Cheap Vacations in Massachusetts

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Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $551, price is now $449 per person
$449
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,428, price is now $989 per person
$989
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,364, price is now $1,001 per person
$1,001
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,024, price is now $804 per person
$804
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was $1,083, price is now $857 per person
$857
per person
Jan 23 - Jan 26
found 2 hours ago
Roundtrip non-stop flight included
El Paso (ELP) to Boston (BOS)
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was $737, price is now $588 per person
$588
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Government Center
Price was $552, price is now $450 per person
$450
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
Seaport District
Price was $697, price is now $571 per person
$571
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was $616, price is now $508 per person
$508
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $984, price is now $811 per person
$811
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)

3-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Price was $551, price is now $449 per person
$449
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,428, price is now $989 per person
$989
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Price was $1,369, price is now $1,048 per person
$1,048
per person
Jan 23 - Jan 26
found 2 hours ago
Roundtrip non-stop flight included
El Paso (ELP) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $1,024, price is now $804 per person
$804
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Price was $1,083, price is now $857 per person
$857
per person
Jan 23 - Jan 26
found 2 hours ago
Roundtrip non-stop flight included
El Paso (ELP) to Boston (BOS)
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Price was $737, price is now $588 per person
$588
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Price was $552, price is now $450 per person
$450
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
Price was $697, price is now $571 per person
$571
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Price was $616, price is now $508 per person
$508
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $984, price is now $811 per person
$811
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Price was $586, price is now $487 per person
$487
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Price was $585, price is now $487 per person
$487
per person
Feb 13 - Feb 16
found 10 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)

4-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
Price was $395, price is now $329 per person
$329
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,720, price is now $1,160 per person
$1,160
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
Price was $1,364, price is now $1,001 per person
$1,001
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Price was $697, price is now $552 per person
$552
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
The Charles Hotel

The Charles Hotel

4 out of 5
Save 100% on your flight
Price was $1,148, price is now $934 per person
$934
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Price was $467, price is now $382 per person
$382
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Price was $480, price is now $396 per person
$396
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Price was $500, price is now $413 per person
$413
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Price was $442, price is now $366 per person
$366
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Price was $536, price is now $445 per person
$445
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Omni Parker House

Omni Parker House

4.5 out of 5
Price was $632, price is now $530 per person
$530
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Price was $571, price is now $484 per person
$484
per person
Jan 19 - Jan 23
found 8 hours ago
Roundtrip flight included
Washington (DCA) to Boston (BOS)

5-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
The Inn at Buzzards Bay

The Inn at Buzzards Bay

2.5 out of 5
Price was $907, price is now $754 per person
$754
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)
The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Price was $1,109, price is now $865 per person
$865
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $1,177, price is now $955 per person
$955
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
The Club at New Seabury

The Club at New Seabury

3.5 out of 5
Price was $1,229, price is now $1,010 per person
$1,010
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $1,136, price is now $960 per person
$960
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was $1,116, price is now $950 per person
$950
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

3 out of 5
Price was $1,027, price is now $883 per person
$883
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Hyannis (HYA)
Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth

2.5 out of 5
Price was $1,156, price is now $1,007 per person
$1,007
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)
Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was $1,282, price is now $1,125 per person
$1,125
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

3 out of 5
Price was $1,136, price is now $998 per person
$998
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
InnSeason Resorts Surfside

InnSeason Resorts Surfside

3 out of 5
Price was $938, price is now $827 per person
$827
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)
The Glen Cove Hotel & Restaurant

The Glen Cove Hotel & Restaurant

2 out of 5
Price was $967, price is now $863 per person
$863
per person
Jan 22 - Jan 27
found 3 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)

Top places to visit in Massachusetts

Quincy Market showing a city, an administrative buidling and heritage architecture
FlightsFlightsHotelsHotels

Boston

Boston

Flight deals to Massachusetts

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

Tue, Jan 20 - Sun, Feb 1
LAX
Los Angeles
BOS
Boston
$156 Roundtrip, found 3 days ago
$156
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jan 20 from Los Angeles to Boston, returning Sun, Feb 1, priced at $156 found 3 days ago
Thu, Jan 15 - Thu, Feb 12
LAX
Los Angeles
BDL
Hartford
$256 Roundtrip, found 4 days ago
$256
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jan 15 from Los Angeles to Hartford, returning Thu, Feb 12, priced at $256 found 4 days ago
Tue, Feb 17 - Mon, Mar 2
LAX
Los Angeles
PVD
Providence
$257 Roundtrip, found 10 hours ago
$257
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Feb 17 from Los Angeles to Providence, returning Mon, Mar 2, priced at $257 found 10 hours ago

Top rated hotels for your Massachusetts vacation

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
17.12 mi from city center
$119 nightly
The price is $139 total per night
$139 total
Dec 23 - Dec 24
Total with taxes and fees
Harborside Inn Of Boston is in the heart of Boston, within a 5-minute walk of Faneuil Hall Marketplace and Quincy Market.
Free WiFi
Restaurant
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
15.74 mi from city center
$167 nightly
The price is $195 total per night
$195 total
Dec 21 - Dec 22
Total with taxes and fees
With a stay at Hilton Boston Back Bay, you'll be centrally located in Boston, steps from The Shops at Prudential Center and within a 5-minute walk of Berklee College of Music.
Free WiFi
Restaurant
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
17.82 mi from city center
$186 nightly
The price is $217 total per night
$217 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
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
Hot Tub
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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.