Cheap Vacations in Massachusetts

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Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was $278, price is now $220 per person
$220
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,326, price is now $906 per person
$906
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $630, price is now $463 per person
$463
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $546, price is now $401 per person
$401
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Porter Square Hotel

Porter Square Hotel

3 out of 5
Porter Square
Price was $502, price is now $375 per person
$375
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $935, price is now $705 per person
$705
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $642, price is now $502 per person
$502
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Omni Providence Hotel

Omni Providence Hotel

4 out of 5
Downtown Providence
Price was $576, price is now $454 per person
$454
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Providence (PVD)
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Seaport District
Price was $377, price is now $302 per person
$302
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield

3 out of 5
Price was $473, price is now $381 per person
$381
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)

3-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Plymouth

Fairfield Inn & Suites by Marriott Plymouth

2.5 out of 5
Price was $377, price is now $291 per person
$291
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,326, price is now $906 per person
$906
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $630, price is now $463 per person
$463
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to Boston (BOS)
Porter Square Hotel

Porter Square Hotel

3 out of 5
Price was $502, price is now $375 per person
$375
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $935, price is now $705 per person
$705
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The Cove at Rockport Hotel

The Cove at Rockport Hotel

2.5 out of 5
Price was $661, price is now $501 per person
$501
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Price was $856, price is now $650 per person
$650
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Omni Providence Hotel

Omni Providence Hotel

4 out of 5
Price was $576, price is now $454 per person
$454
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Providence (PVD)
The Charles Hotel

The Charles Hotel

4 out of 5
Price was $1,002, price is now $791 per person
$791
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield

3 out of 5
Price was $473, price is now $381 per person
$381
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Price was $598, price is now $482 per person
$482
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Price was $448, price is now $362 per person
$362
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)

4-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Boston North-Woburn by IHG

Holiday Inn Express Boston North-Woburn by IHG

2.5 out of 5
Price was $474, price is now $428 per person
$428
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $1,078, price is now $797 per person
$797
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Price was $767, price is now $608 per person
$608
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Fairfield Inn & Suites by Marriott Plymouth

Fairfield Inn & Suites by Marriott Plymouth

2.5 out of 5
Price was $606, price is now $488 per person
$488
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Price was $691, price is now $566 per person
$566
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
Price was $875, price is now $718 per person
$718
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
Price was $629, price is now $516 per person
$516
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Price was $779, price is now $643 per person
$643
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Price was $689, price is now $593 per person
$593
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
Price was $743, price is now $643 per person
$643
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
Price was $529, price is now $483 per person
$483
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
Price was $651, price is now $597 per person
$597
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Boston (BOS)

5-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 $540, price is now $446 per person
$446
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $1,092, price is now $793 per person
$793
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
Price was $661, price is now $530 per person
$530
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Price was $717, price is now $576 per person
$576
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Charles Hotel

The Charles Hotel

4 out of 5
Price was $1,272, price is now $1,029 per person
$1,029
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Price was $832, price is now $674 per person
$674
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Price was $569, price is now $468 per person
$468
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
Price was $629, price is now $524 per person
$524
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
Price was $767, price is now $644 per person
$644
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Price was $639, price is now $540 per person
$540
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Price was $589, price is now $497 per person
$497
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Price was $541, price is now $457 per person
$457
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)

6-7 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 $697, price is now $467 per person
$467
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $1,521, price is now $880 per person
$880
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
Price was $712, price is now $477 per person
$477
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $900, price is now $611 per person
$611
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Price was $712, price is now $491 per person
$491
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Save 100% on your flight
Price was $1,013, price is now $701 per person
$701
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The College Club of Boston

The College Club of Boston

3 out of 5
Price was $761, price is now $534 per person
$534
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield

3 out of 5
Price was $722, price is now $507 per person
$507
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Save 100% on your flight
Price was $933, price is now $659 per person
$659
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Price was $743, price is now $526 per person
$526
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Price was $691, price is now $500 per person
$500
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Price was $894, price is now $651 per person
$651
per person
Jan 25 - Jan 31
found 20 hours ago
Roundtrip flight included
San Diego (SAN) 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, just found
$156
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jan 20 from Los Angeles to Boston, returning Sun, Feb 1, priced at $156 just found
Sat, Jan 10 - Wed, Jan 21
LAX
Los Angeles
BDL
Hartford
$257 Roundtrip, found 2 days ago
$257
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 10 from Los Angeles to Hartford, returning Wed, Jan 21, priced at $257 found 2 days ago
Tue, Feb 3 - Fri, Feb 6
PDX
Portland
PVD
Providence
$268 Roundtrip, found 3 days ago
$268
Roundtrip
found 3 days ago
Select United flight, departing Tue, Feb 3 from Portland to Providence, returning Fri, Feb 6, priced at $268 found 3 days 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 14 - Dec 15
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
$216 nightly
The price is $251 total per night
$251 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.