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Pittsfield

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Pittsfield Flights as Low as $249

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Tue, Jun 3 - Tue, Jul 8
AVL
Asheville Regional
ALB
Albany Intl.
$249 Roundtrip, found 13 hours ago
$249
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jun 3 from Asheville Regional to Albany Intl., returning Tue, Jul 8, priced at $249 found 13 hours ago
American Airlines
Tue, Jun 3 - Tue, Jul 8
AVL
Asheville Regional
ALB
Albany Intl.
$249 Roundtrip, found 13 hours ago
$249
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Jun 3 from Asheville Regional to Albany Intl., returning Tue, Jul 8, priced at $249 found 13 hours ago
Delta
Wed, Jun 4 - Tue, Jul 8
AVL
Asheville Regional
ALB
Albany Intl.
$254 Roundtrip, found 13 hours ago
$254
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Jun 4 from Asheville Regional to Albany Intl., returning Tue, Jul 8, priced at $254 found 13 hours ago
Delta
Wed, Jun 4 - Wed, Jul 16
AVL
Asheville Regional
ALB
Albany Intl.
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jun 4 from Asheville Regional to Albany Intl., returning Wed, Jul 16, priced at $284 found 2 days ago
Delta
Mon, Jun 2 - Wed, Jul 16
AVL
Asheville Regional
ALB
Albany Intl.
$285 Roundtrip, found 2 days ago
$285
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jun 2 from Asheville Regional to Albany Intl., returning Wed, Jul 16, priced at $285 found 2 days ago
Delta
Tue, Jun 3 - Tue, Jul 15
AVL
Asheville Regional
ALB
Albany Intl.
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jun 3 from Asheville Regional to Albany Intl., returning Tue, Jul 15, priced at $299 found 2 days ago
American Airlines
Sat, May 31 - Tue, Jul 8
AVL
Asheville Regional
ALB
Albany Intl.
$319 Roundtrip, found 13 hours ago
$319
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sat, May 31 from Asheville Regional to Albany Intl., returning Tue, Jul 8, priced at $319 found 13 hours ago
American Airlines
Tue, Jun 3 - Tue, Jul 8
AVL
Asheville Regional
ALB
Albany Intl.
$324 Roundtrip, found 13 hours ago
$324
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Jun 3 from Asheville Regional to Albany Intl., returning Tue, Jul 8, priced at $324 found 13 hours ago
Delta
Sat, May 31 - Wed, Jul 9
AVL
Asheville Regional
ALB
Albany Intl.
$329 Roundtrip, found 13 hours ago
$329
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, May 31 from Asheville Regional to Albany Intl., returning Wed, Jul 9, priced at $329 found 13 hours ago
Delta
Tue, May 6 - Wed, May 14
OKC
Will Rogers World
ALB
Albany Intl.
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 6 from Will Rogers World to Albany Intl., returning Wed, May 14, priced at $336 found 1 day ago
United
Wed, May 7 - Sat, May 17
OKC
Will Rogers World
ALB
Albany Intl.
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 7 from Will Rogers World to Albany Intl., returning Sat, May 17, priced at $337 found 1 day ago
American Airlines
Wed, May 7 - Sat, May 17
OKC
Will Rogers World
ALB
Albany Intl.
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 7 from Will Rogers World to Albany Intl., returning Sat, May 17, priced at $337 found 1 day ago
American Airlines
Wed, May 7 - Sat, May 17
OKC
Will Rogers World
ALB
Albany Intl.
$339 Roundtrip, found 1 day ago
$339
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 7 from Will Rogers World to Albany Intl., returning Sat, May 17, priced at $339 found 1 day ago
American Airlines
Sat, Jul 19 - Sat, Jul 26
FLO
Florence Regional
ALB
Albany Intl.
$408 Roundtrip, found 13 hours ago
$408
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sat, Jul 19 from Florence Regional to Albany Intl., returning Sat, Jul 26, priced at $408 found 13 hours ago
Delta
Tue, Jun 3 - Wed, Jun 11
SAT
San Antonio Intl.
ALB
Albany Intl.
$417 Roundtrip, found 10 hours ago
$417
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Jun 3 from San Antonio Intl. to Albany Intl., returning Wed, Jun 11, priced at $417 found 10 hours ago
Delta
Mon, Jun 30 - Tue, Jul 8
GTF
Great Falls Intl.
ALB
Albany Intl.
$695 Roundtrip, found 1 day ago
$695
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jun 30 from Great Falls Intl. to Albany Intl., returning Tue, Jul 8, priced at $695 found 1 day ago

Cheap Flights to Pittsfield

Fall in love at first flight with your vacation to Pittsfield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Pittsfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Pittsfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Pittsfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pittsfield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ALB airport.

What is the cheapest month to fly to Pittsfield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Pittsfield are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pittsfield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Pittsfield.

What airport is best to fly into Pittsfield?

When you’re planning your trip to Pittsfield, convenience is the name of the game. Luckily, Pittsfield Pittsfield Municipal Airport is nearby so you can deplane and get going on checking off everything on your Pittsfield must-do list.

How much are flights to Pittsfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pittsfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $249, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Pittsfield?

The trick to saving a stack of cash on your flight to Pittsfield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $249 right now, why wait?

Pittsfield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$295

Last Minute Hotel Deals in Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
The price is $116 per night from Feb 28 to Mar 1
$116
includes taxes & fees
Feb 28 - Mar 1
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! (733 reviews)
"Very nice stuff, clean, convenient and easy property. Thank you"

Reviewed on Feb 10, 2025

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
The price is $153 per night from Mar 16 to Mar 17
$153
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (431 reviews)
Easy spot for an overnight!
"We had a great stay. Pool was great, room was good, the pull out couch was a little uncomfortable, but when aren't they. The game room needed updating as one arcade machine was broken. Kitchen was great in the room, and the whole hotel had a good vibe to it!"

Reviewed on Feb 10, 2025

Berkshire Mountain Lodge
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
The price is $131 per night from Mar 6 to Mar 7
$131
includes taxes & fees
Mar 6 - Mar 7
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! (682 reviews)
"Amazing place to stay. So unique and cozy! I would stay there everytime l visited Pittsfield but its always booked because its so popular."

Reviewed on Feb 12, 2025

Hotel On North
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
The price is $113 per night from Mar 2 to Mar 3
$113
includes taxes & fees
Mar 2 - Mar 3
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! (1,001 reviews)
Relaxing
"Jetted tubes was relaxing. Soaked for hours untill the sunrise. Spaces and a fire place to relax and front of. Definitely worth the stay."

Reviewed on Feb 12, 2025

Best Western Plus Berkshire Hills Inn & Suites
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
The price is $146 per night from Feb 23 to Feb 24
$146
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (625 reviews)
"Very clean and comfortable with great restaurant and bar downstairs"

Reviewed on Jan 29, 2025

Hilton Garden Inn Lenox Pittsfield
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
The price is $77 per night from Feb 21 to Feb 22
$77
includes taxes & fees
Feb 21 - Feb 22
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 (703 reviews)
"Quiet"

Reviewed on Feb 12, 2025

FairBridge Inn Express
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
The price is $96 per night from Feb 18 to Feb 19
$96
includes taxes & fees
Feb 18 - Feb 19
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! (761 reviews)
"The room was very clean"

Reviewed on Feb 8, 2025

Berkshire Inn
Heart of the Berkshires
Heart of the Berkshires
970 W Housatonic St, Pittsfield, MA
The price is $97 per night from Feb 18 to Feb 19
$97
includes taxes & fees
Feb 18 - Feb 19
Stay at this motel in Pittsfield. Enjoy free WiFi, laundry facilities, and mountain biking on site. Popular attractions Tanglewood Music Center and Tracy Brook ...
9.4/10 Exceptional! (3 reviews)
Comfy stay
"Was great comfy quiet"

Reviewed on Jan 27, 2025

Heart of the Berkshires
See all 1,294 properties in Pittsfield
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.