Search Romantic Hotels in Windsor

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Check availability on Windsor Romantic Hotels

Tonight
6 Nov - 7 Nov
Tomorrow
7 Nov - 8 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Top Windsor Romantic Hotels

Meeting facility
Hilton Garden Inn Hanover Lebanon
Hilton Garden Inn Hanover Lebanon
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Clean hotel, friendly staff and great area! Loved it and would highly recommend!!"
United States
Raymond Alan
The price is ฿3,883
฿4,213 total
includes taxes & fees
4 Dec - 5 Dec
Hilton Garden Inn Hanover Lebanon
Interior
Brook Road Inn
Brook Road Inn
3.0 star property
8.6 out of 10, Excellent, (242)
"I loved how comfortably I was able to sleep in their bed. The property was beautiful and well maintained. "
United States
Haley
Brook Road Inn
Breakfast and dinner served
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (934)
"Excellent hotel. "
United States
Kristan
The price is ฿4,357
฿5,033 total
includes taxes & fees
9 Nov - 10 Nov
The Mountain Inn at Killington
Terrace/patio
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1001)
"Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!"
United States
Desiree
The price is ฿4,247
฿4,672 total
includes taxes & fees
16 Nov - 17 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Indoor pool
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (912)
"Love this place and we will be back again, the bed is awesome and I like all the pillows and the comfort as u feel when u walk in "
United States
Jennie
The price is ฿5,167
฿5,890 total
includes taxes & fees
11 Nov - 12 Nov
Pointe at Castle Hill Resort
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
9.0 out of 10, Wonderful, (769)
"Strongly recommend and will go back again!"
Canada
Craig
The price is ฿4,365
฿5,202 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Breakfast, lunch, dinner served; local cuisine
Hanover Inn Dartmouth
Hanover Inn Dartmouth
4.0 star property
9.6 out of 10, Exceptional, (881)
"Lovely property perfectly situated facing the campus. Friendly, helpful staff. "
United States
Richard P
The price is ฿7,069
฿7,670 total
includes taxes & fees
18 Nov - 19 Nov
Hanover Inn Dartmouth
Lounge
Greenbrier Inn
Greenbrier Inn
2.0 star property
9.4 out of 10, Exceptional, (638)
"It was a very quaint inn in a gorgeous location."
United States
ELIZABETH
Greenbrier Inn
1 bedroom, premium bedding, desk, blackout curtains
The Common Man Inn & Restaurant
The Common Man Inn & Restaurant
3.5 star property
9.6 out of 10, Exceptional, (369)
"Great place to stay! "
United States
Candace M
The price is ฿4,065
฿4,410 total
includes taxes & fees
13 Nov - 14 Nov
The Common Man Inn & Restaurant
Property entrance
Jackson Gore Village
Jackson Gore Village
3.0 star property
8.6 out of 10, Excellent, (828)
"The hotel was peaceful and clean, perfect for the weekend getaway."
United States
Terrence
The price is ฿6,059
฿7,362 total
includes taxes & fees
9 Nov - 10 Nov
Jackson Gore Village
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.
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Top Windsor Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"We loved this hotel as everything was very clean. The staff was very friendly and helpful. They provided us with information as to other areas or places we could go with our family. They were very informative. And they do provide just about everything you need."
Daria 1-night trip
Posted 4 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

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.
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.