--- title: "Windsor Vacation Packages 2026 from $1,368 | Expedia" description: "Bundle Windsor flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels :white_check_mark:" canonical: "https://www.expedia.com/Windsor.d181861.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-13T05:43:34Z --- # Windsor Vacations from $1,368 ![A welcome sign at Cradle of Hockey, Long Pond, Windsor, Nova Scotia.](https://images.trvl-media.com/place/181861/d158e3e7-6086-4dec-8d6b-e5f780144b3e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $2,000 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. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A Holiday Inn Express hotel with a modern design, featuring multiple floors and a well-lit entrance.](https://images.trvl-media.com/lodging/2000000/1950000/1942100/1942038/17c5be01.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A reception desk with a modern design, featuring a logo for Holiday Inn Express & Suites.](https://images.trvl-media.com/lodging/2000000/1950000/1942100/1942038/15c82819.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 26** ### [Holiday Inn Express & Suites Halifax Airport by IHG + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-20/2026-12-26/?FromAirport=FLL&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1942038&dealMarker=&paandie=true&cabinClass=e) Goffs 6 nights **9.0/10** \- Wonderful (2,258 reviews) Roundtrip • Fort Lauderdale (FLL) - Halifax (YHZ) FLL - YHZ • 1 stop YHZ - FLL • 2 stops [~~$1,529~~](https://www.expedia.com/) **$1,368** per traveler found 9 hours ago - ![A modern living room with a brown leather sofa, a grey armchair, a round coffee table, and a woven pouf.](https://images.trvl-media.com/lodging/89000000/88680000/88674600/88674565/6b6ac16f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A person sitting on a grey sofa with red cushions, holding a glass.](https://images.trvl-media.com/lodging/89000000/88680000/88674600/88674565/7faaeb11.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 26** ### [Brewery Park Hotel + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-20/2026-12-26/?FromAirport=FLL&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=88674565&dealMarker=&paandie=true&cabinClass=e) North End 6 nights **9.0/10** \- Wonderful (299 reviews) Roundtrip • Fort Lauderdale (FLL) - Halifax (YHZ) FLL - YHZ • 1 stop YHZ - FLL • 2 stops [~~$1,765~~](https://www.expedia.com/) **$1,522** per traveler found 9 hours ago - ![A modern interior with a stone fireplace and a model sailboat mounted on the wall.](https://images.trvl-media.com/lodging/9000000/8130000/8128600/8128515/a2c6e329.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A multi-story hotel with a modern design, featuring a brick facade and large windows.](https://images.trvl-media.com/lodging/9000000/8130000/8128600/8128515/8afd9a24.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 26** ### [Homewood Suites by Hilton Halifax-Downtown + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-20/2026-12-26/?FromAirport=FLL&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8128515&dealMarker=&paandie=true&cabinClass=e) Downtown Halifax 6 nights **8.6/10** \- Excellent (1,004 reviews) Roundtrip • Fort Lauderdale (FLL) - Halifax (YHZ) FLL - YHZ • 1 stop YHZ - FLL • 2 stops [~~$1,676~~](https://www.expedia.com/) **$1,473** per traveler found 9 hours ago - ![A hotel room with a large bed, a desk, a chair, and a lamp.](https://images.trvl-media.com/lodging/2000000/1110000/1107700/1107696/6962ee97.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern building with a glass facade and the name "GAHAN HOUSE" prominently displayed.](https://images.trvl-media.com/lodging/2000000/1110000/1107700/1107696/0fbd1b3e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 26** ### [Residence Inn by Marriott Halifax Downtown + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-20/2026-12-26/?FromAirport=FLL&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1107696&dealMarker=&paandie=true&cabinClass=e) Downtown Halifax 6 nights **8.4/10** \- Very good (1,002 reviews) "Fantastic stay! Perfect location, clean and comfortable, great buffet breakfast (real fruit) pet friendly and wonderful, personable management. Highly recommended!" Reviewed November 11, 2026 Roundtrip • Fort Lauderdale (FLL) - Halifax (YHZ) FLL - YHZ • 1 stop YHZ - FLL • 2 stops [~~$1,599~~](https://www.expedia.com/) **$1,423** per traveler found 9 hours ago - ![A waterfront property with a wooden dock, a stone wall, and a modern building with large windows.](https://images.trvl-media.com/lodging/88000000/87850000/87841400/87841384/289ca701.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A person relaxing on a deck chair by a pool with a sunset view.](https://images.trvl-media.com/lodging/88000000/87850000/87841400/87841384/db6729c9.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 26** ### [Seacliff- Best of Halifax -Luxury Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-20/2026-12-26/?FromAirport=FLL&Destination=YHZ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=87841384&dealMarker=&paandie=true&cabinClass=e) Halifax 6 nights **9.8/10** \- Exceptional (9 reviews) "Everything was unique especially the automated system. Enjoyed the spa. We had some difficulty using the living room tv. Could not find local channels. Everything was LG channels. Otherwise the location, decor and amenities was extraordinary. We will tell our friends about this wonderful place." Reviewed October 5, 2026 Roundtrip • Fort Lauderdale (FLL) - Halifax (YHZ) FLL - YHZ • 1 stop YHZ - FLL • 2 stops [~~$2,869~~](https://www.expedia.com/) **$2,567** per traveler found 9 hours ago ## Where to stay near Windsor Windsor, Nova Scotia, offers a delightful blend of friendly vibes and scenic beauty. Explore the charming Windsor districts, perfect for families and weary travelers alike. During high season, don't miss the stunning landscapes and outdoor activities along the picturesque South Shore. - [Falmouth](#) - [Avondale](#) - [Hantsport](#) - [Ellershouse](#) - [Summerville](#) [View properties in map for Falmouth](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=6310356) ### Falmouth Falmouth is the ultimate neighborhood for family travelers seeking a blend of cultural and outdoor experiences. With attractions like the Windsor Hockey Heritage Centre and the West Hants Historical Society, families can delve into local history and sports. Nature enthusiasts will appreciate the nearby urban park and recreational areas, perfect for outdoor activities. Located about 2 miles by car from Windsor, Falmouth makes for a smart choice for your stay, offering easy access to both urban and natural adventures. [See properties](https://www.expedia.com/Hotel-Search?regionId=6310356) [View properties in map for Avondale](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=6353718) ### Avondale Experience the charm of Avondale, an excellent hub for travelers seeking a blend of culture, family fun, and nature. With attractions like the West Hants Historical Society, the Windsor Hockey Heritage Centre, and the scenic Fort Edward National Historic Site, there’s something for everyone to enjoy. Located about 2 miles by car from Windsor, Avondale offers easy access to its recreational areas, shopping centers, and beautiful beaches, making it a smart choice for your stay. [See properties](https://www.expedia.com/Hotel-Search?regionId=6353718) [View properties in map for Hantsport](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=6310452) ### Hantsport If you are a traveler seeking a blend of culture, nature, and entertainment, look no further than Hantsport, a charming city in Nova Scotia. With attractions like the historic Acadia University, the fascinating Blue Beach Fossil Museum, and the scenic Fundy Centennial Park, Hantsport offers a delightful experience for families and those in search of romance. Located about 6 miles by car from Windsor, Hantsport makes for a smart choice for your stay, providing easy access to local adventures. [See properties](https://www.expedia.com/Hotel-Search?regionId=6310452) [View properties in map for Ellershouse](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=3000464809) ### Ellershouse Ellershouse stands out as a prime spot for budget-conscious travelers interested in family-friendly adventures and stunning natural scenery. This charming city offers easy access to popular attractions like the Eagles Nest Nature Reserve, Smileys Provincial Park, and the West Hants Historical Society, making it a delightful base for outdoor enthusiasts. Located about 10 miles by car from Windsor, Ellershouse provides a smart choice for a memorable stay, balancing comfort and affordability in a picturesque setting. [See properties](https://www.expedia.com/Hotel-Search?regionId=3000464809) [View properties in map for Summerville](https://www.expedia.com/Hotel-Search?pwaOverlay=map®ionId=3000372706) ### Summerville Travelers visiting the area often choose Summerville, especially families and nature enthusiasts seeking close proximity to beautiful beaches and outdoor activities. With attractions like the historic Acadia University, the scenic Fundy Centennial Park, and the fascinating Blue Beach Fossil Museum, there’s plenty to explore year-round, particularly from July to September when visitor numbers peak. Located about 22 miles by car from Windsor, Summerville makes for a smart choice for your vacation getaway. [See properties](https://www.expedia.com/Hotel-Search?regionId=3000372706) ## Discover the most popular places to visit in Windsor ### Haliburton House Museum Rating: 9.0/10 (2 reviews) You can spend time studying the exhibits at Haliburton House Museum in Windsor. You can enjoy the wineries while in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6301701) ### West Hants Historical Society Rating: 7.0/10 (4 reviews) You can spend time browsing the exhibits at West Hants Historical Society in Windsor. You can enjoy the wineries while in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6301705) ### Trecothic Creek and Windsor Railway You can spend an afternoon studying the exhibits at Trecothic Creek and Windsor Railway during your travels in Windsor. You can enjoy the wineries while in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6309456) ### Mermaid Theatre of Nova Scotia Rating: 7.0/10 (2 reviews) 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6089633) ### Windsor Hockey Heritage Centre Rating: 9.0/10 (2 reviews) You can spend an afternoon browsing the exhibits at Windsor Hockey Heritage Centre in Windsor. You can enjoy the wineries while in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621562269203) ### Hants County Exhibition Grounds Enjoy an outing to Hants County Exhibition Grounds during your stay in Windsor. Stroll along the riverfront or experience the area's museums. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=1038591340415643648) ### Shand House Museum Rating: 10.0/10 (1review) 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6301712) ### Fort Edward National Historic Site Rating: 8.8/10 (3 reviews) You can find out about the history of Windsor when you stop by Fort Edward National Historic Site. You can enjoy the wineries while in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6301714) ## Windsor Hotel Deals ### [The August House](https://www.expedia.com/Windsor-Hotels-The-August-House.h92024852.Hotel-Information) ![A building labeled 'The August House' with outdoor seating and string lights.](https://images.trvl-media.com/lodging/93000000/92030000/92024900/92024852/e3aae973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 494 King St, Windsor, NS, B0N 2T0, CA - Location: < 0.1 mi from Windsor - Star rating: 3.5/5 - Guest rating: 10/10 (Exceptional, 249 reviews) - Price: $139 nightly, $163 total, Nov 23 - Nov 24, Total with taxes and fees ### [Super 8 by Wyndham Windsor NS](https://www.expedia.com/Wolfville-Hotels-Super-8-By-Wyndham-Windsor-NS.h1710981.Hotel-Information) ![An indoor swimming pool with a blue water slide, sun loungers, and a view of the sky through large windows.](https://images.trvl-media.com/lodging/2000000/1720000/1711000/1710981/dc71ef36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 63 Cole Drive, Garlands Crossing, NS, B0N2T0, CA - Location: 1.1 mi from Windsor - Star rating: 2/5 - Guest rating: 8.4/10 (Very good, 1000 reviews) - Price: $82 nightly, $93 total, Dec 6 - Dec 7, Total with taxes and fees - Review: For what I paid for 1 night stay, I would say that this hotel is very poor value. While I loved the coffee options at the breakfast bar, the breakfast offered here is pathetic. Zero protein options…not even cold hard boiled eggs. I had to go for a decent breakfast elsewhere. Staff were great. Location and parking are great. Bed was comfortable. Room was clean. It did the job, expensively. ### [The Inn at Grand Pre Winery](https://www.expedia.com/Grand-Pre-Hotels-The-Inn-At-Grand-Pre-Winery.h76979462.Hotel-Information) ![A large house with a spacious driveway, a well-maintained garden, and a vineyard in the background.](https://images.trvl-media.com/lodging/77000000/76980000/76979500/76979462/3b44d8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 11611 Hwy 1, Grand Pre, NS, B0P 1M0, CA - Location: 11.6 mi from Windsor - Star rating: 4.5/5 - Guest rating: 9.8/10 (Exceptional, 184 reviews) - Price: $136 nightly, $155 total, Nov 19 - Nov 20, Total with taxes and fees ### [Slumber Inn](https://www.expedia.com/Wolfville-Hotels-Slumber-Inn.h460541.Hotel-Information) ![A hotel reception area with a wooden reception desk, a gold cart, and a large window with a view of the lobby.](https://images.trvl-media.com/lodging/1000000/470000/460600/460541/f11fc3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 5534 Prospect Road, New Minas, NS, B4N 3K8, CA - Location: 17.1 mi from Windsor - Star rating: 3.5/5 - Guest rating: 8.8/10 (Excellent, 1003 reviews) - Price: $101 nightly, $119 total, Nov 16 - Nov 17, Total with taxes and fees ### [Old Orchard Inn](https://www.expedia.com/Wolfville-Hotels-Old-Orchard-Inn-Spa.h903228.Hotel-Information) ![An outdoor patio with wooden pergola, seating, and a view of the landscape.](https://images.trvl-media.com/lodging/1000000/910000/903300/903228/efe6b35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 153 Greenwich Rd. South, Wolfville Ridge, NS, B4P2R2, CA - Location: 14.4 mi from Windsor - Star rating: 4/5 - Guest rating: 8.6/10 (Excellent, 1067 reviews) - Price: $161 nightly, $183 total, Nov 19 - Nov 20, Total with taxes and fees - Review: Thank you :) ### [Micro Boutique Living Wolfville](https://www.expedia.com/Wolfville-Hotels-Micro-Boutique-Living-Wolfville.h9796113.Hotel-Information) ![A bedroom with a large bed, white pillows, and a view of a body of water through a sliding glass door.](https://images.trvl-media.com/lodging/10000000/9800000/9796200/9796113/ad45dd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 336 Main Street, Wolfville, NS, B4P 1C4, CA - Location: 13.1 mi from Windsor - Star rating: 3.5/5 - Guest rating: 9/10 (Wonderful, 1337 reviews) - Price: $132 nightly, $151 total, Nov 19 - Nov 20, Total with taxes and fees ### [The Stella Rose B&B](https://www.expedia.com/Wolfville-Hotels-The-Stella-Rose-BB.h18668031.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18670000/18668100/18668031/24ad3f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 611 Main St., Wolfville, NS, B4P 1G1, CA - Location: 13.7 mi from Windsor - Star rating: 4/5 - Guest rating: 10/10 (Exceptional, 124 reviews) - Price: $140 nightly, $159 total, Dec 9 - Dec 10, Total with taxes and fees - Review: Nice place, delicious breakfast! ### [Farmhouse Inn B&B](https://www.expedia.com/Wolfville-Hotels-Farmhouse-Inn-BB.h11442150.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/12000000/11450000/11442200/11442150/cae3e16f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 9757 Main Street, Canning, NS, B0P1H0, CA - Location: 18.5 mi from Windsor - Star rating: 3.5/5 - Guest rating: 9.6/10 (Exceptional, 193 reviews) - Price: $121 nightly, $138 total, Nov 19 - Nov 20, Total with taxes and fees - Review: We loved the comfort of the heritage home. Centrally located in the town where you could walk to everything you may need. Parking is available however the spots are tight. The room was clean except the trim missed during the cleaning of the bathroom, otherwise everything was lovely. 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. [See all properties in Windsor](https://www.expedia.com/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28®ionId=181861&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Windsor ### 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. ### 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. ### 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. ## Frequently Asked Questions ### How much does a Windsor vacation package cost? You can pick up a vacation package to this top destination from $1,368 on Expedia. However, how much your vacation to Windsor costs will depend on your hotel choice, length of stay and season. ### What are the cheapest months to go to Windsor? January, October and December are the best times to look for cheap Windsor vacation packages. Choosing to travel in less busy periods means you can generally find reduced prices on flights and accommodations. ### How many days is enough for Windsor? Generally, a few days is enough for a Windsor vacation. With a carefully crafted itinerary, you can go to all the popular attractions such as [Windsor Hockey Heritage Centre](https://www.expedia.com/Windsor-Hockey-Heritage-Centre-Windsor.d553248621562269203.Vacation-Attraction), as well as explore some hidden treasures along the way. ### Is it worth booking a vacation package to Windsor? Windsor has everything you need for an unforgettable escape. Get your Windsor vacation off to a flying start by checking out popular attractions like [Mermaid Theatre of Nova Scotia](https://www.expedia.com/Mermaid-Theatre-Of-Nova-Scotia-Windsor.d6089633.Vacation-Attraction). ### How to find the best Windsor package deals? Use Expedia's filters to find some tempting Windsor package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Windsor package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance. ### Is it cheaper to book a Windsor vacation as a package? An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Windsor getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save. ### When to book a vacation package to Windsor? If you've got your Windsor travel dates finalized, book early to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes. ### Does Expedia offer Book Now, Pay Later Windsor vacation packages? Secure your dream trip to Windsor with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for the next payday — we've partnered with online lender Affirm to give you financial flexibility. Our [vacation packages with payment plans](https://www.expedia.com/lp/b/vacations/payment-plans) mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to budget for your trip and snap up bargains before they disappear. ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to Do](?equalTargetTab=tab-5) - [Cottages in Wolfville](https://www.expedia.com/Wolfville-Cottages.d6058270-aaCottages.Travel-Guide-Accommodation) - [Motels in Windsor](https://www.expedia.com/Windsor-Motels.d181861-aaMotels.Travel-Guide-Accommodation) - [Grand Pre Hotels](https://www.expedia.com/Grand-Pre-Hotels.d6299494.Travel-Guide-Hotels) - [Halifax Hotels](https://www.expedia.com/Halifax-Hotels.d602873.Travel-Guide-Hotels) - [Lower Vaughan Hotels](https://www.expedia.com/Lower-Vaughan-Hotels.d553248635975860752.Travel-Guide-Hotels) - [Hotels near Luckett Vineyards](https://www.expedia.com/Luckett-Vineyards-Hotels.0-l6300964-0.Travel-Guide-Filter-Hotels) - 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[Visit Hants County](https://www.expedia.com/Hants-County.dx553248635976433612) - [Halifax Vacations](https://www.expedia.com/Halifax.d602873.Destination-Travel-Guides) - [Queensland Vacations](https://www.expedia.com/Queensland.d6069850.Destination-Travel-Guides) - [National Car Rental Rental Cars in Hants County](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Hants-County.d553248635976433612-c42.Car-Rental-Guide-Suppliers) - [Car rental Wolfville](https://www.expedia.com/Car-Rentals-In-Wolfville.d6058270.Car-Rental-Guide) - [Rental cars Stanfield Intl. airport](https://www.expedia.com/Car-Rentals-In-Stanfield-Intl.d5916761.Car-Rental-Guide) - [Car rentals near Acadia University](https://www.expedia.com/Car-Rentals-In-Acadia-University.d6309501.Car-Rental-Guide) - [Car rental Halifax](https://www.expedia.com/Car-Rentals-In-Halifax.d602873.Car-Rental-Guide) - [Enterprise Rental Cars in Wolfville](https://www.expedia.com/Enterprise-Car-Rentals-In-Wolfville.d6058270-c15.Car-Rental-Guide-Suppliers) - [Gaspereau Vacation Rentals](https://www.expedia.com/Gaspereau-Vacation-Rentals.d6353935.Travel-Guide-VacationRentals) - [Windsor Vacation Rentals](https://www.expedia.com/Windsor-Vacation-Rentals.d181861.Travel-Guide-VacationRentals) - [Falmouth Vacation Rentals](https://www.expedia.com/Falmouth-Vacation-Rentals.d6310356.Travel-Guide-VacationRentals) - [Wolfville Vacation Rentals](https://www.expedia.com/Wolfville-Vacation-Rentals.d6058270.Travel-Guide-VacationRentals) - [Things to do in Falmouth](https://www.expedia.com/Things-To-Do-In-Falmouth.d6310356.Travel-Guide-Activities) - [Things to do in Wolfville](https://www.expedia.com/Things-To-Do-In-Wolfville.d6058270.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/Windsor.d181861.Destination-Travel-Guides en-CA: https://www.expedia.ca/Windsor.d181861.Destination-Travel-Guides de-DE: https://www.expedia.de/Windsor.d181861.Reise-Angebote-Staedtereisen de-CH: https://www.expedia.ch/Windsor.d181861.Reise-Angebote-Staedtereisen ko-KR: https://www.expedia.co.kr/Windsor.d181861.Travel es: https://www.expedia.com/es/Windsor.d181861.Guia-de-vacaciones en-GB: https://www.expedia.co.uk/Windsor.d181861.Holidays-City-Breaks en-US: https://www.expedia.com/Windsor.d181861.Destination-Travel-Guides nl-NL: https://www.expedia.nl/Windsor.d181861.Vakantie-Stedentrips fr-FR: https://www.expedia.fr/Windsor.d181861.Reservation-Sejours-Voyages da-DK: https://www.expedia.dk/Windsor.d181861.Rejser es-MX: https://www.expedia.mx/Windsor.d181861.Guia-de-vacaciones sv-SE: https://www.expedia.se/Windsor.d181861.Resor fr-CA: https://www.expedia.ca/fr/Windsor.d181861.Voyages-et-Court-Sejours fr-BE: https://www.expedia.be/fr/Windsor.d181861.Voyages-et-Court-Sejours ```