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Search Beach Resorts & Hotels in Stockbridge

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Our top choices for Stockbridge beach hotels

Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is 2.640.999 ₫
2.949.996 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1002)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is 1.367.106 ₫
1.499.714 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Pleasant Valley Motel West Stockbridge
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is 2.369.790 ₫
2.647.055 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Sunset Inn
Standard Double Room, 1 King Bed, Non Smoking | Individually furnished, desk, free WiFi, bed sheets
Becket Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60)
"Comfortable stay "
United States
Paul
The price is 2.554.107 ₫
3.735.289 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Becket Motel
Lobby
Pilgrim Inn

Pilgrim Inn

Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (332)
"Was horrible. Unsafe and scarey"
United States
Sharon
The price is 2.109.113 ₫
2.355.879 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Pilgrim 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.
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Top Stockbridge Hotel Reviews

Frequently asked questions

What is Stockbridge like for travellers who love the beach?
Known for its historical sites and bars, Stockbridge offers a lot for the traveller planning a getaway.
When's the best time for a beach holiday in Stockbridge?
Plan your trip to the beach with this snapshot of year-round temperatures in Stockbridge: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to see and do around Stockbridge?
After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Beach lovers can spend some quality time by the water at Iroquis Waterfront. Discover the area's historical sites and bars, and make time for local attractions such as Naumkeag Museum and National Shrine of the Divine Mercy. For more things to see and do, consider visiting Norman Rockwell Museum or Berkshire Botanical Garden.
What's the best way to get to my beach hotel in Stockbridge?
This travel information can help you get to and around your beach accommodation in Stockbridge with ease. If you're looking to fly to Stockbridge, the closest major airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 9.6 mi (15.5 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.