Best 4 Star Hotels in Pittsfield
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Featured Pittsfield 4 Stars Hotels

The Williams Inn
101 Spring Street, Williamstown, MA
The price is €223 per night
€223
10 Aug - 11 Aug
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Williams Inn. During your stay, you're just a quick walk from Williams College. Features include free WiFi in public areas and free self-parking, plus a restaurant.
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The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
The price is €124 per night
€124
21 Jul - 22 Jul
includes taxes & fees
During your stay at The Central Downtown Inn & Suites, you're just a quick walk from Colonial Theater. Enjoy features like free WiFi in public areas and free self-parking, plus laundry facilities.
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Lakehouse Inn
615 Laurel St., Lee, MA
Our customers tell us that they can't get enough of the free breakfast at Lakehouse Inn. During your stay, you'll be within walking distance of Wyndhurst Golf & Club. Features include free WiFi in public areas and free self-parking, plus a snack bar/deli.
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Devonfield Inn B&B
85 Stockbridge Rd., Lee, MA
During your stay at Devonfield Inn B&B, you're just a quick walk from Greenock Country Club. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
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33 Main
33 Main Street, Lenox, MA
The price is €433 per night
€433
28 Jul - 29 Jul
includes taxes & fees
During your stay at 33 Main, you're just a quick walk from The Bookstore. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
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Seven Hills Inn
40 Plunkett Street, Lenox, MA
Our customers tell us that they can't get enough of the free breakfast at Seven Hills Inn. During your stay, you're just a quick walk from The Mount. Features include free WiFi in public areas and free self-parking, plus concierge services.
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The Inn at Stockbridge
30 East Street, Lee, MA
During your stay at The Inn at Stockbridge, you'll be close to Tanglewood Music Center. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
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The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
The price is €454 per night
€454
21 Jul - 22 Jul
includes taxes & fees
During your stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, you're just a quick walk from Housatonic River. Features include free breakfast, free WiFi in public areas and free self-parking.
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Kenraali Williams Estate House Lenox / Stockbridge
Stockbridge, MA
During your stay at this holiday home, you'll be within walking distance of Berkshire Theatre Festival. Laundry facilities and an arcade/games room are available. The holiday home includes amenities such as a private pool and a kitchen.
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Hampton Terrace Inn
91 Walker Street, Lenox, MA
The price is €337 per night
€337
20 Jul - 21 Jul
includes taxes & fees
During your stay at Hampton Terrace Inn, you're just a quick walk from Ventfort Hall Mansion and Gilded Age Museum. Free WiFi in public areas, free self-parking and a bar are available.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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