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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $76

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

Spirit Airlines
Mon, Apr 20 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$76 Roundtrip, found 2 hours ago
$76
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Mon, Apr 20 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $76 found 2 hours ago
Frontier Airlines
Mon, Apr 20 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$76 Roundtrip, found 2 hours ago
$76
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $76 found 2 hours ago
Spirit Airlines
Mon, Apr 20 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$76 Roundtrip, found 2 hours ago
$76
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Mon, Apr 20 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $76 found 2 hours ago
Frontier Airlines
Mon, Apr 20 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$77 Roundtrip, found 2 hours ago
$77
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $77 found 2 hours ago
Frontier Airlines
Wed, May 6 - Tue, May 12
MCO
Orlando Intl.
BOS
Logan Intl.
$82 Roundtrip, found 12 hours ago
$82
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, May 6 from Orlando Intl. to Logan Intl., returning Tue, May 12, priced at $82 found 12 hours ago
Breeze Airways
Thu, Apr 16 - Tue, Apr 28
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Apr 16 from Orlando Intl. to Portsmouth Intl., returning Tue, Apr 28, priced at $119 found 1 day ago
Breeze Airways
Wed, May 6 - Sat, May 9
JAX
Jacksonville Intl.
PVD
T.F. Green
$142 Roundtrip, found 4 hours ago
$142
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, May 6 from Jacksonville Intl. to T.F. Green, returning Sat, May 9, priced at $142 found 4 hours ago
Frontier Airlines
Fri, May 22 - Tue, May 26
JAX
Jacksonville Intl.
BOS
Logan Intl.
$163 Roundtrip, found 6 hours ago
$163
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, May 22 from Jacksonville Intl. to Logan Intl., returning Tue, May 26, priced at $163 found 6 hours ago
Breeze Airways
Wed, Jun 3 - Tue, Jun 9
MCO
Orlando Intl.
PVD
T.F. Green
$189 Roundtrip, found 6 hours ago
$189
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to T.F. Green, returning Tue, Jun 9, priced at $189 found 6 hours ago
JetBlue Airways
Mon, May 18 - Thu, May 28
JAX
Jacksonville Intl.
BOS
Logan Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, May 18 from Jacksonville Intl. to Logan Intl., returning Thu, May 28, priced at $191 found 3 days ago
Delta
Wed, May 13 - Tue, May 19
MCO
Orlando Intl.
BOS
Logan Intl.
$201 Roundtrip, found 3 hours ago
$201
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, May 13 from Orlando Intl. to Logan Intl., returning Tue, May 19, priced at $201 found 3 hours ago
American Airlines
Wed, May 13 - Tue, May 19
MCO
Orlando Intl.
BOS
Logan Intl.
$201 Roundtrip, found 3 hours ago
$201
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, May 13 from Orlando Intl. to Logan Intl., returning Tue, May 19, priced at $201 found 3 hours ago
United
Wed, May 20 - Tue, May 26
JAX
Jacksonville Intl.
BOS
Logan Intl.
$210 Roundtrip, found 7 hours ago
$210
Roundtrip
found 7 hours ago
Select United flight, departing Wed, May 20 from Jacksonville Intl. to Logan Intl., returning Tue, May 26, priced at $210 found 7 hours ago
Breeze Airways
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$233 Roundtrip, found 11 hours ago
$233
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $233 found 11 hours ago
American Airlines
Tue, Jul 14 - Wed, Jul 15
JAX
Jacksonville Intl.
ORH
Worcester Regional
$272 Roundtrip, found 12 hours ago
$272
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Jul 14 from Jacksonville Intl. to Worcester Regional, returning Wed, Jul 15, priced at $272 found 12 hours ago
American Airlines
Tue, May 12 - Wed, May 27
JAX
Jacksonville Intl.
MHT
Manchester-Boston Regional
$382 Roundtrip, found 6 hours ago
$382
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, May 12 from Jacksonville Intl. to Manchester-Boston Regional, returning Wed, May 27, priced at $382 found 6 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 16 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 $76, 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 $76 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$75

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! (4,577 reviews)
Clean, good food, good service. Cannot complain!

Reviewed on Apr 9, 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! (4,158 reviews)
Pretty snug for 4 people in a room and beds are small. Didn’t spend an awful lot of time in the room so no major issue. Bar area nice and good good. Checkin easy and staff polite and helpful.

Reviewed on Apr 10, 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! (3,145 reviews)
Rooms could use an update and refresh

Reviewed on Apr 9, 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! (6,432 reviews)
Large clean room in great location

Reviewed on Apr 10, 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)
They didn't have breakfast but the coffee shop was great and affordable.

Reviewed on Apr 10, 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! (3,388 reviews)
Friendly staff. Beautiful hotel

Reviewed on Apr 10, 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! (7,209 reviews)
The staff were all very friendly and eager to help. We arrived fairly early planning to check our bags in with the concierge, but they had a room immediately ready for us. The concierge was very helpful the final day of our trip holding our bags while we explored. The whole family really appreciated ...

Reviewed on Apr 10, 2026

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The Dagny Boston
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Book a stay at this 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! (4,998 reviews)
Really enjoyed our stay here, clean and comfortable. Great location. Helpful front desk staff. Thank you!

Reviewed on Apr 10, 2026

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The Godfrey Hotel Boston
See all 16,262 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! (2,396 reviews)
Best hotel breakfast I've ever seen!

Reviewed on Apr 10, 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! (1,110 reviews)
Rooms are clean , breakfast is good

Reviewed on Apr 9, 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! (1,451 reviews)
Great experiment everyone was very nice

Reviewed on Apr 9, 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! (3,273 reviews)
Old and scratched up furniture. Super small bathroom

Reviewed on Apr 10, 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! (1,004 reviews)
Beds were incredibly comfortable, especially after a long day of walking. Airport shuttle was super helpful. Everything was clean. Staff was friendly and courteous.

Reviewed on Apr 8, 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! (1,413 reviews)
Staff was great

Reviewed on Apr 5, 2026

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Courtyard by Marriott Boston Logan Airport
See all 16,262 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.