Windsor Vacation Packages 2026 from $832

Windsor flight + hotel vacation packages

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

Coastal Inn Halifax

$832

per person

Sep 20 - Sep 26

found 17 hours ago

Roundtrip flight included

New York (NYC) to Halifax (YHZ)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the children's pool and onsite laundry facilities. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.

CLIPPER SHIPP BEACH MOTEL

$1,021

per person

Oct 5 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

New York (LGA) to Halifax (YHZ)

Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

Save 100% on your flight

$1,568

per person

Oct 29 - Nov 2

found 14 hours ago

Roundtrip non-stop flight included

New York (NYC) 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.

Residence Inn by Marriott Halifax Downtown

Downtown Halifax

$1,629

per person

Sep 20 - Sep 26

found 17 hours ago

Roundtrip flight included

New York (NYC) to Halifax (YHZ)

This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

The Hollis Halifax a DoubleTree Suites by Hilton Hotel

Downtown Halifax

$1,605

per person

Sep 20 - Sep 26

found 17 hours ago

Roundtrip flight included

New York (NYC) to Halifax (YHZ)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Top Windsor hotels deals

The August House

494 King St Windsor NS

$152 nightly

$178 total

Sep 3 - Sep 4

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

Windsor NS

$134 nightly

$152 total

Aug 19 - Aug 20

Total with taxes and fees

This apartment features laundry facilities.

Stylish Windsor Suite Near Wineries & Fundy Coast

Windsor NS

$155 nightly

$177 total

Aug 23 - Aug 24

Total with taxes and fees

This apartment features laundry facilities.

Old Orchard Inn

153 Greenwich Rd. South Wolfville Ridge NS

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$186 total

Sep 9 - Sep 10

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.

Slumber Inn

5534 Prospect Road New Minas NS

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$143 total

Aug 23 - Aug 24

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.

Micro Boutique Living Wolfville

336 Main Street Wolfville NS

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$132 total

Aug 24 - Aug 25

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.

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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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Frequently asked questions

How much are vacation packages to Windsor?

Travelocity offers great package deals to Windsor, including flights and hotels, starting at just $832. 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.