Cheap Flights to Pittsfield from $51
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How Much Does it Cost To Fly To Pittsfield?
The cheapest prices found with in the last 7 days for return flights were $102 and $51 for one-way flights to Pittsfield for the period specified. Prices and availability are subject to change. Additional terms apply
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$102 Roundtrip, found 5 hours ago
$102
Roundtrip
found 5 hours ago
Pittsfield Flight Information
Traveling to | Pittsfield |
|---|---|
Lowest Price | $102 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Pittsfield Accommodation Deals
Berkshire Inn
150 W Housatonic St, Pittsfield, MA
$75 nightly
The price is $84 total per night from Nov 24 to Nov 25
$84 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (835 reviews)
This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again.
Reviewed on Oct 21, 2025
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
$93 nightly
The price is $104 total per night from Nov 16 to Nov 17
$104 total
Nov 16 - Nov 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,002 reviews)
The room was clean and fit our needs fine.
Reviewed on Nov 7, 2025
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
$85 nightly
The price is $95 total per night from Nov 17 to Nov 18
$95 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
8.6/10 Excellent! (340 reviews)
Very helpful staff, clean and spacious rooms. Has everything you need - well equipped.
Reviewed on Nov 3, 2025
Save an average of 15% on thousands of hotels when you're signed in
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
$75 nightly
The price is $84 total per night from Nov 16 to Nov 17
$84 total
Nov 16 - Nov 17
Total with taxes and fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.2/10 (808 reviews)
Room spotless and staff helpful.
Reviewed on Nov 5, 2025
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.
Luxury Hotels in Pittsfield
Hotel On North
297 North Street, Pittsfield, MA
$133 nightly
The price is $149 total per night from Nov 16 to Nov 17
$149 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (794 reviews)
Excellent staff and room.
Reviewed on Nov 9, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
$88 nightly
The price is $99 total per night from Nov 21 to Nov 22
$99 total
Nov 21 - Nov 22
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (946 reviews)
Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned.
Reviewed on Nov 8, 2025
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
$85 nightly
The price is $95 total per night from Nov 17 to Nov 18
$95 total
Nov 17 - Nov 18
Total with taxes and fees
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
8.6/10 Excellent! (340 reviews)
Very helpful staff, clean and spacious rooms. Has everything you need - well equipped.
Reviewed on Nov 3, 2025
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
$93 nightly
The price is $104 total per night from Nov 16 to Nov 17
$104 total
Nov 16 - Nov 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,002 reviews)
The room was clean and fit our needs fine.
Reviewed on Nov 7, 2025
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.
Family Friendly Hotels in Pittsfield
Hotel On North
297 North Street, Pittsfield, MA
$133 nightly
The price is $149 total per night from Nov 16 to Nov 17
$149 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (794 reviews)
Excellent staff and room.
Reviewed on Nov 9, 2025
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
$93 nightly
The price is $104 total per night from Nov 16 to Nov 17
$104 total
Nov 16 - Nov 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,002 reviews)
The room was clean and fit our needs fine.
Reviewed on Nov 7, 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
$88 nightly
The price is $99 total per night from Nov 21 to Nov 22
$99 total
Nov 21 - Nov 22
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (946 reviews)
Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned.
Reviewed on Nov 8, 2025
Save an average of 15% on thousands of hotels when you're signed in
Berkshire Inn
150 W Housatonic St, Pittsfield, MA
$75 nightly
The price is $84 total per night from Nov 24 to Nov 25
$84 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (835 reviews)
This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again.
Reviewed on Oct 21, 2025
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.
Best Pittsfield Flight and Hotel Packages
Pittsfield flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Special
Albany, New York, USA
$32
$100 total
found 1 day ago
Standard
Albany, New York, USA
$38
$117 total
found 1 day ago
Economy
Albany, New York, USA
$40
$125 total
found 1 day ago
Compact
Albany, New York, USA
$40
$125 total
found 1 day ago
Frequently asked questions
Plane Tickets To Pittsfield
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When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Pittsfield to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Pittsfield without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Pittsfield with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Pittsfield today!
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