Charlestown Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Charlestown

Find the best Charlestown areas and neighborhoods for the activities you enjoy most. Learn more about Charlestown
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 Old State House and Boston City Hall, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Top hotels in Charlestown

Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is S$301 per night from 18 Feb to 19 Feb
S$301
includes taxes & fees
18 Feb - 19 Feb
9.6/10 Exceptional! (2,789 reviews)
Nice overnight at the Seaport Hotel
"There was a big group checking in so the concierge checked us in. He was great. Friendly and quick. We had a nice room on the 17th floor with a view of the harbor. Room was clean and confortable. Large screen TV. We had dinner at Mortons right next door. Nice Valentines get away."

Reviewed on 14 Feb,2025

Seaport Hotel Boston
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is S$170 per night from 23 Feb to 24 Feb
S$170
includes taxes & fees
23 Feb - 24 Feb
9/10 Wonderful! (4,752 reviews)
"The vibe"

Reviewed on 15 Feb,2025

Harborside Inn Of 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$349 per night from 23 Feb to 24 Feb
S$349
includes taxes & fees
23 Feb - 24 Feb
9/10 Wonderful! (3,250 reviews)
"Overall no complaints. Would be nice if an ironing board was provided in place of just the steamer"

Reviewed on 17 Feb,2025

Omni Boston Hotel at the Seaport
See all 3,686 properties in Charlestown
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 Charlestown holiday package cost?
Starting from as low as , a package is your ticket to inexpensive travel. Customize your Charlestown trip by selecting from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Charlestown?
Book everything in one place with our Charlestown holiday packages. We have deals on hotels, flights and more that’ll keep your bank account happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options around the globe to choose from, there are endless opportunities to mix and match.
Where should I stay in Charlestown?
A journey to Charlestown has to include Fenway Park and TD Garden. Stay somewhere close by and easily access these fantastic sights.
What are the top hotels in Charlestown?
Moroccan Boutique Guest House and Top Of The World Charlestown Boston Ma are a couple of the most sought-after properties in Charlestown. Why not take a look at the amenities and facilities at each and then decide?
How far in advance should I book my Charlestown holiday?
Get rewarded with the widest variety at the lowest prices by booking your Charlestown holiday early. Air carriers usually sell flights around a year prior to departure, so start locking things in as soon as you can. That being said, Expedia is dedicated to providing you with the best deals around, so it’s always a good time to book your dream holiday!
What does an Expedia Charlestown travel package include?
With Expedia, you can select a combination of flights, car rentals and hotels to create your perfect Charlestown travel package. Once you’ve made your booking, you can add on the fun things like tours and experiences. Remember, the more you bundle, the more cash you’ll save!
What should I know before booking a Charlestown travel package?
When you book your hotels, flights and car rentals together, you’ll enjoy terrific discounts. Whether you’re organising a beach escape in a villa or want to stay in a luxurious city hotel, Expedia will help make it happen.
Can I choose my airline with a Charlestown Expedia holiday package?
Yes, you’re in charge. Expedia has access to more than 550 airlines around the world, so you can design your Charlestown getaway according to your travel needs.
If I'm not able to travel, can I cancel my Charlestown holiday package?
Because we understand life can be unpredictable, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you’ve booked your Charlestown holiday package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Popular places to visit

Zakim Bunker Hill Bridge

Zakim Bunker Hill Bridge

One of the world’s widest cable-stayed bridges graces Boston’s skyline with a functional monument to the city’s long commitment to democracy and freedom.

Zakim Bunker Hill Bridge

Things to do

Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts Self-Guided Driving and Walking Tours Bundle

S$68
per adult
Massachusetts Self-Guided Driving and Walking Tours Bundle
Boston: Freedom Trail Self-Guided Tour

Boston Freedom Trail Self-Guided Walking Audio Tour

S$12
per traveller
84% of travellers recommend
Boston Freedom Trail Self-Guided Walking Audio Tour
Bunker Hill Monument Self-Guided Walking Audio Tour

Bunker Hill Monument: A Historic Smartphone-Guided Walking Audio Tour

S$12
per traveller
Bunker Hill Monument: A Historic Smartphone-Guided Walking Audio Tour
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.