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12 Sep - 14 Sep
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Guest Houses in Pittsfield

Our top choices for Pittsfield guest houses

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 SAR 300
SAR 1,133 total
includes taxes & fees
10 Sep - 11 Sep
Hudson valley and The Berkshires Cottage
The Revival House
Romantic Room, 1 King Bed (Room 4) | Desk, iron/ironing board, free WiFi

The Revival House

3.0 star property
9.2 out of 10, Wonderful, (13)
"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 SAR 675
SAR 755 total
includes taxes & fees
4 Sep - 5 Sep
The Revival House
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (313)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is SAR 389
SAR 434 total
includes taxes & fees
1 Oct - 2 Oct
The Central Downtown Inn & Suites
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (257)
"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 SAR 563
SAR 855 total
includes taxes & fees
16 Sep - 17 Sep
Berkshire Village Carriage House - Super Private!!
The Dewey
Exterior

The Dewey

3.5 star property
8.6 out of 10, Excellent, (323)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is SAR 702
SAR 784 total
includes taxes & fees
22 Sep - 23 Sep
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area "
Judy 2-night trip
Posted 5 days ago
Vacation Village in the Berkshires