Search Cheap Flights to
Southeast Massachusetts

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Southeast Massachusetts Flights as Low as $96

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

Allegiant Air
Sat, Aug 15 - Sat, Aug 15
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$96 Roundtrip, found 2 days ago
$96
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Sat, Aug 15 from St. Petersburg-Clearwater Intl. to Portsmouth Intl., returning Sat, Aug 15, priced at $96 found 2 days ago
Allegiant Air
Sat, Aug 15 - Sat, Aug 15
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sat, Aug 15 from St. Petersburg-Clearwater Intl. to Portsmouth Intl., returning Sat, Aug 15, priced at $102 found 1 day ago
Breeze Airways
Fri, Sep 18 - Tue, Sep 22
TPA
Tampa Intl.
PVD
T.F. Green
$216 Roundtrip, found 21 hours ago
$216
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Tampa Intl. to T.F. Green, returning Tue, Sep 22, priced at $216 found 21 hours ago
Breeze Airways
Fri, Sep 18 - Tue, Sep 22
TPA
Tampa Intl.
PVD
T.F. Green
$221 Roundtrip, found 21 hours ago
$221
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Tampa Intl. to T.F. Green, returning Tue, Sep 22, priced at $221 found 21 hours ago
JetBlue Airways
Sat, Sep 12 - Tue, Sep 22
TPA
Tampa Intl.
PVD
T.F. Green
$223 Roundtrip, found 23 hours ago
$223
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Sat, Sep 12 from Tampa Intl. to T.F. Green, returning Tue, Sep 22, priced at $223 found 23 hours ago
JetBlue Airways
Thu, Sep 10 - Wed, Sep 16
TPA
Tampa Intl.
BOS
Logan Intl.
$226 Roundtrip, found 23 hours ago
$226
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Tampa Intl. to Logan Intl., returning Wed, Sep 16, priced at $226 found 23 hours ago
Delta
Sat, Oct 10 - Tue, Oct 13
TPA
Tampa Intl.
BOS
Logan Intl.
$238 Roundtrip, just found
$238
Roundtrip
just found
Select Delta flight, departing Sat, Oct 10 from Tampa Intl. to Logan Intl., returning Tue, Oct 13, priced at $238 just found
Breeze Airways
Fri, Sep 18 - Sat, Sep 26
TPA
Tampa Intl.
PVD
T.F. Green
$253 Roundtrip, found 21 hours ago
$253
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Tampa Intl. to T.F. Green, returning Sat, Sep 26, priced at $253 found 21 hours ago
Bargain Flight
Thu, Oct 1 - Wed, Oct 14
TPA
Tampa Intl.
BOS
Logan Intl.
$253 Roundtrip, found 6 hours ago
$253
Roundtrip
found 6 hours ago
Select Bargain Flight flight, departing Thu, Oct 1 from Tampa Intl. to Logan Intl., returning Wed, Oct 14, priced at $253 found 6 hours ago
American Airlines
Mon, Sep 21 - Wed, Sep 23
TPA
Tampa Intl.
PVD
T.F. Green
$285 Roundtrip, just found
$285
Roundtrip
just found
Select American Airlines flight, departing Mon, Sep 21 from Tampa Intl. to T.F. Green, returning Wed, Sep 23, priced at $285 just found
Delta
Sun, Sep 20 - Mon, Sep 21
IAH
George Bush Intercontinental
BOS
Logan Intl.
$287 Roundtrip, found 5 days ago
$287
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Sep 20 from George Bush Intercontinental to Logan Intl., returning Mon, Sep 21, priced at $287 found 5 days ago
American Airlines
Thu, Aug 13 - Sun, Aug 16
TPA
Tampa Intl.
ORH
Worcester Regional
$361 Roundtrip, found 23 hours ago
$361
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, Aug 13 from Tampa Intl. to Worcester Regional, returning Sun, Aug 16, priced at $361 found 23 hours ago
JetBlue Airways
Mon, Aug 3 - Tue, Aug 4
IAH
George Bush Intercontinental
PVD
T.F. Green
$394 Roundtrip, found 22 hours ago
$394
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Mon, Aug 3 from George Bush Intercontinental to T.F. Green, returning Tue, Aug 4, priced at $394 found 22 hours ago
Frontier Airlines
Tue, Jul 28 - Fri, Jul 31
IAH
George Bush Intercontinental
BOS
Logan Intl.
$395 Roundtrip, found 16 hours ago
$395
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Jul 28 from George Bush Intercontinental to Logan Intl., returning Fri, Jul 31, priced at $395 found 16 hours ago
American Airlines
Tue, Aug 11 - Tue, Aug 18
IAH
George Bush Intercontinental
MVY
Martha's Vineyard
$434 Roundtrip, found 21 hours ago
$434
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Aug 11 from George Bush Intercontinental to Martha's Vineyard, returning Tue, Aug 18, priced at $434 found 21 hours ago
Alaska Airlines
Fri, Sep 4 - Mon, Sep 7
IAH
George Bush Intercontinental
BOS
Logan Intl.
$763 Roundtrip, found 3 days ago
$763
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Fri, Sep 4 from George Bush Intercontinental to Logan Intl., returning Mon, Sep 7, priced at $763 found 3 days ago

Cheap Flights to Southeast Massachusetts

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

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

Frequently Asked Questions About flights to Southeast Massachusetts

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

What is the cheapest month to fly to Southeast 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 Southeast Massachusetts are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southeast Massachusetts?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Southeast Massachusetts.

What airport is best to fly into Southeast Massachusetts?

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

How much are flights to Southeast Massachusetts?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southeast Massachusetts on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $96, 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 Southeast Massachusetts?

The trick to saving a stack of cash on your flight to Southeast 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 $96 right now, why wait?

Southeast Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$181

Last Minute Hotel Deals in Southeast Massachusetts

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
8.6/10 Excellent! (647 reviews)
"Room was clean, court yard room very accessible and convenient for the family. Water park and pool clean. Will be coming back"

Reviewed on Jul 26, 2026

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Margaritaville Resort Cape Cod
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
8.6/10 Excellent! (311 reviews)
"This is a rebranded Holiday Inn. It’s very clean offers a free breakfast and there is a laundry room for guests to use. Good location."

Reviewed on Jul 26, 2026

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Iris Hotel Cape Cod
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
35 Foxborough Boulevard Foxborough MA
Book a stay at this business-friendly hotel in Foxborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,011 reviews)
"Room had half of the power outlets non functioning and there was mold in the corners of the shower. The overhead light in the bathroom was burnt out."

Reviewed on Jul 26, 2026

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Sonesta Select Boston Foxborough Mansfield
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
9.4/10 Exceptional! (230 reviews)
"We stayed at the Uncommoner for a bachelorette party. It was the perfect location! So close to the strip, night life, restaurants. A short 1.5 mile walk or quick drive/uber ride. The staff were incredible! So accommodating. The cafe was the perfect place for coffee and breakfast. The nightlife was ..."

Reviewed on Jul 26, 2026

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Uncommoner Hotel by Reverie Boutique Collection
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,551 reviews)
"Highly recommend! Very well maintained and clean. The amenities are great too!"

Reviewed on Jul 27, 2026

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Bayside Resort Hotel
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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Falmouth Inn
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
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Nantucket Inn
Hyannis Harbor Hotel

Hyannis Harbor Hotel

3.5 out of 5
213 Ocean St Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
8.2/10 Very Good! (1,009 reviews)
"N/A"

Reviewed on Jul 26, 2026

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Hyannis Harbor Hotel
See all 11,520 properties in Southeast 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.

Top Hotels With Free Airport Shuttle

8 Dyer Hotel

8 Dyer Hotel

4 out of 5
8 Dyer Street Provincetown MA
Stay at this B&B in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Commercial Street and Packard Gallery are located ...
10/10 Exceptional! (18 reviews)
"Wonderful location- great hotel"

Reviewed on Feb 17, 2025

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8 Dyer Hotel
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 out of 5
99 Main Street, Route 28 West Yarmouth MA
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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Hampton Inn & Suites Cape Cod-West Yarmouth
Harborview Nantucket

Harborview Nantucket

4 out of 5
24 Washington Street Nantucket MA
Book a stay at this beach cottage in Nantucket. Enjoy free WiFi, a private beach, and a garden. Popular attractions Maria Mitchell Aquarium and The Artists' ...
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Harborview Nantucket
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
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Nantucket Inn
Seaglass Inn Provincetown

Seaglass Inn Provincetown

3 out of 5
105 Bradford Street Extension Provincetown MA
Stay at this hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.6/10 Exceptional! (850 reviews)
"The staff was phenomenal. The breakfasts were fantastic. The pool and grounds were beautiful. The only issue I had was that the bed was rather hard and the bathroom was somewhat dated. Overall a very nice stay."

Reviewed on Jul 26, 2026

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Seaglass Inn Provincetown
The Inn at Cook Street

The Inn at Cook Street

3 out of 5
7 Cook Street Provincetown MA
Book a stay at this beach B&B in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Commercial Street and Provincetown Art ...
10/10 Exceptional! (82 reviews)
"The Inn at Cook St is privately owned and well maintained by the owner Spencer. He greeted us and personally supervised where we safely parked our car, fix the television so we could watch the Knicks game and cooked the best breakfast ever! And he gardens too. It is worth every penny to stay at this ..."

Reviewed on Jun 10, 2026

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The Inn at Cook Street
See all 11,520 properties in Southeast 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.