Title: Windham County Romantic Hotels from $162 - Fully Refundable Options - Expedia.com [Windham County Travel Guide](https://expedia.com/Windham-County.dx6057353)[Windham County Hotels](https://expedia.com/Destinations-In-Windham-County.d6057353.Hotel-Destinations)[Vacation Rentals in Windham County](https://expedia.com/Destinations-In-Windham-County.d6057353.Vacation-Rental-Destinations)[Windham County Flights](https://expedia.com/Destinations-In-Windham-County.d6057353.Flight-Destinations)[Car Rentals in Windham County](https://expedia.com/Destinations-In-Windham-County.d6057353.Car-Rental-Destinations)[Windham County Vacations](https://expedia.com/Windham-County.d6057353.Destination-Travel-Guides) ![New England is known for their covered bridges. A beautiful example is the West Dummerston Bridge over the West River in southern Vermont. #InStone](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Bruce Altobelli ![](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.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 ## Top Cities in Windham County ![Drone view from above a West Dover Vermont neighborhood in winter](https://images.trvl-media.com/place/10459/36c3716b-92fb-40b7-8bcf-545492fddfe3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Dover [](https://expedia.com/West-Dover-Hotels-Romantic-Hotel.0-0-d10459-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Autumn at Jones Pond - Carrabassett Valley - Maine - Bigelow Preserve Peak](https://images.trvl-media.com/place/163002/2c2fe06f-9c24-49c7-abde-ddaf8f23f7c4.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stratton [](https://expedia.com/Stratton-Hotels-Romantic-Hotel.0-0-d163002-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Autumn colors along Connecticut River, Brattleboro, Vermont](https://images.trvl-media.com/place/9636/028a402e-1933-4649-ba79-261aea048ad3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Brattleboro [](https://expedia.com/Brattleboro-Hotels-Romantic-Hotel.0-0-d9636-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Wilmington featuring a city and autumn leaves](https://images.trvl-media.com/place/175314/9c0f0e5d-2a7c-4c89-8d88-0d1abb3d7c9a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Wilmington [](https://expedia.com/Wilmington-Hotels-Romantic-Hotel.0-0-d175314-tRomanticHotel.Travel-Guide-Filter-Hotels) ![White winter wonderland scenery in South Londonderry, Vermont with snow covered trees, bench, pond and blue cloudy sky in the background. Cold snowy day.](https://images.trvl-media.com/place/127228/def91bc0-833e-4f3b-aaad-ceb4dc0bf45d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Londonderry [](https://expedia.com/Londonderry-Hotels-Romantic-Hotel.0-0-d127228-tRomanticHotel.Travel-Guide-Filter-Hotels) ![HGY9XC View of the Ball Mountain Reservoir from the top of the Ball Mountain Dam on the West River in Jamaica Vermont USA](https://images.trvl-media.com/place/184052/aaff0c92-5112-4914-98bd-67915c0912e0.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Jamaica [](https://expedia.com/Jamaica-Hotels-Romantic-Hotel.0-0-d184052-tRomanticHotel.Travel-Guide-Filter-Hotels) ## Check availability on Windham County Romantic Hotels Tonight [Mar 14 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Mar 15 - Mar 16](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_6057353) ![](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%2FDestinations-In-Windham-County-Romantic-Hotel.0-0-d6057353-tRomanticHotel.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Windham-County-Romantic-Hotel.0-0-d6057353-tRomanticHotel.Hotel-Filter-Destinations) ## Top Windham County Hotel Reviews ![Holiday Inn Express Hotel & Suites Brattleboro by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/50bc8764_y.jpg) ### Holiday Inn Express Hotel & Suites Brattleboro by IHG 10/10 Excellent "Nice, quiet, clean spot handy to I91." [](https://expedia.com/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information) ![Grand Summit Resort, A Vail Resorts Property](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/7d1f7aea_y.jpg) ### Grand Summit Resort, A Vail Resorts Property 10/10 Excellent "Great place to stay for ski trip" [](https://expedia.com/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/f7a080fa_y.jpg) ### Chalet 239 10/10 Excellent "Cozy and clean …. Easy in and out " [](https://expedia.com/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg) ### Hideaway Inn Mt. Snow 10/10 Excellent "This place is a hidden gem! It looks very unassuming from the outside but inside was gorgeous and cozy. It looks newly updated/renovated, with a modern cabin feel. The room was big and spacious and even had a real record player which my husband and kids could not get enough of. Easy check in and check out, no front desk to deal with.The common areas were really nice and cozy. They had a beautiful working space, a lounge with old school arcade games and a nice playroom area for little kids. they had a supply closet in case you needed toiletries and a coffee and water machine available 24/7\. There's a boot locker in the lobby for your ski boots.The bathroom in the room had heated floors and towel heater too. Very luxurious. The place is very close to the ski mountain, walkable. There is also a shuttle that stops right at the parking lot to take you up. I highly recommend this spot if you're skiing in Mt Snow or anytime you're int he area. " [](https://expedia.com/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information) ![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/44065a1d_y.jpg) ### Hampton Inn Brattleboro 8/10 Good "Check in was easy. After first night the internet shut down. Came back on late the second night. This location is under renovations. Strong paint smell and the worker was there until 8pm at night drilling and sawing. Since our plans fell apart, we left two days early. I'm sure when the renovations are done, it will be pleasant." [](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "Everything was great. Clean rooms, friendly staff, good stay.." [](https://expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "It was good to have pool option after a ski day" [](https://expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Great location, most convenient hotel , everything is perfect. " [](https://expedia.com/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41_y.jpg) ### The Covered Bridge Inn 6/10 Okay "When our TV did t work the front desk came up to help us and fixed the problem. That was very nice. 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