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
The price is ₩221,954 per night from Jan 14 to Jan 15
₩221,954
₩314,035 total
Jan 14 - Jan 15, 2026
includes taxes & 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)
Old time charm and hot tub under the stars

Reviewed on Dec 15, 2025

The Red Lion Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is ₩153,846 per night from Jan 7 to Jan 8
₩153,846
₩188,078 total
Jan 7 - Jan 8, 2026
includes taxes & 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! (2,179 reviews)
My stay was great with no problems.

Reviewed on Dec 19, 2025

Vacation Village in the 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 ₩124,548 per night from Jan 5 to Jan 6
₩124,548
₩139,121 total
Jan 5 - Jan 6, 2026
includes taxes & fees
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! (1,006 reviews)
The room is so spotless, bathroom is so luxurious! The bed is so soft and sleep very quickly! The staffs are so great! Quick to answer to my questions and my needs. Definitely come back again to stay!

Reviewed on Dec 22, 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.
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! (2,179 reviews)
My stay was great with no problems.

Reviewed on Dec 19, 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 Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (136 reviews)
As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ...

Reviewed on Dec 7, 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