Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Windsor
The August House
494 King St Windsor NS
The price is 3.664.679 ₫ per night from 24 May to 25 May
3.664.679 ₫
4.376.359 ₫ total
24 May - 25 May
includes taxes & fees
9.8/10 Exceptional! (159 reviews)
What a hidden gem !!! This property is filled with surprises. We enjoyed sitting in the front living room after dinner in town. We had a glass of wine listening to Cat Stevens on the record player then snuck an ice cream sandwich from the freezer upstairs. Our room was stunning and filled with interesting ...
Reviewed on 7 May 2026
Old Orchard Inn
153 Greenwich Rd. South Wolfville Ridge NS
Fully refundableReserve now, pay when you stay
The price is 4.212.672 ₫ per night from 13 May to 14 May
4.212.672 ₫
5.021.735 ₫ total
13 May - 14 May
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
My phone didn’t work and the tv channel Options were very limited. Otherwise everything was great including room service.
Reviewed on 10 May 2026
Micro Boutique Living Wolfville
336 Main Street Wolfville NS
Fully refundableReserve now, pay when you stay
The price is 2.789.019 ₫ per night from 12 May to 13 May
2.789.019 ₫
3.179.509 ₫ total
12 May - 13 May
includes taxes & fees
9/10 Wonderful! (1,106 reviews)
The room had some damage, dents in fridge, poorly patched walls and scotch tape holding the end table trim on. Convenient location. Good for one night.
Reviewed on 10 May 2026
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
Fort Edward National Historic Site
You can find out about the history of Windsor with a stop at Fort Edward National Historic Site. You can enjoy the wineries while in the area.
Trecothic Creek and Windsor Railway
You can spend an afternoon studying the exhibits at Trecothic Creek and Windsor Railway during your trip to Windsor. You can enjoy the wineries while in the area.
Shand House Museum
You can spend time exploring the galleries in Shand House Museum during your travels in Windsor. You can enjoy the wineries while in the area.
