Charlestown Holidays

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Your Charlestown Holiday

Our Charlestown holiday packages are a simple and practical way to organise and reserve your next adventure. Uncover the true character of this unique neighbourhood without the fuss of having to organise everything yourself. Hoping to head out and see the sights during your trip to Charlestown? Be sure to stop by nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace. Expedia can put your plans into action. Book your ideal Charlestown holiday today.

Our guide on where to stay in Charlestown

Find the best Charlestown areas and neighborhoods for the activities you enjoy most. Learn more about Charlestown
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

This is Boston’s business district, now and back when the city was just starting.

Find hotels in Downtown Boston

Our pick of the best Charlestown Hotel Deals

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 AU$439 per night from 10 Aug to 11 Aug
AU$439
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (3,673 reviews)
"beautiful!"

Reviewed on 19 Jul. 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$311 per night from 27 July to 28 July
AU$311
27 July - 28 July
includes taxes & fees
9.2/10 Wonderful! (1,454 reviews)
"Very small."

Reviewed on 19 Jul. 2025

citizenM Boston Back Bay
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$311 per night from 27 July to 28 July
AU$311
27 July - 28 July
includes taxes & fees
9.2/10 Wonderful! (3,546 reviews)
"Staff was great. Hotel clean! Rooms are extremely small. I didn’t expect them to be THAT small- it’s basically the width of the bed as all three sides of the bed are touching the walls. Otherwise all good!"

Reviewed on 19 Jul. 2025

citizenM Boston North Station
See all 3,718 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.

Discover the most popular places to visit in Charlestown

Bunker Hill Monument

Bunker Hill Monument

Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.

Bunker Hill Monument
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

Winthrop Park

Explore the great outdoors at Winthrop Park, a lovely green space in Boston. Discover the fascinating museums in this vibrant area or seek out the local tours.

Winthrop Park

Activities

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

AU$76
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Statue of Paul Revere with Old North Church

Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

AU$121
per adult
100% of travellers recommend
Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

AU$76
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
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.