Deals on vacations and trips to Windsor

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Windsor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
Price was $772, price is now $661 per person
$661
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Halifax (YHZ)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Sandman Signature Dartmouth Hotel & Suites

Sandman Signature Dartmouth Hotel & Suites

3 out of 5
Price was $919, price is now $720 per person
$720
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Halifax (YHZ)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Red George Inn and Suites

Red George Inn and Suites

2.5 out of 5
Downtown Halifax
Price was $956, price is now $802 per person
$802
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Halifax (YHZ)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A garden, luggage storage, and laundry facilities are also on offer.
Moxy Halifax Downtown

Moxy Halifax Downtown

3.5 out of 5
Downtown Halifax
Price was $918, price is now $772 per person
$772
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a garden are also offered.
Alt Hotel Halifax Airport - In Terminal

Alt Hotel Halifax Airport - In Terminal

3 out of 5
Price was $822, price is now $713 per person
$713
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Halifax (YHZ)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Top Windsor hotels deals

The August House

The August House

3.5 out of 5
494 King St Windsor NS
$136 nightly
The price is $159 total per night
$159 total
May 1 - May 2
Total with taxes and fees
This inn features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden is also provided.
Breakfast included
Parking included
Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite

Windsor NS
Get rates
This apartment features laundry facilities.
Pet friendly
Air conditioning
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
$156 nightly
The price is $178 total per night
$178 total
Apr 13 - Apr 14
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.
Pool
Spa
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
$84 nightly
The price is $95 total per night
$95 total
Apr 19 - Apr 20
Total with taxes and fees
This motel features an indoor pool and a hot tub. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
Pool
Hot Tub
Tattingstone Inn

Tattingstone Inn

3.5 out of 5
620 MAIN STREET Wolfville NS
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $164 total per night
$164 total
Apr 13 - Apr 14
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. You'll appreciate the area shuttle, business center, and terrace.
Breakfast included
Parking included
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
$111 nightly
The price is $126 total per night
$126 total
May 3 - May 4
Total with taxes and fees
This apartment features free WiFi in public areas, laundry facilities, and self parking. A garden, a lobby fireplace, and a hair salon are also on offer.
Kitchen
Washer
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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

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 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

Frequently asked questions

How much are vacation packages to Windsor?
Travelocity offers great package deals to Windsor, including flights and hotels, starting at just $661. 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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