Windsor Vacations from $794

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Your Windsor Vacation

Let our vacation packages to Windsor inspire your next great adventure. There's a lot to love about this lively city, starting with the neighborhood of Gaspereau, which is great for watersports and views. You'll want to do a little exploring during your trip to Windsor. Swing by famous attractions like Ski Martock, Avon Valley Golf and Country Club and West Hants Historical Society. Your Windsor vacation is a couple of clicks away. Explore hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

The Latest Windsor Vacation Packages

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

Hotel Halifax

3.5 out of 5
Downtown Halifax
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
8.2/10 Very Good! (3,716 reviews)
Staff very friendly and helpful.Great breakfast .

Reviewed on Jun 6, 2024

Cambridge Suites Hotel

Cambridge Suites Hotel

3 out of 5
Downtown Halifax
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
8.8/10 Excellent! (1,532 reviews)
Nice hotel, standard breakfast, nice location

Reviewed on Jun 6, 2024

The Sutton Place Hotel Halifax

The Sutton Place Hotel Halifax

5 out of 5
Downtown Halifax
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
9.6/10 Exceptional! (1,334 reviews)
Beautiful hotel, great service, room was lovely.

Reviewed on Jun 2, 2024

Prince George Hotel

Prince George Hotel

4 out of 5
Downtown Halifax
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
9.2/10 Wonderful! (1,392 reviews)
Nice hotel. Great location.

Reviewed on Jun 6, 2024

The Lord Nelson Hotel & Suites

The Lord Nelson Hotel & Suites

4.5 out of 5
Downtown Halifax
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
9/10 Wonderful! (1,003 reviews)
Amazing hotel with great staff

Reviewed on Jun 6, 2024

Windsor Essential Information

Language
English
Currency
Canadian dollars
Population
3,900
Max Temp Winter
35ºF
Max Temp Summer
70ºF
Top Sights
Ski Martock, Smileys Provincial Park and West Hants Historical Society

Windsor Hotel Deals

The August House
The August House
3.5 out of 5
494 King St, Windsor, NS
Fully refundable
The price is $172 per night from Jun 20 to Jun 21
$172
$202 total
includes taxes & fees
Jun 20 - Jun 21
9.8/10 Exceptional! (45 reviews)
"A welcoming space for family and community - the intention of gathering and connection was palpable. A beautiful space. We can’t wait to return."

Reviewed on May 2, 2024

The August House
Old Orchard Inn & Spa
Old Orchard Inn & Spa
4 out of 5
153 Greenwich Rd. South, Exit 11, Highway 101, Wolfville Ridge, NS
Fully refundableReserve now, pay when you stay
The price is $111 per night from Jun 9 to Jun 10
$111
$144 total
includes taxes & fees
Jun 9 - Jun 10
8.2/10 Very Good! (825 reviews)
"Patio was nice though a bit far from the water. Good resting place"

Reviewed on May 28, 2024

Old Orchard Inn & Spa
Micro Boutique Living Wolfville
Micro Boutique Living Wolfville
3.5 out of 5
336 Main Street, Wolfville, NS
Fully refundableReserve now, pay when you stay
The price is $98 per night from Jul 3 to Jul 4
$98
$113 total
includes taxes & fees
Jul 3 - Jul 4
9/10 Wonderful! (694 reviews)
"Conveniently located and easily accessed; safe and secure."

Reviewed on Jun 4, 2024

Micro Boutique Living Wolfville
See all 108 properties in Windsor
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Windsor vacation package cost?
Get set to book, because a getaway to Windsor starts from just $794. When you combine your flights, hotels and more into a package, you’ll land the biggest deals.
How do I get a cheap travel package to Windsor?
Imagine all the amazing things you could do in Windsor with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your travel bookings into a Windsor vacation package. You have loads of choice with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotels around the globe. Whether you’re heading off with the entire family or traveling on your own, planning a getaway to Windsor is better with a package.
Where should I stay in Windsor?
With interesting attractions like West Hants Historical Society and Mermaid Theatre of Nova Scotia in this neighborhood, try to find a hotel situated near either of them. Haliburton House Museum is another sight in Windsor that visitors flock to.
How far in advance should I book my Windsor vacation?
While prices do change, we generally suggest booking your vacation as early as possible. Many international airfares are found on Expedia up to a year in advance. If you’re booking last minute, you might still be in luck. Low prices to Windsor sometimes appear just weeks before departure.
What does an Expedia Windsor travel package include?
That depends on what you’re looking for. If you’re traveling by yourself, you might decide to bundle hotels and flights. Taking the whole family to Windsor? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the freedom and flexibility to tailor your travel package.
What should I know before booking a Windsor travel package?
Discover deals to match your budget with an Expedia package. Hotels, flights, rental cars — we’ve got all of them. You’ll save a packet just by bundling your bookings. Whether you’re heading away on a winter snow adventure or sunning yourself on a warm beach, your perfect getaway is only a few clicks away.
Can I choose my airline with a Windsor Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners worldwide, so you have loads of choice when arranging your Windsor trip.
If I'm not able to travel, can I cancel my Windsor vacation package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Windsor vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Discover the most popular places to visit in Windsor

Image for Haliburton House Museum

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
Image for Mermaid Theatre of Nova Scotia

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
Image for Shand House Museum

Shand House Museum

You can enjoy some culture when you stop by Shand House Museum in Windsor. You can enjoy the wineries while in the area.

Shand House Museum

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.