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Compare 8 Guest Houses in Pittsfield with updated reviews, rates, and availability.

The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
8.8 out of 10, Excellent, (278)
The price is AED 380
AED 425 total
includes taxes & fees
13 May - 14 May

Hudson valley and The Berkshires Cottage
Hudson valley and The Berkshires Cottage
10.0 out of 10, Exceptional, (5)
The price is AED 404
AED 1,222 total
includes taxes & fees
9 May - 10 May

Renovated Private Guest House by Evergreen Home
Renovated Private Guest House by Evergreen Home
10.0 out of 10, Exceptional, (9)

Guest House Sanctuary by Evergreen Home
Guest House Sanctuary by Evergreen Home

Jacob's Tanglewood Ranch
Jacob's Tanglewood Ranch

Vanderbilt Lakeside
Vanderbilt Lakeside
9.4 out of 10, Exceptional, (26)

Chestnut Lodge
Chestnut Lodge
2.0 out of 10, (2)

Cliffwood Cottage by Evergreen Home
Cliffwood Cottage by Evergreen Home
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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Other property types in Pittsfield

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is AED 2,017
AED 3,810 total
includes taxes & fees
5 May - 6 May

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
9.8 out of 10, Exceptional, (140)

Dancing Horse Lodge
Dancing Horse Lodge
9.6 out of 10, Exceptional, (41)
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.
Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels

The Williams Inn
5/5 Excellent
"Wonderful staff! Welcoming, relaxed, great personalities."
A verified traveler stayed at The Williams Inn
Posted 2 days ago
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