Book Exclusive Windsor Vacation Packages

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Windsor flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Mamas by the sea B&B

Mamas by the sea B&B

3 out of 5
Price was CA $720, price is now CA $560 per person
CA $560
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Book a stay at this beach B&B in Clark's Harbour. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Green Island Nature Reserve and Archelaus Smith Museum are located nearby.
The Sutton Place Hotel Halifax

The Sutton Place Hotel Halifax

5 out of 5
Downtown Halifax
Price was CA $1,184, price is now CA $844 per person
CA $844
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this luxury hotel in Halifax. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.
Lux Exec Home HFX Waterfront Pool Hot Tub

Lux Exec Home HFX Waterfront Pool Hot Tub

4.5 out of 5
Price was CA $5,110, price is now CA $3,872 per person
CA $3,872
per person
Jul 23 - Jul 26
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this luxury vacation home in Halifax. Enjoy free WiFi, free parking, and private pools. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.
South West Mermaid Inn

South West Mermaid Inn

2.5 out of 5
Price was CA $990, price is now CA $770 per person
CA $770
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Book a stay at this golf hotel in Yarmouth. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Firefighters' Museum and W. Laurence Sweeney Fisheries Museum are located nearby.
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was CA $756, price is now CA $601 per person
CA $601
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this family-friendly hotel in Beechville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.

Top Windsor hotels deals

The August House

The August House

3.5 out of 5
494 King St Windsor NS
The price is CA $184 per night
CA $184
CA $220 total
May 2 - May 3
includes taxes & fees
Stay at this inn in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions West Hants Historical Society and Mermaid Theatre of Nova Scotia are located nearby.
Breakfast included
Parking included
Stylish Windsor Suite Near Wineries & Fundy Coast

Stylish Windsor Suite Near Wineries & Fundy Coast

Windsor NS
Get rates
Stay at this apartment in Windsor. Enjoy laundry facilities and air conditioning. Popular attractions Mermaid Theatre of Nova Scotia and West Hants Historical Society are located nearby.
Kitchen
Washer
Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite

Windsor NS
Get rates
Stay at this apartment in Windsor. Enjoy laundry facilities and air conditioning. Popular attractions Mermaid Theatre of Nova Scotia and West Hants Historical Society are located nearby.
Washer
Dryer
Old Orchard Inn

Old Orchard Inn

4 out of 5
153 Greenwich Rd. South Wolfville Ridge NS
Free cancellation
Reserve now, pay when you stay
The price is CA $197 per night
CA $197
CA $236 total
May 3 - May 4
includes taxes & fees
Book a stay at this spa hotel in Wolfville Ridge. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Hennigar's Farm Market and Ken-Wo Golf Club are located nearby.
Pool
Spa
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

3.5 out of 5
336 Main Street Wolfville NS
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $156 total
May 3 - May 4
includes taxes & fees
Stay at this apartment in Wolfville. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the convenient parking and the clean rooms in our reviews. Popular attractions Randall House Museum and Robie Tufts Nature Centre are located nearby.
Kitchen
Washer
Super 8 by Wyndham Windsor NS

Super 8 by Wyndham Windsor NS

2 out of 5
63 Cole Drive Garlands Crossing NS
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
CA $131 total
May 12 - May 13
includes taxes & fees
Book a stay at this golf motel in Garlands Crossing. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Trecothic Creek and Windsor Railway and West Hants Historical Society are located nearby.
Pool
Hot tub
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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.

Popular places to visit

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.

Mermaid Theatre of Nova Scotia

West Hants Historical Society

You can spend time browsing the exhibits at West Hants Historical Society in Windsor. You can enjoy the wineries while in the area.

West Hants Historical Society

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.

Haliburton House Museum

Windsor Vacations

Whether you're going on a short break or a marathon adventure, it's best to know the basics about Windsor before setting off.

Windsor is located in Nova Scotia, and approximately 35 miles (56 kilometers) from Halifax.

This area of Nova Scotia is home to roughly 4,000 people.

Places to visit in Windsor

Theater can challenge our thinking and asks us to aspire to bigger and better things. Get tickets to a production at Mermaid Theatre of Nova Scotia and open your mind to some big ideas. Need some more options? Ditch the history books! See the past come to life at West Hants Historical Society. And there's more. History is the ultimate teacher. Soak up the knowledge and become more familiar with days gone by at Avon River Heritage Society Museum.

Where do you fly into for Windsor?

While you're brainstorming for your Windsor trip, bear in mind that the closest airport, Stanfield International Airport (YHZ), is approximately 30 miles (48 kilometers) east of the main streets. Book your ticket, fill up your suitcase and prepare for an once-in-a-lifetime adventure!

Frequently asked questions

How much are vacation packages to Windsor?
Travelocity offers great package deals to Windsor, including flights and hotels, starting at just CA $560. With all the money you save, you could include some awesome tours or maybe also tack on a couple of extra nights to your getaway.
How long should my Windsor vacation be?
Your Windsor break can be as long as you want, but the majority of people stay roughly 4 nights. Eager to veer off the beaten path and uncover some lesser-known spots? Lock in a few extra nights and see another side of this place.
Where can I get the best vacation package deals for Windsor?
For the perfect Windsor package deal, you can't go past Travelocity. Take your pick from as many as 400 air carriers and 1,000,000 worldwide properties to create the ultimate adventure — it's really that easy.
Why should I purchase my Windsor vacation package with Travelocity?
The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you can relax knowing you're getting the best deal available.
Can I save money on my Windsor car rental if I combine it with hotels and flights?
Certainly. And our Windsor vacation packages are the ideal way to do it. In only a few clicks you can save money and time by bundling your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Searching for things to do? Add some activities or experiences to your package and save on those too.
What is there to do in Windsor?
You'll notice a particular magic in the air as you wander through the streets of Windsor. Mermaid Theatre of Nova Scotia and Fort Edward National Historic Site are just two famous attractions that lure visitors to this fantastic city, so add them to your travel itinerary.
Where should I stay when visiting Windsor?
If you're after somewhere to lay your head, take a look at the The August House. It's the top pick for many travelers.

Photos of local treasures

Browse Windsor vacation photos for more inspiration

Birthplace of hockey

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