Title: Book the Best ADVENTURE Hotels in Windsor in 2025 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7881.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by William E Berry Jr. # Find Hotels & Resorts for Couples in Windsor, VT from CA $179 - ![](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 Windsor Hotels & Resorts for Couples Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Windsor Hotels & Resorts for Couples ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509647/55e8ef46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509647/d0dc847e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509647/c090c976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509647/c1a0bc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Hanover Lebanon Lebanon 8.8/10 Excellent (975) "Wonderful hotel for our stay in the area! The COOKIES were a great surprise and add!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffani CA $165 CA $179 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Lebanon-Hotels-Courtyard-By-Marriott-Hanover-Lebanon.h1509647.Hotel-Information) ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/1703a489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/5b06bb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/12ba4ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/bf81da74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hanover Inn Dartmouth Hanover 9.6/10 Exceptional (881) "Lovely property perfectly situated facing the campus. Friendly, helpful staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard P [](https://www.expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/4a7f2bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/4ccd0baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/5afbd4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/18611595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Addie's Place: A Quiet and Quirky Private Guesthouse Hartford 10/10 Exceptional (4) "Perfect size and location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyn H. CA $168 CA $306 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Wilder-Hotels-Addies-Place-A-Quiet-And-Quirky-Private-Guesthouse.h116341257.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/6dfb1273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/6b7bc06b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/7eba8de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/397958ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Lakefront Cottage on Lake Mascoma Enfield 10/10 Exceptional (17) "We really enjoyed this beautiful home! The views of the lake were mesmerizing and we thoroughly enjoyed the screened porch! The home itself was beautifully decorated and had all you need to have a perfect getaway. We traveled to surrounding areas for some hiking too! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen S. CA $385 CA $815 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Enfield-Hotels-Charming-Lakefront-Cottage-On-Lake-Mascoma.h111730814.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/120000/116900/116899/08233c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed with Sofa bed, Non Smoking | Living room](https://images.trvl-media.com/lodging/1000000/120000/116900/116899/1acadd08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/116900/116899/26785b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Double Bed | Living room](https://images.trvl-media.com/lodging/1000000/120000/116900/116899/6770da02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Hanover Lebanon Lebanon 9.0/10 Wonderful (455) "Comfortable room, responsive staff and convenient location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terence CA $182 CA $197 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Lebanon-Hotels-Residence-Inn-By-Marriott-Hanover-Lebanon.h116899.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/4db62919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/4b80a474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/66bd663f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/75f1fd44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to this private and peaceful tiny home with hot tub in Sharon, VT! Sharon 10/10 Exceptional (2) "Cabin was spotless and exactly what I expected" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark g. CA $155 CA $375 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/South-Royalton-Hotels-Escape-To-This-Private-And-Peaceful-Tiny-Home-With-Hot-Tub-In-Sharon.h119697097.Hotel-Information) ![Room 22](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/7e388eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/5460edaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 30 | Room amenity](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/28388992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/33e9ebe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kedron Valley Inn South Woodstock 9.0/10 Wonderful (326) "Nice place to stay. Would stay there again & recommend it to friends and family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $327 CA $359 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/b9ddca8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/d6e454fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/253542e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackson Gore Village Jackson Gore Base Area 8.6/10 Excellent (826) "The hotel was peaceful and clean, perfect for the weekend getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terrence CA $261 CA $317 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/775058e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/5cfd7092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/5257ce1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/575efaf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grey Bonnet Inn Killington 7.8/10 Good (62) "The bar was closed so that was a bummer. The room was clean, parking was right by my room and the location of the property is right next to the road I was traveling on. Somehow it was still very quiet!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $207 CA $227 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Killington-Hotels-Grey-Bonnet-Inn.h100885865.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/3e81c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/cd86c3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07d4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort Woodstock 9.2/10 Wonderful (545) "This was our ideal hotel! Charmingly decorated, functional, and a walking distance to the town. We appreciated the complimentary champagne on our arrival, it was a wonderful place to spend our honeymoon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evan and Nicole CA $447 CA $553 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.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=2025-11-17&endDate=2025-11-18®ionId=7881&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out" [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "We loved this hotel as everything was very clean. The staff was very friendly and helpful. They provided us with information as to other areas or places we could go with our family. They were very informative. And they do provide just about everything you need." [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "The staff were so welcoming and friendly! When we got engaged they all cheered for us and were so sweet!" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The owner and staff were great. Whole experience was very good. Highly recommend " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "Great swimming pools.. Also enjoyed the hot chocolate at the complimentary wending machine.. Rooms were cosy too.." [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "The staff is super friendly and helpful. Their service is outstanding." [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Cute property in a great location. It was less expensive to stay in Quechee than Woodstock so we chose to stay here. It’s walking distance to the Quechee gorge which was beautiful. Room is clean, AC works well, good water pressure, has some food options near by but we chose to drive to Woodstock to eat. Breakfast is simple, hotel is cozy, and the area is beautiful during Fall when we went. Definitely would stay again" [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Courtyard by Marriott Hanover Lebanon](//images.trvl-media.com/lodging/2000000/1510000/1509700/1509647/55e8ef46_y.jpg) ### Courtyard by Marriott Hanover Lebanon 10/10 Excellent " Super friendly staff. Clean and comfortable room. " [](https://expedia.ca/Lebanon-Hotels-Courtyard-By-Marriott-Hanover-Lebanon.h1509647.Hotel-Information) ![North Star Lodge and Resort](//images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "The hotel is located up a hill in a nice town, and is very peaceful and quiet. The room was clean. I have no complaints. I would definitely stay here again." [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Windsor cost? > Hotels for couples in Windsor range between CA $179 and CA $815 per night. This will give you quality time with your love at a price that's friendly on the pocket. This price was 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. ### Why book your hotel for couples in Windsor with Expedia? > We believe that a vacay with your sweetheart should be a breeze, so if you're after a hotel for couples in Windsor at a competitive price, Expedia has got you covered. Keep the budget in check and stay in a low-cost motel, or splurge and book an opulent hotel escape to pamper your favorite person. ### How can I find cheap hotels for couples in Windsor? > A good way to discover cheap hotels for couples in Windsor is with Expedia's filter tool. Narrow down your search results by star rating, amenities and budget and snag awesome bargains on properties where you can bliss out with your sweetheart. ### What is there to do in Windsor near my hotel for couples? > The perfect travel accessory is a well-planned itinerary. 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