Title: Top 10 Romantic Hotels in Windham County for 2026 | Expedia.ca [Windham County Hotels](https://expedia.ca/Destinations-In-Windham-County.d6057353.Hotel-Destinations)[Vacation Rentals in Windham County](https://expedia.ca/Destinations-In-Windham-County.d6057353.Vacation-Rental-Destinations)[Windham County Car Rentals](https://expedia.ca/Destinations-In-Windham-County.d6057353.Car-Rental-Destinations)[Windham County Vacations](https://expedia.ca/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__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 ## Top Cities in Windham County ![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.ca/Stratton-Hotels-Romantic-Hotel.0-0-d163002-tRomanticHotel.Travel-Guide-Filter-Hotels) ![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.ca/West-Dover-Hotels-Romantic-Hotel.0-0-d10459-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Wilmington which includes 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.ca/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.ca/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.ca/Jamaica-Hotels-Romantic-Hotel.0-0-d184052-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Small waterfalls in a woodland stream surrounded by mossy rocks](https://images.trvl-media.com/place/184069/30788190-121a-4a53-baf2-20fa59e72df6.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Putney [](https://expedia.ca/Putney-Hotels-Romantic-Hotel.0-0-d184069-tRomanticHotel.Travel-Guide-Filter-Hotels) ## Check availability on Windham County Romantic Hotels Tonight [Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-02-28&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Windham County romantic hotels ![Reception](https://images.trvl-media.com/lodging/2000000/1390000/1381200/1381178/1c89b45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Village Room, 1 Queen Bed | Water view](https://images.trvl-media.com/lodging/2000000/1390000/1381200/1381178/237388cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, dinner served, local cuisine](https://images.trvl-media.com/lodging/2000000/1390000/1381200/1381178/7ccafcc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1390000/1381200/1381178/c62129ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grafton Inn [](https://www.expedia.ca/Grafton-Hotels-Grafton-Inn.h1381178.Hotel-Information) Grafton 9.6/10 Exceptional (80 reviews) "Wonderful in every way." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah [](https://www.expedia.ca/Grafton-Hotels-Grafton-Inn.h1381178.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/4994716e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/b907a89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snow and ski sports](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/1e2b3992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/c46d6757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Trail House at Stratton Mountain Resort [](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) Stratton 8.6/10 Excellent (83 reviews) "Nice place and great location!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $506 CA $630 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/e6eb89f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/b20dd729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/cf636084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/125880e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount Snow Condominiums [](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Condominiums.h3010707.Hotel-Information) West Dover 7.6/10 Good (81 reviews) "We were very disappointed,the check in went smooth,but the condo itself was very disappointing.The minute we walked in the building it smelled terrible.Had no clue it was a basement condo or never would of booked it. The linen and couch itself smelled moldy and musty..there was a huge rip in the slider screen.Being a very hot and muggy night the mosquitoes were terrible.We checked out the next day and had to find another place to stay. Being from Massachusetts,we had no clue where to go.We... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Condominiums.h3010707.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18980000/18978400/18978320/e86c9094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18978400/18978320/w1497h1588x0y0-333464c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18978400/18978320/81c828c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18978400/18978320/6e9f5355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seasons On Mount Snow - Ski-in/Ski-out [](https://www.expedia.ca/West-Dover-Hotels-Seasons-On-Mount-Snow-Ski-Inski-Out.h18978320.Hotel-Information) Dover 9.8/10 Exceptional (185 reviews) "Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean W. [](https://www.expedia.ca/West-Dover-Hotels-Seasons-On-Mount-Snow-Ski-Inski-Out.h18978320.Hotel-Information) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069097/65f3b9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069097/1949fc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069097/644309e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19070000/19069100/19069097/23de1eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!! [](https://www.expedia.ca/Londonderry-Hotels-February-Winter-Skiing.h19069097.Hotel-Information) Londonderry 10/10 Exceptional (60 reviews) "This is an amazing property with plenty of space for our families and close to the mountain. It’s our second year staying here and we loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry J. [](https://www.expedia.ca/Londonderry-Hotels-February-Winter-Skiing.h19069097.Hotel-Information) ![Family dining](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/0712fd19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/4ca53e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/c114f9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/aa5bf8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vantage Point Villas at Stratton Mountain Resort [](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) Stratton 8.4/10 Very good (70 reviews) "Amazing stay - The condo was cozy and perfect for our family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate CA $365 CA $454 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/b82005ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/be5c7e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/fecb1c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/fca3b093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nutmeg [](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.Hotel-Information) Wilmington 9.4/10 Exceptional (423 reviews) "very accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jarrod CA $230 CA $254 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/3499e03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | Living area](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/29c835b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/391333bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The White House Inn [](https://www.expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) Wilmington 9.0/10 Wonderful (291 reviews) "It was quiet and beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madison CA $214 CA $236 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/11b23fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/c9e22020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/4aef8677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/4000000/3540000/3532100/3532068/ec7f96e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wilmington Inn [](https://www.expedia.ca/Wilmington-Hotels-The-Wilmington-Inn.h3532068.Hotel-Information) Wilmington 10/10 Exceptional (200 reviews) "Relaxing stay with great hiking nearby" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlotte CA $332 CA $377 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Wilmington-Hotels-The-Wilmington-Inn.h3532068.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/3d6e59aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4e3f46ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Bear Lodge at Stratton Mountain Resort [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) Stratton 7.6/10 Good (975 reviews) "Very friendly staff, excellent location. Breakfast was great and room was just what we needed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Val CA $204 CA $247 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.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=2026-03-14&endDate=2026-03-15®ionId=6057353&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/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.ca/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.ca/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 ![Weekday Special ⛷️Stratton Slopeside Condo at The Landmark!🎿](https://images.trvl-media.com/lodging/120000000/119190000/119183500/119183470/88dcbf8d_y.jpg) ### Weekday Special ⛷️Stratton Slopeside Condo at The Landmark!🎿 10/10 Excellent "The place was beautiful and could not be in a better location! " [](https://expedia.ca/Stratton-Hotels-Stratton-Slopeside-Condo-At-The-Landmark-400-FEET-TO-LIFT.h119183470.Hotel-Information) ![Vikings Villages Resort](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/6c062779_y.jpg) ### Vikings Villages Resort 10/10 Excellent "Our stay exceeded expectations! Staff greeted us warmly & was helpful. As for our accommodations - immaculate, beautiful, and thoughtfully appointed. We even considered canceling our dinner reservations to stay in! This is the perfect place to get away from the noise and busyness of the world. I highly recommend and we will be back in the fall for hiking and unwinding. " [](https://expedia.ca/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information) ![Kitzhof Inn](https://images.trvl-media.com/lodging/13000000/12030000/12026600/12026510/ffba9625_y.jpg) ### Kitzhof Inn 10/10 Excellent "We stayed there several times. The hospitality is fabulous. The breakfast every morning is delicious and plenty of food. Has plenty of room for their guests to hang out in the lodge with a fireplace and TV." [](https://expedia.ca/West-Dover-Hotels-Kitzhof-Inn.h12026510.Hotel-Information) ![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Good people working hard to offer a respectable stay" [](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "We really enjoyed our stay there. The room, all of towels were very clean and staff was very nice, thank you! but we didn’t like shampoo conditioner, soap… bathroom amenities, they were not good. Well nothing is perfect I guess… " [](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Farm Road Estate](https://images.trvl-media.com/lodging/89000000/88740000/88730700/88730696/4a7d2d8e_y.jpg) ### Farm Road Estate 10/10 Excellent "Our room was extremely clean, and new. Bess were very comfortable.Location is really convenient to get to the mountain and restaurants. The hotel has common areas with games as well as outdoor spaces. Staff is very helpful. Highly recommend " [](https://expedia.ca/West-Dover-Hotels-Farm-Road-Estate.h88730696.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 "Simple rooms, but it was clean and staff was friendly. Good for the price" [](https://expedia.ca/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/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Room. Staff" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg) ### Deerfield Valley Inn 10/10 Excellent "We had a nice room that was very comfortable. the owner was very friendly and accomodating." 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