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.
Holiday Inn Express & Suites Halifax Airport by IHG

Holiday Inn Express & Suites Halifax Airport by IHG

2.5 out of 5
Price was CA $489, price is now CA $370 per person
CA $370
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Book a stay at this business-friendly hotel in Goffs. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Atlantic Canada Aviation Museum and Bennery Lake Nature Reserve are located nearby.
Brewery Park Hotel

Brewery Park Hotel

3.5 out of 5
North End
Save 100% on your flight
Price was CA $602, price is now CA $411 per person
CA $411
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Stay at this hotel in Halifax. Enjoy free WiFi, Netflix, and premium bedding. Popular attractions Halifax Waterfront Boardwalk and Casino Nova Scotia are located nearby.
Homewood Suites by Hilton Halifax-Downtown

Homewood Suites by Hilton Halifax-Downtown

3 out of 5
Downtown Halifax
Price was CA $572, price is now CA $428 per person
CA $428
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Book a stay at this business-friendly hotel in Halifax. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Casino Nova Scotia are located nearby.
Hampton Inn by Hilton Halifax Downtown

Hampton Inn by Hilton Halifax Downtown

3 out of 5
Downtown Halifax
Price was CA $542, price is now CA $409 per person
CA $409
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Stay at this hotel in Halifax. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Casino Nova Scotia are located nearby.
Residence Inn by Marriott Halifax Downtown

Residence Inn by Marriott Halifax Downtown

3 out of 5
Downtown Halifax
Price was CA $531, price is now CA $401 per person
CA $401
per person
Jan 24 - Jan 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Halifax (YHZ)
Book a stay at this business-friendly hotel in Halifax. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre 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 $194 per night
CA $194
CA $231 total
Nov 18 - Nov 19
includes taxes & fees
Stay at this guesthouse 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
Gateway to Annapolis Valley | Windsor Studio Suite

Gateway to Annapolis Valley | Windsor Studio Suite

Windsor NS
Get rates
Stay at this apartment in Windsor. Enjoy laundry facilities and air conditioning. Popular attractions Mermaid Theatre of Nova Scotia and West Hants Historical Society are located nearby.
Kitchen
Washer
Stylish Windsor Suite Near Wineries & Fundy Coast

Stylish Windsor Suite Near Wineries & Fundy Coast

Windsor NS
The price is CA $130 per night
CA $130
CA $194 total
Nov 16 - Nov 17
includes taxes & fees
Stay at this apartment in Windsor. Enjoy laundry facilities and air conditioning. Popular attractions Mermaid Theatre of Nova Scotia and West Hants Historical Society are located nearby.
Kitchen
Washer
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
Nov 15 - Nov 16
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 $174 per night
CA $174
CA $204 total
Dec 13 - Dec 14
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 $114 per night
CA $114
CA $133 total
Dec 6 - Dec 7
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 Hants County Exhibition Grounds and Trecothic Creek and Windsor Railway are located nearby.
Pool
Breakfast 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.

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

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 $370. 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