Cheap Vacations in Massachusetts

Choose two or more items and save on your trip:

Massachusetts vacations

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

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
Price was $401, price is now $299 per person
$299
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Save 100% on your flight
Price was $570, price is now $379 per person
$379
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $491, price is now $337 per person
$337
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $738, price is now $531 per person
$531
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $911, price is now $678 per person
$678
per person
Feb 5 - Feb 8
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $828, price is now $653 per person
$653
per person
Jan 16 - Jan 19
found 11 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was $661, price is now $549 per person
$549
per person
Feb 5 - Feb 8
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
Downtown Boston
Price was $703, price is now $584 per person
$584
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield

3 out of 5
Price was $635, price is now $529 per person
$529
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Boston (BOS)

3-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
Price was $292, price is now $251 per person
$251
per person
Jan 16 - Jan 19
found 19 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $738, price is now $531 per person
$531
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $911, price is now $678 per person
$678
per person
Feb 5 - Feb 8
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $828, price is now $653 per person
$653
per person
Jan 16 - Jan 19
found 11 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Price was $661, price is now $549 per person
$549
per person
Feb 5 - Feb 8
found 16 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
Price was $703, price is now $584 per person
$584
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Hampton Inn & Suites Providence/Smithfield

Hampton Inn & Suites Providence/Smithfield

3 out of 5
Price was $635, price is now $529 per person
$529
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Boston (BOS)
Hampton Inn & Suites Providence/Warwick-Airport

Hampton Inn & Suites Providence/Warwick-Airport

3.5 out of 5
Price was $608, price is now $508 per person
$508
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Providence (PVD)
Homewood Suites by Hilton Providence Downtown

Homewood Suites by Hilton Providence Downtown

3 out of 5
Price was $831, price is now $695 per person
$695
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Providence (PVD)
Neptune, an Ash Hotel

Neptune, an Ash Hotel

3.5 out of 5
Price was $755, price is now $642 per person
$642
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Providence (PVD)
Wayfinder Newport

Wayfinder Newport

4 out of 5
Price was $689, price is now $596 per person
$596
per person
Jan 30 - Feb 2
found 13 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Providence (PVD)
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Price was $575, price is now $498 per person
$498
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) 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
Save 100% on your flight
Price was $511, price is now $322 per person
$322
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $1,198, price is now $670 per person
$670
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Save 100% on your flight
Price was $553, price is now $325 per person
$325
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
Save 100% on your flight
Price was $618, price is now $396 per person
$396
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $638, price is now $419 per person
$419
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Save 100% on your flight
Price was $570, price is now $379 per person
$379
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $537, price is now $362 per person
$362
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Save 100% on your flight
Price was $547, price is now $371 per person
$371
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Save 100% on your flight
Price was $717, price is now $490 per person
$490
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
Save 100% on your flight
Price was $491, price is now $337 per person
$337
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) 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 $613, price is now $423 per person
$423
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
Marriott Boston Quincy

Marriott Boston Quincy

3.5 out of 5
Price was $467, price is now $339 per person
$339
per person
Jan 21 - Jan 26
found 10 hours ago
Roundtrip 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
$136 Roundtrip, found 1 hour ago
$136
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jan 20 from Los Angeles to Boston, returning Sun, Feb 1, priced at $136 found 1 hour ago
Thu, Jan 8 - Sun, Jan 11
PDX
Portland
BOS
Boston
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jan 8 from Portland to Boston, returning Sun, Jan 11, priced at $182 found 6 days ago
Sat, Jan 10 - Wed, Jan 21
LAX
Los Angeles
BDL
Hartford
$257 Roundtrip, found 22 hours ago
$257
Roundtrip
found 22 hours ago
Select United flight, departing Sat, Jan 10 from Los Angeles to Hartford, returning Wed, Jan 21, priced at $257 found 22 hours ago

Top rated hotels for your Massachusetts vacation

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
17.86 mi from city center
$174 nightly
The price is $202 total per night
$202 total
Dec 14 - Dec 15
Total with taxes and fees
Located in Boston (Seaport District), Seaport Hotel Boston is a 3-minute walk from Liberty Wharf and 8 minutes by foot from Institute of Contemporary Art.
Pool
Pet friendly
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
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 15 - Dec 16
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
Don't see what you're looking for?
See all available properties in Massachusetts
View all properties
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.