Cheap Hotels in Pittsfield

Popular Hotels in Pittsfield, Massachusetts

There are 160 cheap Hotels with Free Parking 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: 7.0/10
(74) reviews
Free Parking
  1 Star
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Themes: Family-Friendly

Berkshire Inn Image

Berkshire Inn

Pittsfield
Guest Rating: 6.3/10
(14) reviews
Free Parking
  1 Star
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Themes: Family-Friendly

The Inn At Lenox View Image

The Inn At Lenox View

Pittsfield
Guest Rating: 6.7/10
(22) reviews
Free Parking
  2 Star
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Themes: Family-Friendly

Econo Lodge The Springs Image

Econo Lodge The Springs

Lanesboro
Guest Rating: 7.2/10
(25) reviews
Free Parking
  2 Star
prices from
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Themes: Family-Friendly

Quality Inn Pittsfield Image

Quality Inn Pittsfield

Pittsfield
Guest Rating: 4.5/10
(27) reviews
Free Parking
  2 Star
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Yankee Suites Extended Stay Image

Yankee Suites Extended Stay

Pittsfield
Guest Rating: 8.2/10
(3) reviews
Free Parking
  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
(81) reviews
Free Parking
  2 and 1/2 Star
prices from
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Themes: Business-Friendly, Family-Friendly

Yankee Inn Image

Yankee Inn

Lenox
Guest Rating: 8.4/10
(53) reviews
Free Parking
  2 Star
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Themes: Family-Friendly, Business-Friendly

Freebies Available
Shaker Mill Inn - Bed And Breakfast Image

Shaker Mill Inn - Bed And Breakfast

West Stockbridge
Guest Rating: 10.0/10
(1) review
Free Parking
  2 and 1/2 Star
prices from
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Hampton Inn & Suites Berkshires-Lenox Image

Hampton Inn & Suites Berkshires-Lenox

Lenox
Guest Rating: 9.2/10
(18) reviews
Free Parking
  2 and 1/2 Star
prices from
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Themes: Family-Friendly, Business-Friendly

White Horse Inn B&b Image

White Horse Inn B&b

Pittsfield
Guest Rating: 10.0/10
(1) review
Free Parking
  2 and 1/2 Star
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The Red Lion Inn Image

The Red Lion Inn

Stockbridge
Guest Rating: 8.6/10
(22) reviews
Free Parking
  3 Star
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Themes: Romantic

Jiminy Peak Mountain Resort Image

Jiminy Peak Mountain Resort

Lanesboro
Guest Rating: 8.8/10
(9) reviews
Free Parking
  2 Star
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Themes: Family-Friendly

1862 Seasons On Main B&b Image

1862 Seasons On Main B&b

Stockbridge
Guest Rating: 10.0/10
(2) reviews
Free Parking
  3 Star
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The Inn At Stockbridge Image

The Inn At Stockbridge

Stockbridge
Guest Rating: 10.0/10
(1) review
Free Parking
  3 Star
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160 Pittsfield Hotels
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