Charlestown Trips (flight + hotel)

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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 night scenes and a city as well as a small group of people

Downtown Boston

5/5(1 area review)

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 Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotel + flight trips in Downtown Boston

Frequently asked questions

How much does a Charlestown vacation 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 vacation 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 vacation?
Get rewarded with the widest variety at the lowest prices by booking your Charlestown vacation 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 vacation!
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 organizing 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 vacation 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 vacation 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 vacation 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

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USS Constitution Museum

Play sailor and learn even more about the U.S. Navy’s oldest ship at a museum just across from “Old Ironsides.”

USS Constitution Museum
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Bunker Hill Monument

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

Bunker Hill Monument
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Charlestown Navy Yard

You can find out about the history of Boston with a visit to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area.

Charlestown Navy Yard

Things to do

Image for Boston Freedom Trail Self-Guided Walking Tour

Boston Freedom Trail Self-Guided Walking Tour

P497
Per adult
82% of travellers recommend
Boston Freedom Trail Self-Guided Walking Tour
Image for Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

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

P4,371
Per adult
100% of travellers recommend
Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution
Image for Freedom Trail & Salem Witch Trail Self-Guided Walking Tour Bundle

Freedom Trail & Salem Witch Trail Self-Guided Walking Tour Bundle

P940
Per adult
Freedom Trail & Salem Witch Trail Self-Guided Walking Tour Bundle
See all activities in Boston

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.