The 10 Best 4 Star Hotels in Windsor - 2026 Updated Prices | Expedia

A welcome sign at Cradle of Hockey, Long Pond, Windsor, Nova Scotia.

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11 Sep - 13 Sep

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18 Sep - 20 Sep

Our top choices for Windsor 4-star hotels

An outdoor patio with wooden pergola, seating, and a view of the landscape.

A hotel room with two beds, a large window with a view of the garden, and a wooden ceiling.

A spa reception area with a wooden reception desk, a computer, and a sign that reads "EAU SPA". There are shelves with products and a chandelier.

A modern house with a stone retaining wall, a well-maintained garden, and a clear sky.

1. Old Orchard Inn

Wolfville Ridge

Canada

Michelle

4.316.196 ₫

5.135.330 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A large house with a spacious driveway, a well-maintained garden, and a vineyard in the background.

A dining area with tables set for a meal, featuring wine glasses and orange napkins.

A view through a wooden-framed window with multiple panes, overlooking a garden with pink flowers and green grass.

A bedroom with a bed, a blue chair, a bedside table with a lamp, and a window with curtains.

2. The Inn at Grand Pre Winery

Grand Pre

United States

Kara

6.596.806 ₫

7.520.359 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A person standing on a porch with a garden, a door, and a railing.

A four-poster bed with a ceiling fan, a window with curtains, and a nightstand with a lamp.

A cozy living room with a fireplace, a dining area with a table and chairs, and a large window with curtains.

3. The Stella Rose B&B

Wolfville

United States

Anthony

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Learn more about Windsor

Home to the world's highest tides, Windsor invites you to explore Fort Edward National Historic Site and the charming Haliburton House Museum. Dive into hockey heritage at the Windsor Hockey Heritage Centre or catch a magical performance at the Mermaid Theatre of Nova Scotia.

See all hotels in Windsor

A welcome sign at Cradle of Hockey, Long Pond, Windsor, Nova Scotia.

Top Windsor Hotel Reviews

Old Orchard Inn

Old Orchard Inn

8/10 Good

"It was a very pleasant cottage. We enjoyed the stay."

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