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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $88

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

Spirit Airlines
Tue, Apr 21 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $88 found 2 hours ago
Frontier Airlines
Wed, Apr 15 - Tue, Apr 28
MCO
Orlando Intl.
BOS
Logan Intl.
$93 Roundtrip, just found
$93
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Apr 15 from Orlando Intl. to Logan Intl., returning Tue, Apr 28, priced at $93 just found
Frontier Airlines
Sat, May 9 - Mon, May 11
MCO
Orlando Intl.
BOS
Logan Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from Orlando Intl. to Logan Intl., returning Mon, May 11, priced at $98 just found
Frontier Airlines
Wed, May 6 - Sun, May 10
MCO
Orlando Intl.
BOS
Logan Intl.
$100 Roundtrip, found 3 hours ago
$100
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, May 6 from Orlando Intl. to Logan Intl., returning Sun, May 10, priced at $100 found 3 hours ago
Frontier Airlines
Sat, May 9 - Mon, May 11
MCO
Orlando Intl.
BOS
Logan Intl.
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from Orlando Intl. to Logan Intl., returning Mon, May 11, priced at $103 just found
Frontier Airlines
Wed, May 6 - Fri, May 8
MCO
Orlando Intl.
BOS
Logan Intl.
$105 Roundtrip, found 3 hours ago
$105
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, May 6 from Orlando Intl. to Logan Intl., returning Fri, May 8, priced at $105 found 3 hours ago
Spirit Airlines
Tue, Apr 21 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$114 Roundtrip, found 2 hours ago
$114
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $114 found 2 hours ago
Breeze Airways
Sat, Apr 18 - Tue, May 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$126 Roundtrip, found 21 hours ago
$126
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Sat, Apr 18 from Orlando Intl. to Portsmouth Intl., returning Tue, May 5, priced at $126 found 21 hours ago
Breeze Airways
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
PVD
T.F. Green
$194 Roundtrip, found 2 hours ago
$194
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to T.F. Green, returning Mon, Sep 14, priced at $194 found 2 hours ago
Breeze Airways
Mon, May 18 - Sun, May 24
GSP
Greenville-Spartanburg Intl.
PVD
T.F. Green
$210 Roundtrip, found 21 hours ago
$210
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Mon, May 18 from Greenville-Spartanburg Intl. to T.F. Green, returning Sun, May 24, priced at $210 found 21 hours ago
American Airlines
Thu, May 7 - Sat, May 16
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, May 7 from Orlando Intl. to Manchester-Boston Regional, returning Sat, May 16, priced at $217 found 1 hour ago
JetBlue Airways
Fri, May 29 - Fri, May 29
MCO
Orlando Intl.
BOS
Logan Intl.
$226 Roundtrip, found 2 hours ago
$226
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Fri, May 29 from Orlando Intl. to Logan Intl., returning Fri, May 29, priced at $226 found 2 hours ago
Delta
Sat, Jun 6 - Sat, Jun 6
MCO
Orlando Intl.
BOS
Logan Intl.
$227 Roundtrip, found 22 hours ago
$227
Roundtrip
found 22 hours ago
Select Delta flight, departing Sat, Jun 6 from Orlando Intl. to Logan Intl., returning Sat, Jun 6, priced at $227 found 22 hours ago
American Airlines
Thu, May 7 - Mon, May 11
MCO
Orlando Intl.
BOS
Logan Intl.
$231 Roundtrip, found 1 hour ago
$231
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, May 7 from Orlando Intl. to Logan Intl., returning Mon, May 11, priced at $231 found 1 hour ago
Bargain Flight
Tue, May 19 - Wed, May 20
GSP
Greenville-Spartanburg Intl.
BOS
Logan Intl.
$236 Roundtrip, found 2 days ago
$236
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, May 19 from Greenville-Spartanburg Intl. to Logan Intl., returning Wed, May 20, priced at $236 found 2 days ago
American Airlines
Wed, Apr 29 - Tue, May 5
GSP
Greenville-Spartanburg Intl.
MHT
Manchester-Boston Regional
$286 Roundtrip, found 15 hours ago
$286
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Apr 29 from Greenville-Spartanburg Intl. to Manchester-Boston Regional, returning Tue, May 5, priced at $286 found 15 hours 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 April, 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 $88, 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 $88 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$66

Last Minute Hotel Deals in Eastern Massachusetts

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! (4,567 reviews)
I booked and paid for a room that was supposed to be harbor view and received a room that was nothing but the city. I didn’t say anything to staff there bc we were so extreme driving all day and just wanted to go to sleep. Other than that the stay was great.

Reviewed on Apr 7, 2026

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Omni Boston Hotel at the Seaport
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! (4,146 reviews)
Hotel has a beautiful view of the harbor and is well located - very easy to walk to dining and downtown. Room and hotel overall were clean and felt luxurious. Coach bed was comfortable as well. Loved having a door between the bedroom and living area! Overall great experience.

Reviewed on Apr 6, 2026

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Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (3,138 reviews)
Room and bathroom were spotless. Great location to everything. There was a late night emergency evacuation and everything moved seamlessly (we were on the 15th floor and made it down in no time). Hotel restaurant and bar were very nice and was a great place for late night relaxing following a day ...

Reviewed on Apr 6, 2026

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Hilton Boston Park Plaza
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! (6,440 reviews)
Great location and friendly staff, but the hotel is very basic and in need of updating. The price, however, was very reasonable.

Reviewed on Apr 7, 2026

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Harborside Inn Of 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 ...
9/10 Wonderful! (2,542 reviews)
Wonderful staff

Reviewed on Apr 7, 2026

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The Revolution Hotel
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (3,378 reviews)
The Omni is beautiful historic hotel, the rooms are renewed with nice design. Great stay!

Reviewed on Apr 7, 2026

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Omni Parker House
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 ...
9.4/10 Exceptional! (7,195 reviews)
Nice rooms, great staff, ok gym, nice bars and cafe.

Reviewed on Apr 7, 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! (2,521 reviews)
Great spot for solo traveler

Reviewed on Apr 7, 2026

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citizenM Boston Back Bay
See all 16,188 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! (2,381 reviews)
The shuttle does not come as frequently as you would expect to be airport so make sure you give you some time to get to your flight

Reviewed on Apr 7, 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! (1,106 reviews)
The room was cleaned and well kept.

Reviewed on Apr 5, 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 ...
8.4/10 Very Good! (1,448 reviews)
The hotel was clean from the parking lot to the rooms. The staff was awesome. I had to wait on information on my sister's vehicle and they kindly paused the transaction so I could take care of that. The lobby security later in the evening was also very personable and friendly. The rooms were pretty ...

Reviewed on Apr 7, 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 ...
7.6/10 Good! (3,262 reviews)
Overall the stay was perfectly fine.. Things are quite dated in this hotel.. Seemed to be all original furniture from 20 years ago. With huge entertainment units, a small TV And not one usb port for charging, and that's probably the first time i've seen that in a hotel in ten years.. Just upgrading ...

Reviewed on Apr 7, 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. ...
8/10 Very Good! (1,002 reviews)
Very comfortable and convenient overnight stay when I had a very early morning flight. Easy parking, and close to shops and restaurants.

Reviewed on Apr 6, 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! (1,418 reviews)
Staff was great

Reviewed on Apr 5, 2026

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Courtyard by Marriott Boston Logan Airport
See all 16,188 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.