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Western Massachusetts

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Western Massachusetts Flights as Low as $73

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

Frontier Airlines
Fri, Sep 26 - Sun, Sep 28
MCO
Orlando Intl.
BDL
Bradley Intl.
$73 Roundtrip, found 2 hours ago
$73
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Sep 26 from Orlando Intl. to Bradley Intl., returning Sun, Sep 28, priced at $73 found 2 hours ago
Spirit Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$87 Roundtrip, found 8 hours ago
$87
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $87 found 8 hours ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $97 found 5 days ago
Frontier Airlines
Fri, Sep 26 - Fri, Oct 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 10 hours ago
$98
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Fri, Sep 26 from Orlando Intl. to Bradley Intl., returning Fri, Oct 3, priced at $98 found 10 hours ago
Frontier Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$100 Roundtrip, found 8 hours ago
$100
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $100 found 8 hours ago
Breeze Airways
Fri, Sep 26 - Sun, Sep 28
MCO
Orlando Intl.
BDL
Bradley Intl.
$101 Roundtrip, found 2 hours ago
$101
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Sep 26 from Orlando Intl. to Bradley Intl., returning Sun, Sep 28, priced at $101 found 2 hours ago
Frontier Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$106 Roundtrip, found 8 hours ago
$106
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $106 found 8 hours ago
Frontier Airlines
Thu, Sep 18 - Thu, Sep 25
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 23 hours ago
$122
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Sep 18 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Thu, Sep 25, priced at $122 found 23 hours ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$148 Roundtrip, found 15 hours ago
$148
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $148 found 15 hours ago
JetBlue Airways
Tue, Sep 30 - Sat, Oct 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$150 Roundtrip, found 10 hours ago
$150
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Sep 30 from Orlando Intl. to Bradley Intl., returning Sat, Oct 4, priced at $150 found 10 hours ago
American Airlines
Sat, Sep 27 - Mon, Sep 29
MCO
Orlando Intl.
BDL
Bradley Intl.
$170 Roundtrip, found 10 hours ago
$170
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Sep 27 from Orlando Intl. to Bradley Intl., returning Mon, Sep 29, priced at $170 found 10 hours ago
Delta
Tue, Sep 30 - Tue, Sep 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$195 Roundtrip, found 10 hours ago
$195
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Sep 30 from Orlando Intl. to Bradley Intl., returning Tue, Sep 30, priced at $195 found 10 hours ago
United
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$207 Roundtrip, found 8 hours ago
$207
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $207 found 8 hours ago
American Airlines
Mon, Aug 25 - Tue, Aug 26
MCO
Orlando Intl.
ORH
Worcester Regional
$287 Roundtrip, found 5 days ago
$287
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Aug 25 from Orlando Intl. to Worcester Regional, returning Tue, Aug 26, priced at $287 found 5 days ago
Delta
Sun, Aug 24 - Fri, Sep 5
ATL
Hartsfield-Jackson Atlanta Intl.
ORH
Worcester Regional
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Aug 24 from Hartsfield-Jackson Atlanta Intl. to Worcester Regional, returning Fri, Sep 5, priced at $313 found 1 day ago
American Airlines
Sat, Aug 30 - Tue, Sep 2
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$402 Roundtrip, found 6 days ago
$402
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Aug 30 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Tue, Sep 2, priced at $402 found 6 days ago

Cheap Flights to Western Massachusetts

Fall in love at first flight with your vacation to Western Massachusetts 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 Western Massachusetts on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Western Massachusetts

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Western Massachusetts 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 HFD airport.

What is the cheapest month to fly to Western Massachusetts?

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 Western Massachusetts are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Western Massachusetts?

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 Western Massachusetts.

What airport is best to fly into Western Massachusetts?

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

How much are flights to Western Massachusetts?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Western Massachusetts on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $73, 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 Western Massachusetts?

The trick to saving a stack of cash on your flight to Western Massachusetts? 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 $73 right now, why wait?

Western Massachusetts Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$73

Last Minute Hotel Deals in Western Massachusetts

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,944 reviews)
"Great location with great amenities. The bed was"

Reviewed on Aug 14, 2025

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Vacation Village in the Berkshires
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
Stay at this 4-star hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking ...
8.8/10 Excellent! (1,391 reviews)
"Nice"

Reviewed on Aug 14, 2025

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MGM Springfield
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (562 reviews)
Rest, relax, and repeat
"Great value for families! The welcoming staff, location (Lenox/Pittsfield border), spacious suite, and ample amenities made for a fantastic vacation. No free breakfast but there are several dining options and markets nearby. Gorgeous view of the sunset from the upper floors. There was a note of upcoming ..."

Reviewed on Aug 14, 2025

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Berkshire Mountain Lodge
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street, Springfield, MA
Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,001 reviews)
"Large and clean rooms, good breakfast and ample of time activities"

Reviewed on Aug 14, 2025

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Holiday Inn Express Springfield Downtown by IHG
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,237 reviews)
"Lovely property. The front desk clerk was angry and bitter and the breakfast was underwhelming but otherwise, ok."

Reviewed on Aug 13, 2025

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D. Hotel Suites & Spa
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street, Springfield, MA
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,274 reviews)
"Property was well located to major roadways and dining options, the bed was absolutely amazing and the view was fantastic!"

Reviewed on Aug 16, 2025

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La Quinta Inn & Suites by Wyndham Springfield MA
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (673 reviews)
"Nice place. Staff was great. Great location."

Reviewed on Aug 13, 2025

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Berkshires Untold
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,000 reviews)
"Good"

Reviewed on Aug 8, 2025

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Quality Inn
See all 1,480 properties in Western Massachusetts
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.