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

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Check availability on Windsor Romantic Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Windsor romantic hotels

A building labeled 'The August House' with outdoor seating and string lights.
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.
A two-story house with a sign reading "The August House."

1. The August House

The August House
Windsor
United States
Charles
￥20,662
￥24,672 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 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.
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
￥18,700
￥21,318 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 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.
A reception area with a framed photo, a small table with magazines, a fireplace, and a wooden accent wall.

3. Micro Boutique Living Wolfville

Micro Boutique Living Wolfville
Wolfville
Canada
Kelly
￥20,950
￥23,883 total
includes taxes & fees
Nov 8 - Nov 9
Micro Boutique Living Wolfville
An outdoor patio with wooden pergola, seating, and a view of the landscape.
A hotel room with two beds, a large window with a view of the garden, and a wooden ceiling.
A modern building with a covered outdoor area, a well-maintained lawn, and a distant view of a landscape with trees and hills.
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
Michael
￥22,426
￥26,835 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 dining table set with a white plate, a teapot, and a rose.
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.

5. Tattingstone Inn

Tattingstone Inn
Wolfville
Canada
Loreen
￥22,913
￥26,121 total
includes taxes & fees
Nov 1 - Nov 2
Tattingstone Inn
Exterior
A covered patio with wooden furniture, a clock, and a garden view.
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.

6. The Stella Rose B&B

The Stella Rose B&B
Wolfville
United States
Anthony
￥28,709
￥32,728 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 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.
A compact kitchen with white cabinetry, a microwave, a coffee maker, and a small table with a tray.

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

Studio-like Comfort in Wolfville’s Beating Heart
Wolfville
Canada
David
￥12,304
￥28,306 total
includes taxes & fees
Oct 29 - Oct 30
Studio-like Comfort in Wolfville’s Beating Heart
A large, multi-story house with a prominent balcony, a garage, and a driveway.
A narrow hallway with a window, a sliding door leading to a room with a bed and a small kitchenette.
A modern bathroom with a freestanding bathtub, a towel rack, and a window with blinds.
A loft bedroom with a sloped ceiling, a bed, a desk, a television, and a large window.

8. Sunrise Suite - Jacuzzi, Kitchenette, DT

Sunrise Suite - Jacuzzi, Kitchenette, DT
Wolfville
Canada
Khaldon
￥21,429
￥27,967 total
includes taxes & fees
Oct 25 - Oct 26
Sunrise Suite - Jacuzzi, Kitchenette, DT
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 with a deck and a mural of a landscape.
A wooden cabin interior with a central wooden ladder, a window, a small table, and a refrigerator.

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

Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
Mount Uniacke
Canada
Jeannette
￥12,856
￥22,206 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Loft Bunkie | Sleeps 4 | BBQ + Fire Pit
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 wooden cabin with a balcony, a painting of a landscape on the side, and a set of stairs leading to the entrance.
A hot tub with a control panel, surrounded by a forest.

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

Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
Mount Uniacke
United States
Charie
￥11,570
￥20,740 total
includes taxes & fees
Nov 1 - Nov 2
Pet-Friendly Cabin | Sleeps 2 | Private Fire Pit
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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 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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