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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $107

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

Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 5 hours ago
$107
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 5 hours ago
Breeze Airways
Wed, Aug 6 - Wed, Aug 13
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$112 Roundtrip, found 6 hours ago
$112
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Aug 6 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Aug 13, priced at $112 found 6 hours ago
Spirit Airlines
Tue, Jul 1 - Tue, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Jul 8, priced at $118 found 1 day ago
Spirit Airlines
Fri, Jul 18 - Sat, Jul 19
MCO
Orlando Intl.
BOS
Logan Intl.
$121 Roundtrip, found 3 hours ago
$121
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Fri, Jul 18 from Orlando Intl. to Logan Intl., returning Sat, Jul 19, priced at $121 found 3 hours ago
Delta
Sat, Aug 23 - Tue, Aug 26
MCO
Orlando Intl.
PVD
T.F. Green
$165 Roundtrip, found 21 hours ago
$165
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Aug 23 from Orlando Intl. to T.F. Green, returning Tue, Aug 26, priced at $165 found 21 hours ago
American Airlines
Tue, Aug 12 - Tue, Aug 26
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 12 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Aug 26, priced at $167 found 2 days ago
Delta
Tue, Aug 19 - Tue, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$167 Roundtrip, found 2 hours ago
$167
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Aug 26, priced at $167 found 2 hours ago
JetBlue Airways
Tue, Aug 19 - Tue, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$167 Roundtrip, found 2 hours ago
$167
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Aug 26, priced at $167 found 2 hours ago
United
Tue, Aug 19 - Tue, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$182 Roundtrip, found 2 hours ago
$182
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Aug 26, priced at $182 found 2 hours ago
Frontier Airlines
Mon, Sep 8 - Mon, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Sep 8 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Mon, Sep 8, priced at $203 found 1 day ago
American Airlines
Tue, Oct 7 - Wed, Oct 15
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$217 Roundtrip, found 7 hours ago
$217
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Wed, Oct 15, priced at $217 found 7 hours ago
American Airlines
Wed, Jul 9 - Wed, Jul 16
MCO
Orlando Intl.
MVY
Martha's Vineyard
$222 Roundtrip, found 19 hours ago
$222
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, Jul 9 from Orlando Intl. to Martha's Vineyard, returning Wed, Jul 16, priced at $222 found 19 hours ago
Bargain Flight
Tue, Sep 16 - Tue, Sep 23
ATL
Hartsfield-Jackson Atlanta Intl.
PVD
T.F. Green
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 16 from Hartsfield-Jackson Atlanta Intl. to T.F. Green, returning Tue, Sep 23, priced at $224 found 1 day ago
American Airlines
Mon, Aug 18 - Thu, Aug 21
ATL
Hartsfield-Jackson Atlanta Intl.
MVY
Martha's Vineyard
$226 Roundtrip, found 22 hours ago
$226
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Mon, Aug 18 from Hartsfield-Jackson Atlanta Intl. to Martha's Vineyard, returning Thu, Aug 21, priced at $226 found 22 hours ago
JetBlue Airways
Tue, Jun 24 - Thu, Jun 26
MCO
Orlando Intl.
ORH
Worcester Regional
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jun 24 from Orlando Intl. to Worcester Regional, returning Thu, Jun 26, priced at $231 found 3 days ago
JetBlue Airways
Tue, Jun 17 - Tue, Jun 24
MCO
Orlando Intl.
ACK
Nantucket Memorial
$576 Roundtrip, found 1 day ago
$576
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 17 from Orlando Intl. to Nantucket Memorial, returning Tue, Jun 24, priced at $576 found 1 day 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 October, 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 15 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 $107, 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 $107 right now, why wait?

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

Last Minute Hotel Deals in Eastern Massachusetts

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,539 reviews)
"This hotel was phenomenal! The room was modern, the bathroom very spacious with wonderful amenities. I like that it's located within wakable distance to a T station and the shopping area in Seaport."

Reviewed on Jun 11, 2025

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Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,113 reviews)
"Great location, close to hub of Boston"

Reviewed on Jun 11, 2025

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Hilton Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
Stay at this 4-star 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 ...
9/10 Wonderful! (5,208 reviews)
"Excellent property on Boston waterfront steps from Quincy Market, North End, Boston Common etc. No views to speak of, but outstanding location, high quality rooms and friendly staff."

Reviewed on Jun 11, 2025

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Harborside Inn Of Boston
The Langham, Boston
The Langham, Boston
5 out of 5
250 Franklin St, Boston, MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,000 reviews)
"very good stay , already booked again for september"

Reviewed on Jun 10, 2025

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The Langham, Boston
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (4,046 reviews)
"Super friendly and attentive staff. Nice little "extras" each day like snacks, wine tastings, etc. Very happy with our stay!"

Reviewed on Jun 11, 2025

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The Godfrey Hotel Boston
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,688 reviews)
"Hotel was nice and clean, daily refresh of the room. Room a little tired looking with peeling wallpaper but good amentities including air con and in room fridge. Shower wasnt overly powerful."

Reviewed on Jun 11, 2025

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Copley Square Hotel, a FOUND Hotel
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
9.2/10 Wonderful! (5,920 reviews)
"I liked that we could walk to the Harbour and we had dining options nearby"

Reviewed on Jun 11, 2025

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The Dagny Boston
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,883 reviews)
"The hotel overall is nice and overlooks the river. The gym was in good condition and they have a nice restaurant and cafe. I wish they had free coffee or water in the lobby. The room was clean and bed was comfortable. Staff were very friendly. The sink made a loud noise anytime we turned the water ..."

Reviewed on Jun 10, 2025

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Hyatt Regency Boston/Cambridge
See all 15,696 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
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast ...
8.6/10 Excellent! (1,989 reviews)
"Property was good, clean. A/c units a bit loud. Breakfast area light and kept orderly and well stocked."

Reviewed on Jun 8, 2025

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Embassy Suites Boston Logan Airport
Holiday Inn Express Boston - Saugus by IHG
Holiday Inn Express Boston - Saugus by IHG
2.5 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 ...
8.4/10 Very Good! (1,000 reviews)
"We had the BEST experience! The front desk customer service representatives were excellent. Johnathan went above and beyond to make sure our first time in the Boston area was welcoming. He offered us maps and brochures for our day trip to Salem which came in handy! He always asked us about our plans ..."

Reviewed on Jun 10, 2025

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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
Stay at this 4-star business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and a free cruise terminal shuttle. Our guests praise ...
8.2/10 Very Good! (1,343 reviews)
"great room and great location"

Reviewed on Jun 6, 2025

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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
Stay at this 3-star business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
7.4/10 Good! (2,695 reviews)
"The Hotel is conveniently situated. The rooms are clean, but amenities are not the best. There is no vanity or sink inside the washroom only the one outside. The wallpapers look old, but overall good for a couple day stays."

Reviewed on Jun 12, 2025

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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
Stay at this 3-star business-friendly hotel in Revere. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (1,003 reviews)
"Good clean"

Reviewed on Jun 9, 2025

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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
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,403 reviews)
"Wish my trip there wasn’t so quick. Exactly what you want in a clean relaxing hotel. Seamless. Ate at the restaurant and was well satisfied with the options."

Reviewed on Jun 11, 2025

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Courtyard by Marriott Boston Logan Airport
See all 15,696 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.