Stockbridge

Travel 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.
Stockbridge
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is CA $212 per night from Jul 8 to Jul 9
CA $212
CA $300 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"A delight every time! Can’t wait to go back"

Reviewed on Jun 25, 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
The price is CA $469 per night from Jul 15 to Jul 16
CA $469
CA $567 total
Jul 15 - Jul 16
includes taxes & fees
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Norman Rockwell Museum and National Shrine ...
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
The price is CA $203 per night from Jul 8 to Jul 9
CA $203
CA $227 total
Jul 8 - Jul 9
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 ...
9.2/10 Wonderful! (1,001 reviews)
"The hot tub was welcomed after a long day of hiking the Berkshires!"

Reviewed on Jun 26, 2026

The Yankee Inn
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 MA
Stay at this vacation home in Stockbridge. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions National Shrine of the Divine Mercy and ...
9.8/10 Exceptional! (107 reviews)
"We had a wonderful stay at the Taggart House - what a memorable place! We are five couples who get together every other year and this was the perfect place for us. There are so many things to mention: the feeling of staying in this gracious and historic home; the care with which it has been restored; ..."

Reviewed on Jun 13, 2026

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
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 ...
8.8/10 Excellent! (2,409 reviews)
"The room was great. Had everything I needed and was very comfortable."

Reviewed on Jun 24, 2026

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 ...
9.4/10 Exceptional! (10 reviews)
"Excelente servicio"

Reviewed on Mar 8, 2026

Huttopia 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.

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