Search Guest Houses in Pittsfield from CA $115

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Check prices for these dates

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Sep 5 - Sep 7
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Sep 12 - Sep 14
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Sep 26 - Sep 28
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Oct 24 - Oct 26

Browse Select Pittsfield Guest Houses

Our top choices for Pittsfield guest houses

The Revival House
Romantic Room, 1 King Bed (Room 4)

The Revival House

3.0 star property
9.0 out of 10, Wonderful, (12)
"We thoroughly enjoyed our stay at The Revival House! Super comfortable, clean, and the inside has great decor sensibilities. We will be back if we’re ever in the area again!"
The price is CA $249
CA $279 total
includes taxes & fees
Aug 27 - Aug 28
The Revival House
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (14)
"This is an excellent place to get away and relax! Beautiful property inside and out."
The price is CA $115
CA $423 total
includes taxes & fees
Sep 10 - Sep 11
Hudson valley and The Berkshires Cottage
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (256)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "
The price is CA $208
CA $316 total
includes taxes & fees
Sep 16 - Sep 17
Berkshire Village Carriage House - Super Private!!
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (309)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is CA $145
CA $163 total
includes taxes & fees
Sep 8 - Sep 9
The Central Downtown Inn & Suites
The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (322)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is CA $193
CA $216 total
includes taxes & fees
Sep 22 - Sep 23
The Dewey
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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Top Pittsfield Hotel Reviews

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"Brand new property. Still setting some stuff up, but nice to stay in a new shiny place."
Benjamin 1-night trip
Posted 13 hours ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield Guest Houses information

Number of reviews
776
Accommodation
10 Guest Houses
Lowest Price
CA $115
Highest Price
CA $249

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