Massachusetts Holidays

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Your Massachusetts Holiday

When adventure calls, answer it with a holiday package to Massachusetts. Kick off your journey with a visit to Boston, which is famous among other things for its dining and culture. With so much to see on a trip to Massachusetts, it can be hard to know where to start. Kick off your travels in Boston at Fenway Park and TD Garden — two leading attractions here. Another great city to add to your itinerary is Cambridge. Be sure not to miss Fenway Park and TD Garden. Expedia has hotels, flights, car rentals and more to help you curate your own tailored Massachusetts holiday today.

Top destinations in Massachusetts

Top Massachusetts Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Studio Allston Hotel
Staypineapple, A Delightful Hotel, South End
The Dagny Boston
The Godfrey Hotel Boston
Eurostars The Boxer

Where to stay in Massachusetts

Find the best Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Massachusetts

Things to do in Massachusetts

Massachusetts offers a delightful blend of outdoor activities and cultural experiences, perfect for a romantic getaway. Enjoy skiing in picturesque landscapes, attend lively music concerts, and explore numerous fascinating museums. Don't miss the charming holiday markets and vibrant Halloween parties that add to the state's unique charm. Whether you're looking for engaging tours or interesting activities, Massachusetts has something for every traveller.

Shopping

In Massachusetts, visit Harvard Square for a lively shopping experience with unique boutiques and entertainment. Don't miss Tony's Bakery for delightful treats, and explore the Plymouth Farmers' Market for fresh local produce and artisanal goods, perfect for souvenirs and gifts.

Recreation

Tanglewood Music Center offers a harmonious escape with enchanting concerts amidst stunning landscapes, perfect for music lovers. Duxbury Beach Park invites relaxation along its sandy shores, ideal for unwinding. Foxborough Country Club provides an exhilarating golfing experience, surrounded by beautiful greenery and fresh air, perfect for outdoor enthusiasts.

Adventure

Experience the thrill at Cape Cod Inflatable Park, where water rides and family fun await. Try your hand at various games at Seekonk Grand Prix, an exciting arcadeAdventureZone. For a serene escape, hike along the Housatonic River Walk, enjoying stunning outdoor scenery.

Nightlife

Experience the vibrant nightlife in Massachusetts with a drink at Cambridge Common, a lively pub offering a romantic atmosphere. For a unique twist, visit Park-9 Dog Bar, where you can enjoy entertainment alongside your furry friends in a charming setting.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Massachusetts

Massachusetts offers a delightful mix of outdoor adventures, scenic beauty, and romantic getaways. Explore its stunning beaches, vibrant urban parks, and picturesque state parks that cater to culture enthusiasts, families, and outdoor lovers alike. Whether you're seeking relaxation or excitement, the attractions in and around Massachusetts promise a memorable experience for every traveller.

  • Fenway Park: Immerse yourself in the vibrant atmosphere of Fenway Park, one of the oldest baseball stadiums in the United States. Experience the thrilling energy of a live game while surrounded by rich sports history and culture, making it a must-visit for any sports enthusiast.
  • Harvard University: Explore the prestigious Harvard University, renowned for its academic excellence and historical significance. Wander through its picturesque campus, soak in the intellectual culture, and perhaps even attend a public lecture or event.
  • Boston Common: Enjoy the natural beauty of Boston Common, the city's oldest park. Perfect for families, it offers serene walking paths, playgrounds, and open spaces for picnics, providing a lovely retreat from the bustling city.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.3°F (-2.6°C)Light RainMostly SunnySlightly LowSlightly Low
February27.3°F (-2.6°C)Light RainMostly SunnyAverageSlightly Low
March38.3°F (3.5°C)Light RainMostly SunnyAverageAverage
April47.5°F (8.6°C)Light RainMostly SunnySlightly HighAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June63.3°F (17.400000000000002°C)Light RainMostly SunnySlightly HighAverage
July69.4°F (20.8°C)Light RainMostly SunnySlightly HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
September62.4°F (16.900000000000002°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageSlightly High
November38.8°F (3.8°C)Light RainMostly SunnySlightly LowAverage
December33.6°F (0.9°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Massachusetts

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Massachusetts.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Massachusetts.
  • 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.

Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Top Sights
New England Aquarium, Boston Common and Wingaersheek Beach

Top hotels in Massachusetts

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is £171 per night from 10 May to 11 May
£171
10 May - 11 May
includes taxes & fees
9.6/10 Exceptional! (4,184 reviews)
Place was clean the only thing I had a problem with was the tv wasn’t connecting to the internet

Reviewed on 16 Apr 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is £192 per night from 10 May to 11 May
£192
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (3,114 reviews)
THE BEST PART WAS THE BREAKFAST, DELICIOUS, VARIETY EACH DAY, GOOD SERVICE PERSONAL.THE NOT GOOD PART, IN THE ROOM WAS THE TOWELS, VERY VERY DRY

Reviewed on 16 Apr 2026

Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is £223 per night from 22 Apr to 23 Apr
£223
22 Apr - 23 Apr
includes taxes & fees
9.2/10 Wonderful! (6,447 reviews)
This is a great hotel! Location is perfect to enjoy all the wonderful attractions Boston's Historic District has to offer. The hotel is walking distance to many of the attractions. Lots of food options as well. I would highly recommend this hotel.

Reviewed on 17 Apr 2026

Harborside Inn Of Boston
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.

Frequently asked questions

Why should I book my Massachusetts holiday with Expedia?
Choose Expedia to plan your next adventure simply and all in the same place. Our top tip for scoring a great deal on a Massachusetts getaway? Bundle your accommodation, airfares and/or hire car into a package holiday. Then throw in a couple of exciting tours and activities. Many bookings also have flexible cancellation policies, so there's no need to worry if you have to switch up your travel plans. Round-the-clock assistance with cancelling and changing your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Massachusetts?
Enjoy sightseeing but don't like huge crowds? Lock in your Massachusetts getaway for November, December and January. Typically, it's much quieter than in June, July and August. With daytime average temperatures of -2ºC, January is the coolest period in Massachusetts. The warmest time of year is July, when you can experience averages of 22ºC during the day. Whatever the weather, you'll discover a whole lot to keep you busy here.
What are the top hotels for my holiday in Massachusetts?
When it comes to properties in Boston, Boston Park Plaza and Hilton Boston Logan Airport are two terrific options. If you're also heading to Provincetown, Harborside Inn Of Boston and Club Quarters Hotel Faneuil Hall, Boston will make you feel right at home.
How do I get a cheap holiday to Massachusetts?
Bundle your hotels and flights with Expedia to save on your next getaway. With more than 400 airlines and 321,000 hotel options across the world, your Massachusetts holiday can be tailored exactly to suit your budget. With all that extra cash, why not add one or two interesting activities and tours? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Massachusetts is much closer than you thought! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Massachusetts holiday?
Organise your next holiday in Massachusetts around well-known attractions such as Fenway Park and Boston Common. Many tourists also highly recommend Faneuil Hall Marketplace and Harvard Square.
What are the best cities to stay in when on holiday in Massachusetts?
There are plenty of terrific places to stay in Massachusetts, such as Boston. This city is home to renowned attractions including Fenway Park and Boston Common. You can also head to Provincetown, where you'll discover Pilgrim Monument and Herring Cove Beach. If time is no issue, explore both buzzing cities!
Do I need a visa for my Massachusetts holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the reason for your visit, whether it be for tourism or work, will determine if you'll need a visa for Massachusetts. Also make sure your passport is up to date and has a minimum of six months validity remaining beyond your planned date of return. Finalise all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Massachusetts holiday?
Think about the type of activities planned during your holiday in Massachusetts and create a travel wardrobe that you can easily mix and match. For fashion inspiration or even information on dress codes, browse style blogs or social media accounts. The weather will influence your choice of clothing, so check the forecasts for the places you want to visit. Massachusetts is at its warmest in July, with a daily average temperature of 22ºC. January is the coolest time of year here with the mercury averaging -2ºC during the daytime.
What does an Expedia Massachusetts holiday include?
Flights, hire cars and hotels — you'll discover them all here. With Expedia, you can shape your Massachusetts package however you want. All you have to do is figure out what you need. Once you've made your booking, why not add extras like tours and activities? The more you bundle, the greater your savings! Expedia offers a wide range of properties in Massachusetts, giving you the flexibility to tailor-make your holiday. Private holiday homes and apartments are two of the most popular stays for our customers here.
Does Expedia offer Book Now, Pay Later Massachusetts holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan that suits best during checkout and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can lock in that well-deserved holiday now.
  • No-deposit holidays: If not paying upfront for your trip makes pressing that "book now" button easier, go for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Massachusetts Expedia holiday?
Expedia offers access to more than 400 partner airlines worldwide, so you sure can! Just choose the airline you want and put together the perfect Massachusetts holiday.

Popular places to visit

What to do in Massachusetts

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.