Charlestown Holidays

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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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

1 out of top 10 points of interest in this area

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.

Our pick of the best Charlestown Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
NZ$433
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,694 reviews)
"Definitely worth the money & will stay there again anytime im in Boston"

Reviewed on 7 Aug 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
NZ$269
7 Sept - 8 Sept
includes taxes & fees
The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
NZ$544
20 Aug - 21 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
See all 4,158 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.

Stay near popular Charlestown attractions

A street lined with historic buildings and a prominent Washington Monument in the center.

Bunker Hill Monument

8.8/10 (90 reviews)
Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.
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The USS Constitution Museum building with multiple colorful banners and flags.

USS Constitution Museum

9.0/10 (1,904 reviews)
Play sailor and learn even more about the U.S. Navy’s oldest ship at a museum just across from “Old Ironsides.”
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A historic ship docked at a pier with a large American flag, surrounded by construction materials and a clear blue sky.

Charlestown Navy Yard

10.0/10 (1 review)
You can find out about the history of Boston with a trip to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area.
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A modern cable-stayed bridge at night with illuminated cables and a pedestrian walkway.

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.
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Boston National Historical Park

Explore the great outdoors at Boston National Historical Park, a lovely green space in Boston. Amble around this vibrant area's waterfront or experience its fascinating museums.
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Charlestown Navy Yard Visitor Center

You can browse the exhibits at Charlestown Navy Yard Visitor Center, a museum with a storied past, during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
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John Harvard Mall

After visiting John Harvard Mall, make a plan to see the other sights and activities in Boston. Discover the fascinating museums and notable monuments in this vibrant area.
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Engine Company 50

Learn about the local history of Boston with a stop at Engine Company 50. Experience the fascinating museums or attend a sporting event in this vibrant area.
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Activities

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

NZ$89
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

NZ$137
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

NZ$59
per adult
86% 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.