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
Fully refundableReserve now, pay when you stay
The price is AED 398 per night from Apr 30 to May 1
AED 398
AED 608 total
includes taxes & fees
30 Apr - 1 May
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"The staff was absolutely amazing, very accommodating and friendly. Overall we had a wonderful experience!!"

Reviewed on 4 April 2025

The Red Lion Inn
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is AED 355 per night from Apr 24 to Apr 25
AED 355
AED 397 total
includes taxes & fees
24 Apr - 25 Apr
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (544 reviews)
"Very nice"

Reviewed on 8 April 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is AED 325 per night from Apr 22 to Apr 23
AED 325
AED 363 total
includes taxes & fees
22 Apr - 23 Apr
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,000 reviews)
"Under renovation but didnt bother us.room was nice and clean and staff was accommodating. Breakfastbar is limited but satisfactory."

Reviewed on 7 April 2025

The Yankee, Trademark Collection by Wyndham
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.
A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
Stockbridge
Stay at this vacation home in Stockbridge. Enjoy a garden, tennis courts, and a pool table. Popular attractions Tanglewood Music Center and Mission House are ...
9.8/10 Exceptional! (85 reviews)
Amazing property
"We had an amazing time. We had several out of town guests who stayed at the home and then a birthday party with local guests in the ballroom. The ballroom is absolutely stunning. The chef enjoyed the kitchen. There was plenty of parking and a beautiful setting. I would stay again."

Reviewed on 4 February 2025

A Grand property in Historic Stockbridge
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and in-room massages. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,793 reviews)
"The location to jimney peak was great."

Reviewed on 26 March 2025

Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3 out of 5
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (926 reviews)
"Staff was exceptionally helpful and friendly."

Reviewed on 14 January 2025

Jiminy Peak Mountain Resort
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