Windsor

Travel Guide

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

This essential stop in Nova Scotia is full of attractions that show both its agricultural and maritime personalities. Hockey may have been invented here too.

As you drive through the vast plains surrounding Windsor, you may detect a hint of ocean air in this otherwise agricultural area. Windsor was first established by 17th-century Acadians who grew crops particular to its marshy climate. Strategically near a harbour and a railway, the town became a hub for shipping. A booming economy brought the construction of stately homes, many of which still line the town’s handsome streets. Walk through this Atlantic Canada architectural treasure and see for yourself.

For some family fun, visit Howard Dill Farmwhere you can view perhaps the biggest pumpkin you will ever encounter. Ride an impressively accurate miniature train at the Trecothic Creek & Windsor Railway. In late summer, get lost in the yellow of Dakeyne Farm’s Sunflower Maze.

Windsor is foremost known for proudly claiming itself the birthplace of hockey, although other towns make the same claim. Visit the Windsor Hockey Heritage Museum and peruse its fascinating reconstruction of early hockey activities. Learn about hockey’s ancestor game, hurley, and about the writer who first witnessed a group of boys playing it on a frozen pond.

Windsor has many good restaurants, ranging from English-style pubs to Atlantic Canada bistros and dessert stores. Along with hotels and motels, Windsor has cosy, one-of-a-kind accommodation.

Except for the Dill and Dakeyne farms, most attractions in Windsor are within walking distance of each other. Fly into Halifax International Airport and rent a car for the 50-mile (75-kilometre) drive to Windsor. There is also a bus service that connects the town to many destinations in the area.

Many visitors come to Windsor for a peaceful weekend retreat. With the geologic marvels of the Bay of Fundy and Nova Scotia nearby, however, you may decide to extend your stay in Windsor to explore further afield to enjoy Nova Scotia’s natural wonders.

The August House

The August House

3.5 out of 5
494 King St Windsor NS
The price is S$231 per night from 30 Jul to 31 Jul
S$231
30 Jul - 31 Jul
includes taxes & fees
Stay at this guesthouse in Windsor. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
10/10 Exceptional! (182 reviews)
"The August House was a truly wonderful place to stay! It's clearly a carefully curated environment with comfort and relaxation in mind. The room was incredible comfortable, the staff was lovely and the included breakfast was delicious! We will certainly be back next time we are in the area!"

Reviewed on 23 Jun, 2026

The August House
Old Orchard Inn

Old Orchard Inn

4 out of 5
153 Greenwich Rd. South Wolfville Ridge NS
The price is S$239 per night from 2 Jul to 3 Jul
S$239
2 Jul - 3 Jul
includes taxes & fees
Stay at this spa hotel in Wolfville Ridge. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the restaurant and the helpful staff in their ...
8.4/10 Very good! (1,008 reviews)
"Room was very clean the staff were very helpful and friendly and parking was very easy and in close proximity to entrance was so easy to book online would definitely recommend this hotel."

Reviewed on 27 Jun, 2026

Old Orchard Inn
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

3.5 out of 5
336 Main Street Wolfville NS
The price is S$186 per night from 13 Jul to 14 Jul
S$186
13 Jul - 14 Jul
includes taxes & fees
Stay at this apartment in Wolfville. Enjoy free Wi-Fi, parking (surcharge) and daily housekeeping. Our guests praise the convenient parking and the clean rooms ...
9/10 Wonderful! (1,167 reviews)
"Great location. But please be clearer about parking not being available at the hotel. Not thrilled having to separate location to park overnight"

Reviewed on 28 Jun, 2026

Micro Boutique Living Wolfville
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.
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

3.5 out of 5
336 Main Street Wolfville NS
Stay at this apartment in Wolfville. Enjoy free Wi-Fi, parking (surcharge) and daily housekeeping. Our guests praise the convenient parking and the clean rooms ...
9/10 Wonderful! (1,167 reviews)
"Great location. But please be clearer about parking not being available at the hotel. Not thrilled having to separate location to park overnight"

Reviewed on 28 Jun, 2026

Micro Boutique Living Wolfville
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