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 $180 ![](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 [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 17 - Oct 18](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7881&startDate=2025-10-24&endDate=2025-10-26&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) ![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509647/bce7b68d.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509647/c090c976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Hanover Lebanon Lebanon 8.8/10 Excellent (970) "Clean room and convenient for the area we were going to " CA $166 CA $180 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Lebanon-Hotels-Courtyard-By-Marriott-Hanover-Lebanon.h1509647.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) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/4e43f1be.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) ### Addie's Place: A Quiet and Quirky Private Guesthouse Hartford 10/10 Exceptional (3) "Perfect size and location! " CA $169 CA $308 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Wilder-Hotels-Addies-Place-A-Quiet-And-Quirky-Private-Guesthouse.h116341257.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) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/bf81da74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/4000000/3980000/3974400/3974306/d1b03732.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) ### Hanover Inn Dartmouth Hanover 9.6/10 Exceptional (874) "Perfect hotel " CA $322 CA $349 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Lebanon-Hotels-Hanover-Inn-Dartmouth.h3974306.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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111740000/111730900/111730814/397958ed.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) ### Charming Lakefront Cottage on Lake Mascoma Enfield 10/10 Exceptional (15) "This is a beautiful lake house and it is super clean and the space is lovely and inviting. Lots to do in Hanover and surrounding Vermont towns - would absolutely stay with this host again!" [](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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/116900/116899/1e45d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Hanover Lebanon Lebanon 9.0/10 Wonderful (451) "We traveled All Vermont this was our favorite hotel in pregnant with two small kids and my husband they upgraded us for free to a bigger room so kind and so clean and comfortable 30/10 experience " CA $195 CA $211 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Lebanon-Hotels-Residence-Inn-By-Marriott-Hanover-Lebanon.h116899.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/374f8e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/3cca622a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/18beef69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington Killington 9.2/10 Wonderful (920) "Nice accommodations, very inviting and friendly staff. " CA $177 CA $204 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.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) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/253542e4.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/9f792a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackson Gore Village Jackson Gore Base Area 8.6/10 Excellent (805) "Nice hotel and setting, wonderful customer service" CA $261 CA $317 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.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) ![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) ![Lake](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/5460edaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kedron Valley Inn South Woodstock 9.0/10 Wonderful (318) "Nice place to stay. Would stay there again & recommend it to friends and family " CA $327 CA $360 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/3e81c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort Woodstock 9.2/10 Wonderful (538) "Beautiful hotel!! The staff, room, and spa were fantastic!!" CA $490 CA $601 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/1058a1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/d6466227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/160cd324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/c630649f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need. Ludlow 9.8/10 Exceptional (72) "Wonderful, cozy, and comfy (bed is amazing) place to stay. Also very convenient location. Hosts clearly place directions and helpful tips around. Everything was a breeze! " CA $133 CA $351 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Ludlow-Hotels-Perfect-Getaway-Cozy.h83532143.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=2025-10-30&endDate=2025-10-31®ionId=7881&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "This is a great place to stay. Attentive staff, easy parking, lots of options on the continental breakfast. " [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "It's a lovely property and the staff are very nice. They seemed a but overwhelmed (or short staffed). Our room wasn't serviced because they didn't arrive until very late in the day each day. By that time, we were in the room preparing for the evening. We just traded out our towels for fresh ones and got the trash emptied. That is all we really needed but it was a bit surprising in this hotel." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Fireside Inn & Suites West Lebanon](//images.trvl-media.com/lodging/1000000/20000/12300/12300/adb27d13_y.jpg) ### Fireside Inn & Suites West Lebanon 10/10 Excellent "Love the atmosphere. The bar needs a little work. Hard to get waited on, but overall EXCELLANT!!!!" [](https://expedia.ca/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Friendly staff and a very clean room." [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Clean room , view of the golf area , very good breakfast." [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.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 "Staff very friendly, helpful and welcoming." [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "It was a great hotel with a great view. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.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 "Great 👍 " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Loved the rockers on the porch " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ## Frequently asked questions ### How much do hotels for couples in Windsor cost? > Hotels for couples in Windsor range between CA $180 and CA $601 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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