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Southeast Massachusetts

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Southeast Massachusetts Flights as Low as $273

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

Delta
Tue, Dec 1 - Tue, Dec 15
LGA
LaGuardia
ORH
Worcester Regional
$273 Roundtrip, found 5 hours ago
$273
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Dec 1 from LaGuardia to Worcester Regional, returning Tue, Dec 15, priced at $273 found 5 hours ago
Delta
Tue, Nov 24 - Tue, Dec 8
LGA
LaGuardia
ORH
Worcester Regional
$285 Roundtrip, found 5 hours ago
$285
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Nov 24 from LaGuardia to Worcester Regional, returning Tue, Dec 8, priced at $285 found 5 hours ago
Delta
Fri, Oct 16 - Sun, Oct 18
LGA
LaGuardia
BOS
Logan Intl.
$285 Roundtrip, found 5 days ago
$285
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Oct 16 from LaGuardia to Logan Intl., returning Sun, Oct 18, priced at $285 found 5 days ago
JetBlue Airways
Thu, Oct 15 - Fri, Oct 16
JFK
John F. Kennedy Intl.
BOS
Logan Intl.
$285 Roundtrip, found 4 days ago
$285
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Oct 15 from John F. Kennedy Intl. to Logan Intl., returning Fri, Oct 16, priced at $285 found 4 days ago
American Airlines
Fri, Oct 16 - Sun, Oct 18
JFK
John F. Kennedy Intl.
BOS
Logan Intl.
$285 Roundtrip, found 5 days ago
$285
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Oct 16 from John F. Kennedy Intl. to Logan Intl., returning Sun, Oct 18, priced at $285 found 5 days ago
Delta
Thu, Nov 19 - Tue, Dec 8
LGA
LaGuardia
ORH
Worcester Regional
$289 Roundtrip, found 5 hours ago
$289
Roundtrip
found 5 hours ago
Select Delta flight, departing Thu, Nov 19 from LaGuardia to Worcester Regional, returning Tue, Dec 8, priced at $289 found 5 hours ago
Delta
Mon, Nov 23 - Tue, Dec 1
LGA
LaGuardia
BOS
Logan Intl.
$293 Roundtrip, found 11 hours ago
$293
Roundtrip
found 11 hours ago
Select Delta flight, departing Mon, Nov 23 from LaGuardia to Logan Intl., returning Tue, Dec 1, priced at $293 found 11 hours ago
Delta
Tue, Nov 24 - Fri, Dec 4
LGA
LaGuardia
ORH
Worcester Regional
$297 Roundtrip, found 5 hours ago
$297
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Nov 24 from LaGuardia to Worcester Regional, returning Fri, Dec 4, priced at $297 found 5 hours ago
Delta
Thu, Nov 19 - Fri, Dec 4
LGA
LaGuardia
ORH
Worcester Regional
$301 Roundtrip, found 5 hours ago
$301
Roundtrip
found 5 hours ago
Select Delta flight, departing Thu, Nov 19 from LaGuardia to Worcester Regional, returning Fri, Dec 4, priced at $301 found 5 hours ago
United
Mon, Dec 7 - Thu, Dec 10
LGA
LaGuardia
BOS
Logan Intl.
$469 Roundtrip, found 3 days ago
$469
Roundtrip
found 3 days ago
Select United flight, departing Mon, Dec 7 from LaGuardia to Logan Intl., returning Thu, Dec 10, priced at $469 found 3 days ago
Southwest Airlines
Mon, Dec 7 - Thu, Dec 10
LGA
LaGuardia
BOS
Logan Intl.
$511 Roundtrip, found 3 days ago
$511
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Mon, Dec 7 from LaGuardia to Logan Intl., returning Thu, Dec 10, priced at $511 found 3 days ago
JetBlue Airways
Thu, Oct 8 - Sun, Oct 11
JFK
John F. Kennedy Intl.
HYA
Barnstable Municipal
$570 Roundtrip, found 6 days ago
$570
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Oct 8 from John F. Kennedy Intl. to Barnstable Municipal, returning Sun, Oct 11, priced at $570 found 6 days ago
JetBlue Airways
Mon, Oct 12 - Tue, Oct 20
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
$571 Roundtrip, found 1 day ago
$571
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Oct 12 from John F. Kennedy Intl. to Nantucket Memorial, returning Tue, Oct 20, priced at $571 found 1 day ago
Cape Air
Mon, Oct 12 - Tue, Oct 20
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
$729 Roundtrip, found 1 day ago
$729
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Oct 12 from John F. Kennedy Intl. to Nantucket Memorial, returning Tue, Oct 20, priced at $729 found 1 day ago
JetBlue Airways
Thu, Oct 8 - Sun, Oct 11
LGA
LaGuardia
HYA
Barnstable Municipal
$843 Roundtrip, found 12 hours ago
$843
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Thu, Oct 8 from LaGuardia to Barnstable Municipal, returning Sun, Oct 11, priced at $843 found 12 hours ago
United
Wed, Sep 30 - Wed, Sep 30
LGA
LaGuardia
PVD
T.F. Green
$1,057 Roundtrip, found 3 days ago
$1,057
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 30 from LaGuardia to T.F. Green, returning Wed, Sep 30, priced at $1,057 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 December, 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 16 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 $273, 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 $273 right now, why wait?

Southeast Massachusetts Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$106

Last Minute Hotel Deals in Southeast Massachusetts

Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

2.5 out of 5
29 Hancock St Quincy MA
Book a stay at this business-friendly hotel in Quincy. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
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Best Western Adams Inn Quincy-Boston
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 ...
8.4/10 Very Good! (407 reviews)
"The syrup bottles were covered with ants."

Reviewed on Sep 29, 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 breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,018 reviews)
"Very nice room. Clean and friendly helpful staff. Breakfast was ok."

Reviewed on Sep 28, 2026

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Sonesta Select Boston Foxborough Mansfield
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! (784 reviews)
"K"

Reviewed on Sep 28, 2026

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Margaritaville Resort Cape Cod
Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
Book a stay at this beach hotel in West Dennis. Enjoy free WiFi, free parking, and private plunge pools. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (325 reviews)
"Property was absolutely breathtaking. The restaurant/bar was steps from the beach and had a beautiful interior. The accommodations were very quaint. It was like stepping back in time. They were clean and comfortable and also allowed for a beautiful view. We were there in off season so it was not ..."

Reviewed on Sep 27, 2026

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Lighthouse Inn
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
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Chatham Bars Inn
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. ...
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Bayside Resort Hotel
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St Provincetown MA
Stay at this hotel in Provincetown. Enjoy free parking, an outdoor pool, and a fireplace in the lobby. Our guests praise the pool and the helpful staff in our ...
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Harbor Hotel Provincetown
See all 11,305 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' ...
9.4/10 Exceptional! (19 reviews)
"Everything was even better than we'd hoped. The cottage was absolutely beautiful and extremely clean, and we couldn't have been in a better location! The view of the harbor, proximity to shopping and dining, and ease of check-in/out made for the perfect vacation. The bed was super comfy and the kitchen ..."

Reviewed on Sep 25, 2026

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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. ...
9.2/10 Wonderful! (831 reviews)
"The lobby area was great. Although the room felt a bit sparse- seemed to be missing local charm. And we didn’t realize it was right at the end of the airport- we could have walked to it, instead we had a $23 taxi fee. The staff was outstanding- probably some of the warmest folks I have ever experienced. ..."

Reviewed on Sep 24, 2026

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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! (881 reviews)
"Very friendly staff and easy check-in checkout process. Complementary breakfast and very clean rooms. Nice extra to to have a shuttle ride to downtown."

Reviewed on Sep 28, 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 ...
9.8/10 Exceptional! (87 reviews)
"Very nice BB with super owner. Rooms were very small and could be easily upgraded."

Reviewed on Sep 7, 2026

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The Inn at Cook Street
See all 11,305 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.