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Eastern Massachusetts

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Eastern Massachusetts Flights as Low as $112

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

JetBlue Airways
Tue, May 12 - Tue, May 12
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$112 Roundtrip, found 4 hours ago
$112
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, May 12 from Ronald Reagan Washington National to Logan Intl., returning Tue, May 12, priced at $112 found 4 hours ago
Delta
Tue, May 12 - Tue, May 12
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, May 12 from Ronald Reagan Washington National to Logan Intl., returning Tue, May 12, priced at $117 found 4 hours ago
American Airlines
Tue, May 12 - Wed, May 27
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Logan Intl., returning Wed, May 27, priced at $117 found 4 hours ago
American Airlines
Tue, May 5 - Wed, May 20
DCA
Ronald Reagan Washington National
PVD
T.F. Green
$135 Roundtrip, found 4 hours ago
$135
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, May 5 from Ronald Reagan Washington National to T.F. Green, returning Wed, May 20, priced at $135 found 4 hours ago
Frontier Airlines
Tue, Apr 28 - Sat, May 2
ORD
O'Hare Intl.
BOS
Logan Intl.
$156 Roundtrip, found 5 hours ago
$156
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Apr 28 from O'Hare Intl. to Logan Intl., returning Sat, May 2, priced at $156 found 5 hours ago
Frontier Airlines
Wed, Apr 22 - Mon, Apr 27
ORD
O'Hare Intl.
BOS
Logan Intl.
$162 Roundtrip, found 4 hours ago
$162
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Apr 22 from O'Hare Intl. to Logan Intl., returning Mon, Apr 27, priced at $162 found 4 hours ago
Spirit Airlines
Tue, Apr 14 - Tue, Apr 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$163 Roundtrip, found 4 hours ago
$163
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Apr 14 from O'Hare Intl. to Logan Intl., returning Tue, Apr 28, priced at $163 found 4 hours ago
Delta
Sat, Jun 20 - Sat, Jun 27
DCA
Ronald Reagan Washington National
ACK
Nantucket Memorial
$166 Roundtrip, found 4 hours ago
$166
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Jun 20 from Ronald Reagan Washington National to Nantucket Memorial, returning Sat, Jun 27, priced at $166 found 4 hours ago
United
Wed, Jul 8 - Tue, Aug 4
ORD
O'Hare Intl.
BOS
Logan Intl.
$167 Roundtrip, found 4 hours ago
$167
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Jul 8 from O'Hare Intl. to Logan Intl., returning Tue, Aug 4, priced at $167 found 4 hours ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$195 Roundtrip, found 1 hour ago
$195
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $195 found 1 hour ago
Delta
Tue, Jul 14 - Wed, Jul 22
ORD
O'Hare Intl.
ORH
Worcester Regional
$202 Roundtrip, found 4 hours ago
$202
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Jul 14 from O'Hare Intl. to Worcester Regional, returning Wed, Jul 22, priced at $202 found 4 hours ago
JetBlue Airways
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$207 Roundtrip, found 4 hours ago
$207
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Aug 13, priced at $207 found 4 hours ago
American Airlines
Tue, May 19 - Wed, May 27
ORD
O'Hare Intl.
PVD
T.F. Green
$249 Roundtrip, found 4 hours ago
$249
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, May 19 from O'Hare Intl. to T.F. Green, returning Wed, May 27, priced at $249 found 4 hours ago
American Airlines
Wed, Aug 19 - Tue, Sep 1
ORD
O'Hare Intl.
HYA
Barnstable Municipal
$255 Roundtrip, found 4 hours ago
$255
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Aug 19 from O'Hare Intl. to Barnstable Municipal, returning Tue, Sep 1, priced at $255 found 4 hours ago
American Airlines
Tue, Aug 11 - Tue, Aug 18
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$354 Roundtrip, found 6 hours ago
$354
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Aug 11 from O'Hare Intl. to Martha's Vineyard, returning Tue, Aug 18, priced at $354 found 6 hours ago
American Airlines
Tue, Jun 23 - Thu, Jun 25
DCA
Ronald Reagan Washington National
HYA
Barnstable Municipal
$396 Roundtrip, found 1 day ago
$396
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 23 from Ronald Reagan Washington National to Barnstable Municipal, returning Thu, Jun 25, priced at $396 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 May, 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 $112, 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 $112 right now, why wait?

Eastern Massachusetts Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$87

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! (4,564 reviews)
The property was nice

Reviewed on Apr 6, 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! (4,144 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! (6,435 reviews)
wonderful hotel

Reviewed on Apr 6, 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! (2,538 reviews)
Great experience all around just wish the gym were bigger.

Reviewed on Apr 6, 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! (3,371 reviews)
Very nice room and fabulous vibes in the hotel. Delicious in house restaurants and bar

Reviewed on Apr 6, 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! (7,191 reviews)
Great stay! Our room was ready early. Hotel is clean and comfortable and very convenient to everything in town.

Reviewed on Apr 6, 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! (2,520 reviews)
One night stay. Everyone was friendly! Loved the bartender at the bubble bath rooftop bar. 2nd floor was cool and trendy. Lots of places to work and congregate. Will stay again!

Reviewed on Apr 6, 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 ...
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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! (1,445 reviews)
Great hotel for a great price! Close enough to everything downtown and they offer a shuttle service to near by hot spots and the airport which was a huge bonus! Staff were quick and helpful! Breakfast cafe was convenient and delicious and the bar in the evening was always great! Also cannot go wrong ...

Reviewed on Apr 6, 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! (3,259 reviews)
The staff make this hotel! Amazing service where they are super friendly, go above and beyond and genuinely seem to care!

Reviewed on Apr 5, 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.