Stockbridge Travel Guide

Tourist Guide

A nighttime view of a residential area with houses adorned with holiday lights.
A calm lake reflecting a forest with autumn foliage.
A lake surrounded by autumn-colored trees and hills under a cloudy sky.
A white colonial-style house with black shutters, surrounded by a white picket fence and lush greenery.
A large stone house with green shutters and a steep roof, surrounded by lush trees and a well-maintained lawn.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is Rp3.175.858 per night from 22 Jul to 23 Jul
Rp3.175.858
Rp4.350.020 total
22 Jul - 23 Jul
includes taxes & fees
Stay at this historic hotel in Stockbridge. Enjoy free Wi-Fi, free parking and 3 restaurants. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (1,001 reviews)
"Our room was very nice and the bed very comfortable. The hotel is a bit dated and could use updating. Overall it was a very enjoyable stay"

Reviewed on 4 Jul 2026

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
Fully refundable
The price is Rp5.930.844 per night from 19 Jul to 20 Jul
Rp5.930.844
Rp7.174.600 total
19 Jul - 20 Jul
includes taxes & fees
Stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood ...
9.2/10 Wonderful! (112 reviews)
"Our stay at The Inn was wonderful. Diane and staff could not have been more welcoming or helpful with great suggestions. Shopping and picnic supplies were spot on! Breakfast was delicious and more than plentiful. The pool was not available at this time, but what a beautiful setting. We’ll stay here ..."

Reviewed on 30 Jun 2026

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
The price is Rp2.470.990 per night from 7 Jul to 8 Jul
Rp2.470.990
Rp2.957.069 total
7 Jul - 8 Jul
includes taxes & fees
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
8.8/10 Excellent! (2,417 reviews)
"Considering this is a RCI resort, I would have been disappointed with the cleaniness, comfort, communication or amenities if I had paid any more than what I found for a last minute deal on Expedia. Check in not great, dirty towels on floor in front of our room upon arrival and through our stay, game ..."

Reviewed on 4 Jul 2026

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
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
8.8/10 Excellent! (2,417 reviews)
"Considering this is a RCI resort, I would have been disappointed with the cleaniness, comfort, communication or amenities if I had paid any more than what I found for a last minute deal on Expedia. Check in not great, dirty towels on floor in front of our room upon arrival and through our stay, game ..."

Reviewed on 4 Jul 2026

Vacation Village in the Berkshires
Huttopia Berkshires

Huttopia Berkshires

1 out of 5
312 Kittle Rd Williamstown MA
Stay at this campsite in Williamstown. Enjoy free parking, breakfast (surcharge) and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
9.6/10 Exceptional! (11 reviews)
"We stayed in a Sierra Tiny House for 3 nights in June 2026. The house was very clean, compact but with everything you need, including a fully equipped kitchen. You should be aware that the kid's room has a triple bunk - it might be a challenge if you had an older teen or adult staying in there because ..."

Reviewed on 29 Jun 2026

Huttopia Berkshires
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Tanglewood Music Center and National Shrine of the ...
8.6/10 Excellent! (141 reviews)
"I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ..."

Reviewed on 9 Feb 2026

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.

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