Windsor Vacation Packages 2026 from $700

Windsor flight + hotel vacation packages

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

Hearthstone Inn Boutique Hotel Halifax - Dartmouth

$700

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Halifax (YHZ)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a library, and dry cleaning are also offered.

Chateau Bedford, Trademark Collection by Wyndham

Birch Cove

$1,226

per person

Jun 20 - Jun 27

found 1 day ago

Roundtrip flight included

Boston (BOS) to Halifax (YHZ)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Red George Inn and Suites

Downtown Halifax

$924

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Halifax (YHZ)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A garden, luggage storage, and laundry facilities are also on offer.

Future Inns Halifax

Clayton Park West

$721

per person

May 22 - May 26

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Halifax (YHZ)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a coffee shop, and a lobby fireplace are also offered.

Top Windsor hotels deals

The August House

494 King St Windsor NS

$135 nightly

$158 total

Apr 1 - Apr 2

Total with taxes and fees

This inn features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden is also provided.

Breakfast included

Parking included

Old Orchard Inn

153 Greenwich Rd. South Wolfville Ridge NS

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$171 total

Apr 1 - Apr 2

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

Super 8 by Wyndham Windsor NS

63 Cole Drive Garlands Crossing NS

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$95 total

Apr 5 - Apr 6

Total with taxes and fees

This motel features an indoor pool and a hot tub. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.

Pool

Hot Tub

Tattingstone Inn

620 MAIN STREET Wolfville NS

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$142 total

Apr 2 - Apr 3

Total with taxes and fees

A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. You'll appreciate the area shuttle, business center, and terrace.

Breakfast included

Parking included

Slumber Inn

5534 Prospect Road New Minas NS

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$144 total

Apr 5 - Apr 6

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

336 Main Street Wolfville NS

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$155 total

Mar 31 - Apr 1

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

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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.

Popular places to visit

West Hants Historical Society

You can spend time browsing the exhibits at West Hants Historical Society in Windsor. You can enjoy the wineries while in the area.

Windsor Hockey Heritage Centre

You can spend an afternoon browsing the exhibits at Windsor Hockey Heritage Centre in Windsor. You can enjoy the wineries while in the area.

Fort Edward National Historic Site

You can find out about the history of Windsor when you stop by Fort Edward National Historic Site. You can enjoy the wineries while in the area.

Frequently asked questions

How much are vacation packages to Windsor?

Travelocity offers great package deals to Windsor, including flights and hotels, starting at just $700. 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.