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

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Check availability on Windsor Romantic Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Windsor romantic hotels

A building labeled 'The August House' with outdoor seating and string lights.
A two-story house with a sign reading "The August House."
A room with a white sofa, a wicker chair, a marble table, and a vase with flowers.
A neatly made bed with white linens and striped pillows, a framed landscape painting above it, and a dark headboard.

1. The August House

The August House
Windsor
United States
Charles
￥20,704
￥24,725 total
includes taxes & fees
Nov 3 - Nov 4
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 view through a wooden-framed window with multiple panes, overlooking a garden with pink flowers and green grass.
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
￥19,770
￥22,538 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Grand Pre Winery
A bedroom with a large bed, white pillows, and a view of a body of water through a sliding glass door.
A salon with multiple hairdressing chairs, a reception desk, and shelves stocked with hair products.
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.

3. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
Wolfville
Canada
Kelly
￥20,992
￥23,931 total
includes taxes & fees
Oct 18 - Oct 19
Micro Boutique Living Wolfville
An outdoor patio with wooden pergola, seating, and a view of the landscape.
A modern building with a covered outdoor area, a well-maintained lawn, and a distant view of a landscape with trees and hills.
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.
A modern house with a stone retaining wall, a well-maintained garden, and a clear sky.

4. Old Orchard Inn

Old Orchard Inn
Wolfville Ridge
Canada
Jason
￥22,378
￥26,778 total
includes taxes & fees
Nov 1 - Nov 2
Old Orchard Inn
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 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.
A wooden door with stained glass windows, a chandelier, and a floral carpet.

5. Tattingstone Inn

Tattingstone Inn
Wolfville
United States
Lonnie
￥22,864
￥26,065 total
includes taxes & fees
Nov 1 - Nov 2
Tattingstone Inn
Exterior
A four-poster bed with a ceiling fan, a window with curtains, and a nightstand with a lamp.
A covered patio with wooden furniture, a clock, and a garden view.
A cozy living room with a fireplace, a dining area with a table and chairs, and a large window with curtains.

6. The Stella Rose B&B

The Stella Rose B&B
Wolfville
United States
Anthony
￥28,767
￥32,794 total
includes taxes & fees
Oct 29 - Oct 30
The Stella Rose B&B
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 glass-enclosed shower with a white tiled floor and a blue mat.
A small, white-walled room with a white table, two potted plants, a candle, and a microwave.

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

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
Canada
David
￥12,107
￥28,236 total
includes taxes & fees
Oct 29 - Oct 30
Studio-like Comfort in Wolfville’s Beating Heart
A cabin with a deck, two red Adirondack chairs, and a fire pit.
A hot tub with a control panel, surrounded by a forest.
A wooden cabin interior with a central wooden ladder, a window, a small table, and a refrigerator.
A wooden cabin with a black roof, surrounded by trees and a gravel path.

8. Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Mount Uniacke
Canada
Jeannette
￥12,828
￥22,284 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
A large, multi-story house with a prominent balcony, a garage, and a driveway.
A loft bedroom with a sloped ceiling, a bed, a desk, a television, and a large window.
A modern bathroom with a freestanding bathtub, a towel rack, and a window with blinds.
A narrow hallway with a window, a sliding door leading to a room with a bed and a small kitchenette.

9. Sunrise Suite - Jacuzzi, Kitchenette, DT

Sunrise Suite - Jacuzzi, Kitchenette, DT
Wolfville
￥23,871
￥31,138 total
includes taxes & fees
Oct 18 - Oct 19
Sunrise Suite - Jacuzzi, Kitchenette, DT
A cabin with a porch, outdoor seating, and string lights.
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.
A rustic cabin interior with a kitchenette, a dining table, and a leather rug.

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

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
United States
Charie
￥11,546
￥20,822 total
includes taxes & fees
Nov 3 - Nov 4
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
View all properties

Top Windsor Hotel Reviews

Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

8/10 Good
"It is everything it was advertised to be. Wish the seating was more comfortable."
Daniel 3-night trip
Posted 5 days 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, Trecothic Creek and Windsor Railway, or Haliburton House Museum. 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 Haliburton House Museum.
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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