Cheap Vacations in Massachusetts

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Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Boston Logan Airport Revere Beach

SpringHill Suites by Marriott Boston Logan Airport Revere Beach

3.5 out of 5
per person
Jun 20 - Jun 22
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Jun 20 - Jun 22
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Jun 20 - Jun 22
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jun 20 - Jun 22
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Jun 20 - Jun 22
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
per person
Jun 20 - Jun 22
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)

3-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Lighthouse Inn

Lighthouse Inn

3 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
XV Beacon

XV Beacon

5 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Inn on Main

Inn on Main

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip flight included
Buffalo (BUF) to Hyannis (HYA)
The Newbury Boston

The Newbury Boston

5 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)

6-7 night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Bay Village Suites

Bay Village Suites

2 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Holiday Inn Boston Bunker Hill Area, an IHG Hotel

Holiday Inn Boston Bunker Hill Area, an IHG Hotel

3 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Premier Suites - Bay Village

Premier Suites - Bay Village

2 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Hilton Boston/Dedham

Hilton Boston/Dedham

3.5 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Sonesta Simply Suites Boston Braintree

Sonesta Simply Suites Boston Braintree

2 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Sonesta ES Suites Andover Boston

Sonesta ES Suites Andover Boston

2.5 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Homewood Suites by Hilton Providence Downtown

Homewood Suites by Hilton Providence Downtown

3 out of 5
per person
Jul 1 - Jul 7
Roundtrip non-stop flight included
Raleigh (RDU) to Providence (PVD)
The Inn At Woburn - Boston

The Inn At Woburn - Boston

2.5 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Hampton Inn & Suites Providence Downtown

Hampton Inn & Suites Providence Downtown

2.5 out of 5
per person
Jul 1 - Jul 7
Roundtrip non-stop flight included
Raleigh (RDU) to Providence (PVD)
TownePlace Suites Boston Logan Airport/Chelsea

TownePlace Suites Boston Logan Airport/Chelsea

3 out of 5
per person
Jun 13 - Jun 19
Roundtrip flight included
San Juan (SJU) to Boston (BOS)

Top places to visit in Massachusetts

Boston Common featuring a monument, a city and a statue or sculpture
FlightsFlightsHotelsHotels

Boston

Boston

Flight deals to Massachusetts

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

Tue, Aug 20 - Wed, Aug 28
LAX
Los Angeles
BOS
Boston
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Aug 20 from Los Angeles to Boston, returning Wed, Aug 28, priced at $161 found 1 day ago
Mon, May 20 - Sat, May 25
PDX
Portland
BOS
Boston
$210 Roundtrip, found 3 days ago
$210
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, May 20 from Portland to Boston, returning Sat, May 25, priced at $210 found 3 days ago
Mon, Jul 29 - Wed, Aug 7
LAX
Los Angeles
ALB
Albany
$292 Roundtrip, found 5 days ago
$292
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Jul 29 from Los Angeles to Albany, returning Wed, Aug 7, priced at $292 found 5 days ago

Top rated hotels for your Massachusetts vacation

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4.5 out of 5
450 Summer Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
17.82 mi from city center
The price is $197 per night
$197
per night
Jun 9 - Jun 10
With a stay at Omni Boston Hotel at the Seaport, you'll be centrally located in Boston, a 9-minute walk from Harpoon Brewery and 11 minutes by foot from Seaport Common.
Pool
Pet friendly
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street, Newton, MA
10.56 mi from city center
The price is $147 per night
$147
per night
Jun 2 - Jun 3
Located in Newton (Newton Corner), Four Points by Sheraton Boston Newton is within a 10-minute drive of Boston University and Boston College.
Pool
Pet friendly
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Free Cancellation
Reserve now, pay when you stay
17.14 mi from city center
The price is $191 per night
$191
per night
May 27 - May 28
With a stay at The Dagny Boston, you'll be centrally located in Boston, within a 10-minute walk of New England Aquarium and Faneuil Hall Marketplace.
Pet friendly
Breakfast available
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.