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.
Holly Tree Resort by VRI Americas

Holly Tree Resort by VRI Americas

3 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Lighthouse Inn

Lighthouse Inn

3 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Meco Hotel

Meco Hotel

2 out of 5
West End
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jun 23 - Jun 25
Roundtrip flight included
Houston (IAH) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
per person
Jul 19 - Jul 21
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Jul 19 - Jul 21
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)

3-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
AC Hotel by Marriott Boston Downtown

AC Hotel by Marriott Boston Downtown

3.5 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Holly Tree Resort by VRI Americas

Holly Tree Resort by VRI Americas

3 out of 5
per person
Jun 28 - Jul 1
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Omni Parker House

Omni Parker House

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Save 100% on your flight
per person
Jul 16 - Jul 19
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)

4-night Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Boxer

The Boxer

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Copley House

Copley House

3 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
The Monty Boston

The Monty Boston

4 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)

5-night Massachusetts vacations

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

The Boston Hotel

2 out of 5
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
Copley House

Copley House

3 out of 5
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
per person
Jul 11 - Jul 16
Roundtrip non-stop flight included
Ontario (ONT) 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
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 13
Roundtrip non-stop flight included
Louisville (SDF) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
Hotel Indigo Boston Garden, an IHG Hotel

Hotel Indigo Boston Garden, an IHG Hotel

4 out of 5
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
AC Hotel by Marriott Boston Downtown

AC Hotel by Marriott Boston Downtown

3.5 out of 5
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)
Copley House

Copley House

3 out of 5
per person
Jul 7 - Jul 13
Roundtrip flight included
Louisville (SDF) to Boston (BOS)

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
$156 Roundtrip, found 4 days ago
$156
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Aug 20 from Los Angeles to Boston, returning Wed, Aug 28, priced at $156 found 4 days ago
Fri, Jun 21 - Tue, Jun 25
PDX
Portland
BOS
Boston
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Jun 21 from Portland to Boston, returning Tue, Jun 25, priced at $189 found 1 day ago
Tue, Jun 11 - Mon, Jun 17
LAX
Los Angeles
BDL
Hartford
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jun 11 from Los Angeles to Hartford, returning Mon, Jun 17, priced at $287 found 1 day 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
The price is $269 per night
$269
per night
Jun 16 - Jun 17
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

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 $179 per night
$179
per night
May 24 - May 25
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
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Free Cancellation
Reserve now, pay when you stay
16.4 mi from city center
The price is $189 per night
$189
per night
May 26 - May 27
With a stay at Hilton Boston Park Plaza, you'll be centrally located in Boston, steps from Boston Public Garden and within a 5-minute walk of Newbury Street.
Pet friendly
Breakfast available
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.