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

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Check availability on Windsor Romantic Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
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 neatly made bed with white linens and striped pillows, a framed landscape painting above it, and a dark headboard.
A living room with a fireplace, a chandelier, and teal walls.
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
￥21,571
￥25,761 total
includes taxes & fees
Oct 15 - Oct 16
The August House
A large house with a spacious driveway, a well-maintained garden, and a vineyard in the background.
A bedroom with a bed, a blue chair, a bedside table with a lamp, and a window with curtains.
A dining area with tables set for a meal, featuring wine glasses and orange napkins.
A view through a wooden-framed window with multiple panes, overlooking a garden with pink flowers and green grass.

2. The Inn at Grand Pre Winery

The Inn at Grand Pre Winery
Grand Pre
Canada
Milena
￥39,287
￥44,787 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 modern building with a covered outdoor area, a well-maintained lawn, and a distant view of a landscape with trees and hills.
A hotel room with two beds, a large window with a view of the garden, and a wooden ceiling.

3. Old Orchard Inn

Old Orchard Inn
Wolfville Ridge
Canada
Michael
￥23,582
￥28,159 total
includes taxes & fees
Sep 28 - Sep 29
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 salon with multiple hairdressing chairs, a reception desk, and shelves stocked with hair products.
A hotel room with a bed, a desk, a chair, a TV, a microwave, and a refrigerator.
A two-story building with a sign reading "AVEDA" on the ground floor.

4. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
Wolfville
Canada
Kelly
￥21,156
￥24,118 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 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 dining table set with a white plate, a teapot, and a rose.
A wooden door with stained glass windows, a chandelier, and a floral carpet.

5. Tattingstone Inn

Tattingstone Inn
Wolfville
Canada
Kelly
￥27,548
￥31,404 total
includes taxes & fees
Oct 20 - Oct 21
Tattingstone Inn
A person standing on a porch with a garden, a door, and a railing.
A four-poster bed with a ceiling fan, a window with curtains, and a nightstand with a lamp.
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
￥26,753
￥30,498 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 reception area with a counter, a computer monitor, a blue chair, and a vase with flowers.
A coffee bar with a sign, a refrigerator, and a trash can in a hallway.

7. Slumber Inn

Slumber Inn
New Minas
Canada
Julie
￥19,219
￥22,567 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 glass-enclosed shower with a white tiled floor and a blue mat.
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.

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

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
Canada
David
￥14,929
￥31,863 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 wooden cabin with a large open door, a small table, and a hanging light fixture.
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.

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

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
United States
Charie
￥11,668
￥20,915 total
includes taxes & fees
Oct 14 - Oct 15
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
An outdoor patio with Adirondack chairs and a stone fireplace.
A large, multi-story house with a prominent balcony, a garage, and a driveway.
A bedroom with a bed, a wooden floor, a small bathroom, a kitchenette, and a shower area.
A garden with a stone pathway leading to a white building with a decorative door.

10. Country Suite - Private HotTub, KingBd, Downtown

Country Suite - Private HotTub, KingBd, Downtown
Wolfville
Canada
Mark
￥28,974
￥37,765 total
includes taxes & fees
Oct 7 - Oct 8
Country Suite - Private HotTub, KingBd, Downtown
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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.

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