Cheap Hotels in Pittsfield

Popular Hotels in Pittsfield, Massachusetts

There are 111 cheap Hotels with Swimming Pool in and around Pittsfield, Massachusetts. Choose a hotel below or narrow your search using the filter to the right.

Pleasant Valley Motel West Stockbridge Image

Pleasant Valley Motel West Stockbridge

West Stockbridge
Guest Rating: 6.8/10
(67) reviews
Swimming Pool
  1 Star
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Themes: Family-Friendly

Berkshire Inn Image

Berkshire Inn

Pittsfield
Guest Rating: 6.5/10
(13) reviews
Swimming Pool
  1 Star
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Themes: Family-Friendly

Econo Lodge The Springs Image

Econo Lodge The Springs

Lanesboro
Guest Rating: 7.3/10
(23) reviews
Swimming Pool
  2 Star
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Themes: Family-Friendly

Yankee Inn Image

Yankee Inn

Lenox
Guest Rating: 8.3/10
(47) reviews
Swimming Pool
  2 Star
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Themes: Family-Friendly, Business-Friendly

Freebies Available
Pilgrim Inn Image

Pilgrim Inn

Lee
Guest Rating: 6.5/10
(13) reviews
Swimming Pool
  2 Star
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Best Western Berkshire Hills Inn And Suites Image

Best Western Berkshire Hills Inn And Suites

Pittsfield
Guest Rating: 8.4/10
(61) reviews
Swimming Pool
  2 and 1/2 Star
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Themes: Business-Friendly, Family-Friendly

The Inn At Lenox View Image

The Inn At Lenox View

Pittsfield
Guest Rating: 6.7/10
(17) reviews
Swimming Pool
  2 Star
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Themes: Family-Friendly

Jiminy Peak Mountain Resort Image

Jiminy Peak Mountain Resort

Lanesboro
Guest Rating: 8.7/10
(8) reviews
Swimming Pool
  2 Star
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Themes: Family-Friendly

Hampton Inn & Suites Berkshires-Lenox Image

Hampton Inn & Suites Berkshires-Lenox

Lenox
Guest Rating: 9.1/10
(17) reviews
Swimming Pool
  2 and 1/2 Star
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Themes: Family-Friendly, Business-Friendly

Crowne Plaza Pittsfield - Berkshires Image

Crowne Plaza Pittsfield - Berkshires

Pittsfield
Guest Rating: 7.1/10
(47) reviews
Swimming Pool
  3 Star
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Themes: Business-Friendly, Family-Friendly

Wyndhamvr Bentley Brook Image

Wyndhamvr Bentley Brook

Lanesboro
Guest Rating: 8.2/10
(7) reviews
Swimming Pool
  3 Star
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Berkshire Mountain Lodge Image

Berkshire Mountain Lodge

Pittsfield
Swimming Pool
The Red Lion Inn Image

The Red Lion Inn

Stockbridge
Guest Rating: 8.5/10
(17) reviews
Swimming Pool
  3 Star
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Themes: Romantic

Conroy's B&b Image

Conroy's B&b

Stockbridge
Guest Rating: 10.0/10
(1) review
Swimming Pool
  3 Star
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The Inn At Stockbridge Image

The Inn At Stockbridge

Stockbridge
Guest Rating: 10.0/10
Swimming Pool
  3 Star
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111 Pittsfield Hotels
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