Photo by William E Berry Jr.

Find Romantic Hotels in Windsor from S$193

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Windsor Romantic Hotels

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top Romantic Hotels in Windsor

Dexter's Inn
Games room

Dexter's Inn

3.0 star property
8.8 out of 10, Excellent, (70)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
The price is S$342
includes taxes & fees
27 Jul - 28 Jul
Dexter's Inn
Brook Road Inn
Interior

Brook Road Inn

3.0 star property
8.8 out of 10, Excellent, (222)
"Very cozy and quiet. "
Brook Road Inn
Hilton Garden Inn Hanover Lebanon
Meeting facility

Hilton Garden Inn Hanover Lebanon

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Welcoming lobby and beautiful patio"
The price is S$234
includes taxes & fees
13 Jul - 14 Jul
Hilton Garden Inn Hanover Lebanon
Hanover Inn Dartmouth
Breakfast, lunch, dinner served; local cuisine

Hanover Inn Dartmouth

4.0 star property
9.6 out of 10, Exceptional, (838)
"Great location."
The price is S$274
includes taxes & fees
15 Jul - 16 Jul
Hanover Inn Dartmouth
The Quechee Inn at Marshland Farm
Interior

The Quechee Inn at Marshland Farm

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Ideal place for a stay at an 18th century inn outside a small New England town, with friendly attentive staff and fine dining as well."
The price is S$238
includes taxes & fees
9 Jul - 10 Jul
The Quechee Inn at Marshland Farm
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (717)
"Excellent property large spacious rooms great restaurant on property"
The price is S$193
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
The Inn at Weathersfield
Egyptian cotton sheets, premium bedding, memory-foam beds

The Inn at Weathersfield

4.0 star property
10.0 out of 10, Exceptional, (63)
"Great Inn."
The Inn at Weathersfield
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (521)
"Relaxing "
The price is S$657
includes taxes & fees
6 Jul - 7 Jul
Woodstock Inn & Resort
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (850)
"Staff was excellent "
The price is S$201
includes taxes & fees
6 Jul - 7 Jul
Pointe at Castle Hill Resort
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.

Frequently asked questions

Searching for romantic hotels in Windsor?
Are you in need of a romantic holiday? If you want to explore the area, you might head to Harpoon Brewery, Mt Ascutney State Park or Connecticut River. If you're interested in staying close to a particular destination, you can sort properties by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
What's the best place to stay for a romantic holiday in Windsor?
Windsor Mansion Inn is a favourite B&B for couples, and features premium bedding and wedding services.
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, take a look at these details about year-round temperatures in Windsor: The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm of snowfall.
What is there to do in Windsor?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all there is to see and do in Windsor. You might think about stopping by Harpoon Brewery, Mt Ascutney State Park or Connecticut River while you're seeing the sights.
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 get off to a smooth start: To get to Windsor, you can fly into Lebanon, NH (LEB-Lebanon Municipal), which is the closest major airport, located 10.7 mi (17.3 km) from the city centre. To venture out into the surrounding area, take a train from Windsor Station.