Stockbridge, MA

Travel Guide

Stockbridge
Photo by William Keller
Photo by William Keller
Photo by William Keller
Photo by Adnan Kakazai
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
$183 nightly
The price is $205 total per night from Jan 6 to Jan 7
$205 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
Great location, nice rooms, and excellent price n house dining. Next time I go I’ll try to get top floor room, sounded like a basketball team were in room above my 2nd floor room

Reviewed on Dec 1, 2025

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

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

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
$414 nightly
The price is $462 total per night from Jan 5 to Jan 6
$462 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesterwood and Norman Rockwell Museum ...
9.2/10 Wonderful! (85 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on Oct 27, 2025

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
$126 nightly
The price is $141 total per night from Dec 14 to Dec 15
$141 total
Dec 14 - Dec 15
Total with taxes and fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,166 reviews)
Clean spacious toom

Reviewed on Dec 6, 2025

Vacation Village in the Berkshires
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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,166 reviews)
Clean spacious toom

Reviewed on Dec 6, 2025

Vacation Village in the Berkshires
Huttopia Berkshires

Huttopia Berkshires

1 out of 5
312 Kittle Rd Williamstown MA
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
10/10 Exceptional! (7 reviews)
Healthy food too!

Reviewed on Oct 20, 2025

Huttopia Berkshires
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.6/10 Excellent! (135 reviews)
There was a coffee machine but no filters nor beans. I wish they had been provided.

Reviewed on Dec 2, 2025

The Ponds at Foxhollow
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.

Popular places to visit

Reviews of Stockbridge

4.5
Top Destination
5 - Excellent
26
5 - Excellent 62%
4 - Good
12
4 - Good 29%
3 - Okay
2
3 - Okay 5%
2 - Disappointing
2
2 - Disappointing 5%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveler

Stockbridge has always been a small, sweet, and welcoming town to visit. This is its constant charm.

3/5 - Okay

Verified traveler

It seemed kind of boring. I walked around several times, since I am a walker.

5/5 - Excellent

Verified traveler

A visit to the healing arts center at Kripalu for bodywork or a facial is highly recommended. It makes your visit even more relaxing!

5/5 - Excellent

Verified traveler

lovely

4/5 - Good

Verified traveler

It is very safe and the city is beautiful.

4/5 - Good

Verified traveler

Could use a few shops like Lenox

Cities near Stockbridge

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