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Pittsfield Vacation Packages

Hancock Shaker Village
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Meet a giant Asian water monitor lizard in ArtZoo, on view through May 1, 2016.
Pittsfield Vacation Packages
Want to book a vacation to Pittsfield? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Pittsfield vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Pittsfield on TripAdvisor by comparing Pittsfield hotel and flight prices. Travelers like you have written 1,404 reviews and posted 1,182 candid photos for Pittsfield hotels. Book your Pittsfield vacation today!
Or build your own Pittsfield vacation package
Hotel on North
#1 Hotel in Pittsfield
Hotel on North
Comfortable, convenient and chic. Very clean and had everything we needed including charm. We look forward to staying again. Would definitely recommend this hotel. Very well...
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Hilton Garden Inn Lenox/Pittsfield
#2 Hotel in Pittsfield
Hilton Garden Inn Lenox/Pittsfield
I stayed recently for only one night but was impressed with the hotel. Check-in was quick and easy with a front desk staffer who was personable and friendly. the room was new and...
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BEST WESTERN PLUS Berkshire Hills Inn & Suites
#3 Hotel in Pittsfield
BEST WESTERN PLUS Berkshire Hills Inn & Suites
Came down for a trip last week with family and some close friends, chose this hotel because the reputation of the Best Western Chain and because this one had such excellent...
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Cheap Flights to Pittsfield
All Washington to Albany (WAS-ALB) fares found by travelers in the past 72 hours*
Feb
$230 round trip
Mar
$226 round trip
Apr
$231 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.