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Walkable Downtown Windsor Winter Getaway

4 min Read

Walkable Downtown Windsor, Nova Scotia Winter Getaway

Located less than an hour from Halifax, just as you enter the Annapolis Valley, discover the pedestrian-friendly downtown area of Windsor, brimming with cozy accommodations, tantalizing restaurants, a local brewery, provincial museum grounds, a national historic site, and the snowy slopes at Ski Martock.

Treat yourself to a delightful getaway where a mix of delicious cuisine and thrilling adventure awaits!

Outdoor Adventure

Hit the snowy slopes at Ski Martock and soak in the panoramic views of the Annapolis Valley from the peak. Martock offers eight downhill ski trails catering to all skill levels, from beginners to experts.

Ski Martock
Ski Martock

Perched above the town of Windsor is the Fort Edward National Historic Site. Established in 1750, Fort Edward played a pivotal role in safeguarding the passage from Halifax to the Annapolis Valley.

Stoll along the looped 1 km trail, marvel at the exteriors of the oldest blockhouse in Canada, and take in the expansive views that span the Bay of Fundy tides.

Fort Edward National Historic Site
Fort Edward National Historic Site

Enjoy a whimsical 20-minute walk through the trails at Clifton Museum Park that are surrounded by ancient trees on this Provincial Museum property.

While the museum itself is closed in the wintertime, the grounds and nature trails are accessible throughout the year.

Trails at Haliburton House Museum
Trails at Clifton Museum Park

Cozy Accommodations

Stay at The August House, a boutique inn and gathering space in the heart of Windsor. Built over 170 years ago, this property was completely renovated in 2022 and today offers 11 modern guest rooms, intimate gatherings for up to 80 people and culinary events.

All rooms have their own private ensuite bathroom with heated floors. During your stay, you will feel taken care of in the beautifully designed and comfortable spaces. In the evening, unwind on the outdoor patio, warm up with a house-made hot beverage and charcuterie, or gather ’round a fire for the ultimate s’mores experience. A fresh and delicious breakfast awaits the next morning.

The August House
The August House
Relax at The August House

Places to Eat and Drink

If you’re looking for beer with class, look no further than Schoolhouse Brewery! Situated in Windsor’s downtown, Schoolhouse offers an inviting, school-themed taproom where you can sample an assortment of quality craft beers.

They also serve a tasty menu of shareable snacks and main dishes as well as their house-made, non-alcoholic beverages.

Schoolhouse Brewery
Schoolhouse Brewery

Make your way to Gerrish & Gray for a handcrafted latté, snack or full meal that you’ll want to sit and savour. Get cozy by the fireplace or enjoy the street facing windows. Be sure to visit for the weekend brunch!

From Wednesday to Sunday, follow your nose to Bedard Bakery to discover a delicious assortment of sourdough breads, decadent pasteries, cookies, scones, and more. Offering a specialty lunchtime sandwich made on their fresh bread with local and house-made ingredients, you can can also get frozen pre-made soups, pizzas, and desserts to go.

Gerrish & Gray
Gerrish & Gray

Pay a visit to Hole in the Wall, a quaint and upscale restaurant with a menu that changes weekly. The gourmet pizzas and decadent desserts are fan favourites!

Next door, stop into The Spitfire Arms Alehouse, known for its welcoming atmosphere, delicious menu, and live music on weekends! There is also a heated alley for outdoor dining.

Hole in the Wall Restaurant
Hole in the Wall Restaurant
The Spitfire Arms Alehouse
The Spitfire Arms Alehouse

Arts and Culture

Stroll Windsor’s Gerrish Street where you’ll find Mermaid Theatre. Housed in the historic Imperial Theatre, the company has won international acclaim for their unique staged adaptations of children’s literature, featuring striking puppets, innovative scenic effects, and original music. The theatre also hosts live dance performances, film nights, and concerts – make sure to look up show times before you visit.

All along Gerrish Street you’ll also find various shops, showcasing art and crafts by Nova Scotian and Atlantic Canadian artisans. If their creativity inspires you to unleash your own, head to Windsor Makers Studio & Art Market for a class. This community gathering spot offers classes in pottery, glass and textile arts. Their curated art gallery is also a great spot to pick up a piece for yourself and gifts to take home.

Windsor Makers Studio & Art Market
Windsor Makers Studio & Art Market

Wait there’s more! When you’re walking throughout Windsor’s downtown, see if you can find all 11 art installations and murals.

One of the many murals in Windsor
One of the many murals in Windsor

Learn From the Locals

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