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Massachusetts vacations

Prices and availability subject to change. Additional terms may apply.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Government Center
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
May 25 - May 28
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)

3-night Massachusetts vacations

Prices and availability subject to change. Additional terms may apply.
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Austin (AUS) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Austin (AUS) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Austin (AUS) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Save 100% on your flight
per person
May 25 - May 28
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 10
Roundtrip flight included
Austin (AUS) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
per person
Jun 7 - Jun 10
Roundtrip flight included
Austin (AUS) to Boston (BOS)
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
per person
Jun 7 - Jun 10
Roundtrip flight included
Austin (AUS) to Boston (BOS)

4-night Massachusetts vacations

Prices and availability subject to change. Additional terms may apply.
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Dagny Boston

The Dagny Boston

4 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Copley House

Copley House

3 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 18
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)

5-night Massachusetts vacations

Prices and availability subject to change. Additional terms may apply.
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
The Newbury Boston

The Newbury Boston

5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
Courtyard by Marriott Boston Downtown/North Station

Courtyard by Marriott Boston Downtown/North Station

3 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
The Royal Sonesta Boston

The Royal Sonesta Boston

4 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
May 29 - Jun 3
Roundtrip non-stop flight included
Gulfport (GPT) to Boston (BOS)

6-7 night Massachusetts vacations

Prices and availability subject to change. Additional terms may apply.
Raffles Boston

Raffles Boston

5 out of 5
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
The Newbury Boston

The Newbury Boston

5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Copley House

Copley House

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Columbus (CMH) 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.

Sat, May 18 - Tue, May 21
LAX
Los Angeles
BOS
Boston
$137 Roundtrip, found 11 hours ago
$137
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sat, May 18 from Los Angeles to Boston, returning Tue, May 21, priced at $137 found 11 hours ago
Mon, May 20 - Fri, May 31
LAX
Los Angeles
PVD
Providence
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, May 20 from Los Angeles to Providence, returning Fri, May 31, priced at $228 found 1 day ago
Mon, Jun 3 - Fri, Jun 7
PDX
Portland
BOS
Boston
$256 Roundtrip, found 4 days ago
$256
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Jun 3 from Portland to Boston, returning Fri, Jun 7, priced at $256 found 4 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 $224 per night
$224
per night
May 26 - May 27
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.
Pet friendly
Breakfast available
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
Apr 26 - Apr 27
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
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 $161 per night
$161
per night
Apr 28 - Apr 29
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.