Title: Top 10 Romantic Hotels in Windsor County for 2026 | Expedia.ca [Windsor County Hotels](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Vacation Rentals in Windsor County](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Vacation-Rental-Destinations)[Windsor County Car Rentals](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Car-Rental-Destinations)[Windsor County Vacations](https://expedia.ca/Windsor-County.d553248635976432508.Destination-Travel-Guides) ![Must stop while in Vermont #autumn #fall #roadtrip #travel #adventure #colorful #vermont ](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Samanyi ![](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.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 Windsor County ![Ludlow showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94298-Ludlow.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Ludlow [](https://expedia.ca/Ludlow-Hotels-Romantic-Hotel.0-0-d8496-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Woodstock featuring a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94311-Woodstock.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.ca/Woodstock-Hotels-Romantic-Hotel.0-0-d10868-tRomanticHotel.Travel-Guide-Filter-Hotels) ![](https://mediaim.expedia.com/destination/2/212ecbf3b606238229538e223f3f57eb.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### White River Junction [](https://expedia.ca/White-River-Junction-Hotels-Romantic-Hotel.0-0-d6294-tRomanticHotel.Travel-Guide-Filter-Hotels) ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Windsor [](https://expedia.ca/Windsor-Hotels-Romantic-Hotel.0-0-d7881-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Quechee featuring a river or creek, a bridge and tranquil scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93816-Central-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Quechee [](https://expedia.ca/Quechee-Hotels-Romantic-Hotel.0-0-d9580-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Central Vermont showing a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94646-Calvin-Coolidge-Historic-Site.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plymouth [](https://expedia.ca/Plymouth-Hotels-Romantic-Hotel.0-0-d146918-tRomanticHotel.Travel-Guide-Filter-Hotels) ![Weston](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94317-Weston.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Weston [](https://expedia.ca/Weston-Hotels-Romantic-Hotel.0-0-d177460-tRomanticHotel.Travel-Guide-Filter-Hotels) ## Check availability on Windsor County Romantic Hotels Tonight [Feb 16 - Feb 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-02-16&endDate=2026-02-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Feb 17 - Feb 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-02-17&endDate=2026-02-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-02-27&endDate=2026-03-01&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.ca/deals?rfrr=AFFINITY_SPRING_PROMO_553248635976432508) ![](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-Windsor-County-Romantic-Hotel.0-0-d553248635976432508-tRomanticHotel.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Windsor-County-Romantic-Hotel.0-0-d553248635976432508-tRomanticHotel.Hotel-Filter-Destinations) ## Top Windsor County Hotel Reviews ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Very nice " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "The Pointe was much more than I expected (honestly). The room was large with a couch, reading chair (and ottoman) and small table and 2 chairs. The bathroom had a tub with jets. There was an indoor pool and hot tub-that worked. The one negative, no microwave in the room or common area— but the desk attendants, who were very very nice and accommodating, took care of that for me! And there was fresh brewed coffee in the lobby by 6 am!" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The Quechee Inn at Marshland Farm](https://images.trvl-media.com/lodging/2000000/1930000/1924800/1924710/c8372335_y.jpg) ### The Quechee Inn at Marshland Farm 10/10 Excellent "This was our third trip to the hotel and we love it evetytime we stay there." [](https://expedia.ca/Quechee-Hotels-The-Quechee-Inn-At-Marshland-Farm.h1924710.Hotel-Information) ![Hotel Coolidge](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg) ### Hotel Coolidge 10/10 Excellent "We loved the atmosphere and the staff was phenomenal and very helpful. It's definitely dated but that's what we were going for because it's a historic building. Our room was quaint but beautiful. Clean the shower was hot the bed was comfortable and we would definitely stay here again. I have seen some of the reviews about the building being old but that's what you get with a 200-year-old building and that's what we appreciated with our stay." [](https://expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg) ### Fullerton Inn 10/10 Excellent "Friendliness, ease of checkin and iut" [](https://expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "The accommodations, amenities and staff were wonderful. Perfect location for our planned, and unplanned, activities." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "The 1 bedroom villa was perfect after skiing. The staff was courteous " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Lincoln Inn & Gallery](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa_y.jpg) ### Lincoln Inn & Gallery 10/10 Excellent "Exceeded our expectations! Cozy, warm, clean vintage room. Easy in front parking, and super friendly and helpful staff. Beautiful views all around the property. Quiet and safe. Proximity perfect to everything in the area, from skiing resort to restaurants, bridges, farmer's markets, and parks. The staff will go above and beyond to make your stay enjoyable and hassle-free. After our car broke down, we were stuck without any way to get to the rental car lot. There is no Uber in the area. The owner of the hotel did not hesitate to help us and drove us to NH, an almost one-hour drive, to pick up a rental car. The owners were also helpful in recommending local restaurants and local activities. " [](https://expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Very friendly staff. The room and all surroundings were clean and fresh smelling." 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