Title: Book the Best ROMANTIC Hotels in Windsor from CA $217 - Windsor Romantic Getaways | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx181861)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d181861.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d181861.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d181861.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d181861.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d181861.Destination-Travel-Guides) ![Birthplace of hockey](https://images.trvl-media.com/place/181861/d158e3e7-6086-4dec-8d6b-e5f780144b3e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Windsor from CA $217 - ![](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 Romantic Hotels Tonight [Jan 7 - Jan 8](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-01-07&endDate=2026-01-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Jan 8 - Jan 9](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-01-08&endDate=2026-01-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Windsor romantic hotels ![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/6721af4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/efe6b35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/b741c98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/d4749c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Orchard Inn [](https://www.expedia.ca/Wolfville-Hotels-Old-Orchard-Inn-Spa.h903228.Hotel-Information) Wolfville Ridge 8.4/10 Very good (1009) "Beds were very comfortable and rooms were very nice. Dining room didn't have a whole lot for options for dinner but the breakfast we had was delicious." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Laura CA $212 CA $254 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Wolfville-Hotels-Old-Orchard-Inn-Spa.h903228.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/b9f447f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe 2 Double beds](https://images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/a0093ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/c815516d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/78b2d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tattingstone Inn [](https://www.expedia.ca/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) Wolfville 9.6/10 Exceptional (528) "Great place to stay and the included breakfast was amazing, have the eggs Benedict on the Potato pancakes!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $190 CA $217 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69390000/69388600/69388503/beb0d770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69390000/69388600/69388503/2a0a6109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69390000/69388600/69388503/6dcf7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69390000/69388600/69388503/87424125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Suite HotTub, KingBd, Downtown [](https://www.expedia.ca/Wolfville-Hotels-Annapolis-Suite-Hottub.h69388503.Hotel-Information) Wolfville 8.8/10 Excellent (13) "Great spot, the hot tub is great and the room was lovely! Only one complaint, microfiber sheets, can't sleep in them they're too warm, hotels should have cotton sheets." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Catherine CA $175 CA $231 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Wolfville-Hotels-Annapolis-Suite-Hottub.h69388503.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69400000/69397900/69397801/4cc87409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69397900/69397801/7eaded2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69400000/69397900/69397801/13e549d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69400000/69397900/69397801/4065c1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Suite - HotTub, KingBd, Downtown [](https://www.expedia.ca/Wolfville-Hotels-Country-Suite-Hottub.h69397801.Hotel-Information) Wolfville 9.0/10 Wonderful (13) "The location is perfect and the inn is quite charming. The room did look larger in the pictures online but the hot tub area could not have been better. We enjoyed our stay. Just as a note, if you are planning on staying and have a larger vehicle the parking lot can be a little bit tight. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sean CA $195 CA $254 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Wolfville-Hotels-Country-Suite-Hottub.h69397801.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=2026-01-21&endDate=2026-01-22®ionId=181861&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Micro Boutique Living Wolfville](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/ad45dd5e_y.jpg) ### Micro Boutique Living Wolfville 10/10 Excellent "Very nice stay, will return " [](https://expedia.ca/Wolfville-Hotels-Micro-Boutique-Living-Wolfville.h9796113.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Windsor? ### When is the best time of year for a romantic getaway to Windsor? ### What is there to do in Windsor? ### What's the best way to get to Windsor and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - [Luxury Hotels in Avondale ](https://www.expedia.ca/Avondale-Hotels-Luxury-Hotel.0-0-d6353718-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Avondale ](https://www.expedia.ca/Avondale-Hotels-Winery-Hotel.0-0-d6353718-tWineryHotel.Travel-Guide-Filter-Hotels) - 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