Deals on vacations and trips to Windsor

Save when you book Windsor package deals

Choose two or more items and save on your trip:

Windsor flight + hotel vacation 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 $724, price is now $639 per person
$639
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a library, and dry cleaning are also offered.
Brewery Park Hotel

Brewery Park Hotel

3.5 out of 5
North End
Price was $858, price is now $685 per person
$685
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
Free WiFi in public areas and luggage storage are available at this hotel.
Cambridge Suites Hotel

Cambridge Suites Hotel

3 out of 5
Downtown Halifax
Price was $756, price is now $664 per person
$664
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the sauna and free continental breakfast each morning.
Lux Exec Home HFX Waterfront Pool Hot Tub

Lux Exec Home HFX Waterfront Pool Hot Tub

4.5 out of 5
Price was $1,537, price is now $1,360 per person
$1,360
per person
Dec 31 - Jan 3
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A seasonal outdoor pool and laundry facilities are also provided.
Prince George Hotel

Prince George Hotel

4 out of 5
Downtown Halifax
Price was $772, price is now $687 per person
$687
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and concierge services.

Top Windsor hotels deals

The August House

The August House

3.5 out of 5
494 King St, Windsor, NS
Get rates
This inn features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden is also provided.
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, Exit 11, Highway 101, Wolfville Ridge, NS
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $175 total per night
$175 total
Nov 18 - Nov 19
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Slumber Inn

Slumber Inn

3.5 out of 5
5534 Prospect Road, New Minas, NS
Free Cancellation
Reserve now, pay when you stay
Get rates
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. A garden, a computer station, and laundry facilities are also on offer.
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
$111 nightly
The price is $126 total per night
$126 total
Dec 7 - Dec 8
Total with taxes and fees
An indoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a lobby fireplace, and a picnic area are also on offer.
The Breeze Motel

The Breeze Motel

3 out of 5
127 Evangeline Beach Rd, North Grand Pre, NS
$118 nightly
The price is $135 total per night
$135 total
Nov 13 - Nov 14
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-in, and express check-out are also on offer.
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

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

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

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

Frequently asked questions

How much are vacation packages to Windsor?
Travelocity offers great package deals to Windsor, including flights and hotels, starting at just $639. 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

Explore More Ways to Travel with Travelocity