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Pittsfield Hotel + Air Packages

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Build your own Pittsfield vacation package
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 671 reviews and posted 717 candid photos for Pittsfield hotels. Book your Pittsfield vacation today!
BEST WESTERN Berkshire Hills Inn & Suites
#1 Hotel in Pittsfield
BEST WESTERN Berkshire Hills Inn & Suites
While Best Western Pittsfield is about 15 minutes away from the downtown area and a drive away from any attractions, it is managed well, with affordable and clean rooms, and...
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Comfort Inn Pittsfield
#2 Hotel in Pittsfield
Comfort Inn Pittsfield
“Great Service” 03/16/2014
We greatly enjoyed our stay this past week. Staff very friendly and accommodating. Will definitely stay here again. Breakfast was great also. Plenty of food. Enjoyed having...
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Crowne Plaza Pittsfield
#3 Hotel in Pittsfield
Crowne Plaza Pittsfield
The hotel is right in middle of Pittsfield. easy walking distance to restaurants and shopping. The parking garage is narrow. The bed is comfortable, the view from the room is...
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Cheap Flights to Pittsfield
All Washington to Albany (WAS-ALB) fares found by travelers in the past 72 hours*
May
$204 round trip
Jun
$208 round trip
Jul
$204 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.