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Pittsfield

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Pittsfield Flights as Low as $127

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

Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 17 hours ago
$127
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $127 found 17 hours ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $130 found 1 day ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 17 hours ago
$132
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $132 found 17 hours ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $135 found 1 day ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$137 Roundtrip, found 17 hours ago
$137
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $137 found 17 hours ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $140 found 1 day ago
Breeze Airways
Sun, Aug 30 - Sun, Aug 30
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$140 Roundtrip, found 4 days ago
$140
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Aug 30, priced at $140 found 4 days ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $145 found 4 days ago
Breeze Airways
Sun, Aug 30 - Sun, Aug 30
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Aug 30, priced at $150 found 4 days ago
Breeze Airways
Thu, Aug 27 - Thu, Sep 3
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 27 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Sep 3, priced at $166 found 2 days ago
Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $169 found 4 days ago
Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$174 Roundtrip, found 4 days ago
$174
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $174 found 4 days ago
Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $179 found 4 days ago
Breeze Airways
Thu, Dec 10 - Sun, Dec 13
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$185 Roundtrip, found 1 day ago
$185
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 10 from Orlando Intl. to Portsmouth Intl., returning Sun, Dec 13, priced at $185 found 1 day ago
United
Fri, Jul 31 - Sat, Aug 1
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jul 31 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Aug 1, priced at $234 found 1 day ago
American Airlines
Tue, Sep 1 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Mon, Sep 14, priced at $257 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 MHT 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 November, 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 Concord 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 $127, 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 $127 right now, why wait?

Pittsfield Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$184

Last Minute Hotel Deals in Pittsfield

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street Laconia NH
Book a stay at this business-friendly hotel in Laconia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,016 reviews)
"Missing light bulbs no local cable channels and no safe"

Reviewed on Jul 9, 2026

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Best Western Plus Landmark Inn
The Naswa Resort

The Naswa Resort

3 out of 5
1086 Weirs Blvd Laconia NH
Book a stay at this beach resort in Laconia. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (780 reviews)
"The staff were extremely helpful! My car battery died after going to the office when we arrived. A gentleman named Marcus gave me a ride to pick up a new battery and even installed in for me! If you like a quieter, low-key experience make sure you book a room in their facilities across the roads ..."

Reviewed on Jul 9, 2026

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The Naswa Resort
Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd Tilton NH
Stay at this hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
6.8/10 (888 reviews)
"Can’t beat the price for this location and safe parking.. beds were comfy and cable/wifi worked great"

Reviewed on Jul 7, 2026

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Winnisquam Lake Inn
The Lake Estate on Winnisquam

The Lake Estate on Winnisquam

4.5 out of 5
725 Laconia Road Tilton NH
Book a stay at this luxury hotel in Tilton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Lochmere Golf & Country Club and Tanger Outlets ...
9.8/10 Exceptional! (48 reviews)
"Beautiful property, very good food, amenities and staff and convenient for area attractions (easy 20 minute ride to Weirs Beach). Our new favorite."

Reviewed on Jul 8, 2026

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The Lake Estate on Winnisquam
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
76 Mountain Rd Epsom NH
Stay at this cabin in Epsom. Enjoy free parking, patios, and climate control. Popular attractions James Park and Epsom Public Library are located nearby.
9.6/10 Exceptional! (167 reviews)
"It’s very cool. It’s small though just fyi, two people bump into each other, that isn’t a defect, just make sure you go with someone you like. The shower is nice, multiple settings for the shower heat, nice hot water. The mattress is firm, very big bed. Parking right out front. Camp Fire, there’s ..."

Reviewed on Jun 27, 2026

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Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
The Centennial

The Centennial

4 out of 5
96 Pleasant St Concord NH
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
"The room was clean and comfortable but there was a window ac unit and no shade on the window. Closing the curtains for privacy meant blocking the ac. The room also lacked a full length mirror and had limited bathroom vanity space. I did like the laminate floors, the room was a nice size and the bed ..."

Reviewed on Jul 5, 2026

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The Centennial
Steele Hill Resorts

Steele Hill Resorts

3 out of 5
516 Steele Hill Road Sanbornton NH
Book a stay at this spa hotel in Sanbornton. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (848 reviews)
"Such a fun stay! So much to do on the property and the accommodations were spacious and clean. The staff was so nice!! Would definitely stay again!"

Reviewed on Jul 9, 2026

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Steele Hill Resorts
Best Western Concord Inn & Suites

Best Western Concord Inn & Suites

2.5 out of 5
97 Hall St Concord NH
Stay at this hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,012 reviews)
"It suited its purpose. The only complaint is the room could have been cleaned a little better. The bath tub was not very clean."

Reviewed on Jul 7, 2026

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Best Western Concord Inn & Suites
See all 1,257 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.