Title: 5 Stars Hotels in Pine Plains, New York from CA $301 - Find Cheap Pine Plains Hotels With 5 Stars | Expedia.ca [Pine Plains Travel Guide](https://expedia.ca/Pine-Plains.dx3000449418)[Hotels in Pine Plains](https://expedia.ca/Pine-Plains-Hotels.d3000449418.Travel-Guide-Hotels)[Vacation Rentals in Pine Plains](https://expedia.ca/Pine-Plains-Vacation-Rentals.d3000449418.Travel-Guide-VacationRentals)[Flights to Pine Plains](https://expedia.ca/Cheap-Flights-To-Pine-Plains.d3000449418.Travel-Guide-Flights)[Pine Plains Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Plains.d3000449418.Car-Rental-Guide)[Pine Plains Vacation Packages](https://expedia.ca/Pine-Plains.d3000449418.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Pine Plains, New York from CA $301 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pine Plains 5 Star Hotels Tonight [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2025-12-24&endDate=2025-12-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2025-12-25&endDate=2025-12-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pine Plains 5-star hotels ![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139.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) ![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/80ece474.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) ### AutoCamp Catskills [](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) Saugerties 9.0/10 Wonderful (442) "Great location. Amazing views. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarig CA $220 CA $301 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/430d8c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/4a6d4a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/a7dfd81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/8594b8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Troutbeck [](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information) Amenia [](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/077958ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Terrace/patio](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/3527e7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Living area](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/444092c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Living area](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/b4f9f4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Flores Villa [](https://www.expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information) New Preston 10/10 Exceptional (1) [](https://www.expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pine-Plains-Hotels.s50-0-d3000449418.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pine-Plains-Hotels.s50-0-d3000449418.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pine Plains. ![Mirbeau Inn & Spa](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/6536823f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Mirbeau Inn & Spa 46 West Market St Rhinebeck NY CA $587 CA $715 total Jan 12 - Jan 13, 2026 includes taxes & fees 9.6/10 Exceptional! (309 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) ![The Wick, Hudson, A Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/20000000/19750000/19742700/19742697/924e2902_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Wick, Hudson, A Tribute Portfolio Hotel 41 Cross Street Hudson NY CA $287 CA $325 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.6/10 Excellent! (545 reviews) [](https://expedia.ca/Hudson-Hotels-The-Wick.h19742697.Hotel-Information) ![it's a good thing](https://images.trvl-media.com/lodging/100000000/99920000/99919400/99919328/1ca7ca84_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### it's a good thing 233 9 Partners Rd Clinton Corners NY [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F01%2F2026&endDate=08%2F01%2F2026&selected=99919328&PinnedHotelID=99919328&HadPinnedHotel=true®ionId=3000449418) 8/10 Very Good! (25 reviews) [](https://expedia.ca/Clinton-Corners-Hotels-Its-A-Good-Thing.h99919328.Hotel-Information) Still don't see what you're looking for? [See all properties in Pine Plains.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=3000449418&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=3000449418&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=3000449418&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=3000449418&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=3000449418&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025®ionId=3000449418&star=50&star=50&amenities=WATER_PARK) 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. ## 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.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&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/73000000/72590000/72584900/72584897/24c057a8_y.jpg) ### AutoCamp Catskills 10/10 Excellent "Every time I'm looking for a quick, quiet getaway, this is my place. I love that my dog was able to join me and different types of camping rooms are available to choose from. I loved the space of the family cabin and the perfect size kitchen for our specific needs (morning coffee, late dinner), but unfortunately my bed had hair under the covers and my mom woke up with bites on her ankles. However, I will still choose Auto Camp as a getaway spot, I will just double check our room before agreeing to the room. " [](https://expedia.ca/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ## Find out more about Pine Plains Luxury is the name of the game at the best 5 Stars hotels in Pine Plains. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Pine Plains 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them. Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Pine Plains hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Pine Plains without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Pine Plains. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Pine Plains? > - Search for the lowest price per night from CA $325 ### What makes a hotel 5 stars in Pine Plains? ### Are there any 5-star all-inclusive resorts in Pine Plains? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Walden ](https://www.expedia.ca/2Star-Walden-Hotels.s20-0-d6361117.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Climax ](https://www.expedia.ca/3Star-Climax-Hotels.s30-0-d3000448224.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Highland ](https://www.expedia.ca/3Star-Highland-Hotels.s30-0-d115050.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Rhinebeck ](https://www.expedia.ca/3Star-Rhinebeck-Hotels.s30-0-d55927.Travel-Guide-Filter-Hotels) - 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