Find Romantic Hotels in Windsor

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Check availability on Windsor Romantic Hotels

Our top choices for Windsor romantic hotels

Gazebo
Tattingstone Inn

Tattingstone Inn

Tattingstone Inn
3.5 star property
Wolfville
9.6 out of 10, Exceptional, (522)
"Friendly staff, great food, lovely setting and clean room."
Canada
Ann
The price is ￥20,916
￥23,845 total
includes taxes & fees
Dec 29 - Dec 30
Tattingstone Inn
Daily cooked-to-order breakfast for a fee
Old Orchard Inn

Old Orchard Inn

Old Orchard Inn
4.0 star property
Wolfville Ridge
8.4 out of 10, Very Good, (1009)
"Clean room very accommodating "
Canada
Christanna
The price is ￥24,640
￥29,372 total
includes taxes & fees
Dec 21 - Dec 22
Old Orchard Inn
Property grounds
Country Suite - HotTub, KingBd, Downtown

Country Suite - HotTub, KingBd, Downtown

Country Suite - HotTub, KingBd, Downtown
Wolfville
9.0 out of 10, Wonderful, (13)
"The location is perfect and the inn is quite charming. The room did look larger in the pictures online but the hot tub area could not have been better. We enjoyed our stay. Just as a note, if you are planning on staying and have a larger vehicle the parking lot can be a little bit tight. "
Canada
Sean
The price is ￥22,000
￥28,681 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Suite - HotTub, KingBd, Downtown
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.
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Top Windsor Hotel Reviews

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

10/10 Excellent
"Very nice stay, will return "
Lachrisser 1-night trip
Posted 3 weeks ago
Micro Boutique Living Wolfville

Frequently asked questions

Searching for romantic hotels in Windsor?
Are you and your partner looking for a romantic vacation? If you want to explore the area, you might head to West Hants Historical Society, Mermaid Theatre of Nova Scotia, or Windsor Hockey Heritage Centre. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Windsor?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Windsor: The hottest months are usually August and July with an average temp of 62°F, while the coldest months are February and January with an average of 31°F. The snowiest months in Windsor are February, January, December, and November, with each month seeing an average of 17 inches of snowfall.
What is there to do in Windsor?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Windsor. If you want to spend a day exploring, you might consider a stop at West Hants Historical Society, Mermaid Theatre of Nova Scotia, or Windsor Hockey Heritage Centre.
What's the best way to get to Windsor and around town during my romantic getaway?
This information about transportation options in Windsor might help your romantic trip go off without a hitch: To get to Windsor, you can fly into Stanfield Intl. Airport (YHZ), which is the closest major airport, located 30.9 mi (49.8 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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