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Western Massachusetts

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Western Massachusetts Flights as Low as $98

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

Breeze Airways
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 10 hours ago
$98
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $98 found 10 hours ago
Frontier Airlines
Thu, Aug 28 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$100 Roundtrip, found 10 hours ago
$100
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $100 found 10 hours ago
Breeze Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$104 Roundtrip, found 6 hours ago
$104
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $104 found 6 hours ago
Frontier Airlines
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 6 hours ago
$107
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $107 found 6 hours ago
Spirit Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$120 Roundtrip, found 10 hours ago
$120
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $120 found 10 hours ago
JetBlue Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 6 hours ago
$137
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $137 found 6 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $137 found 1 day ago
Breeze Airways
Sat, Aug 30 - Mon, Sep 1
ORF
Norfolk Intl.
BDL
Bradley Intl.
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 30 from Norfolk Intl. to Bradley Intl., returning Mon, Sep 1, priced at $142 found 1 day ago
American Airlines
Wed, Aug 20 - Thu, Aug 21
MCO
Orlando Intl.
ORH
Worcester Regional
$154 Roundtrip, found 11 hours ago
$154
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Aug 20 from Orlando Intl. to Worcester Regional, returning Thu, Aug 21, priced at $154 found 11 hours ago
American Airlines
Tue, Aug 19 - Mon, Aug 25
ORF
Norfolk Intl.
ORH
Worcester Regional
$194 Roundtrip, found 13 hours ago
$194
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Aug 19 from Norfolk Intl. to Worcester Regional, returning Mon, Aug 25, priced at $194 found 13 hours ago
Delta
Tue, Aug 19 - Mon, Aug 25
ORF
Norfolk Intl.
ORH
Worcester Regional
$194 Roundtrip, found 13 hours ago
$194
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Aug 19 from Norfolk Intl. to Worcester Regional, returning Mon, Aug 25, priced at $194 found 13 hours ago
United
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$201 Roundtrip, found 6 hours ago
$201
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $201 found 6 hours ago
Delta
Sat, Sep 20 - Wed, Sep 24
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$235 Roundtrip, found 3 hours ago
$235
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Sep 20 from Luis Munoz Marin Intl. to Bradley Intl., returning Wed, Sep 24, priced at $235 found 3 hours ago
Delta
Mon, Aug 11 - Wed, Aug 13
ORF
Norfolk Intl.
ALB
Albany Intl.
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Aug 11 from Norfolk Intl. to Albany Intl., returning Wed, Aug 13, priced at $274 found 4 days ago
JetBlue Airways
Thu, Jul 31 - Sun, Aug 17
SJU
Luis Munoz Marin Intl.
ORH
Worcester Regional
$386 Roundtrip, found 5 days ago
$386
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Jul 31 from Luis Munoz Marin Intl. to Worcester Regional, returning Sun, Aug 17, priced at $386 found 5 days ago
United
Fri, Aug 1 - Tue, Aug 5
SJU
Luis Munoz Marin Intl.
ALB
Albany Intl.
$587 Roundtrip, found 4 days ago
$587
Roundtrip
found 4 days ago
Select United flight, departing Fri, Aug 1 from Luis Munoz Marin Intl. to Albany Intl., returning Tue, Aug 5, priced at $587 found 4 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 August, 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 $98, 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 $98 right now, why wait?

Western Massachusetts Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$97

Last Minute Hotel Deals in Western Massachusetts

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! (1,394 reviews)
"Really nice hotel area. The room was beautiful— was not expecting such a nice room. Definitely staying here when I’m in the area"

Reviewed on Jul 21, 2025

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MGM Springfield
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! (1,890 reviews)
"I loved the mountains all around, beautiful scenery."

Reviewed on Jul 21, 2025

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Vacation Village in the Berkshires
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! (1,016 reviews)
"This is a nice hotel but a rough area. Dont think i slept much with all the sirens, cars squealing their tires and all the loud guests coming and going all night. I would not stay here again."

Reviewed on Jul 20, 2025

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Holiday Inn Express Springfield Downtown by IHG
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way, Amherst, MA
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mullins ...
8.6/10 Excellent! (1,010 reviews)
"Good and convenient for orientation at umass."

Reviewed on Jul 20, 2025

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Hotel UMass
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! (2,250 reviews)
"Quiet, capable staff who smoothly run a secure, convenient hotel."

Reviewed on Jul 21, 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)
"Plenty of free, convenient parking . Helpful, friendly staff . Clean , comfortable , great AC in the room."

Reviewed on Jul 17, 2025

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La Quinta Inn & Suites by Wyndham Springfield MA
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,004 reviews)
"Great place"

Reviewed on Jul 16, 2025

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Hotel Downstreet, Ascend Hotel Collection
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

2.5 out of 5
851 East Columbus Ave, 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 ...
8.6/10 Excellent! (1,000 reviews)
"I like breakfast. I didn't like the every other day, bathroom and towels dirty every other."

Reviewed on Jul 22, 2025

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Hampton Inn & Suites Springfield/Downtown
See all 1,482 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.