Title: Top Guest Houses in Windham in 2026 | Expedia.co.uk [Windham Travel Guide](https://expedia.co.uk/Windham.dx175529)[Hotels in Windham](https://expedia.co.uk/Windham-Hotels.d175529.Travel-Guide-Hotels)[Holiday Rentals in Windham](https://expedia.co.uk/Windham-Holiday-Rentals.d175529.Travel-Guide-HolidayRentals)[Things to do in Windham](https://expedia.co.uk/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Windham Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windham.d175529.Car-Hire-Guide)[Windham Holidays](https://expedia.co.uk/Windham.d175529.Holidays-City-Breaks) ![Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=175529&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=175529&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=175529&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [24 Apr - 26 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=175529&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham guest houses ![Porch](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/18fc7be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/f53d0f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3. Pink Clouds | Living area | Flat-screen TV, pay films](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/d87ca49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3830000/3821700/3821667/9d797d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beds on Clouds [](https://www.expedia.co.uk/Kingston-Hotels-Beds-On-Clouds.h3821667.Hotel-Information) Windham 7.4/10 Good (68 reviews) "Great spot for a weekend getaway" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bertrand £151 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Kingston-Hotels-Beds-On-Clouds.h3821667.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/41d3d461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Egyptian cotton sheets, premium bedding, memory-foam beds](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/c9aaffda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/fd19b93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/79000000/78270000/78268900/78268801/7528e89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Herwood Inn [](https://www.expedia.co.uk/Woodstock-Hotels-The-Herwood-Inn.h78268801.Hotel-Information) Woodstock 9.8/10 Exceptional (102 reviews) "Great property, room, location & staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph £132 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Woodstock-Hotels-The-Herwood-Inn.h78268801.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.co.uk/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16®ionId=175529&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_175529) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Guest-Houses.d175529-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Guest-Houses.d175529-aaGuestHouses.Travel-Guide-Accommodation) ## Top Windham Hotel Reviews ![Albergo Allegria Hotel & Breakfast Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a_y.jpg) ### Albergo Allegria Hotel & Breakfast Restaurant 10/10 Excellent "Fabulous comfortable room with everything I needed. " [](https://expedia.co.uk/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c_y.jpg) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "The entire hotel was in great condition, staff were very nice!" [](https://expedia.co.uk/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg) ### Eastwind Windham 10/10 Excellent "Great ty, sauna was not working unfortunately " [](https://expedia.co.uk/Windham-Hotels-Eastwind-Windham.h91907167.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 comfortable stay, will return again! Thank you " [](https://expedia.co.uk/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Wylder Hotel Windham](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2_y.jpg) ### Wylder Hotel Windham 10/10 Excellent "it's sprawling and has a lot of amenities. I think it's fabulous for kids - they had a magic show, cookie decorating, smores. They have an onsite bakery and restaurant. Tubing. They have shuttles, so you don't feel "stuck." It is very family friendly. I would say it's actually for families versus couples. " [](https://expedia.co.uk/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "The room and premises were spot less" [](https://expedia.co.uk/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Highly recommend! Very nice staff and rooms were perfect " [](https://expedia.co.uk/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. " [](https://expedia.co.uk/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg) ### Woodstock Way Hotel 10/10 Excellent "Perfect room . Perfect stay " [](https://expedia.co.uk/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ## Find out more about Windham ## Windham Guest Houses information | Number of reviews | 102 | | ----------------- | -------------- | | Accommodation | 9 Guest Houses | | Lowest Price | £132 | | Highest Price | £151 | ## Explore a world of travel with Expedia - More ways to book - [Book Guest Houses in Windham on Expedia.com ](https://www.expedia.com/Windham-Guest-Houses.d175529-aaGuestHouses.Travel-Guide-Accommodation)