Find Romantic Hotels in West Stockbridge from S$157

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on West Stockbridge Romantic Hotels

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Romantic Hotels in West Stockbridge

Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (108)
"Very helpful and friendly staff"
The price is S$245
includes taxes & fees
26 Jun - 27 Jun
Blackberry River Inn
Gedney Farm
Front of property

Gedney Farm

3.5 star property
9.2 out of 10, Wonderful, (120)
"Great staff. Quiet.. and an excellent chef! Unique property and well worth it!"
Gedney Farm
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
The price is S$317
includes taxes & fees
26 Jun - 27 Jun
Harbour House Inn
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Nice place to stay. Good breakfast. "
The price is S$181
includes taxes & fees
30 Jun - 1 Jul
The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (796)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is S$157
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (313)
"Gorgeous place with clean room and excellent areas to have breakfast, read, and relax. Friendly staff and easy checking process. Would stay here again!"
The price is S$223
includes taxes & fees
30 Jun - 1 Jul
The Dewey
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (476)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is S$201
includes taxes & fees
30 Jun - 1 Jul
The Constance by the Lenox Collection
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
Brook Farm Inn
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"I had excellent stay at the Red Lion Inn "
The price is S$310
includes taxes & fees
26 Jun - 27 Jun
The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is S$534
includes taxes & fees
25 Jun - 26 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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.

Frequently asked questions

Searching for romantic hotels in West Stockbridge?
Are you and your partner in need of a romantic holiday? Our guests also enjoy West Stockbridge for its restaurants and gardens. If you want to explore the area, you might head to Hotchkiss Mobile Studio, Stockbridge Bowl or Charles H. Baldwin & Sons. If you'd like to stay close to a particular destination, you can sort properties by neighbourhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best place to stay for a couple going to West Stockbridge?
Shaker Mill Inn is a favourite B&B for couples, and features free breakfast and free WiFi.
How many romantic hotels will we be able to find in West Stockbridge?
Expedia has 11 romantic West Stockbridge hotels for you both to enjoy.
When is the best time of year for a romantic getaway to West Stockbridge?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in West Stockbridge: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in West Stockbridge?
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 West Stockbridge. Couples looking to get out in nature will enjoy West Stockbridge for its gardens. You might think about stopping by Hotchkiss Mobile Studio, Stockbridge Bowl or Charles H. Baldwin & Sons while you're seeing the sights.
What's the best way to get to West Stockbridge and around town during my romantic getaway?
This information about transportation options in West Stockbridge might help your romantic trip go off without a hitch: Make your way to West Stockbridge with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 7.4 mi (11.9 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.