Search Deals onMassachusetts Vacation Packages
Massachusetts Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Sunbird ANNEX Resort
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 4-star luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.

Holly Tree Resort
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

Lighthouse Inn
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star beach hotel in West Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Hyannis Harbor and Bass River Lighthouse are located nearby.

Riverview Resort
Bass River
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star aparthotel in South Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

Falmouth Tides
Falmouth Heights
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.

Sea Crest Beach Resort
Save 100% on your flight
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Shining Sea Bikeway are located nearby.

Boston Harbor Hotel
North End
Save 100% on your flight
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
3-4 Night Vacations in Massachusetts
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Massachusetts
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Massachusetts

Four Points by Sheraton Boston Newton
320 Washington Street, Newton, MA
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...

The Revolution Hotel
40 Berkeley Street, Boston, MA
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...

YOTEL Boston
65 Seaport Blvd, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular ...
Save an average of 15% on thousands of hotels when you're signed in

citizenM Boston Back Bay
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...

Harborside Inn Of Boston
185 State St, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...

Hilton Boston Park Plaza
50 Park Plaza, Boston, MA
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...

The Dagny Boston
89 Broad Street, Boston, MA
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...

The Godfrey Hotel Boston
505 Washington Street, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Jun 5 - Wed, Jun 11
LAX
Los Angeles Intl.
BOS
Logan Intl.
$176 Roundtrip, just found
$176
Roundtrip
just found

Thu, May 15 - Sat, May 24
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$191 Roundtrip, found 17 hours ago
$191
Roundtrip
found 17 hours ago

Tue, Jun 3 - Tue, Jun 10
PDX
Portland Intl.
BOS
Logan Intl.
$206 Roundtrip, found 2 days ago
$206
Roundtrip
found 2 days ago

Tue, Jul 8 - Wed, Jul 9
LAX
Los Angeles Intl.
MVY
Martha's Vineyard
$246 Roundtrip, found 6 days ago
$246
Roundtrip
found 6 days ago
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