Hotels in Stockbridge

The Inn at Stockbridge
The Inn at Stockbridge
30 East Street, Stockbridge
4.0 out of 5.0

Situated in Stockbridge, this bed & breakfast is within 3 mi (5 km) of Berkshire Theatre Festival, Mission House, and Naumkeag. National Shrine of the Divine ...

$252

$252
1862 Seasons on Main Bed and Breakfast
1862 Seasons on Main Bed and Breakfast
47 Main Street, Stockbridge
4.5 out of 5.0

Situated in Stockbridge, this luxury bed & breakfast is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine ...

$269

$269
The Cottage B&B
The Cottage B&B
14 Prospect Hill Road, Stockbridge
3.0 out of 5.0

Situated in Stockbridge, this bed & breakfast is within a 15-minute walk of Naumkeag and National Shrine of the Divine Mercy. Mission House and Berkshire Theatre ...

Hampton Inn & Suites Berkshires Lenox
Hampton Inn & Suites Berkshires Lenox
445 Pittsfield Rd, Lenox
2.5 out of 5.0
4.0 out of 5 (11 reviews)

Situated in a rural location, this hotel is within 2 mi (3 km) of Arrowhead Museum, Kennedy Park, and Bousquet Ski Area. Pleasant Valley Wilderness Sanctuary ...

$208

$208
Conroy's B&B
Conroy's B&B
11 East Street (Route 7), Stockbridge
3.5 out of 5.0

Situated in the mountains, this bed & breakfast is within 3 mi (5 km) of Berkshire Theatre Festival, Mission House, and Greenock Country Club. Naumkeag and National ...

$203

$203
Stockbridge Country Inn
Stockbridge Country Inn
26 Glendale Road, Stockbridge
4.5 out of 5.0

Situated in Stockbridge, this luxury bed & breakfast is within 1 mi (2 km) of Chesterwood and Norman Rockwell Museum. Berkshire Botanical Garden and Mission ...

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock
2.5 out of 5.0
3.8 out of 5 (49 reviews)

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 ...

$142

$142
Vacation Village in the Berkshires
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Hancock
3.0 out of 5.0
4.0 out of 5 (80 reviews)

Situated in Hancock, this condo is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New ...

$149

$149
Crowne Plaza Pittsfield-Berkshires
Crowne Plaza Pittsfield-Berkshires
1 West St, Pittsfield
3.5 out of 5.0
3.6 out of 5 (27 reviews)

Located in the heart of Pittsfield, this hotel is within a 5-minute walk of Berkshire Museum, Colonial Theater, and Berkshire Athenaeum. Canoe Meadows Wildlife ...

$174

$174
The Red Lion Inn
The Red Lion Inn
30 Main Street, Stockbridge
3.0 out of 5.0
4.1 out of 5 (16 reviews)

This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. ...

$291

$291
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Recently Booked Hotels in Stockbridge

The Red Lion Inn
3.0 out of 5.0
Last booking: 15 hours ago
Hotels in Stockbridge

Whether you're on a budget or looking for a luxurious place to rest your head in Stockbridge, you can find it on Orbitz. We have 34 hotels here, most of which rate highly for Location and Hotel Staff, so you can enjoy a comfortable stay in a quiet corner of Stockbridge or right in the heart of the action.

Oh, and about that action — how do Norman Rockwell Museum, Oak n' Spruce Village, Berkshire Botanical Gardens and Naumkeag sound?


Get outdoors in Stockbridge

Not all of Stockbridge's attractions are indoors. Spend some time at Oak n' Spruce Village. Visiting October Mountain State Forest, too, is a good way to get outside.


Where to shop in Stockbridge

Bass Shoe Outlet is a shopping hub in Stockbridge. The accessories at Laurie Donovan Design will put a finishing touch on all kinds of looks.

RadioShack offers up the latest tech to window shoppers and serious enthusiasts.


Where to eat in Stockbridge

You have to eat while in Stockbridge, so why not enjoy it? Grab a snack or order up some serious grub at Norman Rockwell Museum, Oak n' Spruce Village, Berkshire Botanical Gardens and Naumkeag.


Fun activities in Stockbridge

If you're feeling the need for a little relaxation while in Stockbridge, head to Seven Salon Spa, where the attentive staff will pamper you from head to toe.


Art and culture in Stockbridge

Any destination has a roster of must-sees, and museums are usually at the top of the list. In Stockbridge, for instance, the exhibits at Norman Rockwell Museum and Naumkeag offer up their cultural and historical insights to visitors.

Sample some of Stockbridge's best educational offerings, which are hidden between the covers of the books at Stockbridge Library Association.


Where to eat in Stockbridge

You have to eat while in Stockbridge, so why not enjoy it? Grab a snack or order up some serious grub at Norman Rockwell Museum, Oak n' Spruce Village, Berkshire Botanical Gardens and Naumkeag.


Getting to Stockbridge

Leaving on a jet plane? It will probably land at Great Barrington Airport, a major transportation hub for the area.


Art and culture in Stockbridge

Any destination has a roster of must-sees, and museums are usually at the top of the list. In Stockbridge, for instance, the exhibits at Norman Rockwell Museum and Naumkeag offer up their cultural and historical insights to visitors.

Sample some of Stockbridge's best educational offerings, which are hidden between the covers of the books at Stockbridge Library Association.


Getting to Stockbridge

Leaving on a jet plane? It will probably land at Great Barrington Airport, a major transportation hub for the area.


* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.