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

Find Romantic Hotels in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Romantic Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Windsor romantic hotels

A building labeled 'The August House' with outdoor seating and string lights.
A living room with a fireplace, a chandelier, and teal walls.
A neatly made bed with white linens and striped pillows, a framed landscape painting above it, and a dark headboard.
A room with a white sofa, a wicker chair, a marble table, and a vase with flowers.

1. The August House

The August House
Windsor
Canada
yetti
￥23,131
￥27,623 total
includes taxes & fees
Oct 13 - Oct 14
The August House
A large house with a spacious driveway, a well-maintained garden, and a vineyard in the background.
A living room with a blue sofa, two red armchairs, a glass coffee table, and a TV on a white stand.
A dining area with tables set for a meal, featuring wine glasses and orange napkins.
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

The Inn at Grand Pre Winery
Grand Pre
Canada
Milena
￥37,611
￥42,877 total
includes taxes & fees
Oct 22 - Oct 23
The Inn at Grand Pre Winery
An outdoor patio with wooden pergola, seating, and a view of the landscape.
A modern house with a stone retaining wall, a well-maintained garden, and a clear sky.
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.

3. Old Orchard Inn

Old Orchard Inn
Wolfville Ridge
Canada
Michael
￥23,839
￥28,452 total
includes taxes & fees
Oct 15 - Oct 16
Old Orchard Inn
A bedroom with a large bed, white pillows, and a view of a body of water through a sliding glass door.
A reception area with a framed photo, a small table with magazines, a fireplace, and a wooden accent wall.
A two-story building with a sign reading "AVEDA" on the ground floor.
A hotel room with a bed, a desk, a chair, a TV, a microwave, and a refrigerator.

4. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
Wolfville
Canada
Kelly
￥21,187
￥24,153 total
includes taxes & fees
Oct 18 - Oct 19
Micro Boutique Living Wolfville
A covered outdoor seating area with chairs and tables, a stone pillar, and a view of a building with large windows.
A two-story house with a front porch, a small balcony, and a front door with a glass panel.
A wooden door with stained glass windows, a chandelier, and a floral carpet.
A hotel room with two beds, each with a wooden headboard, white bedding, and a grey throw blanket. There are wall-mounted lamps and framed pictures above the beds.

5. Tattingstone Inn

Tattingstone Inn
Wolfville
Canada
Kelly
￥27,548
￥31,404 total
includes taxes & fees
Oct 7 - Oct 8
Tattingstone Inn
A cozy living room with a fireplace, a dining area with a table and chairs, and a large window with curtains.
A covered patio with wooden furniture, a clock, and a garden view.
A four-poster bed with a ceiling fan, a window with curtains, and a nightstand with a lamp.

6. The Stella Rose B&B

The Stella Rose B&B
Wolfville
United States
Anthony
￥26,792
￥30,543 total
includes taxes & fees
Oct 18 - Oct 19
The Stella Rose B&B
A hotel reception area with a wooden reception desk, a gold cart, and a large window with a view of the lobby.
A modern restaurant with a central dining area, a counter with a beverage dispenser, and a kitchen in the background.
A coffee bar with a sign, a refrigerator, and a trash can in a hallway.
A reception area with a counter, a computer monitor, a blue chair, and a vase with flowers.

7. Slumber Inn

Slumber Inn
New Minas
Canada
Julie
￥19,248
￥22,601 total
includes taxes & fees
Sep 29 - Sep 30
Slumber Inn
A bedroom with a large bed, a TV mounted on the wall, a window with a view, and a seating area with two chairs and a small table.
A compact kitchen with white cabinetry, a microwave, a coffee maker, and a small table with a tray.
A small, white-walled room with a white table, two potted plants, a candle, and a microwave.
A compact kitchen with white cabinetry, a black countertop, a small island with a sink, and a coffee maker.

8. Studio-like Comfort in Wolfville’s Beating Heart

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
Canada
David
￥14,888
￥31,775 total
includes taxes & fees
Sep 28 - Sep 29
Studio-like Comfort in Wolfville’s Beating Heart
A cabin with a porch, outdoor seating, and string lights.
A hot tub with a control panel, surrounded by a forest.
A wooden cabin with a balcony, a painting of a landscape on the side, and a set of stairs leading to the entrance.
A wooden cabin with a large open door, a small table, and a hanging light fixture.

9. Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
United States
Charie
￥11,636
￥20,857 total
includes taxes & fees
Oct 13 - Oct 14
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
An outdoor patio with Adirondack chairs and a stone fireplace.
A garden with a stone pathway leading to a white building with a decorative door.
A room with a hot tub, a television, a coffee machine, and a seating area.
A large, multi-story house with a prominent balcony, a garage, and a driveway.

10. Country Suite - Private HotTub, KingBd, Downtown

Country Suite - Private HotTub, KingBd, Downtown
Wolfville
Canada
Mark
￥28,893
￥37,660 total
includes taxes & fees
Oct 7 - Oct 8
Country Suite - Private HotTub, KingBd, Downtown
View all properties

Top Windsor Hotel Reviews

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, Trecothic Creek and Windsor Railway, or Mermaid Theatre of Nova Scotia. 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, Trecothic Creek and Windsor Railway, or Mermaid Theatre of Nova Scotia.
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.

Explore a world of travel with Expedia