Title: TOP 10 Hotels in Pine Plains, NY (from $74) - 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 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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=POOL) 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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&travelerType=family_friendly) 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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&lodging=CABIN) 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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=HOT_TUB) 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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=PETS) Spa [](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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&amenities=SPA_ON_SITE) 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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&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=2026-04-03&d1=2026-04-03&endDate=2026-04-05&d2=2026-04-05&lodging=COTTAGE) ## Check prices for these dates Tonight [Mar 20 - Mar 21](https://www.expedia.com/Hotel-Search?regionId=3000449418&startDate=2026-03-20&endDate=2026-03-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 21 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=3000449418&startDate=2026-03-21&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=3000449418&startDate=2026-03-27&endDate=2026-03-29&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) ![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) ![Reception](https://images.trvl-media.com/lodging/23000000/22230000/22227200/22227121/30601203.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) ### 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 $248 nightly $280 total Apr 1 - Apr 2 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) ![Interior](https://images.trvl-media.com/lodging/8000000/7760000/7754000/7753947/9fc87fbd.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) ![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) ### 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 21 - Mar 22 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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/83dd2b57.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) ![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) ### Monument Mountain Motel [](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) Great Barrington 9.0/10 Wonderful (834 reviews) "Nice place and very reasonable for great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond $67 nightly $74 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/1d183ca9.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 (1,000 reviews) "Clean, breakfast was a nice option before heading to Butternut mountain nearby " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin $67 nightly $75 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.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/d71945c1.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 (176 reviews) "I just love this place, this was my second time and ofc I will be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JANYRA $159 nightly $172 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.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) ![Staircase](https://images.trvl-media.com/lodging/20000000/19190000/19185500/19185424/83c74984.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 21 - Mar 22 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/126000000/125350000/125340300/125340225/9a417e14.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) ### The Berkshire Mountain Inn [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.Hotel-Information) Great Barrington 10/10 Exceptional (2 reviews) $150 nightly $168 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-The-Berkshire-Mountain-Inn.h125340225.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/f36cd5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/110000000/109900000/109890100/109890012/8b6ec799.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 9.8/10 Exceptional (123 reviews) "Awesome hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael $121 nightly $137 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Howard-Hotel.h109890012.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) ![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) ![Interior detail](https://images.trvl-media.com/lodging/106000000/105820000/105813900/105813835/7fea6163.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 $148 nightly $166 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Sheffield-Hotels-Wilder-House-Berkshires.h105813835.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) ![Lounge](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/be245a75.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) ### the Alander [](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.Hotel-Information) Copake 9.0/10 Wonderful (210 reviews) "This was a cozy, attractive stay with a very well outfitted room, friendly service and nice dining options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan $140 nightly $157 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Copake-Hotels-The-Alander.h74111256.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) ![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) ![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/73000000/72590000/72584900/72584897/80ece474.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 (468 reviews) "Great parking ..and staff very very friendly clean rooms as well" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jocelyn $170 nightly $191 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.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) ![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) | 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) ![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) "Perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zhigang $161 nightly $182 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Millerton-Hotels-The-Millerton-Inn.h109821051.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) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/dcdd836c.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 (744 reviews) "Simple and clean hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vitor $107 nightly $120 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8. The Riverview Room | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/40f18d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/818a652c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7. The Mulberry Room | Living area | 32-inch Smart TV with satellite channels, TV](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/d4d763c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Micosta Leisure Inn [](https://www.expedia.com/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information) Hudson 9.4/10 Exceptional (141 reviews) "Steven is the most helpful and kind host I've ever experienced! The property is lovely, and the rooms are cozy. I would definitely recommend staying here especially as a solo traveler." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salvio $133 nightly $150 total Mar 21 - Mar 22 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.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) ![Hallway](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/1ddd342e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20500/20423/2cdc8bdd.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) ### Howard Johnson by Wyndham Saugerties [](https://www.expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.Hotel-Information) Saugerties 7.6/10 Good (1,000 reviews) "The room was very clean. The staff is excellent check-in was easy and the restaurant Abby’s attached to the hotel is very reasonably priced and the food is outstanding old school Salid bar ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard $89 nightly $100 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Howard-Johnson-By-Wyndham-Saugerties.h20423.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) ![Hallway](https://images.trvl-media.com/lodging/58000000/57540000/57535200/57535178/9c0b3e3f.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) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carla $122 nightly $138 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Nautical-Nest.h57535178.Hotel-Information) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/0f084f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/700c0e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/da41475a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beekman Arms and Delamater Inn [](https://www.expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) Rhinebeck Village 8.4/10 Very Good (852 reviews) "Clean comfortable room; nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark $143 nightly $162 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/522482a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Cottage | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/10e70d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/d4318cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blackberry River Inn [](https://www.expedia.com/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) Norfolk 9.4/10 Exceptional (171 reviews) "Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina $139 nightly $160 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Norfolk-Hotels-Blackberry-River-Inn.h95991149.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) ![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) ![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) ### Hudson Navigator [](https://www.expedia.com/Hudson-Hotels-Hudson-Navigator.h110343538.Hotel-Information) Hudson 9.6/10 Exceptional (59 reviews) "Great location close to charming shops and restaurants. Cozy room with an amazing shower! Loved the living/dining area with fireplaces. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randall $125 nightly $141 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Hudson-Navigator.h110343538.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/d01cbbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/b78defcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/6dc569e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Patio, Garden View | In-room safe, free WiFi](https://images.trvl-media.com/lodging/118000000/117880000/117878700/117878697/bf8221cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kent Collection - The Firefly Inn [](https://www.expedia.com/Kent-Hotels-The-Kent-Collection-The-Firefly-Inn.h117878697.Hotel-Information) Kent 10/10 Exceptional (2 reviews) "Beautiful property, well maintained and near town for restaurants, galleries, etc." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven $281 nightly $324 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Kent-Hotels-The-Kent-Collection-The-Firefly-Inn.h117878697.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=2026-04-03&endDate=2026-04-04®ionId=3000449418&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%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) ### 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) ### 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) ### 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=2026-04-03&endDate=2026-04-04&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 ![Beekman Arms and Delamater Inn](https://images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/b86d31e8_y.jpg) ### Beekman Arms and Delamater Inn 2/10 Terrible "Decent room and clean enough but WOW does this hotel need some renovations. There is no way to control the heat and it was so hot in the room. We opened the window and the cross walk was continually beeping and making noise such that there is no way to keep the window open. Staff was nice enough but if you know this is an issue leave a fan in the room and tell people or provide ear plugs or don’t blast the heat in those rooms!" [](https://expedia.com/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.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 "Clean room hot tub out of order " [](https://expedia.com/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "The room was clean and the breakfast was very good. The staff was friendly and helpful. " [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.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 "Perfect" [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Hotel Kinsley](https://images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/367b2752_y.jpg) ### Hotel Kinsley 10/10 Excellent "Wonderful place and people " [](https://expedia.com/Kingston-Hotels-HOTEL-KINSLEY.h33543005.Hotel-Information) ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139_y.jpg) ### AutoCamp Catskills 10/10 Excellent "Friendly staff" [](https://expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Mirbeau Inn & Spa](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/6536823f_y.jpg) ### Mirbeau Inn & Spa 6/10 Okay "Clean room Staff was nice Although we did not receive a bath bomb or an evening clean. Also… hotel is pretty pricey andto not offer a complimentary breakfast is pretty cheap" [](https://expedia.com/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.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 10/10 Excellent "Good internet. Good breakfast. " [](https://expedia.com/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.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 10/10 Excellent "Pool was closed and no table pool sticks" [](https://expedia.com/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.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 $67 nightly $75 total Apr 5 - Apr 6 Total with taxes and fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Hyde Park Poughkeepsie North 4142 Albany Post Rd Hyde Park NY $77 nightly $87 total Apr 19 - Apr 20 Total with taxes and fees 8.2/10 Very Good! (1,005 reviews) [](https://expedia.com/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.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 $103 nightly $116 total Mar 29 - Mar 30 Total with taxes and fees 7.6/10 Good! (1,000 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! (1,001 reviews) [](https://expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.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 $118 nightly $132 total Mar 22 - Mar 23 Total with taxes and fees 9.4/10 Exceptional! (1,000 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 $159 nightly $172 total Mar 23 - Mar 24 Total with taxes and fees 9.6/10 Exceptional! (176 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 a paradise for outdoor enthusiasts, offering skiing, hiking, and beautiful nature reserves. - **Scenic Landscapes:** Enjoy stunning views of serene lakes and picturesque parks, perfect for relaxation and exploration. - **Romantic Getaways:** The charming ambiance makes it an ideal spot for couples seeking a romantic escape. - **Diverse Accommodations:** Choose from cozy bed & breakfasts to agritourism stays that cater to all preferences. - **Family-Friendly Atmosphere:** Nearby attractions provide fun and educational experiences for visitors of all ages. ### Find great hotels near Pine Plains Pine Plains, New York, offers a charming selection of accommodations, including inviting agritourism properties and cozy bed & breakfasts. Whether you're seeking a pet-friendly retreat, a family-friendly adventure, or a peaceful getaway, you'll find great options to enhance your stay. Explore hotels near Pine Plains and discover the best inns and lodgings that cater to all types of travelers looking to enjoy the beauty and hospitality of this lovely area. - **[Hampton Inn Kingston: ](https://www.expedia.com/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)** A budget-friendly option with a guest rating of 9.0, Hampton Inn Kingston is perfect for travelers seeking comfort and convenience. Located 17 miles from Pine Plains, this hotel is ideal for both business and leisure visitors. Known for its pet-friendly policy, guests can bring their furry companions along for the trip. The hotel offers a range of amenities, including complimentary breakfast, Wi-Fi, and a fitness center, ensuring a pleasant stay for all guests. With its welcoming atmosphere and practical features, Hampton Inn Kingston stands out as a reliable choice for your getaway. - **[Residence Inn by Marriott Kingston: ](https://www.expedia.com/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information)** With a guest rating of 8.8, Residence Inn by Marriott Kingston provides a spacious and comfortable stay, especially for those traveling with pets. Located 17 miles from Pine Plains, this 3-star hotel caters to both business and leisure travelers. Guests appreciate its modern suites equipped with kitchens, making it ideal for longer stays. The hotel also offers complimentary breakfast, a fitness center, and a welcoming atmosphere. The pet policy allows for certain restrictions, ensuring that your furry friends can enjoy the trip as well. Residence Inn is an excellent choice for those seeking a home-like experience while on the road. - **[Holiday Inn Express & Suites Kingston-Ulster by IHG: ](https://www.expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Kingston-Ulster.h16102650.Hotel-Information)** Rated 9.4, this budget-friendly hotel is an excellent option for business travelers looking for convenience. Situated 17 miles from Pine Plains, Holiday Inn Express & Suites Kingston-Ulster features modern rooms with essential amenities, including free breakfast and Wi-Fi. The hotel is designed to cater to the needs of working professionals, providing a comfortable environment to relax after a busy day. Its strategic location and quality service make it a standout choice for visitors looking to combine work and leisure seamlessly. ### Where to stay near Pine Plains Pine Plains, New York, offers a perfect blend of outdoor adventures and romantic scenery, making it an ideal vacation spot. Visitors can explore stunning landscapes and enjoy vibrant nightlife, while nearby areas provide a family-friendly atmosphere and historical charm. Whether you seek relaxation or adventure, Pine Plains and its surroundings promise a memorable experience in upstate New York. - **[Rhinebeck: ](https://www.expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)** Located 14 miles from Pine Plains, Rhinebeck is a charming city that attracts visitors year-round, with peak seasons in May, July, and September. Known for its stunning outdoor scenery and adventure opportunities, travelers flock here for hiking, biking, and enjoying the picturesque landscapes. Rhinebeck is home to various attractions, including local lakes and educational institutes, making it a great spot for both relaxation and learning. The nearby mountains offer skiing activities in the winter, ensuring a well-rounded travel experience throughout the year. - **[Ancramdale: ](https://www.expedia.com/Ancramdale-Hotels.d3000421986.Travel-Guide-Hotels)** Just 4 miles from Pine Plains, Ancramdale offers a delightful escape into nature with a focus on outdoor adventures. Peak travel times are during July to August and October, when visitors enjoy recreational areas and ski fields. Ancramdale’s proximity to state parks and lakes makes it an ideal destination for hiking, fishing, and skiing. Whether you’re looking for a thrilling outdoor experience or a peaceful day at the park, Ancramdale has something to offer every nature enthusiast. - **[Ancram: ](https://www.expedia.com/Ancram-Hotels.d3000421975.Travel-Guide-Hotels)** Situated 5 miles away from Pine Plains, Ancram is another fantastic location for outdoor adventurers, particularly those interested in skiing and other winter sports. With peak visitor numbers in April to May and July, Ancram features ski resorts and fields that cater to thrill-seekers. The area’s beautiful lakes and national state parks provide ample opportunities for hiking and relaxation. Whether you’re hitting the slopes or enjoying a leisurely day at the beach, Ancram promises an exciting getaway. ### Things to do in Pine Plains Pine Plains offers a charming escape for outdoor enthusiasts and couples alike, featuring activities such as skiing and educational experiences. It's an ideal weekend getaway, allowing visitors to explore the area's scenic beauty and various amenities. Whether you’re hitting the slopes or enjoying the tranquil surroundings, Pine Plains provides a perfect blend of adventure and relaxation. **Shopping** Pine Plains offers charming local shops for unique gifts and souvenirs. Check out The Pine Plains General Store for local crafts. If you're up for a drive, visit the Hudson Valley Mall in nearby Kingston, featuring a variety of stores from clothing to electronics. **Recreation** The Pine Plains Wellness Center offers yoga classes and holistic therapies in a tranquil setting. Enjoy guided meditation sessions and rejuvenating massages, all designed to refresh your spirit. For outdoor enthusiasts, the nearby Taconic State Park features hiking trails and scenic views, perfect for reconnecting with nature. **Adventure** Explore the scenic trails at the Pine Plains Nature Preserve for a day of hiking and wildlife spotting. For an adrenaline rush, try nearby Dutchess County's zip-lining experience, soaring through the treetops while enjoying panoramic views of the Hudson Valley. **Nightlife** Experience the cozy ambiance at The Pine Plains Tavern, where you can enjoy hearty pub fare and local brews. For a more vibrant scene, visit The Red Barn, offering live music and dancing on weekends, making it a perfect spot to unwind and mingle with locals. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for 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 customize your preferences, such as budget, desired location, and preferred hotel type. To find the best prices and deals, 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 by booking a package through Expedia. ### Find the best attractions in and around Pine Plains Pine Plains, New York, is a charming destination perfect for outdoor lovers and those seeking a romantic getaway. Visitors can explore local attractions such as national and state parks, serene lakes, and beautiful nature reserves. Whether you're after adventure, cultural experiences, or simply stunning scenery, Pine Plains offers a variety of activities that cater to all interests, making it an ideal spot for a memorable vacation. - **[Thompson Pond: ](https://www.expedia.com/Thompson-Pond-Hotels.0-l553248621532664782-0.Travel-Guide-Filter-Hotels)** Nestled within Pine Plains, Thompson Pond offers a serene escape with its relaxing and romantic atmosphere. Enjoy secluded moments surrounded by nature, perfect for picnics or quiet reflection. - **[Dutchess County Fairgrounds: ](https://www.expedia.com/Dutchess-County-Fairgrounds-Hotels.0-l6258676-0.Travel-Guide-Filter-Hotels)** Located 13 miles from Pine Plains, the Dutchess County Fairgrounds is a hub of outdoor family fun. Experience lively fairs, exciting events, and a vibrant community atmosphere that brings people together. - **[Wing's Castle: ](https://www.expedia.com/Wings-Castle-Hotels.0-l553248621532664779-0.Travel-Guide-Filter-Hotels)** Just 10 miles away, Wing's Castle is a unique architectural gem that exudes culture and romance. Explore its whimsical designs and fascinating history, making it a perfect backdrop for memorable photos. ### Best time to go to Pine Plains The best time to visit Pine Plains can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pine Plains falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Pine Plains falls in January, 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 If you're planning to visit Pine Plains, New York, you have several major airports to consider. New York, NY ([JFK](https://www.expedia.com/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)\-John F. Kennedy Intl.) and Newark Liberty Intl. Airport ([EWR](https://www.expedia.com/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)) are both located 93 miles away, while New York, NY ([LGA](https://www.expedia.com/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)\-LaGuardia) is slightly closer at 84 miles. Excellent hotel options near JFK include the 5-star [Arlo Williamsburg](https://www.expedia.com/New-York-Hotels-Arlo-Williamsburg.h16007579.Hotel-Information) and [The William Vale](https://www.expedia.com/New-York-Hotels-The-William-Vale.h11971622.Hotel-Information), both 11 miles away. Near EWR, you can stay at [The Dominick](https://www.expedia.com/New-York-Hotels-The-Dominick.h21783007.Hotel-Information) or [Four Seasons Hotel New York Downtown](https://www.expedia.com/New-York-Hotels-Four-Seasons-Hotel-New-York-Downtown.h15438428.Hotel-Information), both 9 miles from the airport. For LGA, The Plaza and [The Pierre](https://www.expedia.com/New-York-Hotels-The-Pierre.h20213.Hotel-Information), A Taj Hotel, are both 5 miles away, offering convenient airport transportation services. ## 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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