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
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

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

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$380 per night from 2 Jul to 3 Jul
S$380
2 Jul - 3 Jul
includes taxes & fees
9/10 Wonderful! (3,535 reviews)
"Quiet, nice view, nearby great restaurants."

Reviewed on 13 Jun, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$329 per night from 29 Jun to 30 Jun
S$329
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,116 reviews)
"Everything was excellent. The breakfast buffet was fresh and delicious with a wide variety of options. I especially enjoyed the made-to-order omelets. I would definitely stay here again and highly recommend it to anyone visiting the area."

Reviewed on 14 Jun, 2025

Hilton Boston Back Bay
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$197 per night from 6 Jul to 7 Jul
S$197
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (3,696 reviews)
"Great location and friendly staff. King room was on the smaller side and had to wait to get our room."

Reviewed on 13 Jun, 2025

Copley Square Hotel, a FOUND Hotel
See all 3,719 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.

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.

Popular places to visit

Fenway Park showing a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

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

Fenway Park
Harvard University featuring a city and heritage architecture

Harvard University

4.5/5(102 reviews)

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

Harvard University
New England Aquarium

New England Aquarium

4.5/5(57 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

What to do in Boston

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

S$102
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

S$70
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

S$34
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Boston

* 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.