Name: The Yankee Inn
Price range: CA $181
Rating: 9.2

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Your Stockbridge Vacation

With a Stockbridge vacation package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time experiencing this lively city. Eager to venture out and explore? Tanglewood Music Center, National Shrine of the Divine Mercy and Lee Premium Outlets are three of the best places to visit during your trip to Stockbridge. Your perfect Stockbridge vacation is a couple of clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored just for you.

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Stockbridge Hotel Deals

The Red Lion Inn

30 Main Street Stockbridge MA

Fully refundableReserve now, pay when you stay

CA $196

CA $282 total

Jul 1 - Jul 2

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

"Staff"

Reviewed on Jun 27, 2026

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

26 Glendale Road, RR 183 Stockbridge MA

CA $469

CA $567 total

Jul 12 - Jul 13

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

CA $181

CA $202 total

Jul 6 - Jul 7

includes taxes & fees

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

See all 1,341 properties in Stockbridge

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.