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.
Hearthstone Inn Boutique Hotel Halifax - Dartmouth

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

3.5 out of 5
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Lux Exec Home HFX Waterfront Pool Hot Tub

Lux Exec Home HFX Waterfront Pool Hot Tub

4.5 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
The Barrington Hotel

The Barrington Hotel

3.5 out of 5
Downtown Halifax
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Halifax (YHZ)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.
Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Halifax (YHZ)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.
Surfside Inn

Surfside Inn

3 out of 5
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Halifax (YHZ)
This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and express check-out are also provided.

Top Windsor hotels deals

The August House

The August House

3.5 out of 5
494 King St, Windsor, NS
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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
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 & Spa

Old Orchard Inn & Spa

4 out of 5
153 Greenwich Rd. South, Exit 11, Highway 101, Wolfville Ridge, NS
$171 nightly
The price is $194 total per night
$194 total
Aug 18 - Aug 19
Total includes 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
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

3.5 out of 5
336 Main Street, Wolfville, NS
$110 nightly
The price is $126 total per night
$126 total
Aug 12 - Aug 13
Total includes 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
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
$114 nightly
The price is $130 total per night
$130 total
Aug 24 - Aug 25
Total includes 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.
Pool
Breakfast included
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.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Windsor
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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

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

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

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.

Trecothic Creek and Windsor Railway

Frequently asked questions

How much are vacation packages to Windsor?
Travelocity offers great package deals to Windsor, including flights and hotels, starting at just $610. 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