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

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is AU$186 per night from 14 Jan to 15 Jan
AU$186
14 Jan - 15 Jan
includes taxes & fees
9.2/10 Wonderful! (6,161 reviews)
Nice bed and homely facilities. Great staff

Reviewed on 13 Jan 2026

Harborside Inn Of Boston
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 AU$249 per night from 18 Jan to 19 Jan
AU$249
18 Jan - 19 Jan
includes taxes & fees
8.4/10 Very Good! (1,249 reviews)
The room was clean and comfortable.

Reviewed on 10 Jan 2026

Hilton Boston Back Bay
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$289 per night from 25 Jan to 26 Jan
AU$289
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (4,379 reviews)
Clean and nice staffs. Convenience to restaurants near seaport. Close to Chinatown

Reviewed on 12 Jan 2026

Omni Boston Hotel at the Seaport
See all 3,942 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

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

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

AU$125
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Built-in 15-minute break at Quincy Market.

The Full Revolutionary Story Epic Small Group Boston Walking Tour

AU$82
per adult
100% of travellers recommend
The Full Revolutionary Story Epic Small Group Boston Walking Tour
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

AU$81
per adult
98% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
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.