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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $148

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

Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $148 found 3 days ago
Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $153 found 3 days ago
Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $153 found 2 days ago
Frontier Airlines
Mon, Sep 28 - Fri, Oct 2
MCO
Orlando Intl.
BOS
Logan Intl.
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Sep 28 from Orlando Intl. to Logan Intl., returning Fri, Oct 2, priced at $170 found 2 days ago
Frontier Airlines
Tue, Oct 27 - Sat, Oct 31
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$188 Roundtrip, found 6 hours ago
$188
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Sat, Oct 31, priced at $188 found 6 hours ago
JetBlue Airways
Tue, Sep 22 - Tue, Sep 29
MCO
Orlando Intl.
BOS
Logan Intl.
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Orlando Intl. to Logan Intl., returning Tue, Sep 29, priced at $199 found 2 hours ago
American Airlines
Tue, Sep 22 - Tue, Sep 29
MCO
Orlando Intl.
BOS
Logan Intl.
$199 Roundtrip, found 2 hours ago
$199
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Sep 22 from Orlando Intl. to Logan Intl., returning Tue, Sep 29, priced at $199 found 2 hours ago
Delta
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
BOS
Logan Intl.
$204 Roundtrip, found 20 hours ago
$204
Roundtrip
found 20 hours ago
Select Delta flight, departing Wed, Aug 26 from Orlando Intl. to Logan Intl., returning Tue, Sep 1, priced at $204 found 20 hours ago
Breeze Airways
Mon, Aug 31 - Wed, Sep 2
MCO
Orlando Intl.
PVD
T.F. Green
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Aug 31 from Orlando Intl. to T.F. Green, returning Wed, Sep 2, priced at $214 found 2 days ago
United
Tue, Sep 22 - Tue, Sep 29
MCO
Orlando Intl.
BOS
Logan Intl.
$219 Roundtrip, found 2 hours ago
$219
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Sep 22 from Orlando Intl. to Logan Intl., returning Tue, Sep 29, priced at $219 found 2 hours ago
Bargain Flight
Fri, Aug 14 - Fri, Aug 21
ATL
Hartsfield-Jackson Atlanta Intl.
PVD
T.F. Green
$254 Roundtrip, found 3 days ago
$254
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Fri, Aug 14 from Hartsfield-Jackson Atlanta Intl. to T.F. Green, returning Fri, Aug 21, priced at $254 found 3 days ago
Bargain Flight
Tue, Nov 10 - Tue, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$255 Roundtrip, found 3 days ago
$255
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Nov 10 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Tue, Nov 17, priced at $255 found 3 days ago
Breeze Airways
Thu, Sep 3 - Thu, Sep 17
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$294 Roundtrip, found 2 days ago
$294
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $294 found 2 days ago
Delta
Sun, Sep 6 - Fri, Sep 25
MCO
Orlando Intl.
MVY
Martha's Vineyard
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Sep 6 from Orlando Intl. to Martha's Vineyard, returning Fri, Sep 25, priced at $304 found 2 days ago
Delta
Wed, Jul 29 - Tue, Aug 4
MCO
Orlando Intl.
ORH
Worcester Regional
$336 Roundtrip, found 6 days ago
$336
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jul 29 from Orlando Intl. to Worcester Regional, returning Tue, Aug 4, priced at $336 found 6 days ago
American Airlines
Tue, Aug 11 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
MVY
Martha's Vineyard
$387 Roundtrip, found 2 days ago
$387
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Martha's Vineyard, returning Tue, Aug 18, priced at $387 found 2 days ago

Cheap Flights to Eastern Massachusetts

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

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

Frequently Asked Questions About flights to Eastern Massachusetts

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Eastern 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 Eastern 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 Eastern Massachusetts are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Eastern Massachusetts?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Eastern Massachusetts.

What airport is best to fly into Eastern Massachusetts?

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

How much are flights to Eastern Massachusetts?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Eastern Massachusetts on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $148, 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 Eastern Massachusetts?

The trick to saving a stack of cash on your flight to Eastern 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 $148 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$159

Last Minute Hotel Deals in Eastern Massachusetts

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,589 reviews)
"This was such a pleasant stay! The staff are over the top helpful and so kind! The room was just perfect with a great view of the harbor. Valet was seamless. The restaurant was good!! Wonderful stay in Boston!"

Reviewed on Jul 21, 2026

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Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,804 reviews)
"It was greatl"

Reviewed on Jul 20, 2026

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Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,756 reviews)
"Really liked the place. Bed was comfortable. It was really hot outside and the AC was super duper COLD. My suggestion, which I did not do but will do next time, is make sure you bring a sweatshirt to keep warm. My only dislike of this room was the bathroom. The bathroom was very large which was great ..."

Reviewed on Jul 21, 2026

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The Revolution Hotel
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
9/10 Wonderful! (2,467 reviews)
"Good hotel to stay in..close to Harvard university and Boston university"

Reviewed on Jul 21, 2026

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Hyatt Regency Boston/Cambridge
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

3 out of 5
220 Huntington Avenue Boston MA
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Copley Square and Fenway Park are located nearby.
8.2/10 Very Good! (649 reviews)
"The room was very clean, but the TV didn’t work, and our room key didn’t work. The staff told us were no other available rooms and we would have to find a maintenance staff member to let us into our room each time we needed to get in."

Reviewed on Jul 21, 2026

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The Midtown Hotel MOD Collection by Sonesta
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
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Harborside Inn Of Boston
Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

4 out of 5
39 Dalton St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise ...
8.6/10 Excellent! (1,859 reviews)
"Very nice hotel!! Great location!"

Reviewed on Jul 21, 2026

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Sheraton Boston, a Marriott Hotel
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
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The Dagny Boston
See all 16,422 properties in Eastern 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

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,494 reviews)
"Excellent venue and surprisingly good local toon to explore local area and bars etc."

Reviewed on Jul 21, 2026

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Embassy Suites Boston Logan Airport
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
999 Broadway Saugus MA
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,165 reviews)
"Room was clean nice set up with sink and mirror outside of bathroom."

Reviewed on Jul 19, 2026

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Holiday Inn Express Boston - Saugus by IHG
DoubleTree by Hilton Hotel Boston Bayside

DoubleTree by Hilton Hotel Boston Bayside

4 out of 5
240 Mount Vernon Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and a free cruise terminal shuttle. Our guests praise ...
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DoubleTree by Hilton Hotel Boston Bayside
La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Book a stay at this business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
7.6/10 Good! (3,427 reviews)
"Con gusto regresaría, balance perfecto de precio y ubicación."

Reviewed on Jul 21, 2026

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La Quinta Inn & Suites by Wyndham Boston Somerville
Four Points by Sheraton Boston Logan Airport Revere

Four Points by Sheraton Boston Logan Airport Revere

3 out of 5
407 Squire Rd Revere MA
Book a stay at this business-friendly hotel in Revere. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,002 reviews)
"Room was clean and close to the airport for early morning flights!"

Reviewed on Jul 20, 2026

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Four Points by Sheraton Boston Logan Airport Revere
Courtyard by Marriott Boston Logan Airport

Courtyard by Marriott Boston Logan Airport

3 out of 5
225 William F. McClellan Highway Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,348 reviews)
"."

Reviewed on Jul 20, 2026

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Courtyard by Marriott Boston Logan Airport
See all 16,422 properties in Eastern 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.