Boston Holidays

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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.

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.

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.

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.

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.

Things to do in Boston

Boston is an ideal destination for those seeking a city-themed or cultural family holiday. Visitors can explore a variety of engaging activities, including scenic walking trails, fascinating tours, and enriching museum experiences. The city also boasts fantastic shopping centres and numerous cultural attractions, ensuring a delightful blend of education and entertainment for all ages.

Shopping

Discover Burlington Mall, a vibrant shopping centre in Boston, offering a mix of entertainment and family-friendly vibes. Don't miss the Boston Public Market, a bustling hub showcasing local businesses and city charm, and the Boston Design Center, perfect for unique home and décor items.

Recreation

At Paradise Rock Club, immerse yourself in an electrifying atmosphere filled with live music, perfect for those seeking entertainment and vibrancy. Gillette Stadium offers thrilling sports experiences, ideal for sports enthusiasts. Meanwhile, the Wilbur Theatre enchants with its romantic and cultural performances, making it a delightful spot for families and couples alike.

Adventure

Explore LEGOLAND® Discovery Center for an immersive adventure filled with interactive exhibits and rides that spark creativity and joy for the whole family. Alternatively, enjoy the thrills at Family Funway Foxboro, where arcade games and fun activities await. Don't miss the Water Park of New England, offering exciting water attractions for all ages.

Nightlife

Experience the vibrant nightlife in Boston, starting with a drink at Cambridge Common, a lively pub with a romantic atmosphere. For a unique twist, visit Park-9 Dog Bar, where you can enjoy the company of furry friends while soaking in the entertaining vibes of the city.

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

Find the best attractions in Boston

Boston, a city rich in history and culture, is ideal for family vacations and urban exploration. Visitors can enjoy a variety of attractions, including the picturesque Boston Harbour, the expansive Boston Common, and the vibrant South Boston. This city is also renowned for its historic colleges and universities, making it a perfect destination for those seeking cultural and outdoor experiences. Don't miss the excitement of the Boston Marathon and other local attractions that highlight the city's unique charm.

  • Fenway Park: Experience the thrill of American baseball at Fenway Park, one of the oldest ballparks in Major League Baseball. The atmosphere is electric with passionate fans, and you can take guided tours to learn about its rich history and iconic features, such as the Green Monster.
  • Harvard University: Stroll through the historic campus of Harvard University, the oldest institution of higher education in the United States. Enjoy the stunning architecture, lush green spaces, and numerous museums, while absorbing the vibrant academic culture that has shaped many of the world's leaders.
  • Boston Museum of Fine Arts: Immerse yourself in a world of creativity at the Boston Museum of Fine Arts, home to an extensive collection of artworks from various cultures and periods. The museum's diverse exhibitions and beautiful galleries provide a deep insight into the art world.

Best time to go to Boston

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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Boston.
  • Consider traveling to Boston 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.

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.

Top hotels in Boston

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
S$326
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,765 reviews)
"Great hotel! Lobby and restaurant are awesome. There is an entire gym for guests which I’ve never seen before. Location is great - safe and clean area with extremely close access to the bus that can take you to and from the airport. Also extremely quiet at night - got a good nights rest when I needed ..."

Reviewed on 15 Aug, 2026

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
S$390
30 Aug - 31 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
S$203
20 Aug - 21 Aug
includes taxes & fees
The Revolution Hotel
See all 4,234 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 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 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 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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What to do in Boston

Boston Hop-On Hop-Off Trolley Tour

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

S$66
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

S$102
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Summer Nights Tour

Boston Summer Nights Tour and River Cruise

S$63
per adult
90% of travellers recommend
Boston Summer Nights Tour and River Cruise
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.