clean, and the staff was friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Damien $67 nightly $74 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/a75d4cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 King Bed | Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/4b9b80d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/ee2d524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed | Minibar, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/0f83c46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the Alander [](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information) Copake 9.0/10 Wonderful (207 reviews) "Nice room and reasonable prices! Will recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jianyang $120 nightly $134 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/eb59c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/87fd867b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/e46ce1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy [](https://www.expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) Catskill 9.6/10 Exceptional (169 reviews) "The cabin was very clean and cozy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Azma $149 nightly $161 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1650f935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Bathroom | Combined shower/tub, deep soaking tub, hydromassage showerhead](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/591bd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Great Barrington [](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) Great Barrington 8.4/10 Very Good (1,002 reviews) "Clean room, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea $65 nightly $73 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/dc8b3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/0959b7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/b5703a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch flat-screen TV with digital channels, TV, DVD player](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/523420f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Changing Times Boutique Country Lodging [](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) Craryville 10/10 Exceptional (113 reviews) "Great experience, looking forward to staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg $150 nightly $168 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Craryville-Hotels-Changing-Times-Boutique-Country-BB.h19185424.Hotel-Information) ![Double Room | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/b3935f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/63dfffc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/65793401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125340300/125340225/1a233317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire Mountain Inn [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information) Great Barrington $135 nightly $151 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/ecdcd2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (5) | Bathroom | Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/3ff31723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/5fe2b5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (5) | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109830000/109821100/109821051/6375a3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Millerton Inn [](https://www.expedia.com/Millerton-Hotels-The-Millerton-Inn.h109821051.Hotel-Information) Millerton 8.4/10 Very Good (18 reviews) "Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie $161 nightly $182 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Millerton-Hotels-The-Millerton-Inn.h109821051.Hotel-Information) ![Signature Apartment | Private kitchen | Shared fridge, espresso maker, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/8d94aff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/b1333484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/43e0f1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/f36cd5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Hotel [](https://www.expedia.com/Hudson-Hotels-Howard-Hotel.h109890012.Hotel-Information) Hudson 10/10 Exceptional (118 reviews) "Awesome hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael $129 nightly $146 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Howard-Hotel.h109890012.Hotel-Information) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/d9ef55ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/168badea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/64920fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/c3cfafba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nautical Nest [](https://www.expedia.com/Hudson-Hotels-Nautical-Nest.h57535178.Hotel-Information) Hudson 9.6/10 Exceptional (132 reviews) "Very cute, great location in town, nice and quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $122 nightly $138 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Nautical-Nest.h57535178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/e2e7e72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/9ac40a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG [](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) Great Barrington 8.8/10 Excellent (743 reviews) "Great property, very accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanice $107 nightly $120 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Accessible, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/6e7ed3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/da9c984e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Saugerties [](https://www.expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) Saugerties 7.6/10 Good (1,006 reviews) "Easy check in, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $99 nightly $111 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/143186d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/f060dba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/0603c149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Wilder House Berkshires Room 1 | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/aa99cb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilder House Berkshires [](https://www.expedia.com/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information) Sheffield 9.8/10 Exceptional (43 reviews) "Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristinna $184 nightly $206 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/75a25972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/562c72d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/eef5b40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AutoCamp Catskills [](https://www.expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) Saugerties 9.0/10 Wonderful (461 reviews) "Room was very spacious and clean I loved it it’s my second time there " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melli $170 nightly $191 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/9aaa75ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 King Bed, Garden View | Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/f581b284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/be4af91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/d60ca119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prospect Berkshires [](https://www.expedia.com/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) Egremont 9.8/10 Exceptional (21 reviews) "Excellent local stay - would recommend to all" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gentian $202 nightly $225 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/528e0073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/2644dba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/26772120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/c85d7284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Kingston [](https://www.expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) Kingston 9.0/10 Wonderful (1,004 reviews) "Good hotel for its price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liya $114 nightly $128 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![45-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/111000000/110350000/110343600/110343538/e1f29c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/111000000/110350000/110343600/110343538/7a45bc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![45-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/111000000/110350000/110343600/110343538/46d34a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite #4 | Terrace/patio](https://images.trvl-media.com/lodging/111000000/110350000/110343600/110343538/00f154c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Navigator [](https://www.expedia.com/Hudson-Hotels-Hudson-Navigator.h110343538.Hotel-Information) Hudson 9.6/10 Exceptional (58 reviews) "Beautiful clean space, luxorious ameneties, safe, super easy check in. Walking distance from all we needed ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brianne $121 nightly $137 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Hudson-Navigator.h110343538.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/f320203a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/13c8c067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Suite | Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/6f96c881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Living area | 32-inch Smart TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/84000000/83970000/83964400/83964397/d7e328ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wiltwyck [](https://www.expedia.com/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) Kingston 9.4/10 Exceptional (174 reviews) "Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ema $144 nightly $161 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-The-Wiltwyck.h83964397.Hotel-Information) ![Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/75dbf9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/22135a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room, 2 Queen Beds, Courtyard View | Premium bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/3d6dcf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/103000000/102810000/102807000/102806911/51ca9ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Rock Inn [](https://www.expedia.com/Great-Barrington-Hotels-East-Rock-Inn.h102806911.Hotel-Information) Great Barrington 9.6/10 Exceptional (38 reviews) "The room was clean and comfortable wi will back next year:) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadya $127 nightly $142 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-East-Rock-Inn.h102806911.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=2026-03-23&endDate=2026-03-24®ionId=3000449418&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=HTG_SPRING_PROMO_3000449418) ![](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%2FPine-Plains-Hotels.d3000449418.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPine-Plains-Hotels.d3000449418.Travel-Guide-Hotels) ## Stay near popular Pine Plains attractions ### Stissing Lake Park Stissing Lake Park offers a serene lakeside escape with clear waters perfect for swimming and fishing. Families gather at picnic areas surrounded by natural beauty, creating a peaceful retreat from everyday life. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876921906302029824) ### Pine Plains Library This welcoming community library offers diverse programs and a rich collection. Enjoy comfortable reading areas and free Wi-Fi while exploring local history resources with help from knowledgeable staff. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920832434397184) ### The Stissing Center This restored historic venue hosts diverse performances from music to theater in Pine Plains, New York. Immerse yourself in intimate cultural experiences where historic charm meets modern artistic expression. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920709599989760) ### Thompson Pond This 15,000-year-old glacial kettle pond offers a peaceful 2.7-mile trail through diverse ecosystems. Bring binoculars to spot some of the 160 bird species that inhabit this National Natural Landmark. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532664782) ### Gallatin Town Hall Gallatin Town Hall serves as the administrative heart of the community, hosting public meetings and town services. Monthly board meetings are held on the third Tuesday at 6:30 PM. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920559032901632) ## Learn more about Pine Plains Hike the trails of Stissing Mountain for panoramic views of this charming Hudson Valley town and its surrounding countryside. Spend afternoons exploring local farm stands or enjoying the peaceful waters of Stissing Lake with a picnic from Main Street businesses. [See all hotels in Pine Plains](https://www.expedia.com/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24&adults=2®ionId=3000449418) ![Sharon Ct, USA Fall foliage and autumn colors.](https://images.trvl-media.com/place/3000449418/5a051a27-c468-4a8e-88be-3b2cc0c3e88f.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Pine Plains Hotel Reviews ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139_y.jpg) ### AutoCamp Catskills 10/10 Excellent "Loved the experience " [](https://expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Courtyard by Marriott Kingston](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "Always a great stay here! " [](https://expedia.com/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "I just love this place, this was my second time and ofc I will be back" [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Howard Johnson by Wyndham Saugerties](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/bd464bb9_y.jpg) ### Howard Johnson by Wyndham Saugerties 10/10 Excellent "Clean room, nice pillows.. Microwave a plus. Great diner connected to the Motel. Appreciate the lobby coffee. " [](https://expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 4/10 Poor "Wish there was a way to show when the pool is closed. We had a choice of similar hotels - selected this one based on location and our family likes to enjoy having access to a pool during a vacation. The hotel needs quite a bit of TLC - our room cleanliness was okay but there as a bad looking white stain in the chair. " [](https://expedia.com/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 6/10 Okay "We had no internet in our room for our entire stay. We asked about it and was told it was being servixes that day, it was nit fuxed and only worked in the lobby (our room was 20 ft from there)" [](https://expedia.com/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Beekman Arms and Delamater Inn](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8_y.jpg) ### Beekman Arms and Delamater Inn 10/10 Excellent "We've visited Beekman Arms numerous times. If you're someone who loves history and antiques, it's the place for you. What makes it a particular favorite, though, is the staff. " [](https://expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/528e0073_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Room was very clean and beds were comfortable " [](https://expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "new and clean" [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ## More cheap stays in Pine Plains ![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Great Barrington 372 Main Street Great Barrington MA $65 nightly $73 total Mar 24 - Mar 25 Total with taxes and fees 8.4/10 Very Good! (1,002 reviews) [](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Plus Kingston Hotel And Conference Center 503 Washington Ave Kingston NY $95 nightly $107 total Mar 16 - Mar 17 Total with taxes and fees 7.6/10 Good! (1,005 reviews) [](https://expedia.com/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/528e0073_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Kingston 1307 Ulster Ave Kingston NY $114 nightly $128 total Mar 29 - Mar 30 Total with taxes and fees 9/10 Wonderful! (1,004 reviews) [](https://expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 2777 ROUTE 32 Saugerties NY $119 nightly $133 total Mar 15 - Mar 16 Total with taxes and fees 8.8/10 Excellent! (726 reviews) [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Holiday Inn Express & Suites Kingston-Ulster by IHG](https://images.trvl-media.com/lodging/17000000/16110000/16102700/16102650/815da7c6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express & Suites Kingston-Ulster by IHG 1835 Ulster Avenue Lake Katrine NY $122 nightly $137 total Mar 29 - Mar 30 Total with taxes and fees 9.4/10 Exceptional! (1,007 reviews) [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information) ![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 282 Cairo Junction Rd Catskill NY $149 nightly $161 total Mar 11 - Mar 12 Total with taxes and fees 9.6/10 Exceptional! (169 reviews) [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ## Hotels in Pine Plains with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 3 properties [](https://expedia.com/5Star-Pine-Plains-Hotels.s50-0-d3000449418.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 8 properties [](https://expedia.com/4Star-Pine-Plains-Hotels.s40-0-d3000449418.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 119 properties [](https://expedia.com/3Star-Pine-Plains-Hotels.s30-0-d3000449418.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 55 properties [](https://expedia.com/2Star-Pine-Plains-Hotels.s20-0-d3000449418.Travel-Guide-Filter-Hotels) ## Find out more about Pine Plains ### Top reasons to visit Pine Plains - **Outdoor Adventures:** Pine Plains is perfect for outdoor enthusiasts with activities like skiing, hiking, and exploring nature reserves. - **Scenic Beauty:** Enjoy picturesque lakes and stunning views in nearby Litchfield Hills, ideal for relaxation and exploration. - **Cultural Experiences:** Discover local history through vintage aircraft exhibits and historic sites throughout the area. - **Charming Accommodations:** Stay in cozy bed and breakfasts or agritourism properties, many of which are pet-friendly. - **Family-Friendly Activities:** The region offers a variety of fun activities suitable for all ages, making it a great family getaway. ### Find great hotels near Pine Plains Pine Plains, New York, offers a charming selection of accommodations, perfect for every traveler. From cozy bed and breakfasts to welcoming agritourism properties, you’ll find options that cater to families and adventure seekers alike. Many hotels are pet-friendly, ensuring that your furry companions can join the fun. Explore our guide to discover the best hotels and guest rooms that Pine Plains has to offer for an unforgettable getaway. - **[Hampton Inn Kingston: ](https://www.expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)** The Hampton Inn Kingston offers a welcoming atmosphere tailored for both business and leisure travelers. Known for its LGBTQIA-friendly environment, this hotel is ideal for those looking to blend work with relaxation. Located 17 miles from Pine Plains, the property provides excellent business amenities, including a 24-hour business center and conference space. The pet-friendly policy ensures that guests can travel with their furry companions, making it a great choice for family-oriented trips. With a commitment to service and comfort, this hotel is perfect for a productive stay with a touch of warmth. - **[Holiday Inn Express & Suites Kingston-Ulster by IHG: ](https://www.expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information)** Holiday Inn Express & Suites Kingston-Ulster is designed for travelers seeking a blend of comfort and functionality. Situated 17 miles from Pine Plains, this hotel is also LGBTQIA welcoming and offers a range of business facilities, including a 24-hour business center and meeting rooms. Guests can enjoy a free breakfast bar to fuel their day, making it an excellent choice for those on the go. The hotel's modern design and convenient location near local attractions ensure that you can balance work and relaxation seamlessly. - **[Residence Inn by Marriott Kingston: ](https://www.expedia.com/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information)** With a three-star rating, Residence Inn by Marriott Kingston presents a blend of home-like comfort and business efficiency. Located 17 miles from Pine Plains, this hotel is perfect for long stays, offering spacious suites that accommodate pets under specific conditions. The property emphasizes an LGBTQIA-friendly environment and features accessible business amenities, including a 24-hour business center and meeting rooms. Guests appreciate the full kitchen in each suite, making it easy to prepare meals during your stay. This hotel is ideal for both business travelers and families looking for a comfortable home base. ### Where to stay near Pine Plains Pine Plains offers a delightful mix of outdoor adventures and charming retreats, making it an ideal vacation spot. Explore nearby Litchfield Hills for scenic views and historic sites, all within walking distance. Whether you're seeking relaxation or family-friendly activities, this region provides a perfect escape. Embrace the atmosphere of adventure and history as you uncover the best places to explore in and around Pine Plains. - **[Rhinebeck: ](https://www.expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)** Nestled 14 miles from Pine Plains, Rhinebeck is a charming city that offers a delightful mix of outdoor activities and scenic beauty. Known for its picturesque landscapes, visitors flock here for adventures in education, skiing, and exploration of local landmarks like lakes and mountains. The vibrant town center features boutique shops, art galleries, and quaint cafes, making it a perfect spot for leisurely strolls. With peak visitor seasons in May, July, and September, Rhinebeck is a must-visit for those seeking an enriching travel experience. - **[Ancramdale: ](https://www.expedia.com/Ancramdale-Hotels.d3000421986.Travel-Guide-Hotels)** Located a mere 4 miles away from Pine Plains, Ancramdale is a hidden gem for outdoor enthusiasts. Visitors are drawn to its ski resorts and breathtaking scenery, with the peak tourist months being July, August, and October. The nearby national state park offers a wealth of hiking and recreational activities, ensuring a memorable stay. The tranquil atmosphere, combined with the allure of local lakes and mountains, makes Ancramdale an ideal destination for those looking to connect with nature and enjoy adventure. - **[Ancram: ](https://www.expedia.com/Ancram-Hotels.d3000421975.Travel-Guide-Hotels)** Just 5 miles from Pine Plains, Ancram is a city that captivates visitors with its stunning natural surroundings. Known for outdoor adventures and scenic vistas, Ancram is particularly popular from April to May and in July. The area boasts access to beautiful beaches, national state parks, and serene lakes, providing ample opportunities for recreation and relaxation. Whether you're skiing or hiking, Ancram offers a perfect backdrop for an adventurous getaway. ### Things to do near Pine Plains Pine Plains, New York, is an excellent destination for outdoor enthusiasts seeking adventure and beautiful scenery. Visitors can enjoy skiing, scenic hiking, and explore vintage aircraft exhibits. This charming town offers a blend of educational activities and outdoor fun, making it a perfect spot for a memorable vacation experience. **Shopping** Pine Plains offers a charming shopping experience with local gems. Visit [Bodhi Tree Gallery](https://www.expedia.com/Bodhi-Tree-Gallery-Hotels.0-l553248621532664793-0.Travel-Guide-Filter-Hotels) for unique gifts, located 12 miles away. If you're up for a drive, check out [Village Books](https://www.expedia.com/Village-Books-Hotels.0-l553248621532664670-0.Travel-Guide-Filter-Hotels) at 14 miles and [Clarke Outdoors](https://www.expedia.com/Clarke-Outdoors-Hotels.0-l553248621532664794-0.Travel-Guide-Filter-Hotels) at 17 miles for outdoor gear and more special finds. **Recreation** Experience the beautiful outdoors at [Red Hook Golf Club](https://www.expedia.com/Red-Hook-Golf-Club-Hotels.0-l6258684-0.Travel-Guide-Filter-Hotels), a golfer's paradise offering stunning views and a challenging course just 9 miles away. For relaxation, visit [Saugerties Village Beach](https://www.expedia.com/Saugerties-Village-Beach-Hotels.0-l553248621552322116-0.Travel-Guide-Filter-Hotels), located 16 miles away, perfect for unwinding by the water. Enjoy some fun at [Kiwanis Ice Arena](https://www.expedia.com/Kiwanis-Ice-Arena-Hotels.0-l553248621558012057-0.Travel-Guide-Filter-Hotels), 17 miles away, for ice skating adventures. **Adventure** Experience the thrill of motor racing at [Lime Rock Park](https://www.expedia.com/Lime-Rock-Park-Hotels.0-l6127072-0.Travel-Guide-Filter-Hotels), located 14 miles from Pine Plains, where adrenaline meets speed. For a scenic outdoor adventure, hike the [Harlem Valley Rail Trail](https://www.expedia.com/Harlem-Valley-Rail-Trail-Hotels.0-l553248621532664785-0.Travel-Guide-Filter-Hotels), 7 miles away, offering breathtaking views. Unleash your competitive spirit at [Hornets Nest Paintball](https://www.expedia.com/Hornets-Nest-Paintball-Hotels.0-l553248621532664789-0.Travel-Guide-Filter-Hotels), located 5 miles from Pine Plains. **Nightlife** Experience the vibrant nightlife in Pine Plains by visiting the Ancram Opera House for a captivating show just 5 miles away. For more theatrical flair, the [Center for Performing Arts at Rhinebeck](https://www.expedia.com/Center-For-Performing-Arts-At-Rhinebeck-Hotels.0-l553248621532664641-0.Travel-Guide-Filter-Hotels) and [TriArts Sharon Playhouse](https://www.expedia.com/TriArts-Sharon-Playhouse-Hotels.0-l553248621532664784-0.Travel-Guide-Filter-Hotels) offer entertaining performances, both within a 12-mile drive. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Pine Plains To save money on your trip to Pine Plains, consider visiting during the off-peak months of March or December to January when prices are lower. Book your stay on a Tuesday for the best rates and utilize Expedia’s search tool to find budget-friendly options. Combining flights and hotel stays through an Expedia package can lead to significant savings, and joining the One Key membership program offers exclusive discounts. Don’t forget to explore free activities in the area and take advantage of public transport for affordable travel within Pine Plains. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Pine Plains are March and December to January, 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 Pine Plains is Tuesday. The most expensive day to stay in Pine Plains is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your options based on 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 Pine Plains with your flights and activities through an Expedia package deal. - **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 Pine Plains Pine Plains, New York, is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including national and state parks, picturesque lakes, and nature reserves. Whether you're looking for scenic views, cultural experiences, or thrilling outdoor activities, Pine Plains offers something for everyone, making it a perfect getaway for those who appreciate nature and adventure. - **[Omega Institute: ](https://www.expedia.com/Omega-Institute-Hotels.0-l6093759-0.Travel-Guide-Filter-Hotels)** Located 11 miles from Pine Plains, the Omega Institute offers a serene retreat focused on wellness, spirituality, and personal growth. With its peaceful surroundings and diverse workshops, visitors can immerse themselves in holistic practices and transformative experiences. - **[Bard College: ](https://www.expedia.com/Bard-College-Hotels.0-l6093753-0.Travel-Guide-Filter-Hotels)** Situated 13 miles away, Bard College is a historic institution known for its beautiful campus and vibrant arts scene. Explore the rich cultural offerings, including performances and exhibitions, while enjoying the charming atmosphere of this academic community. - **[Lake Taghkanic State Park: ](https://www.expedia.com/Lake-Taghkanic-State-Park-Hotels.0-l553248634328801676-0.Travel-Guide-Filter-Hotels)** Just 8 miles from Pine Plains, Lake Taghkanic State Park is perfect for outdoor enthusiasts. Experience adventure through hiking, fishing, and swimming, all while taking in stunning lake views and lush landscapes. ### Best time to go to Pine Plains The best time to visit Pine Plains is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy 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 | 24.4°F (-4.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 26.4°F (-3.1°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 34.2°F (1.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 45.9°F (7.7°C) | Light Rain | Mostly Cloudy | Moderately High | Average | | May | 57.2°F (14.0°C) | Light Rain | Mostly Sunny | Average | Average | | June | 65.1°F (18.4°C) | Light Rain | Mostly Sunny | Average | Average | | July | 71.4°F (21.9°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 69.4°F (20.8°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | September | 62.4°F (16.9°C) | Light Rain | Mostly Sunny | Average | Average | | October | 51.3°F (10.7°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly High | | November | 39.0°F (3.9°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 30.6°F (-0.8°C) | Light Rain | Mostly Cloudy | Moderately Low | Slightly Low | ### The nearest major airports for your trip to Pine Plains When visiting Pine Plains, New York, you can fly into several nearby airports. Hartford, CT ([BDL](https://www.expedia.com/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)\-Bradley Intl.) is 50 miles away, with excellent hotel options like the [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.com/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information), just 1 mile from the terminal. Albany, NY ([ALB](https://www.expedia.com/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)\-Albany Intl.) is 53 miles away, featuring the [Park Manor Hotel](https://www.expedia.com/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information), located 8 miles from the airport. Newburgh, NY ([SWF](https://www.expedia.com/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)\-Stewart Intl.) is the closest at 40 miles, offering accommodations like [The Dutchess Inn and Spa at Beacon](https://www.expedia.com/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information), just 6 miles from the airport. Each hotel provides convenient access to their respective airports, ensuring a smooth travel experience. ## Frequently asked questions ### What is the best area to stay in Pine Plains? > This central area offers convenient access to local establishments and the village green. You'll find a selection of local shops, cafes, and eateries within walking distance, making it easy to explore the town on foot. The town center provides a pleasant, low-key atmosphere for visitors. > > > Couples looking for a relaxing getaway will appreciate the quiet surroundings and the ability to stroll to dinner or a local shop without needing a car. ### What are the best hotels in Pine Plains that travelers recommend? > The 3.5-star Inn at Pine Plains boasts an impressive 9.8 rating from guests. This hotel is praised for its great location, being just 0.2 miles from Pine Plains Library, 0.8 miles from Thompson Pond, and 0.9 miles from Stissing Lake Park. Guests also frequently highlight the cleanliness of the suites. Amenities include air conditioning, premium bedding, and a complimentary continental breakfast. ### What hotels in Pine Plains offer free breakfast? > This 3.5-star hotel, boasting an impressive 9.8 rating, provides a free continental breakfast daily, ensuring a convenient start to your day. Guests appreciate the complimentary self-parking and the fact that pets can stay free. It is conveniently located near local attractions, just 0.2 miles from the Pine Plains Library, 0.8 miles from Thompson Pond, and 0.9 miles from Stissing Lake Park. ### What are the top pet-friendly hotels in Pine Plains? > The 3.5-star Inn at Pine Plains, with an excellent 9.8 rating, is highly recommended for travelers with pets. Pets are permitted to stay free, and this hotel specifically welcomes dogs. Guests can also enjoy a complimentary continental breakfast during their stay. The Inn at Pine Plains is conveniently located near Stissing Lake Park, the Pine Plains Library, and Thompson Pond, offering easy access to local attractions. See more [pet-friendly hotels in Pine Plains](https://www.expedia.com/Pine-Plains-Hotels-Pet-Friendly-Hotel.0-0-d3000449418-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the best hotels in Pine Plains near Thompson Pond? > This 3.5-star hotel, with an exceptional 9.8 rating, is located just 0.8 miles from Thompson Pond. It offers complimentary breakfast, including a continental option, and free toiletries, adding convenience to your stay. Guests appreciate the free self-parking and the fact that pets can stay free. Many guests have praised its great location and the cleanliness of its suites. ### When is the best time to go to Pine Plains? > Summer in Pine Plains, particularly July and August, offers warm temperatures great for enjoying Stissing Lake. Visitors can swim, kayak, or simply relax by the water. The Pine Plains Farmers Market is also in full swing during these months, providing fresh local produce and artisan goods. > > > For those who appreciate scenic beauty and comfortable temperatures, September and October are ideal. The changing leaves create a picturesque landscape, making it a great time for hiking or exploring the numerous trails around Stissing Mountain. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Pine Plains 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 Pine Plains hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Ancramdale Hotels ](https://www.expedia.com/Ancramdale-Hotels.d3000421986.Travel-Guide-Hotels) - [Ancram Hotels ](https://www.expedia.com/Ancram-Hotels.d3000421975.Travel-Guide-Hotels) - [B&B in Ancram ](https://www.expedia.com/Ancram-Bed-And-Breakfast.d3000421975-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Apartments in Ancram ](https://www.expedia.com/Ancram-Apartments.d3000421975-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Ancram ](https://www.expedia.com/Ancram-Cabins.d3000421975-aaCabins.Travel-Guide-Accommodation) - [5 Star Hotels in Ancram ](https://www.expedia.com/5Star-Ancram-Hotels.s50-0-d3000421975.Travel-Guide-Filter-Hotels) - [Villas in Ancram ](https://www.expedia.com/Ancram-Villas.d3000421975-aaVillas.Travel-Guide-Accommodation) - 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