
Windsor Vacations from $641
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Your Windsor Vacation
Create a custom vacation package to Windsor and start looking forward to your next great adventure. Consider staying in the neighborhood of Gaspereau, which is great for watersports and views, for a real taste of this unique city. If your trip to Windsor includes some sightseeing, check out much-loved attractions like Ski Martock, Avon River Heritage Society Museum and Mermaid Theatre of Nova Scotia. Whatever your travel plans or budget, organizing a tailored Windsor vacation is easy with Expedia.
The Latest Windsor vacation packages

Surfside Inn
Reviewed on Aug 18, 2025

Lux Exec Home HFX Waterfront Pool Hot Tub
Reviewed on Jul 25, 2025

Brier Island Lodge
Reviewed on Aug 18, 2025

Chateau Bedford, Trademark Collection by Wyndham
Reviewed on Aug 18, 2025

Hearthstone Inn Boutique Hotel Halifax - Dartmouth
Reviewed on Aug 19, 2025
Discover the most popular places to visit in Windsor
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.
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.
Shand House Museum
You can spend time studying the exhibits at Shand House Museum during your travels in Windsor. You can enjoy the wineries while in the area.
Windsor Hotel Deals

The August House
Reviewed on Aug 12, 2025

Old Orchard Inn & Spa
Reviewed on Aug 20, 2025
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Hotels near Mermaid Theatre of Nova Scotia
- Hotels near Windsor Hockey Heritage Centre
- Hotels near Shand House Museum
- Falmouth Hotels
- B&B in Avondale
- Avondale Hotels
- Hotels near Avon Valley Golf and Country Club
- Hotels near Ski Martock
- Hantsport Hotels
- Apartments in Hantsport
- B&B in Hantsport
- 3 Star Hotels in Hantsport
- Ellershouse Hotels
- Motels in Summerville
- Summerville Hotels
- Hotels near Smileys Provincial Park
- Newport Hotels
- Hotels near Luckett Vineyards
- Hants County Hotels
- Grand Pre Hotels
- Winery Hotels in Grand Pre
- Motels in Grand Pre
- Hotels near Grand Pre National Historic Site
- Gaspereau Hotels
- Cottages in Gaspereau
- Apartments in Gaspereau
- Wolfville Hotels
- Hotels near Acadia University
- Winery Hotels in Wolfville
- Oceanfront Hotels in Wolfville
- B&B in Wolfville
- Cottages in Wolfville
- Apartments in Wolfville
- Cabin Rentals in Wolfville
- Luxury Hotels in Wolfville
- Boutique Hotels in Wolfville
- Pet-friendly Hotels in Wolfville
- 4 Star Hotels in Wolfville
- Beach Hotels in Wolfville
- Hotels with Hot Tubs in Wolfville
- Hotels with an Outdoor Pool in Wolfville
- Hotels with an Indoor Pool in Wolfville
- Motels in Wolfville
- Hotels with Kitchenettes in Wolfville
- Chalets in Wolfville
- Hotels near K.C. Irving Environmental Science Centre
- Cottages in Black River
- Hotels near Willowbank U-Pick Farm
- Cambridge Hotels
- Centre Rawdon Hotels
- Port Williams Hotels
- Visit Falmouth
- Visit Avondale
- Ski Martock
- Fundy Centennial Park
- Visit Ellershouse
- Smileys Provincial Park
- Visit Summerville
- Just Us! Fair Trade Museum
- Visit Smiths Corner
- Old Covenanter Church
- Grand Pre Vacations
- Grand Pre National Historic Site
- Visit Grand Pre
- Reservoir Park
- Visit Gaspereau
- Robie Tufts Nature Centre
- Harriet Irving Botanical Gardens
- Visit Wolfville
- Hennigar's Farm Market
- Willowbank U-Pick Farm
- Prescott House Museum
- Uniacke Estate Museum Park
- Fox Hill Cheese House
- Visit Centre Rawdon
- Visit Port Williams