Massachusetts Vacations & Trips from $390

Fenway Park

Rating: 9.2/10 (11,009 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

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Gillette Stadium

Rating: 9.0/10 (1,182 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.

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Harvard University

Rating: 9.2/10 (6,542 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

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TD Garden

Rating: 9.2/10 (7,449 reviews)

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

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Copley Square

Rating: 9.4/10 (7,327 reviews)

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

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Boston Common

Rating: 9.4/10 (18,299 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

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Harvard Square

Rating: 9.0/10 (3,936 reviews)

With a visit to Harvard Square, a favorite shopping spot in Cambridge, you can search for that perfect souvenir. Experience the fascinating museums and acclaimed art scene in this vibrant area.

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Boston Convention and Exhibition Center

Rating: 8.8/10 (2,207 reviews)

During your trip, find out what's happening at Boston Convention and Exhibition Center, a top convention center in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

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Find out more about Massachusetts

Things to do in Massachusetts

Massachusetts offers a perfect blend of outdoor activities and romantic getaways, making it an ideal vacation destination. Visitors can enjoy scenic walking and beach tours, as well as art tours that showcase the region's rich culture. In addition to skiing and music concerts, there are festive holiday celebrations throughout the year, providing plenty of opportunities for fun and relaxation in this beautiful state.

Shopping

Experience shopping in Massachusetts at Harvard Square, a vibrant shopping center with entertainment and family-friendly vibes. Visit the Chatham Fish Pier for fresh seafood and local goods, or stop by the Berkshire Mountain Country Store for unique gifts and souvenirs.

Recreation

Experience the thrill of sports at Gillette Stadium, where the electric atmosphere energizes every event. Unwind with the enchanting melodies at Tanglewood Music Center, a haven for music lovers. For a blend of sports and adventure, skate at the New England Sports Center, offering fun for all ages.

Adventure

At Cape Cod Inflatable Park, dive into a world of fun with thrilling water slides and inflatable attractions, perfect for families seeking adventure. Experience winter sports at Jiminy Peak Mountain Resort, where skiing and snowboarding await. Stroll along Sandwich Boardwalk, offering beautiful beach views and a romantic atmosphere.

Nightlife

Massachusetts offers vibrant nightlife with spots like Cambridge Common and Park-9 Dog Bar, both featuring cozy vibes perfect for drinks and socializing. Enjoy the lively atmosphere, indulge in craft cocktails, and soak in the romance while mingling with locals and fellow tourists alike.

Find the best attractions in Massachusetts

Massachusetts offers a perfect blend of outdoor adventures and romantic getaways, making it ideal for tourists. Visitors can explore beautiful beaches, urban parks, and national state parks, catering to those seeking cultural experiences, family fun, and scenic beauty. Whether you're enjoying a day at the beach or hiking through lush parks, Massachusetts has something for everyone to create lasting memories.

• Fenway Park: Step into the heart of Boston at Fenway Park, a historic baseball stadium that boasts a rich legacy. Experience the thrill of a live game, enjoy the vibrant atmosphere, and immerse yourself in the culture of America’s favorite pastime.
• Harvard University: Visit Harvard University, the oldest institution of higher education in the U.S. Stroll through its picturesque campus, admire the stunning architecture, and soak up the intellectual and cultural vibes that have shaped generations.
• TD Garden: Experience the energy at TD Garden, a premier event venue that hosts everything from sports to concerts. Enjoy a thrilling game or a live show in this bustling arena, which is a hub for business and entertainment in Boston.

Best time to go to Massachusetts

The best time to visit Massachusetts can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Massachusetts falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Massachusetts falls in January and February. February has average visitor numbers and mostly sunny weather.

Tips to save on your trip to Massachusetts

• Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
• Consider traveling to Massachusetts during the low season (December to February) for more affordable options.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Frequently Asked Questions

How do vacation package prices compare across popular destinations in Massachusetts?

Revere offers some of the lowest typical prices for a weekend Massachusetts vacation package, while Cambridge tends to be higher. A weekend trip typically costs around $650 per adult in Revere, around $700 in Brookline and Chelsea, around $800 in Boston, and around $850 in Cambridge.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How can I save money on a Massachusetts vacation package?

When you bundle, you can save up to 30%*. To save money on a Massachusetts package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's included in a Massachusetts vacation package?

A Massachusetts vacation package typically lets you combine flights, hotel stays, and rental cars, based in one of the region's top destinations like Boston, Cambridge, or Revere. In Boston, a city known for its urban attractions, nearly all hotels offer airport shuttle service to and from Boston Logan International Airport (BOS), and most include free breakfast. While packages are also available in Cambridge and Revere, specific amenity prevalence data for these cities is not available.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

Which destinations in Massachusetts offer the best-value vacation package deals?

Revere, Brookline, Chelsea, and Boston are some of the top destinations for cheap Massachusetts vacation package deals. For an affordable weekend getaway, Revere is often among the most budget-friendly options, with package prices starting around $370 per adult. For notable bundle savings, Boston is often among the best options, with flight-and-hotel bundles saving around $110 per adult.


Browse cheap vacation packages in Massachusetts on Expedia to compare current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

When is the best time to visit the top destinations in Massachusetts?

The best time for a Massachusetts vacation package depends on which destination you choose.


Boston is busiest in September and October, when highs are around 74°F and 63°F respectively. October also features events like the Head of the Charles Regatta and Harvard Square Oktoberfest. If you'd prefer fewer crowds, January is quieter, with highs around 36°F.


Nantucket sees its highest demand in July and August, with highs around 71°F and 72°F. For a quieter trip, January is typically the lowest month for visitors, with highs around 41°F.


Cambridge is most popular in September and October, with highs around 73°F and 62°F. The Harvard Square Oktoberfest also takes place in October. If you'd prefer fewer crowds, January is quieter, with highs around 34°F.

What package types are available across the top destinations in Massachusetts?

Massachusetts, known for outdoor activities, offers diverse vacation packages across its popular destinations:

• Budget: In Boston, the Oasis Guest House, rated 8.7 out of 10 by travelers, provides free breakfast and free WiFi, making it a great value option for your Massachusetts vacation package.
• Family: For a family Massachusetts vacation package, consider a stay in Boston at the Residence Inn by Marriott Boston Harbor on Tudor Wharf, rated 8.6 out of 10 by travelers, which offers family rooms and an indoor pool.
• Pet-friendly: In Boston, The Eliot Hotel, a 4-star property rated 8.9 out of 10 by travelers, welcomes pets and features a bar/lounge, with travelers praising its amazing rooms.
• Romantic/Couples: In Boston, Raffles Boston, a 5-star property rated 8.9 out of 10 by travelers, offers a hot tub and indoor pool, with travelers noting its attentive staff.
• Luxury: In Boston, the Boston Harbor Hotel, a 5-star property rated 9.1 out of 10 by travelers, features an indoor pool and kitchen, with travelers praising its super clean rooms.

Which destinations should I consider for a Massachusetts vacation?

For a Massachusetts vacation, your ideal base depends on the type of trip you envision:

• Boston: A popular package base for urban explorers, offering cultural attractions, family-friendly activities, and a vibrant city atmosphere.
• Nantucket: Consider this island town for a beach-focused getaway, known for its scenic views, outdoor activities, and family-friendly appeal.
• Provincetown: This coastal town is a strong choice for those seeking a lively beach experience with opportunities for adventure activities.
• Cambridge: An excellent base for travelers interested in academic and cultural pursuits, with a good selection of lodging options and family-friendly attractions.

Is Massachusetts better suited for a beach vacation or a cultural trip?

Massachusetts offers a diverse range of experiences, making it suitable for both beach vacations and cultural trips, alongside its primary focus on outdoor activities and scenic views. The state provides a rich blend of historical significance and natural beauty.


For beach-focused Massachusetts vacation packages, coastal towns like Nantucket and Provincetown are excellent choices, known for their scenic views and outdoor activities. Nantucket, for example, features beautiful spots like Surfside Beach.


If you're seeking a cultural trip, cities such as Boston and Cambridge are ideal. Boston is rich in history, with attractions like The Freedom Trail, while Cambridge offers a vibrant academic atmosphere around Harvard Square. Your Massachusetts vacation package can be tailored to emphasize either of these appealing aspects.

Which airports serve the main destinations in Massachusetts?

For a Massachusetts vacation, Boston Logan International Airport (BOS) is the primary gateway, serving Boston and the wider region. Travelers can also consider nearby regional airports such as T.F. Green Airport (PVD) in Providence, Rhode Island, and Bradley International Airport (BDL) in Hartford, Connecticut, which offer additional access points to the area.

What are the top things to do across the destinations in Massachusetts?

A Massachusetts vacation offers a diverse range of experiences across its many destinations, from historic cities to scenic coastal towns:


Browse and book things to do in Massachusetts on Expedia.

Are there family vacation packages in Massachusetts with kid-friendly amenities?

Yes, family vacation packages in Massachusetts offer a range of kid-friendly amenities across its destinations:

• Boston Lodge and Suites: In Boston, this 4-star property, rated 8.6 out of 10 by travelers, features a playground and family rooms, with travelers finding it convenient.
• The Kendall Hotel at the Engine 7 Firehouse: In Cambridge, this hotel, rated 9.1 out of 10 by travelers, provides family rooms and kitchens, and travelers love its rooms and top-notch breakfast.
• Nantucket Resort Collection: In Nantucket, this 4-star property, rated 9.2 out of 10 by travelers, offers a game room and pet-friendly accommodations, with travelers praising the helpful staff.
• Harbor Hotel Provincetown: In Provincetown, this hotel, rated 8.6 out of 10 by travelers, includes family rooms and an outdoor pool, with travelers highlighting its nice facilities.

What luxury vacation packages are available in Massachusetts?

Massachusetts offers luxury vacation packages centered around high-end hotels in its most popular destinations:


Most Massachusetts vacation packages pair the hotel with flights. Browse luxury vacation packages in Massachusetts on Expedia to compare options.

Which destinations in Massachusetts have adults-only resorts?

Provincetown is a destination in Massachusetts that offers several adults-only resorts you can book as part of a Massachusetts vacation package:


Browse adults-only resorts in Massachusetts on Expedia to compare.

When should I book vacation packages for the top destinations in Massachusetts?

Booking times for Massachusetts vacation packages vary by destination, with most travelers booking around 4 to 7 weeks before departure.


Travelers tend to book Massachusetts vacation packages most often from March to April, and from June to November. If you're planning a spontaneous getaway, Expedia also offers last-minute Massachusetts vacation packages.

How many days do you need for a Massachusetts vacation?

Most Massachusetts vacation packages last around 3 days, but the ideal trip length depends on where you're going and what you'd like to experience.


Boston, a city known for its cultural and urban attractions, is typically enjoyed over 3 days. Weekend trips are most popular, though some travelers extend their stay for about a week to explore sights like Fenway Park.


Cambridge, a city with a vibrant mix of cultural and family-friendly attractions, also sees typical stays of around 3 days. Weekend trips are common, with some visitors opting for week-long stays to visit places like Harvard Square.


Nantucket, an island primarily known for its beautiful beaches and scenic views, is also a popular destination for 3-day trips. Many travelers choose weekend trips, and week-long stays are also popular for enjoying its coastal charm and beaches like Madaket Beach.

Can I change or cancel my Massachusetts vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Massachusetts vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Massachusetts vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Massachusetts vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Massachusetts?

To find last-minute vacation packages to Massachusetts, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Massachusetts vacation packages?

Free cancellation on a Massachusetts vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Massachusetts vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Massachusetts getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Massachusetts vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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