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32305 Travelers rated Massachusetts highly for Sports and Shopping

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Massachusetts Flight and Hotel Packages

Massachusetts Packages for 3 Nights

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Massachusetts packages with 5-star hotels

Massachusetts packages with 4-star hotels

Massachusetts packages with 3-star hotels

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Top Rated Hotels for your Massachusetts Vacation

Encore Boston Harbor
Encore Boston Harbor
5.0 out of 5.0 1 Broadway, Everett, MA
Free Cancellation
$266
4.7/5 (18 reviews)

Awesome property. Watch out for drink prices in the casino. Poorly poured drinks (out of a gun), tiny glasses, over $16.00 each. WOW.

Reviewed on Oct 15, 2019
Situated in Everett, this luxury hotel is within 2 mi (3 km) of The Freedom Trail, Bunker Hill Monument, and LEGOLAND® Discovery Center Boston. USS Constitution ...
Revere Hotel Boston Common
Revere Hotel Boston Common
4.0 out of 5.0 200 Stuart St, Boston, MA
Free Cancellation
$130
4.3/5 (179 reviews)

It was unique and located in a great location for our visit

Reviewed on Oct 12, 2019
Located in Downtown Boston, this romantic hotel is within a 5-minute walk of Charles Playhouse, Boch Center, and Emerson College. Newbury Street and Boston Public ...
Hilton Boston Logan Airport
Hilton Boston Logan Airport
4.0 out of 5.0 One Hotel Drive, Boston, MA
Free Cancellation
$192
4.2/5 (330 reviews)

Beautiful hotel! Our view of Boston was wonderful.

Reviewed on Oct 18, 2019
Located in East Boston, this hotel is within 3 mi (5 km) of Boston Harbor, New England Aquarium, and Faneuil Hall Marketplace. Paul Revere House and The Freedom ...
Boston Park Plaza
Boston Park Plaza
4.0 out of 5.0 50 Park Plaza at Arlington Street, Boston, MA
Free Cancellation
$140
4.2/5 (212 reviews)

Comfy pillows and bed. Friendly staff, smooth check in and check out

Reviewed on Oct 16, 2019
Located in Back Bay, this historic hotel is within a 10-minute walk of Newbury Street, Boston Public Garden, and Boston Common. Copley Place and Hynes Convention ...
Boston Omni Parker House Hotel
Boston Omni Parker House Hotel
4.0 out of 5.0 60 School St, Boston, MA
Free Cancellation
$125
4.2/5 (139 reviews)

I love the location, the old elegant Boston atmosphere, and the restaurants located there.

Reviewed on Oct 15, 2019
Located in Downtown Boston, this historic hotel is within a 10-minute walk of Boston City Hall, Quincy Market, and Boston Common. New England Aquarium and Boston ...
citizenM Boston North Station
citizenM Boston North Station
4.0 out of 5.0 80-120 Causeway Street, Boston, MA
Free Cancellation
$159
4.1/5 (9 reviews)

Great location at North Station and a short walk to the North End, Seaport district and Faneuil Hall. Entrance is modern and a quick elevator ride to the 4th floor check-in lobby with a nice trendy open bar/food/hang out space overlooking Boston. Rooms are small (European) but everything is new and ...

Reviewed on Sep 19, 2019
Located in West End, this hotel is within a 5-minute walk of TD Garden and The Freedom Trail. Boston Harbor and Copp's Hill Burying Ground are also within 10 ...

Things To Do during your Massachusetts Vacation

See all 160 things to do in Massachusetts

Tips for planning your Massachusetts vacation

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Best Massachusetts Package Vacations

Packed full of things to see and do, Massachusetts vacations offer non-stop adventures for solo travelers, couples and families. With plenty of summer vacation destinations to choose from including Cape Cod and the indulgent luxury of Martha’s Vineyard, to historic Boston and spooky Salem, vacations in Massachusetts are never dull. Keep reading for our travel guide to vacations in the Bay State and find your perfect New England vacation spot.

Why Vacation in Massachusetts?

Easy to get to by air and road, Massachusetts offers so many things to do for visitors. For a family vacation, there’s no better place than Cape Cod where water sports, relaxing walks, and incredible food are all part of the trip. Historic Boston has a unique personality and shows off all its best places to tourists throughout the year. Surround yourself with academia in the college town of Cambridge or be awed by Fenway Park.

Must-See Massachusetts Attractions

History buffs on the trail of the American Revolution will love stopping by Plymouth Rock to see where the story of the United States really began. Located south of Boston and on the way to Cape Cod, this historic rock is a Massachusetts landmark and one of our most important locations. After you’ve learnt about those first settlers, you can take a walk along Plymouth Long Beach and enjoy the view.

Salem in October is a unique experience, but visit this town at any time of the year and you’ll love the tranquility and beauty of this corner of New England. During your visit to the home of the Salem Witch Trials, take a spooky tour of Salem’s historic buildings and hear all about the strange happenings that went on here in the 17th century. Salem is a classic Massachusetts vacation destination during Halloween, but don’t cross it off your list during the rest of the year, especially in spring!

Top Vacation Destinations in Massachusetts

1. Cape Cod - If you’re on the hunt for summer vacation ideas then Cape Cod will tick all of your boxes. This beach community is perfect for a family vacation, with lots of water activities on offer as well as walking trails marked by the coast’s iconic lighthouses. Snack on fresh seafood in one of the many beachside shacks and make Cape Cod your new summer home.

2. Boston – This unique city is a great place for a busy vacation. Wander the paths of Boston Common, follow the Freedom Trail, and check out the cultural offerings like the Boston Symphony Orchestra. Don’t forget to try a lobster roll and round it off with a Boston cream pie.

3. Martha's Vineyard - Escape the busy mainland with a summer vacation on Martha’s Vineyard. Booking a Massachusetts package vacation on this island will make any stress disappear and the whole family will love the beach strolls and fabulous views.

4. Nantucket - With pretty harbors and the famous whale museum, Nantucket Island is a truly blissful destination. Book one of the vacation rentals on offer that sit right on the shoreline and wake up to the sounds of the sea.

5. The Berkshires - Out in western Massachusetts, this is the best place in the state for hiking, mountains, and rolling hills. In summer you can catch the Boston Symphony Orchestra playing in Tanglewood, and in fall you’ll see the most exquisite colors in the trees.

Best Time To Visit Massachusetts

Vacations in Massachusetts can be taken any time of year, thanks to the state’s distinct seasons. A summer vacation on the east coast will see temperatures up to 78°F, while spring and fall are the most beautiful seasons for hiking out in the Berkshires. Winter in Massachusetts means cozy Boston nights in a warm and friendly bar, and great skiing out in western Massachusetts.

Getting Around Massachusetts

Fly into Boston Logan (BOS), TF Green (PVD) for the east coast or Bradley International (BDL) in Connecticut for western destinations. Massachusetts is well connected by road too, with major highways crisscrossing the state. Boston’s public transport system is excellent.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2018 to December 31, 2018 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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.