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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $81

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

Frontier Airlines
Thu, Nov 26 - Thu, Dec 10
MCO
Orlando Intl.
BOS
Logan Intl.
$81 Roundtrip, found 10 hours ago
$81
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Nov 26 from Orlando Intl. to Logan Intl., returning Thu, Dec 10, priced at $81 found 10 hours ago
Breeze Airways
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 14, priced at $117 found 2 days ago
Breeze Airways
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 2 hours ago
$122
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 14, priced at $122 found 2 hours ago
Breeze Airways
Fri, Jan 22 - Sun, Jan 24
RDU
Raleigh - Durham Intl.
PVD
T.F. Green
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh - Durham Intl. to T.F. Green, returning Sun, Jan 24, priced at $137 found 2 days ago
Breeze Airways
Thu, Nov 19 - Sun, Dec 6
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$162 Roundtrip, found 11 hours ago
$162
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 6, priced at $162 found 11 hours ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $173 found 2 days ago
Delta
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
BOS
Logan Intl.
$179 Roundtrip, found 7 hours ago
$179
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Oct 20 from Orlando Intl. to Logan Intl., returning Tue, Oct 27, priced at $179 found 7 hours ago
JetBlue Airways
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
BOS
Logan Intl.
$179 Roundtrip, found 7 hours ago
$179
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Oct 20 from Orlando Intl. to Logan Intl., returning Tue, Oct 27, priced at $179 found 7 hours ago
American Airlines
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
BOS
Logan Intl.
$179 Roundtrip, found 7 hours ago
$179
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Oct 20 from Orlando Intl. to Logan Intl., returning Tue, Oct 27, priced at $179 found 7 hours ago
Southwest Airlines
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
BOS
Logan Intl.
$199 Roundtrip, found 7 hours ago
$199
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Tue, Oct 20 from Orlando Intl. to Logan Intl., returning Tue, Oct 27, priced at $199 found 7 hours ago
United
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
BOS
Logan Intl.
$199 Roundtrip, found 7 hours ago
$199
Roundtrip
found 7 hours ago
Select United flight, departing Tue, Oct 20 from Orlando Intl. to Logan Intl., returning Tue, Oct 27, priced at $199 found 7 hours ago
Bargain Flight
Tue, Sep 29 - Wed, Sep 30
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$205 Roundtrip, found 2 days ago
$205
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Sep 29 from Raleigh - Durham Intl. to Logan Intl., returning Wed, Sep 30, priced at $205 found 2 days ago
Breeze Airways
Sat, Oct 3 - Sat, Oct 24
MCO
Orlando Intl.
PVD
T.F. Green
$206 Roundtrip, found 6 hours ago
$206
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sat, Oct 3 from Orlando Intl. to T.F. Green, returning Sat, Oct 24, priced at $206 found 6 hours ago
Breeze Airways
Wed, Oct 28 - Sun, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$208 Roundtrip, found 4 hours ago
$208
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Oct 28 from Orlando Intl. to Manchester-Boston Regional, returning Sun, Nov 8, priced at $208 found 4 hours ago
American Airlines
Wed, Oct 7 - Wed, Oct 14
RDU
Raleigh - Durham Intl.
ORH
Worcester Regional
$357 Roundtrip, found 3 days ago
$357
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Oct 7 from Raleigh - Durham Intl. to Worcester Regional, returning Wed, Oct 14, priced at $357 found 3 days ago
Alaska Airlines
Fri, Sep 18 - Sun, Sep 20
MCO
Orlando Intl.
BOS
Logan Intl.
$1,393 Roundtrip, just found
$1,393
Roundtrip
just found
Select Alaska Airlines flight, departing Fri, Sep 18 from Orlando Intl. to Logan Intl., returning Sun, Sep 20, priced at $1,393 just found

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 November, 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 $81, 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 $81 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$81

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 ...
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Seaport Hotel Boston
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 ...
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The Revolution Hotel
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
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Encore Boston Harbor
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. ...
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Omni Boston Hotel at the Seaport
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. ...
9.2/10 Wonderful! (6,973 reviews)
"Extremely convenient place located downtown near many attractions, bars, airport, harbor"

Reviewed on Sep 9, 2026

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Harborside Inn Of Boston
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.
8/10 Very Good! (1,035 reviews)
"感觉整体还是蛮不错的，服务态度很友好，只是房间没有配拖鞋，问了前台，他们说酒店没有提供拖鞋，第一次住酒店碰到这种情况"

Reviewed on Sep 9, 2026

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The Midtown Hotel MOD Collection by Sonesta
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 ...
9.6/10 Exceptional! (7,352 reviews)
"Thin walls. Great staff and location though"

Reviewed on Sep 8, 2026

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The Dagny Boston
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located ...
9.4/10 Exceptional! (3,141 reviews)
"Love this hotel. Rooms are always clean. The beds are super comfy and the linens are very nice. The location in Back bay is so convenient. You can walk to everything."

Reviewed on Sep 9, 2026

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citizenM Boston Back Bay
See all 16,218 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 ...
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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! (1,205 reviews)
"Great hotel, very clean and the breakfast was good!"

Reviewed on Sep 9, 2026

Get rates
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 ...
8.6/10 Excellent! (1,519 reviews)
"This hotel was selected for its location and it's available parking. The hotel was clean and the staff was helpful. The parking lot was a little rough with bad lighting, pot holes and construction trash piled up. I will state however that security was present at the hotel and in the parking lot which ..."

Reviewed on Sep 8, 2026

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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 ...
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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! (1,009 reviews)
"Solid value, convenient to the airport, comfortable bed, spacious room. When I made the reservation, I was left with the impression that breakfast was complimentary, which it was not. I probably would have booked elsewhere had I known."

Reviewed on Sep 5, 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 ...
Get rates
Courtyard by Marriott Boston Logan Airport
See all 16,218 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.