Best Hotels in Stockbridge

Explore Stockbridge hotels and choose from 15 properties near landmarks, luxury hotels, and top boutiques for the best shopping and dining.

The Red Lion Inn
8.8 (100 reviews)

The Red Lion Inn ★★★

📍 30 Main St, Stockbridge

Cozy Stockbridge Cabin - Walk to Beach & Lake!
9.0 (2 reviews)

Cozy Stockbridge Cabin - Walk to Beach & Lake! ★★★

📍 22 Mahkeenac Road, Stockbridge

The Inn at Stockbridge
9.6 (50 reviews)

The Inn at Stockbridge ★★★★

📍 30 East St, Stockbridge

"The last time I had a breakfast this good was also here at the Inn. Amazing. And the only thing warmer than the cookies at check in (yeah, warm cookies at check in) was the general vibe/hospitality. Nicole and Gary are beyond sweet, available/attentive and knowledgeable about the area. My room was clean, comfy, good water pressure and warm cookies. Look for my other review in their guest book in the reception area. It's right by the warm cookies."

Tranquil 3 BR Stockbridge House w/ Private Deck!
10 (97 reviews)

Tranquil 3 BR Stockbridge House w/ Private Deck! ★★★

📍 5 Westdale Road, Stockbridge

Stockbridge Country Inn
9.2 (53 reviews)

Stockbridge Country Inn ★★★★

📍 26 Glendale Road, Stockbridge

"Awesome B&B nestled in a near perfect location just a short drive from beautiful downtown Stockbridge Massachusetts. Quality rooms, receptive and friendly staff, delicious breakfasts, and overall a quiet setting. Also a straight shot up 183 to Tanglewood which seems an easier access to any event you have tickets to. Also about a mile from the Norman Rockwell Museum. Great location, peaceful place to stay."

Stockbridge Home Walk to Town Beach!
8.5 (4 reviews)

Stockbridge Home Walk to Town Beach! ★★★

📍 2 Mahkeenac Rd, Stockbridge

Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests
10 (25 reviews)

Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests ★★★★

📍 Stockbridge

General Williams Estate House Lenox/Stockbridge
9.8 (126 reviews)

General Williams Estate House Lenox/Stockbridge ★★★★

📍 Stockbridge

Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
9.8 (14 reviews)

Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10 ★★★★

📍 Stockbridge

See All Hotels in Stockbridge

Guest Reviews on Stockbridge Hotels

10.0
Excellent Community Rating
Real & verified guest reviews from around the world
d

debg926

Couple
The Inn at Stockbridge ★★★★
"We enjoyed 2 relaxing nights at this charming Inn, in the Blagdon room, located on the 2nd floor of the main house. Rooms also are located in the cottage and barn, behind the main house. Our room was spacious, comfortable, clean and airy (4 windows allowed lots of natural light in). Bedding felt luxurious. It had a fireplace, mini-fridge, 2 robes, coffeemaker. Bathroom was updated and had a nice shower. The house and grounds (6 acres, I believe) are lovely and well-maintained. A large outdoor pool, small but well-equipped fitness room, massage area, and various outdoor gathering spots round out the property. Due to its location near a highway, we could hear highway traffic at times, but it did not impact our sleep. Light sleepers potentially could be impacted. Breakfast during our stay was served from 8:30 to 10:30. The food was good and dietary issues, mentioned ahead of time, were accommodated without fuss. Seating for breakfast is comprised of small tables, which I prefer over one large communal table. I enjoyed the cappuccino’s that the fancy coffee machine made. Finally, Inn was conveniently located for visits to towns of Stockbridge & Great Barrington, Edith Wharton’s The Mount, Barrington Stage Company performance, Norman Rockwell Museum and Monument Mountain hike."
★★★★★
2026-06-25
s

suepDartmouthMA

Couple
Stockbridge Country Inn ★★★★
"Beautiful, well located inn on a country road outside Stockbridge. Outstanding breakfasts and superior hospitality. Diane is an innkeeper par excellence and her staff is genial and attentive. The swimming pool provides an added attraction on hot summer days."
★★★★★
2024-07-08

Stockbridge Travel Information

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Power Plug & Voltage

120V/Type A/B

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Exchange Rate

1 CAD ≈ 0.71 USD

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Local Payment

Cards/ApplePay/Cash

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Connectivity

Verizon/AT&T/T-Mobile

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Current Weather

Cloudy

More Information About Stockbridge Hotels

Key Info

Details

Number of reviews

254

Total properties

15

Weekday Avg. Price

CAD 585

Weekend Avg. Price

CAD 610

Trending hotel

The Red Lion Inn

FAQs About Hotels in Stockbridge

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