Title: The Best Round Top, NY Chalets from $174 | Expedia.com [Round Top Travel Guide](https://expedia.com/Round-Top.dx153475)[Hotels in Round Top](https://expedia.com/Round-Top-Hotels.d153475.Travel-Guide-Hotels)[Vacation Rentals in Round Top](https://expedia.com/Round-Top-Vacation-Rentals.d153475.Travel-Guide-VacationRentals)[Flights to Round Top](https://expedia.com/Cheap-Flights-To-Round-Top.d153475.Travel-Guide-Flights)[Car Rentals in Round Top](https://expedia.com/Car-Rentals-In-Round-Top.d153475.Car-Rental-Guide)[Round Top Vacation Packages](https://expedia.com/Round-Top.d153475.Destination-Travel-Guides) ![Sunset Over the Catskill Mountains](https://images.trvl-media.com/place/153475/a87acdfa-427c-43b3-aa65-7ee3b0490073.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/153475/a87acdfa-427c-43b3-aa65-7ee3b0490073.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=153475&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=153475&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=153475&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=153475&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Round Top chalets ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/57ea4514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/3bed5fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/fe31f0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/17042253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information) Tannersville 10/10 Exceptional (1 review) "cute little spot! very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David R. $192 nightly $203 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/e323e5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/678a4cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/923a16e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/1c680e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Mountain Hideaway - Hot Tub & Outdoors [](https://www.expedia.com/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information) Hensonville 10/10 Exceptional (1 review) "Good experience the agent saqib was excellent and very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rabih $607 nightly $655 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/ea514bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/9fe710f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/af89802d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/b7663537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mile From Ski Slope and Festivals - 125 Nightly Fee [](https://www.expedia.com/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) Hunter 8.8/10 Excellent (17 reviews) "Clean, cozy studio very close to the ski mountain!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John $275 nightly $297 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/3d7019b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/785e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/93418b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/35c02e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information) Tannersville $192 nightly $203 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/50582458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/3c139273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/0e6e07f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/f968c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Suite [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information) Tannersville 9.6/10 Exceptional (4 reviews) "The room was clean and neat." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick D. $165 nightly $174 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/a78d7cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/66133e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/16f2cee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/901cc9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494620.Hotel-Information) Tannersville $192 nightly $203 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Jessies-Harvest-House.h117494620.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/9e3fdc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/654a097a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/1938843a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/d1f8d3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace [](https://www.expedia.com/Prattsville-Hotels-Cabin-W-Mountain-Views.h91652896.Hotel-Information) Lexington 10/10 Exceptional (4 reviews) "We enjoyed a week here with our two daughters and their husbands. The chalet was fantastic, as was the scenery. highly recommend this location." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Steven K. $954 nightly $1,030 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Prattsville-Hotels-Cabin-W-Mountain-Views.h91652896.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/97b0013c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/c3080178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/d4ed943f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/30995893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven [](https://www.expedia.com/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information) Windham 10/10 Exceptional (3 reviews) "Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L. $1,336 nightly $1,442 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.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=2026-02-26&endDate=2026-02-27®ionId=153475&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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=AA_SPRING_PROMO_153475) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VACATION_HOME) Villas [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CHALET) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APART_HOTEL) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America®ionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=HOUSE_BOAT) ![](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%2FRound-Top-Chalets.d153475-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRound-Top-Chalets.d153475-aaChalets.Travel-Guide-Accommodation) ## Top Round Top Hotel Reviews ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "I loved this hotel. It was spotless spacious surrounded by beautiful views, and only eight minutes away from Hunter Mountain resort. Also is in the center of Tannersville with restaurants and shops all around. The staff was extremely friendly. We look forward to coming back in the near future." [](https://expedia.com/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "Good hotel " [](https://expedia.com/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "Remarkably comfortable clean AND warm (sooo cold outside). Fun and warm poncho robes. Nice little seating area by the window. Very happy to have stayed here." [](https://expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "The costumer service was more than great! Everyone was very friendly, easy to communicate with and helped me set up the sauna. Thank you for all the great work. Can’t wait to visit again. " [](https://expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Great room. Good continental breakfast. " [](https://expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "Everything was fine!" [](https://expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "The cabin was very clean and cozy" [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "We had such a lovely stay! Our room was cozy and warm, and the staff were super friendly and welcoming. We especially enjoyed the little surprise continental breakfast with tea, coffee, and snacks by the fireplace—it made our mornings so nice. The jacuzzi and pool were amazing, and we had a great time relaxing. Dinner at the restaurant was delicious, and our server, Kinga, was wonderful! Everything about our stay was perfect. The only tiny thing was that the bathroom didn’t have hair conditioner (shampoo and body wash were provided), but it really didn’t bother us. We would definitely come back—highly recommend! 😊" [](https://expedia.com/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "For" [](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ## Find out more about Round Top ## Round Top Chalets information | Number of reviews | 28 | | ----------------- | ---------- | | Accommodation | 39 Chalets | | Lowest Price | $174 | | Highest Price | $1,442 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Blackhead Mountain Country Club ](https://www.expedia.com/Blackhead-Mountain-Country-Club-Hotels.0-l553248621552322110-0.Travel-Guide-Filter-Hotels) - [B&B in Purling ](https://www.expedia.com/Purling-Bed-And-Breakfast.d6049044-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Lodges in Purling ](https://www.expedia.com/Purling-Lodges.d6049044-aaLodges.Travel-Guide-Accommodation) - 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