Book Exclusive Windsor Vacation Packages

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Windsor flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was CA $890, price is now CA $692 per person
CA $692
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this family-friendly hotel in Beechville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
Sandman Signature Dartmouth Hotel & Suites

Sandman Signature Dartmouth Hotel & Suites

3 out of 5
Price was CA $1,237, price is now CA $974 per person
CA $974
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Deer Lake (YDF) to Halifax (YHZ)
Book a stay at this business-friendly hotel in Dartmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dartmouth Crossing and Halifax Waterfront Boardwalk are located nearby.
Red George Inn and Suites

Red George Inn and Suites

2.5 out of 5
Downtown Halifax
Price was CA $1,258, price is now CA $992 per person
CA $992
per person
Sep 28 - Oct 3
found 4 hours ago
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this family-friendly hotel in Halifax. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.
Hampton Inn by Hilton Halifax Downtown

Hampton Inn by Hilton Halifax Downtown

3 out of 5
Downtown Halifax
Price was CA $1,674, price is now CA $1,364 per person
CA $1,364
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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.
Cambridge Suites Hotel

Cambridge Suites Hotel

3 out of 5
Downtown Halifax
Price was CA $1,620, price is now CA $1,330 per person
CA $1,330
per person
Sep 28 - Oct 3
found 4 hours ago
Roundtrip flight included
Hamilton (YHM) 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 breakfast and 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 $217 per night
CA $217
CA $259 total
Aug 18 - Aug 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
The price is CA $122 per night
CA $122
CA $211 total
Aug 19 - Aug 20
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
Stylish Windsor Suite Near Wineries & Fundy Coast

Stylish Windsor Suite Near Wineries & Fundy Coast

Windsor NS
The price is CA $164 per night
CA $164
CA $260 total
Aug 19 - Aug 20
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 $186 per night
CA $186
CA $223 total
Sep 9 - Sep 10
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 $172 per night
CA $172
CA $202 total
Aug 19 - Aug 20
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
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
The price is CA $161 per night
CA $161
CA $184 total
Aug 16 - Aug 17
includes taxes & fees
Stay at this apartment in Wolfville. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the convenient parking and the clean rooms in our reviews. Popular attractions Randall House Museum and Robie Tufts Nature Centre are located nearby.
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.

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.
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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 $692. 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.

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