Find Romantic Hotels in Stockbridge, VT

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Top Stockbridge Romantic Hotels

The Quechee Inn at Marshland Farm

3.0 star property
Quechee
9.0 out of 10, Wonderful, (1000)
"Beautiful historic property. We had dinner at the hotel restaurant and it was fantastic!"
United States
Dion
The price is SAR 571
SAR 628 total
includes taxes & fees
1 Jan - 2 January 2026
The Quechee Inn at Marshland Farm

Beautiful home offering privacy on 7 acres with private pond

West Windsor
10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
United States
Roy S.
Beautiful home offering privacy on 7 acres with private pond

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (552)
"Highly recommend stay here"
United States
Margie
The price is SAR 1,273
SAR 1,565 total
includes taxes & fees
16 Dec - 17 Dec
Woodstock Inn & Resort

Jackson Gore Village

3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (838)
"great location"
Canada
Patrice
The price is SAR 1,121
SAR 1,362 total
includes taxes & fees
4 Dec - 5 Dec
Jackson Gore Village

Echo Lake Inn

2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"Old fashioned inn with wonderful hosts."
United States
James
The price is SAR 995
SAR 1,085 total
includes taxes & fees
15 Dec - 16 Dec
Echo Lake Inn

Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120

Killington
10.0 out of 10, Exceptional, (3)
"This was a very nice quiet place. Loved the location and the room. Will definitely be going back."
United States
John T.
The price is SAR 805
SAR 1,108 total
includes taxes & fees
4 Dec - 5 Dec
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120

Queen Studio on the 2nd floor with outdoor heated pool 207

Killington
8.0 out of 10, Very Good, (6)
"It was fine for our 1 night stay in the area. When I booked I did not realize that this is a motel."
United States
Laura D.
The price is SAR 475
SAR 699 total
includes taxes & fees
4 Dec - 5 Dec
Queen Studio on the 2nd floor with outdoor heated pool 207

Cedarbrook Junior Suite 11416

Killington
9.0 out of 10, Wonderful, (4)
"Location was perfect for wedding we attended Close availability to restaurants was a real plusOnly downside was the uncomfortable pull out sleeper- however the additional foam topper we got the next day from the staff made the second night much better "
United States
Jeff M.
The price is SAR 805
SAR 1,142 total
includes taxes & fees
4 Dec - 5 Dec
Cedarbrook Junior Suite 11416

Two Double bed Hotel Room with outdoor heated pool 216

Killington
The price is SAR 475
SAR 695 total
includes taxes & fees
4 Dec - 5 Dec
Two Double bed Hotel Room with outdoor heated pool 216

Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102

Killington
9.2 out of 10, Wonderful, (5)
"Overall good experience. The rooms were clean. Straightforward check in and out."
United States
Aneliya
The price is SAR 970
SAR 1,359 total
includes taxes & fees
4 Dec - 5 Dec
Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102
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.

Top Stockbridge Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Stockbridge?
If you and your partner need some romantic time away, we'd like to help you plan for it. If you want to see some of the sights in Stockbridge, you might make a stop by Green Mountain National Forest or Les Newell Wildlife Management Area. If you're interested in staying near a particular destination, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Stockbridge?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Stockbridge: The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Stockbridge are March, January, December, and February, with each month seeing an average of 22 inches of snowfall.
What is there to do in Stockbridge?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Stockbridge. You might consider a visit to Green Mountain National Forest or Les Newell Wildlife Management Area while you're in town.
What's the best way to get to Stockbridge and around town during my romantic getaway?
This information about transportation options in Stockbridge might help your romantic trip get off to a smooth start: To get to Stockbridge, book a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is the closest major airport, located 20.1 mi (32.4 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.