Title: Book the Best ADVENTURE Hotels in Windham in 2025 | Expedia.ca [Windham Travel Guide](https://expedia.ca/Windham.dx175529)[Hotels in Windham](https://expedia.ca/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.ca/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.ca/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.ca/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Windham Car Rentals](https://expedia.ca/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.ca/Windham.d175529.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ebf6e8226484742f9fc98bf4b8dfb3d7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Windham, NY from CA $141 ![](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 Windham Hotels & Resorts for Couples Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=175529&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windham Hotels & Resorts for Couples ![Front of property](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/0ea806f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/4346e75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/8dd55bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/fe671fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Rose Inn Windham Windham 9.0/10 Wonderful (124) "We did not expect to share a bathroom. We should of done our homework on the place. Its a lovely place to stay. Owner is very friendly, breakfast was accommodating to our wishes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam CA $189 CA $204 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) ![Room 15](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/20e8e6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 21](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/ac107642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Allegria Hotel & Breakfast Restaurant Windham 9.6/10 Exceptional (269) "Nice people and great breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Remelin CA $219 CA $237 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/dfd9a318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/73bccf24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/7ceeead5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19430000/19424100/19424046/1c1ccecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wheelhouse Inn Pine Hill 8.6/10 Excellent (128) "We attended a music festival at Belleayre Mtn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alice CA $126 CA $141 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Kingston-Hotels-The-Wheelhouse-Inn.h19424046.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w1016h683x4y0-061c0c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w378h683x323y0-1b2b11d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w1019h683x5y0-14de5d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/94000000/93500000/93498000/93497976/w905h683x59y0-4ba2fabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Yacht on Catskill Creek Catskill 10/10 Exceptional (20) "A really cool experience. The owners were great! Very helpful. The boat is very clean and equipped with everything you might need. This stay was one of the highlights of our 13 day trip. Would stay again! Thank you AJ and Melissa! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $221 CA $358 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Catskill-Hotels-Beautiful-Yacht-On-Catskill-Creek.h93497976.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/e3ea4ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/ea514bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0434bd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0a1aa53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mile From Ski Slope and Festivals - 125 Nightly Fee Hunter 9.4/10 Exceptional (12) "Beautiful location in a well kept property! Highly recommend it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $224 CA $363 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w507h683x260y0-4c8197c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w905h683x60y0-f59bd87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/d6f1d2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w508h683x258y0-aff1e873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New 2 Bdr. Townhome Minutes from Windham Mtn Hensonville 10/10 Exceptional (9) "We are a family of six and stayed at Mary’s home for three nights for a ski trip. It was overall super clean, beautifully decorated, and provided everything we needed during our stay. I would absolutely recommend this place to anyone! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Minsung K. CA $196 CA $444 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hensonville-Hotels-Brand-New-2-Bdr-Townhome-Minutes-From-Windham-Mtn.h98108065.Hotel-Information) ![Superior Room, Fireplace, River View](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/4b59784b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/d778d70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/bc027e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Way Hotel Woodstock 9.6/10 Exceptional (193) "Awesome property, cute town and excellent service. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daryn CA $385 CA $486 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512221/w905h683x59y0-e28c5983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512221/196e00e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512221/417057d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512221/w904h683x60y0-15900dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Yacht on Catskill Creek Catskill 9.8/10 Exceptional (27) "It is a fun alternative to conventional hotel/motel stays. Beautiful waking up on Catskill Creek with as much room as a small hotel room, including 2 double beds plus a dining table that can convert to a bed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $208 CA $343 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Catskill-Hotels-Private-Yacht-On-Catskill-Creek.h93512221.Hotel-Information) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/c3c41951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/w1024h671x0y6-b447aa44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/w678h683x173y0-71617839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93520000/93512300/93512222/w905h683x59y0-890b1363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Yacht on Catskill Creek Catskill 9.0/10 Wonderful (11) "Lovely stay. Location was perfect, the boat had everything we needed and was surprisingly spacious (maybe a bit of a squeeze for a family of 4 but only because one is a teenager) however prefect for two younger children. The kids loved jumping in and swimming in the water, also feeding the ducks from the boat. We only had one night as part of a stop over but I could have happily stayed longer. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Joanne M. CA $183 CA $313 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Catskill-Hotels-Charming-Yacht-On-Catskill-Creek.h93512222.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/b23587e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/04324411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/0f29ddce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101990000/101987400/101987328/w449h683x288y0-5f88ce84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 40-Foot Container Cabin in the Catskills Saugerties 10/10 Exceptional (2) "What a fantastic few days away in the woods! We loved the cabin and Porter was an amazing host! Would highly recommend to anyone who wants to get away, recharge, and relax. Highly recommend a cold plunge, the sauna, and listening to the beautiful sounds of nature to fall asleep!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becca N. CA $358 CA $559 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Saugerties-Hotels-40-Foot-Container-Cabin-In-The-Catskills.h101987328.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.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02®ionId=175529&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Windham Hotel Reviews ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Wonderful place, enjoyed out balcony. Loved being able to easily get to the windham path trail" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](//images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "Clean rooms" [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Antique Rose Inn Windham](//images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/0ea806f5_y.jpg) ### Antique Rose Inn Windham 10/10 Excellent "Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. " [](https://expedia.ca/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) ![Albergo Allegria Hotel & Breakfast Restaurant](//images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a_y.jpg) ### Albergo Allegria Hotel & Breakfast Restaurant 10/10 Excellent "We loved this boutique hotel. The owners and staff were great and the breakfasts were excellent. This is a great place to stay in Windham near the Catskill Mountains." [](https://expedia.ca/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Windham cost? > Rates for hotels for couples in Windham range between CA $141 and CA $559 per night. Whatever your budget, you're sure to find something to make both your partner and your bank balance happy! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best hotels for couples in Windham? > A hit with travellers is [Xenia Resort](https://www.expedia.ca/Kingston-Hotels-Xenia-Resort.h14859708.Hotel-Information). Kick back at this 2.5-stars escape which offers hosted evening meals and a beach view. [The Henson](https://www.expedia.ca/Kingston-Hotels-Hammos-Lodge.h31684372.Hotel-Information) is another popular hotel for couples. Book into this 3-stars option and you'll have access to handy amenities including a terrace and a restaurant. You can choose from multiple hotels for couples in Windham with a total average guest review rating of 9.4. ### How many hotels for couples are there in Windham? > You'll find 8 hotels for couples in Windham. Whether it's your first trip together or a special anniversary, Expedia will help you find the perfect space for you and your sweetheart. ### Why book your hotel for couples in Windham with Expedia? > Booking a hotel for couples in Windham is as easy as working out your travel dates and choosing a place that checks all the boxes for misty-eyed lovers. From budget-friendly motels and all-inclusive resorts to opulent stays with romantic features, Expedia has accommodations for all tastes. As for awesome deals? They're just a few clicks away! ### How can I find cheap hotels for couples in Windham? > With Expedia's filter tool, booking cheap hotels for couples in Windham is a breeze. 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