Find Romantic Hotels in Stockbridge, VT

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Check availability on Stockbridge Romantic Hotels

Tonight
30 Apr - 1 May
Tomorrow
1 May - 2 May
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

Our top choices for Stockbridge romantic hotels

TV

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 2,591 total
includes taxes & fees
26 May - 27 May
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Exterior

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
2 May - 3 May
Two Double bed Hotel Room with outdoor heated pool 216
Exterior

107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Killington
8.0 out of 10, Very Good, (7 reviews)
"Efficient and affordable option for a short stay."
United States
Marnie O.
The price is AED 300
AED 480 total
includes taxes & fees
1 May - 2 May
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
Exterior

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
14 May - 15 May
Cedarbrook Junior Suite 11416
Exterior

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517
Killington
9.0 out of 10, Wonderful, (6 reviews)
"Great location for visiting Woodstock and Killington. Very clean, comfortable, and convenient. Great space for my family!"
United States
Larissa O.
The price is AED 424
AED 629 total
includes taxes & fees
1 May - 2 May
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517
Interior

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (18 reviews)
"Would stay again!"
United States
Hannah M.
The price is AED 382
AED 578 total
includes taxes & fees
2 May - 3 May
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Exterior

Two Double bed Standard Hotel room 218

Two Double bed Standard Hotel room 218
Killington
7.0 out of 10, Good, (2 reviews)
"The room was nice, clean and comfortable, but there was no coffee maker, no refrigerator, no microwave... we couldn't even make hot water in our room, let alone coffee. There wasn't even any coffee available in the lobby/office area in the morning! We had a restful stay, but if you're a morning coffee drinker, make sure you plan ahead for no coffee availability at all!!"
United States
Todd
The price is AED 300
AED 481 total
includes taxes & fees
1 May - 2 May
Two Double bed Standard Hotel room 218
Exterior

Two Queen Bed Standard Hotel room with outdoor heated pool 201

Two Queen Bed Standard Hotel room with outdoor heated pool 201
Killington
8.6 out of 10, Excellent, (14 reviews)
"It was a great place for us to spend the night before continuing our travel up north to see the eclipse ☀️ "
United States
Lucy Marshall
The price is AED 300
AED 481 total
includes taxes & fees
1 May - 2 May
Two Queen Bed Standard Hotel room with outdoor heated pool 201
Exterior

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416
Killington
10.0 out of 10, Exceptional, (2 reviews)
"The location was great for our trip. The condo was very clean."
United States
Melissa A.
The price is AED 424
AED 629 total
includes taxes & fees
1 May - 2 May
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416
Exterior

109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool

109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
Killington
8.8 out of 10, Excellent, (10 reviews)
"Unit 109, single bedroom queen, was roomy, clean and decorated like a mountain cabin. The porch looked out over a beautiful little stream. Very convenient to Killington, centrally located. Very nice pool. The only inconvenience was the bathroom, which was accessed through the bedroom only, so anyone using the sofa bed in the living room needed to pass through the bedroom to use the bathroom."
United States
Barbara
The price is AED 382
AED 578 total
includes taxes & fees
14 May - 15 May
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
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 Stockbridge Hotel Reviews

Hampton Inn Rutland

Hampton Inn Rutland

10/10 Excellent
"Best hotel in Rutland. Breakfast was good. Staff were good. Room was very good. Features like self-serve laundry and a pool are token amenities but appreciated. The hotel was recently renovated and it shows. The hotel is right next to a retail plaza with a decent restaurant and big supermarket, and is very easy to drive in and out of to access the area."
John 3-night trip
Posted 1 day ago
Hampton Inn Rutland

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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.