Find Romantic Hotels in Stockbridge, VT

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Our top choices for Stockbridge romantic hotels

180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
Hartford
8.0 out of 10, Very Good, (3 reviews)
"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "
United States
Mary Anne C.
The price is AED 1,102
AED 2,080 total
includes taxes & fees
7 May - 8 May
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"The Nest at Hawk Ledges was a perfect summer getaway. The home provides comfort in a tranquil setting while being close enough to many summer adventures. We enjoyed relaxing in the bright, open home after taking many day trips to explore the area. What a gem!"
United States
Ben N.
The price is AED 716
AED 2,600 total
includes taxes & fees
19 May - 20 May
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Two Double bed Hotel Room with outdoor heated pool 216

Two Double bed Hotel Room with outdoor heated pool 216
Killington
The price is AED 300
AED 480 total
includes taxes & fees
10 May - 11 May
Two Double bed Hotel Room with outdoor heated pool 216

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

Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102
Killington
9.2 out of 10, Wonderful, (5 reviews)
"Overall good experience. The rooms were clean. Straightforward check in and out."
United States
Aneliya
The price is AED 682
AED 979 total
includes taxes & fees
10 May - 11 May
Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102

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

Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Place was clean and comfortable. Check in process was easy and location was great."
United States
Benjamin F.
The price is AED 424
AED 628 total
includes taxes & fees
10 May - 11 May
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120

Cedarbrook Junior Suite 11416

Cedarbrook Junior Suite 11416
Killington
9.0 out of 10, Wonderful, (4 reviews)
"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 AED 424
AED 628 total
includes taxes & fees
10 May - 11 May
Cedarbrook Junior Suite 11416

Two Double bed Standard Hotel room 219

Two Double bed Standard Hotel room 219
Killington
8.0 out of 10, Very Good, (5 reviews)
"Very clean and easy access."
United States
David
The price is AED 300
AED 480 total
includes taxes & fees
17 May - 18 May
Two Double bed Standard Hotel room 219

Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20910

Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20910
Killington
8.0 out of 10, Very Good, (1 review)
"We were just stopping for the night but this was a nice little chalet. It was in a great area close to everything we needed. The property owner was very helpful and pleasant to deal with. The only thing I didn’t care for was the size of the beds. They were full sized and tight for two people."
United States
Misty H.
The price is AED 682
AED 979 total
includes taxes & fees
10 May - 11 May
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20910

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

Queen Studio on the 2nd floor with outdoor heated pool 207
Killington
8.0 out of 10, Very Good, (6 reviews)
"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 AED 300
AED 480 total
includes taxes & fees
17 May - 18 May
Queen Studio on the 2nd floor with outdoor heated pool 207

Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202

Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
Killington
8.0 out of 10, Very Good, (8 reviews)
"Very nice, comfortable and clean. Love the mini kitchen. Lots of space to move around."
Canada
Karolynne
The price is AED 333
AED 520 total
includes taxes & fees
10 May - 11 May
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
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

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.