Search Romantic Hotels in Stockbridge

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Stockbridge Romantic Hotels

Top Stockbridge Romantic Hotels

The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (917)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (539)
"SUPER accommodating. Fantastic breakfast. Very friendly staff. Would absolutely stay again!"
The price is 3.150.264 ₫
3.465.289 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Brandon Inn
Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.4 out of 10, Good, (1003)
"Great stay!!"
The price is 3.844.586 ₫
4.229.045 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1005)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
The price is 4.243.637 ₫
4.668.000 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Best Western Inn & Suites Rutland-Killington
Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free cots/infant beds

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1008)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
The price is 2.686.680 ₫
2.955.348 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Rutland/Killington Area
Jackson Gore Village
Property entrance

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (790)
"This place is amazing!!! We wish we could stay for a week!"
The price is 4.614.202 ₫
5.606.110 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Jackson Gore Village
Greenbrier Inn
Lounge

Greenbrier Inn

2.0 star property
9.4 out of 10, Exceptional, (624)
"Great place."
Greenbrier Inn
Emrose Luxury Cabins
Family Cabin, 2 Queen Beds | Blackout curtains, free WiFi, bed sheets

Emrose Luxury Cabins

2.0 star property
9.0 out of 10, Wonderful, (55)
"This property is so cool. From the outside space to relax to the clean room that is well kept. We appreciated this space. So cozy and comfortable. Thank you for the wonderful stay. "
The price is 4.885.944 ₫
5.521.116 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Emrose Luxury Cabins
The Vermont Inn
Front of property

The Vermont Inn

3.0 star property
9.2 out of 10, Wonderful, (409)
"Great location & affordable lodging. "
The price is 5.333.850 ₫
5.814.028 ₫ total
includes taxes & fees
27 Oct - 28 Oct
The Vermont Inn
Killington Grand Hotel
Exterior

Killington Grand Hotel

3.5 star property
8.8 out of 10, Excellent, (180)
"Fantastic....Perfect place for a fall getaway."
Killington Grand Hotel
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.
View all properties

Top Stockbridge Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Stockbridge?
If you and your partner need a romantic holiday, we've got just the thing. 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'd like to stay close to a certain attraction, you can sort properties by neighbourhood 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, take a look at these details about year-round temperatures in Stockbridge: 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 -5°C. The snowiest months in Stockbridge are March, January, December and February, with each month seeing an average of 55 cm of snowfall.
What is there to do in Stockbridge?
There's nothing better than seeing 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 getaway go off without a hitch: 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 centre. If you'd like to venture out around the area, you may want to rent a car for your trip.