Boston Holidays

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Our guide on where to stay in Boston

Find the best Boston areas and neighborhoods for the activities you enjoy most. Learn more about Boston
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston
A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

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A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

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A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

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A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.

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Boston Holiday

Things to do in Boston

Shopping

Experience Boston's vibrant shopping scene at Quincy Market, a lively hub for entertainment and unique finds. Visit The Shops at Prudential Center for a mix of high-end retailers and local favourites. Don't miss Bewitched in Salem for enchanting gifts and souvenirs that capture the area's charm.

Recreation

At Gillette Stadium, immerse yourself in the electrifying atmosphere of live sports events, perfect for those seeking excitement. Alternatively, enjoy the captivating performances at Boston Symphony Hall, where music fills the air, or experience the charm of the Charles Playhouse, offering a delightful mix of culture and entertainment.

Adventure

Hit the slopes at Blue Hills Ski Area for an exhilarating day of skiing and snowboarding amidst stunning views. For family fun, explore Salem Willows Park's arcade and amusement options, or challenge your mates at Kings Bowling for an entertaining night of bowling and food.

Nightlife

In Boston, enjoy the lively atmosphere of Cambridge Common and Park-9 Dog Bar, both popular pubs exuding romance and entertainment vibes. Experience great drinks and a vibrant nightlife scene, perfect for mingling and unwinding after a day of exploring this historic city.

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

Find the best attractions in Boston

Boston is a delightful destination for city and culture-themed family vacations, offering a rich tapestry of attractions. Visitors can explore beautiful beaches, urban parks, and historic colleges, catering to those seeking outdoor experiences and cultural immersion. Notable points of interest include the iconic Boston Common and a range of local attractions, making it a perfect spot for travellers looking to enjoy both history and nature in this vibrant city.

  • Fenway Park: Experience the rich history of Fenway Park, one of the oldest baseball stadiums in the US. Enjoy the electric atmosphere of a Red Sox game while soaking in the cultural significance of this iconic venue.
  • Harvard University: Stroll through the historic campus of Harvard University, the oldest institution of higher education in the US. Marvel at its stunning architecture and immerse yourself in the vibrant academic culture that has shaped generations of leaders.
  • TD Garden: Witness the excitement at TD Garden, Boston's premier event venue. Whether attending a concert or an NBA game, the buzzing atmosphere and modern amenities ensure an unforgettable experience.

Best time to go to Boston

The best time to visit Boston is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly SunnySlightly LowSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudySlightly LowSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnySlightly LowAverage
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageSlightly High
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnySlightly HighAverage
September65.7°F (18.7°C)Light RainMostly SunnyAverageSlightly High
October55.6°F (13.1°C)Light RainMostly SunnySlightly HighSlightly High
November44.4°F (6.9°C)Light RainMostly SunnyAverageAverage
December36.3°F (2.4°C)Light RainMostly SunnyAverageSlightly Low

Tips to save on your trip to Boston

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Boston.
  • 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.

Boston Beach Holiday

A Boston holiday is the perfect opportunity to kick back and relax. Whether you like the idea of lazing by the water or meandering along the shoreline looking for seashells, a trip to Boston will put a spring in your step. If you want to be close to the city centre, base yourself around Carson Beach. This well-known stretch of coast is only 3 kilometres away. We also offer Boston holiday deals close to Nahant Beach - Lynn Shore Reservations and Pleasure Bay Beach, two other fantastic options.

Things You Should Know About Boston

  • Spend your escape by the water and let the hassles of daily life drift away with the sea breeze. Book one of our Boston beach hotels and discover beachside bliss.
  • Consider Hotel Indigo Boston Newton Riverside and RegulatoryTest P. These popular apartments could just be ideal for your stay in Boston.
  • There are tons of activities that keep the 667 100 or so residents of Boston entertained. Browsing our Boston things to do page will show you everything this place has to offer.
  • Don't take off without swinging by Copley Square, Copley Square and Boston Harbour. With the money you save through our Boston holiday deals, you can see more great attractions like these.

Our pick of the best Boston Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
NZ$427
6 Sept - 7 Sept
includes taxes & fees
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
NZ$473
27 Aug - 28 Aug
includes taxes & fees
9.2/10 Wonderful! (4,895 reviews)
"Great location. Excellent amenities. Loved the coffee shop."

Reviewed on 25 Aug 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
NZ$266
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (2,878 reviews)
"I chose this hotel in part because of the non cookie cutter design aesthetics. Our room was in the lofts across the street so iwe didnt feel the vibe as one would in the main part of the hotel."

Reviewed on 25 Aug 2026

The Revolution Hotel
See all 4,247 properties in 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.

Stay near popular Boston attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Step into America's oldest ballpark where the Green Monster wall and century of baseball history await. Catch a guided tour for behind-the-scenes access to this iconic Red Sox sanctuary.
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A classical building with columns and a blue door, surrounded by trees and people walking.

Harvard University

9.2/10 (6,542 reviews)
Harvard captivates with its historic architecture and prestigious academic atmosphere. Wander through iconic Harvard Yard or join a student-led tour to glimpse the institution's rich traditions.
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A park with manicured hedges, flowering plants, and a city skyline in the background.

Boston Common

9.4/10 (18,299 reviews)
America's oldest public park, Boston Common has been a gathering place since 1634. Stroll its historic grounds, visit the Soldiers Monument, or enjoy seasonal ice skating at Frog Pond.
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A soccer stadium with a crowd of spectators, a goalpost, and players in action.
Photo by The Curious Zephyr

Gillette Stadium

9.0/10 (1,182 reviews)
Home to the Patriots and Revolution, Gillette Stadium delivers electrifying game-day energy and world-class entertainment. Experience legendary tailgating before cheering alongside passionate fans.
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A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.

TD Garden

9.2/10 (7,449 reviews)
Home to the Boston Bruins and Celtics, TD Garden pulses with championship energy and New England pride. Arrive via North Station below and experience the electrifying atmosphere of a live game.
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A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)
Nestled among treasures like Trinity Church and Boston Public Library, Copley Square pulses with urban energy. Explore seasonal markets, enjoy performances, or simply absorb the blend of historic and contemporary city life.
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A nighttime street scene with a historic building, street lamps, and a church spire.

Harvard Square

9.0/10 (3,936 reviews)
This historic hub blends Harvard University's academic prestige with a vibrant cultural scene. Wander through bookshops, catch street performances, or sip coffee while watching the intellectual energy unfold.
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A modern architectural building with a large overhanging roof and a glass facade.

Boston Convention and Exhibition Center

8.8/10 (2,207 reviews)
Boston's premier convention centre offers 500,000 square feet of column-free exhibit space in the vibrant Seaport District. Visitors enjoy skyline views and easy access to waterfront dining and attractions.
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What to do in Boston

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

NZ$89
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

NZ$62
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

NZ$80
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Boston

Frequently asked questions

How much does a Boston holiday package cost?
You'll find cheap prices on Expedia for your Boston escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Boston costs.
What are the cheapest months to go to Boston?
If you're hoping to snag a cheap Boston holiday package, consider planning a trip in December, January and February. You'll usually find better prices on accommodation and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Boston?
Boston holidays come in many shapes and sizes, but to get a real feel for this destination, we'd say 2 days is a good ballpark. With this timeframe, you can visit major attractions like Boston Museum of Fine Arts and Museum of Science as well as lesser-known gems. Don't skip neighbourhoods such as South Boston and D Street - West Broadway either. If you plan wisely, you may even be able to take a day trip from Boston too.
Is it worth booking a holiday package to Boston?
Whether you're planning to explore attractions like Fenway Park and TD Garden, or eager to experience its terrific dining and culture, a Boston holiday is sure to exceed your expectations. Book your trip with Expedia and discover why Boston is such a good holiday destination.
How to find the best Boston package deals?
Begin your search for a Boston package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Boston package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Boston adventure off to a flying start.
Is it cheaper to book a Boston holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the freedom to create a personalised Boston holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Boston?
If you're planning a spontaneous Boston adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Boston?
  1. Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Boston.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to put aside for your trip to Boston. Then, pick a hotel that suits your budget, whether that's an economical stay or a more upscale retreat.
  3. Work out your trip length: Think about how much time you want to spend exploring Boston. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've nailed down your travel dates and duration, lock in the ideal Boston holiday package for you.

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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.