Title: Windsor Vacation Packages 2026 from $566 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx181861)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d181861.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d181861.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d181861.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d181861.Car-Rental-Guide) ![](https://images.trvl-media.com/place/181861/d158e3e7-6086-4dec-8d6b-e5f780144b3e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windsor Vacations from $566 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Windsor Vacation Create a custom vacation package to Windsor and start looking forward to your next great adventure. Consider staying in the neighborhood of Gaspereau, which is great for watersports and views, for a real taste of this unique city. If your trip to Windsor includes some sightseeing, check out much-loved attractions like [Ski Martock](https://www.expedia.com/Ski-Martock-Windsor-Forks.d6089495.Vacation-Attraction), [Avon River Heritage Society Museum](https://www.expedia.com/Avon-River-Heritage-Society-Museum-Avondale.d6309448.Vacation-Attraction) and [Mermaid Theatre of Nova Scotia](https://www.expedia.com/Mermaid-Theatre-Of-Nova-Scotia-Windsor.d6089633.Vacation-Attraction). Whatever your travel plans or budget, organizing a tailored Windsor vacation is easy with Expedia. ## The Latest Windsor vacation packages Price found within the past 48 hours. Click for updated prices. ![Sandman Signature Dartmouth Hotel & Suites](https://images.trvl-media.com/lodging/93000000/92620000/92611400/92611337/ea92b4a8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sandman Signature Dartmouth Hotel & Suites $566 per person May 23 - May 25 found 6 hours ago Roundtrip flight included Boston (BOS) to Halifax (YHZ) 9.4/10 Exceptional! (1,985 reviews) People were nice rooms were nice. We had a good time. Reviewed on Feb 27, 2026 ![The Sutton Place Hotel Halifax](https://images.trvl-media.com/lodging/52000000/51090000/51088600/51088534/504b9227_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sutton Place Hotel Halifax Downtown Halifax $597 per person May 24 - May 26 found 5 hours ago Roundtrip flight included Boston (BOS) to Halifax (YHZ) 9.6/10 Exceptional! (1,907 reviews) Clean room, helpful staff Reviewed on Feb 26, 2026 ![Ocean Bay View Luxury Guesthouse](https://images.trvl-media.com/lodging/106000000/105590000/105580900/105580831/c54bc51c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Bay View Luxury Guesthouse $866 per person Apr 1 - Apr 6 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Halifax (YHZ) 9/10 Wonderful! (2 reviews) The property offered us the use of the entire house, facilities, including kitchen, living room dock kayaks… It was amazing Reviewed on Aug 14, 2025 ![Atlantica Hotel Halifax](https://images.trvl-media.com/lodging/1000000/10000/7900/7803/f899a2c1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Atlantica Hotel Halifax South End $747 per person Apr 1 - Apr 6 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Halifax (YHZ) 8.6/10 Excellent! (1,170 reviews) Very friendly staff and clean modern facilities. Reviewed on Feb 22, 2026 ![Coastal Inn Halifax](https://images.trvl-media.com/lodging/1000000/460000/457800/457769/80c0d60d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coastal Inn Halifax $882 per person Apr 1 - Apr 6 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Halifax (YHZ) 8.6/10 Excellent! (1,002 reviews) It was a great hotel. It’s just under construction at the time, but that was no problem. It was still great. Reviewed on Feb 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Windsor [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-28/2026-04-04/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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.com/deals?rfrr=PKG_SPRING_PROMO_181861) ### Discover the most popular places to visit in Windsor #### Mermaid Theatre of Nova Scotia You can enjoy a show at Mermaid Theatre of Nova Scotia on your trip to Windsor. You can enjoy the wineries while in the area. [](https://expedia.com/Mermaid-Theatre-Of-Nova-Scotia-Windsor.d6089633.Vacation-Attraction) #### Haliburton House Museum You can spend time studying the exhibits at Haliburton House Museum in Windsor. You can enjoy the wineries while in the area. [](https://expedia.com/Haliburton-House-Museum-Windsor.d6301701.Vacation-Attraction) #### Shand House Museum You can spend time studying the exhibits at Shand House Museum during your travels in Windsor. You can enjoy the wineries while in the area. [](https://expedia.com/Shand-House-Museum-Windsor.d6301712.Vacation-Attraction) ## Windsor Hotel Deals ![The August House](https://images.trvl-media.com/lodging/93000000/92030000/92024900/92024852/20fd8b43_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The August House 494 King St Windsor NS $137 nightly $161 total Mar 2 - Mar 3 Total with taxes and fees 9.8/10 Exceptional! (154 reviews) Phenomenal every stay. Breakfast amazing and staff incredible. Reviewed on Feb 26, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=92024852&PinnedHotelID=92024852&HadPinnedHotel=true®ionId=181861) ![Old Orchard Inn](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/b38dda0d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Old Orchard Inn 153 Greenwich Rd. South Wolfville Ridge NS Fully refundableReserve now, pay when you stay $160 nightly $182 total Mar 30 - Mar 31 Total with taxes and fees 8.4/10 Very Good! (1,002 reviews) Staff were very friendly Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=903228&PinnedHotelID=903228&HadPinnedHotel=true®ionId=181861) ![Super 8 by Wyndham Windsor NS](https://images.trvl-media.com/lodging/2000000/1720000/1711000/1710981/dc71ef36_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Super 8 by Wyndham Windsor NS 63 Cole Drive Garlands Crossing NS Fully refundableReserve now, pay when you stay $91 nightly $103 total Mar 8 - Mar 9 Total with taxes and fees 8.6/10 Excellent! (1,001 reviews) Staff were excellent, appreciated the phone call to see if we needed anything. Pool and slide were fun. Reviewed on Feb 25, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=1710981&PinnedHotelID=1710981&HadPinnedHotel=true®ionId=181861) [See all 126 properties in Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F1%2F2026&endDate=3%2F2%2F2026®ionId=181861) 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. ## Find the Best Windsor Vacation Packages ### Things to do in and around Windsor Windsor, Nova Scotia, offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can enjoy shopping at local centers and malls, while also exploring leisurely excursions and day outings. Whether you're interested in skiing in the winter or discovering the beautiful landscapes, Windsor provides a perfect backdrop for a memorable vacation experience. **Shopping** For a delightful shopping experience in Windsor, visit [Hennigar's Farm Market](https://www.expedia.com/Hennigars-Farm-Market-Greenwich.d6309534.Vacation-Attraction), which offers local produce and unique gifts just 14 miles away. If you're up for a drive, Hubbards Farmer's Market and Tantallon Plaza, both 25 and 24 miles away respectively, offer family-friendly vibes and a variety of local goods. **Recreation** At the [Mermaid Theatre of Nova Scotia](https://www.expedia.com/Mermaid-Theatre-Of-Nova-Scotia-Windsor.d6089633.Vacation-Attraction), enjoy captivating performances in a charming setting that fosters culture and family connection. For relaxation, head to [Reservoir Park](https://www.expedia.com/Reservoir-Park-Wolfville.d6309512.Vacation-Attraction), where serene nature invites wellness and tranquility. For outdoor enthusiasts, [Ken-Wo Golf Club](https://www.expedia.com/Ken-Wo-Golf-Club-New-Minas.d6309755.Vacation-Attraction) offers a refreshing golfing experience amidst beautiful landscapes. **Adventure** At [Ski Martock](https://www.expedia.com/Ski-Martock-Windsor-Forks.d6089495.Vacation-Attraction), located 4 miles from Windsor, experience thrilling skiing and snowboarding with scenic views. [Ontree Fun and Adventure Park](https://www.expedia.com/Ontree-Fun-And-Adventure-Park-Windsor-Forks.d6301698.Vacation-Attraction), also 4 miles away, offers exhilarating ziplining and ropes courses for outdoor enthusiasts. For family fun, visit [Atlantic Playland](https://www.expedia.com/Atlantic-Playland-Lucasville.d6298222.Vacation-Attraction), 26 miles from Windsor, featuring exciting water attractions. **Nightlife** Windsor's nightlife offers a cozy charm with local pubs like the King's Arms, where you can enjoy live music and craft beers. For a more upscale experience, visit the Waterfront Grill, perfect for a relaxing dinner with stunning views of the Avon River. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Windsor Windsor, Nova Scotia, offers a delightful mix of outdoor adventures and rich history, making it perfect for family and romantic getaways. Explore scenic lakes, visit engaging museums, and stroll through historic college campuses. Don’t miss the beautiful Windsor Riverfront for a relaxing day by the water. With so much to see and do, Windsor caters to all types of travelers seeking unique experiences. - **[Haliburton House Museum: ](https://www.expedia.com/Haliburton-House-Museum-Windsor.d6301701.Vacation-Attraction)** Step back in time at Haliburton House Museum, where you can explore the rich history of the area. This charming museum showcases period furnishings and exhibits that reflect the life of one of Nova Scotia's prominent figures, offering visitors a glimpse into the past. - **[Shand House Museum: ](https://www.expedia.com/Shand-House-Museum-Windsor.d6301712.Vacation-Attraction)** Discover the Shand House Museum, a delightful venue that highlights local heritage. With its unique architecture and cultural exhibits, this museum provides insight into Windsor's history and the stories of its residents, making it a captivating stop for history buffs. - **[Fundy Centennial Park: ](https://www.expedia.com/Fundy-Centennial-Park-Hantsport.d6309402.Vacation-Attraction)** Enjoy the great outdoors at Fundy Centennial Park, a family-friendly urban park located 6 miles from Windsor. With scenic walking trails, picnic areas, and stunning views of the Bay of Fundy, it’s the perfect spot for a day of relaxation and exploration. ### Best time to go to Windsor The best time to visit Windsor is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. February is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 28.4°F (-2.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 27.5°F (-2.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | March | 32.0°F (0.0°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 40.3°F (4.6°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 48.4°F (9.1°C) | Light Rain | Mostly Cloudy | Average | Average | | June | 56.5°F (13.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | | July | 64.8°F (18.2°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 61.3°F (16.3°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 52.5°F (11.4°C) | Light Rain | Mostly Sunny | Average | Average | | November | 43.0°F (6.1°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | December | 34.9°F (1.6°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### Tips to save on your trip to Windsor - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Windsor. - Consider traveling during the off-peak season (typically November to January) for more affordable package holidays to Windsor. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Windsor Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Canadian dollars | | Population | 3,900 | | Max Temp Winter | 35ºF | | Max Temp Summer | 70ºF | | Top Sights | [Ski Martock](https://www.expedia.com/Ski-Martock-Windsor-Forks.d6089495.Vacation-Attraction), [Smileys Provincial Park](https://www.expedia.com/Smileys-Provincial-Park-McKay-Section.d553248621562270663.Vacation-Attraction) and [West Hants Historical Society](https://www.expedia.com/West-Hants-Historical-Society-Windsor.d6301705.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Windsor vacation package cost? ### What are the cheapest months to go to Windsor? ### How many days is enough for Windsor? ### Is it worth booking a vacation package to Windsor? ### How to find the best Windsor package deals? ### Is it cheaper to book a Windsor vacation as a package? ### When to book a vacation package to Windsor? ### Does Expedia offer Book Now, Pay Later Windsor vacation packages? ## Explore a world of travel 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