Explore beach hotels in Stockbridge, MA from $125
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Top Stockbridge Beach Resorts & Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
The price is $513 per night from Apr 29 to Apr 30
$513
includes taxes & fees
$460 per night
Apr 29 - Apr 30
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...
9.2/10 Wonderful! (80 reviews)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer ..."
Reviewed on Jul 27, 2024

The Red Lion Inn
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is $211 per night from Apr 30 to May 1
$211
includes taxes & fees
$189 per night
Apr 30 - May 1
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
8.8/10 Excellent! (1,000 reviews)
"Quaint & hospitable!"
Reviewed on Apr 13, 2025
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.
Beach Condos in Stockbridge

Club Wyndham Bentley Brook Resort - 2 Bedroom
Hancock
10/10 Exceptional! (1 review)
Beach Villas in Stockbridge

The Kemble- Built by a US Secretary of State in Lenox
Lenox
9.8/10 Exceptional! (16 reviews)
Your Stockbridge Beach Hotel Guide
Stockbridge Hotels on the Beach with the Amenities You Want
Stockbridge Beach Hotels with a Pool
- Blackberry River Inn is a 3.00 star hotel and previous guests rate it 3.60 out of 5.
- Hilton Garden Inn Lenox Pittsfield is a 3.00 star hotel and previous guests rate it 4.70 out of 5.
- Eastover Estate & Eco-Village is a 3.50 star hotel and previous guests rate it 3.60 out of 5.
Stockbridge Beach Hotels with Free Breakfast
- Stockbridge Country Inn is a 4.50 star hotel with a guest rating of 4.60 out of 5.
- Federal House Inn is a 3.50 star hotel with a guest rating of 4.80 out of 5.
- Whistler's Inn Bed & Breakfast is a 3.50 star hotel with a guest rating of 4.00 out of 5.
Pet-friendly Beach Hotels in Stockbridge
- Vacation Village in the Berkshires is a 3.00 star hotel with a guest rating of 4.20 out of 5.
- Thornewood Inn is a 3.50 star hotel with a guest rating of 3.60 out of 5.
- Cranwell Spa and Golf Resort is a 3.50 star hotel with a guest rating of 4.20 out of 5.
Stockbridge Beach Hotels with Restaurants
- Hotel On North is a 3.50 star hotel with a guest rating of 4.80 out of 5.
- Inn At Richmond is a 3.00 star hotel with a guest rating of 4.50 out of 5.
- The Old Inn On The Green is a 4.00 star hotel with a guest rating of 4.30 out of 5.
What are the cheapest hotels on the beach in Stockbridge
- Jiminy Peak Mountain Resort - Book Now
- Situated in the mountains, this condominium resort is 6.1 mi (9.8 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New Lebanon Library. Mount Lebanon Shaker Village and Berkshire Athenaeum are also within 12 mi (20 km).
- 3.00 star rating.
- Harbour House Inn - Book Now
- 3.50 star rating.
- Stockbridge Country Inn - Book Now
- Situated in Stockbridge, this luxury bed & breakfast is within 1 mi (2 km) of Chesterwood and Norman Rockwell Museum. Berkshire Botanical Garden and Mission House are also within 2 mi (3 km).
- 4.50 star rating.
What’s better than a beautiful Stockbridge hotel near the beach? Finding that hotel for a deal! Check out our amazing deals on stunning Stockbridge beach hotel properties to find exactly what you’re looking for on your next trip to Stockbridge.
Cheapest Stockbridge Beach Hotels by Star Rating
Cheapest 4 Star Stockbridge Hotels on the Beach
- Yankee Suites Extended Stay: has a guest rating of 4.40 out of 5 stars.
- The Inn at Stockbridge: has a guest rating of 4.80 out of 5 stars.
- 1862 Seasons on Main Bed and Breakfast: has a guest rating of 5.00 out of 5 stars.
Cheapest 3 Star Stockbridge Hotels on the Beach
- Jiminy Peak Mountain Resort: has a guest rating of 4.00 out of 5 stars.
- Applegate Inn: has a guest rating of 4.50 out of 5 stars.
- Blackberry River Inn: has a guest rating of 3.60 out of 5 stars.
Best Oceanfront Hotels in Stockbridge, According to Traveler Reviews
- Book 33 Main, which has a guest rating of 5.00 out of 5 stars.
- Book 1862 Seasons on Main Bed and Breakfast, which has a guest rating of 5.00 out of 5 stars.
- Book Canterbury Farm, which has a guest rating of 5.00 out of 5 stars.
Popular Beach Stays in Stockbridge
Top landmarks in Stockbridge

Norman Rockwell Museum
4.5/5(193 reviews)
You can spend time studying the exhibits at Norman Rockwell Museum during your travels in Stockbridge. Wander the lakeside in this quaint area.
Stockbridge hotels essential information
Accommodation | 1,325 hotels |
---|---|
Lowest Price | $125 |
Highest Price | $513 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Red Lion Inn |
Recent Stockbridge Hotel Reviews By Fellow Wanderers

The Black Swan Lee - Lenox, Ascend Hotel Collection
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"It was a great place to spend the night"
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
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