Deals on vacations and trips to Windsor

Save when you book Windsor package deals

Choose two or more items and save on your trip:

Top Windsor hotels deals

The August House

The August House

3.5 out of 5
494 King St Windsor NS
$146 nightly
The price is $171 total per night
$171 total
Oct 11 - Oct 12
Total with taxes and fees
This guesthouse features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden and a communal living room are also provided.
Breakfast included
Parking included
Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite

Windsor NS
$151 nightly
The price is $172 total per night
$172 total
Sep 15 - Sep 16
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Stylish Windsor Suite Near Wineries & Fundy Coast

Stylish Windsor Suite Near Wineries & Fundy Coast

Windsor NS
$151 nightly
The price is $172 total per night
$172 total
Sep 15 - Sep 16
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Old Orchard Inn

Old Orchard Inn

4 out of 5
153 Greenwich Rd. South Wolfville Ridge NS
$155 nightly
The price is $176 total per night
$176 total
Oct 11 - Oct 12
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
Slumber Inn

Slumber Inn

3.5 out of 5
5534 Prospect Road New Minas NS
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $132 total per night
$132 total
Sep 27 - Sep 28
Total with taxes and fees
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
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

3.5 out of 5
336 Main Street Wolfville NS
$137 nightly
The price is $156 total per night
$156 total
Oct 11 - Oct 12
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
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.

Stay near popular Windsor attractions

Haliburton House Museum

9.0/10 (2 reviews)
You can spend time studying the exhibits at Haliburton House Museum in Windsor. You can enjoy the wineries while in the area.
See properties

Frequently asked questions

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

A welcome sign at Cradle of Hockey, Long Pond, Windsor, Nova Scotia.

Explore More Ways to Travel with Travelocity