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Find Romantic Hotels in Windsor, VT

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Check availability on Windsor Romantic Hotels

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 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 AED 445
AED 483 total
includes taxes & fees
1 Dec - 2 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 AED 493
AED 569 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)
"Excellent, friendly service"
United States
Brendan
The price is AED 479
AED 527 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, (911)
"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 AED 473
AED 539 total
includes taxes & fees
6 Nov - 7 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, (766)
"Strongly recommend and will go back again!"
Canada
Craig
The price is AED 474
AED 567 total
includes taxes & fees
24 Nov - 25 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 AED 799
AED 867 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 drapes
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 AED 459
AED 499 total
includes taxes & fees
9 Nov - 10 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 AED 683
AED 830 total
includes taxes & fees
6 Nov - 7 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

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Excellent hotel. "
Kristan 2-night trip
Posted 2 days ago
The Mountain Inn at Killington

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Frequently asked questions

Searching for romantic hotels in Windsor?
Are you in need of a romantic escape? If you want to explore the area, you might head to Harpoon Brewery, Mt Ascutney State Park, or Connecticut River. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood 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, check out these details about year-round temperatures in Windsor: The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 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. 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 center. To see more of the larger area, ride aboard one of the trains from Windsor Station.