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Pittsfield

Plan a vacation or a short trip away in Pittsfield to experience the excellent attractions this place has to offer.

Packages in Pittsfield

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You can save up to $603 when you book a Pittsfield package deal.

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Pittsfield Vacation Packages

It's an area of The Berkshires that 45,000 people reside in.

You can find this destination 110 miles from Boston, the state capital of Massachusetts. It is also about 6 miles from Lenox.

Discover the lighter side of life at Canoe Meadows Wildlife Sanctuary, a wonderful attraction that's sure to bring out some grins.

Spend a day or two exploring some of the favored exhibition spaces in the area. Savor the contemplative atmosphere as you admire the displays at Arrowhead Museum and Berkshire Athenaeum. Also worth considering are Berkshire Museum and Crane Museum of Papermaking.

This destination celebrates its past by preserving many of its heritage structures and sites, such as Hancock Shaker Village and Herman Melville's Arrowhead. A trip to one of these locations will transport you back through the mists of time.

Colonial Theater and Barrington Stage Company are much-loved performance venues that are frequented by tourists and local arts lovers alike.

Skiers and snowboarders will have a blast at Bousquet Ski Area. Rise with the sun, explore the serpentine trails and take in impressive vistas of the surrounding landscape from the mountain's peak.

Pre-booking a charming hotel room or suite is a crucial component of any family trip. Expedia's booking website lists many of the finest Pittsfield accommodation options.

Some of the lodgings that might tick your boxes in and around Pittsfield are the Birchwood Inn and Hampton Inn & Suites Berkshires Lenox.


Top Hotel Deals

See all 145 Hotels in Pittsfield
$82
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield
4.1
of 5, from 133 reviews
0.0 out of 5.0

Located in the heart of Pittsfield, this hotel is 1.7 mi (2.8 km) from Hancock Shaker Village and 2.9 mi (4.7 km) from Bousquet Ski Area. Colonial Theater and Berkshire Museum are also within 6 mi (10 km).

$90
Crowne Plaza Pittsfield-Berkshires

Crowne Plaza Pittsfield-Berkshires

1 West St, Pittsfield
3.5
of 5, from 133 reviews
3.5 out of 5.0

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 Sanctuary and Arrowhead Museum are also within 3 mi (5 km).

$111
Hilton Garden Inn Lenox/Pittsfield

Hilton Garden Inn Lenox/Pittsfield

1032 South Street, Pittsfield
4.7
of 5, from 24 reviews
3.0 out of 5.0

Situated in Pittsfield, this hotel is 1.2 mi (1.9 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and Berkshire Museum are also within 3 mi (5 km).

$159
Hotel On North

Hotel On North

297 North Street, Pittsfield
4.7
of 5, from 25 reviews
3.5 out of 5.0

Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary is 2.1 mi (3.3 km) away.

$85
Yankee Suites Extended Stay

Yankee Suites Extended Stay

20 W Housatonic St., Pittsfield
4.1
of 5, from 24 reviews
4.0 out of 5.0

Situated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km).

$60
Berkshire Inn

Berkshire Inn

150 W Housatonic St, Pittsfield
3.6
of 5, from 53 reviews
2.0 out of 5.0

Located in the heart of Pittsfield, this motel is within a 15-minute walk of Colonial Theater and Berkshire Museum. Berkshire Athenaeum and Canoe Meadows Wildlife Sanctuary are also within 2 mi (3 km).

$69
Econo Lodge

Econo Lodge

16 Cheshire Road, Pittsfield
2.5
of 5, from 61 reviews
1.5 out of 5.0

Situated in the suburbs, this motel is 1.6 mi (2.6 km) from Crane Museum of Papermaking and within 6 mi (10 km) of Berkshire Athenaeum and Colonial Theater. Berkshire Museum and Canoe Meadows Wildlife Sanctuary are also within 6 mi (10 km).

$65
Heart of the Berkshires Motel

Heart of the Berkshires Motel

970 W Housatonic St, Pittsfield
2.6
of 5, from 21 reviews
2.0 out of 5.0

Situated in Pittsfield, this motel is within 3 mi (5 km) of Hancock Shaker Village, Colonial Theater, and Berkshire Museum. Berkshire Athenaeum is 2.8 mi (4.4 km) away.

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