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Chesterwood Guide

If you are looking for Chesterwood travel information, Expedia has you covered. When visiting Chesterwood, Expedia can provide you with extensive Chesterwood information, as well as great savings on nearby hotels and flights! Let Expedia help inspire your next travel plans!

If you are looking to discover Chesterwood, Chesterwood, leave plenty of time for sightseeing tours - you wouldn't want to miss out on top attractions like Chesterwood! And before you go, make sure to read Expedia's Chesterwood sightseeing & tourist guide, filled with all you need to know for the best Chesterwood experience possible.


Map

Lodging Near Chesterwood

See all 191 Hotels near Chesterwood
$209
Stockbridge Country Inn

Stockbridge Country Inn

26 Glendale Road, Stockbridge
4.6
of 5, from 14 reviews
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 House are also within 2 mi (3 km).

$99
The Cottage B&B

The Cottage B&B

14 Prospect Hill Road, Stockbridge
3.8
of 5, from 4 reviews
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 Mount Greylock are also within 32 mi (52 km).

$154
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge
4.5
of 5, from 41 reviews
3.5 out of 5.0

This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. Berkshire Botanical Garden and National Shrine of the Divine Mercy are also within 3 mi (5 km).

Charming Stockbridge Historic Home a Stones Throw Away From the Red Lion INN

Charming Stockbridge Historic Home a Stones Throw Away From the Red Lion INN

5 Sergeant St, Stockbridge
0.0 out of 5.0

Situated in Stockbridge, this spa vacation home is within 1 mi (2 km) of Mission House, Berkshire Theatre Festival, and Naumkeag. National Shrine of the Divine Mercy and Berkshire Botanical Garden are also within 2 mi (3 km).

Beautifully Renovated Colonial Home

Beautifully Renovated Colonial Home

290 Great Barrington Rd, Housatonic
0.0 out of 5.0

Situated in Housatonic, this historic vacation home is 3 mi (4.8 km) from Chesterwood and within 6 mi (10 km) of Norman Rockwell Museum and Mission House. Lake Mansfield Park and Mahaiwe Performing Arts Center are also within 6 mi (10 km).

$45
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

42 Stockbridge Rd, West Stockbridge
3.4
of 5, from 196 reviews
2.0 out of 5.0

Situated near the beach, this motel is 2.4 mi (3.8 km) from Berkshire Botanical Garden and within 6 mi (10 km) of Norman Rockwell Museum and Naumkeag. National Shrine of the Divine Mercy and Mission House are also within 6 mi (10 km).

$185
1862 Seasons on Main Bed and Breakfast

1862 Seasons on Main Bed and Breakfast

47 Main Street, Stockbridge
5.0
of 5, from 6 reviews
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 of the Divine Mercy are also within 1 mi (2 km).

$206
The Inn at Stockbridge

The Inn at Stockbridge

30 East Street, Stockbridge
4.4
of 5, from 8 reviews
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 Mercy and Greenock Country Club are also within 3 mi (5 km).