Book Exclusive Windsor Vacation Packages

Choose one or more items to build your trip:

Windsor flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hearthstone Inn Boutique Hotel Halifax - Dartmouth

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

3.5 out of 5
Price was CA $969, price is now CA $707 per person
CA $707
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Halifax (YHZ)
Book a stay at this business-friendly hotel in Dartmouth. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Dartmouth Crossing are located nearby.
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was CA $1,323, price is now CA $1,023 per person
CA $1,023
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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 Scotiabank Centre are located nearby.
Hampton Inn & Suites by Hilton Halifax - Dartmouth

Hampton Inn & Suites by Hilton Halifax - Dartmouth

4 out of 5
Price was CA $1,441, price is now CA $1,181 per person
CA $1,181
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Halifax (YHZ)
Book a stay at this family-friendly hotel in Dartmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Halifax Waterfront Boardwalk and Dartmouth Crossing are located nearby.
Glengarry Extended Stays

Glengarry Extended Stays

3 out of 5
Price was CA $1,091, price is now CA $900 per person
CA $900
per person
Feb 7 - Feb 14
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Book a stay at this business-friendly motel in Truro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Little White Schoolhouse Museum and Truro Golf Club are located nearby.
Digby Pines Golf Resort and Spa

Digby Pines Golf Resort and Spa

3 out of 5
Price was CA $969, price is now CA $801 per person
CA $801
per person
Feb 7 - Feb 14
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Book a stay at this beach resort in Digby. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Annapolis Basin Look Off Provincial Park and Port of Digby 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 $208 per night
CA $208
CA $248 total
Jan 9 - Jan 10, 2026
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
Meander In Bed and Breakfast

Meander In Bed and Breakfast

2 out of 5
153 Albert St Windsor NS
Get rates
Stay at this hotel in Windsor. Popular attractions Windsor Hockey Heritage Centre and Mermaid Theatre of Nova Scotia are located nearby.
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 $219 per night
CA $219
CA $261 total
Dec 16 - Dec 17
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
Slumber Inn

Slumber Inn

3.5 out of 5
5534 Prospect Road New Minas NS
Free cancellation
Reserve now, pay when you stay
The price is CA $189 per night
CA $189
CA $222 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly motel in New Minas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kentville Agricultural Centre and Blair House Museum and Kings County Museum are located nearby.
Breakfast included
Pet-friendly
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 $147 per night
CA $147
CA $171 total
Jan 2 - Jan 3, 2026
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
Breakfast included
Tattingstone Inn

Tattingstone Inn

3.5 out of 5
620 MAIN STREET Wolfville NS
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $212 total
Dec 16 - Dec 17
includes taxes & fees
Stay at this B&B in Wolfville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harriet Irving Botanical Gardens and K.C. Irving Environmental Science Centre are located nearby.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Windsor
View all properties
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

Windsor Hockey Heritage Centre

You can spend an afternoon browsing the exhibits at Windsor Hockey Heritage Centre in Windsor. You can enjoy the wineries while in the area.

Windsor Hockey Heritage Centre

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

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

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 $707. 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