Title: Book the Best Windsor WINERY Hotels in 2026 | 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) ![](https://images.trvl-media.com/place/181861/d158e3e7-6086-4dec-8d6b-e5f780144b3e.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 ## Check availability on Windsor Winery Hotels Tonight [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=181861&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor hotels with winery ![Restaurant](https://images.trvl-media.com/lodging/77000000/76980000/76979500/76979462/3b44d8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Loft | Living area](https://images.trvl-media.com/lodging/77000000/76980000/76979500/76979462/f42559ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76980000/76979500/76979462/93234c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sunroom](https://images.trvl-media.com/lodging/77000000/76980000/76979500/76979462/6ae2c5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Grand Pre Winery [](https://www.expedia.ca/Grand-Pre-Hotels-The-Inn-At-Grand-Pre-Winery.h76979462.Hotel-Information) Grand Pre 9.8/10 Exceptional (128 reviews) "Very clean and comfortable. Lovely light breakfast. Would recoomend staying here " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lynn CA $186 CA $213 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Grand-Pre-Hotels-The-Inn-At-Grand-Pre-Winery.h76979462.Hotel-Information) ![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) ![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) ![Sundeck](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/efe6b35b.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 (1,003 reviews) "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 $204 CA $245 total includes taxes & fees Feb 4 - Feb 5 [](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) ![Dining](https://images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/a2db8efd.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) ![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) ### Tattingstone Inn [](https://www.expedia.ca/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) Wolfville 9.6/10 Exceptional (532 reviews) "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 29 - Jan 30 [](https://www.expedia.ca/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) ![Studio Suite, Kitchenette, Ocean View | Water view](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/ad45dd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchenette, Ocean View | Water view](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/80e974ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/be815c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/983b80d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Micro Boutique Living Wolfville [](https://www.expedia.ca/Wolfville-Hotels-Micro-Boutique-Living-Wolfville.h9796113.Hotel-Information) Wolfville 9.0/10 Wonderful (1,097 reviews) "Loved staying heređź’•" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Deborah CA $160 CA $182 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Wolfville-Hotels-Micro-Boutique-Living-Wolfville.h9796113.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88260000/88252600/88252536/5768d093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88260000/88252600/88252536/6e4618f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/89000000/88260000/88252600/88252536/e0d47407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88260000/88252600/88252536/74653bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flaminglet Micro-Suite \*Downtown Wolfville\* [](https://www.expedia.ca/Wolfville-Hotels-Darling-Downtown-Micro-Suite.h88252536.Hotel-Information) Wolfville 7.2/10 Good (5 reviews) "Great overnight rental!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sarah C. CA $155 CA $208 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Wolfville-Hotels-Darling-Downtown-Micro-Suite.h88252536.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69400000/69400000/69399970/221a79e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/70000000/69400000/69400000/69399970/862ab5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69400000/69399970/8b697be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/70000000/69400000/69400000/69399970/3e63d539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Suite - Jacuzzi, Patio, Downtown [](https://www.expedia.ca/Wolfville-Hotels-Sunrise-Suite-Jacuzzi.h69399970.Hotel-Information) Wolfville 8.8/10 Excellent (15 reviews) "This was one of the most unique rooms we have stayed in, my wife loved the oversized jacuzzi tub, coffee was great, and opening the blinds in the large window in the morning just let the day in." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Gregg CA $150 CA $202 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Wolfville-Hotels-Sunrise-Suite-Jacuzzi.h69399970.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69400000/69398600/69398598/6afc5193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/70000000/69400000/69398600/69398598/w1604h690x0y0-b4071f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69398600/69398598/a7d195f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69400000/69398600/69398598/6a81f9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Acadie Room -Patio, Downtown [](https://www.expedia.ca/Wolfville-Hotels-LAcadie-Room-Patio.h69398598.Hotel-Information) Wolfville 9.0/10 Wonderful (21 reviews) "Great stay and yummy breakfast. Thank you" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert M. CA $99 CA $144 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Wolfville-Hotels-LAcadie-Room-Patio.h69398598.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) ![Interior](https://images.trvl-media.com/lodging/70000000/69390000/69388600/69388503/87424125.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) ### Annapolis Suite HotTub, KingBd, Downtown [](https://www.expedia.ca/Wolfville-Hotels-Annapolis-Suite-Hottub.h69388503.Hotel-Information) Wolfville 8.8/10 Excellent (13 reviews) "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 $160 CA $213 total includes taxes & fees Jan 27 - Jan 28 [](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) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69400000/69397900/69397801/4065c1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69400000/69397900/69397801/50b55ebb.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 reviews) "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 $170 CA $225 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Wolfville-Hotels-Country-Suite-Hottub.h69397801.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69400000/69399200/69399157/c21cc259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/70000000/69400000/69399200/69399157/7d8032a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/70000000/69400000/69399200/69399157/af6a7355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69399200/69399157/0a48fc5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Port Williams Room -KingBed, Patio, Downtown [](https://www.expedia.ca/Wolfville-Hotels-Cornwallis-Room-Kingbed.h69399157.Hotel-Information) Wolfville 8.0/10 Very good (8 reviews) "Great location. Very clean and quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne W. CA $135 CA $185 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Wolfville-Hotels-Cornwallis-Room-Kingbed.h69399157.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=2026-02-09&endDate=2026-02-10®ionId=181861&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Windsor Hotel Reviews ![Slumber Inn](https://images.trvl-media.com/lodging/1000000/470000/460600/460541/23cd4e60_y.jpg) ### Slumber Inn 10/10 Excellent "Very clean and comfortable room with everything one would need" [](https://expedia.ca/Wolfville-Hotels-Slumber-Inn.h460541.Hotel-Information) ![Old Orchard Inn](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/b38dda0d_y.jpg) ### Old Orchard Inn 10/10 Excellent "Clean room. Friendly and helpful staff. " [](https://expedia.ca/Wolfville-Hotels-Old-Orchard-Inn-Spa.h903228.Hotel-Information) ![Super 8 by Wyndham Windsor NS](https://images.trvl-media.com/lodging/2000000/1720000/1711000/1710981/dc71ef36_y.jpg) ### Super 8 by Wyndham Windsor NS 10/10 Excellent "The room was super clean. The front staff was very very friendly and we had no issues upon her day. It was very nice to relax and stay here." [](https://expedia.ca/Wolfville-Hotels-Super-8-By-Wyndham-Windsor-NS.h1710981.Hotel-Information) ![Tattingstone Inn](https://images.trvl-media.com/lodging/16000000/15120000/15110300/15110237/b9f447f6_y.jpg) ### Tattingstone Inn 10/10 Excellent "Amazing hospitality and staff were so friendly. The room was very clean and comfortable. The breakfast in the morning was perfect" [](https://expedia.ca/Wolfville-Hotels-Tattingstone-Inn.h15110237.Hotel-Information) ![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 ### How much does a winery hotel in Windsor cost? ### Which are the top Windsor winery hotels for couples? > This 3.5-star hotel boasts a fantastic guest rating of 9.8, highlighting its excellent amenities and warm atmosphere. Couples will love the complimentary breakfast options, including a delightful continental spread, and the free self-parking and WiFi make for a straightforward stay. The August House also organises public tours of nearby wineries, allowing you to explore the local wine scene together. Guests have praised the cosy, clean rooms, comfortable beds, and the lovely decor, creating a superb backdrop for a romantic retreat. ### Which area of Windsor is best to stay in for vineyards and wineries? > For couples seeking a romantic escape, consider staying at a boutique inn or charming bed and breakfast in the heart of Windsor. This intimate setting allows you to unwind after a day of vineyard tours, perhaps enjoying a glass of local wine by the fireplace. The scenic countryside is great for leisurely walks among the vineyards, creating a serene atmosphere for couples to connect. > > > Families will find Windsor accommodating as well, with plenty of outdoor activities and family-friendly attractions. The nearby Grand Pre National Historic Site offers an educational experience, while the region's parks and trails provide opportunities for picnics and exploration. Engaging the kids with fun winery activities, such as grape picking during harvest season, can also make your stay memorable. ### Are there hotels in Windsor near winery tours? > This 3.5-star hotel boasts a fantastic review rating of 9.8 from our travellers, highlighting its cosy and clean rooms, friendly staff, and beautiful decor. The August House also offers free breakfast, including a continental option, so you can start your day off right before heading out to the local wineries. Plus, it provides free self-parking and Wi-Fi, making it a convenient base for your wine country getaway. ### What winery activities should we do in Windsor? > For couples seeking a romantic outing, a visit to the nearby Lightfoot & Wolfville Vineyards is highly recommended. The vineyard's stunning outdoor terrace provides a superb backdrop for enjoying a glass of wine together, with the sunset painting the sky in vibrant hues. Consider booking a private tour or a picnic among the vines for an intimate experience. > > > Families will also find plenty to enjoy in Windsor's winery scene. Many vineyards offer family-friendly tours that include interactive activities for children, ensuring everyone has a memorable time. The nearby Valleyview Provincial Park provides an opportunity for a fun outdoor day, where families can enjoy hiking trails and picnicking after a visit to the wineries. ### Does Windsor host any wine festivals or events? > For couples seeking a romantic experience, the annual Nova Scotia Wine Festival is a highlight. Typically held in the autumn, this event showcases local wines paired with gourmet food, allowing couples to enjoy intimate tastings and culinary delights amidst the stunning fall foliage. The festival offers a ideal setting for romance and connection while exploring the region's rich viticultural heritage. > > > Families will also find the local wine scene inviting, especially during community events such as the annual Apple Blossom Festival, where wine tastings and vineyard tours are often incorporated into the festivities. This family-friendly event features activities for all ages, ensuring that everyone can partake in the joy of local produce and community spirit. ### How can I save on a winery hotel in Windsor with Expedia? ### Is it cheaper to book flights and a winery hotel in Windsor as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## 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) - [Adults Only Resorts & in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Adults-Only-Resorts.0-0-d7560-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Business-Hotel.0-0-d7560-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Dartmouth ](https://www.expedia.ca/Dartmouth-Hotels-Couples-Resorts-Hotels.0-0-d7560-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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