Charlestown Holidays

Book a Hotel + Flight or Car together to unlock savings

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 Boston Massacre Site and Old State House, 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
Fully refundableReserve now, pay when you stay
The price is 3.785.322 ₫ per night from 31 Jan to 1 Feb
3.785.322 ₫
5.301.552 ₫ total
31 Jan - 1 Feb
includes taxes & fees
9.6/10 Exceptional! (3,933 reviews)
Room was spotless. Staff was accommodating and friendly. Only complaint is towels were too rough and stiff. Need a little bit softener. Otherwise, happy with my stay and will book there again in the future.

Reviewed on 22 Jan 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is 2.514.816 ₫ per night from 8 Feb to 9 Feb
2.514.816 ₫
3.995.991 ₫ total
8 Feb - 9 Feb
includes taxes & fees
8.2/10 Very Good! (3,122 reviews)
The room was clean, nice, and the lobby was decorated super pretty for Christmas. We just hoped for streaming on the TV in the room

Reviewed on 26 Jan 2026

Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
9.2/10 Wonderful! (6,189 reviews)
Clean, comfortable bed

Reviewed on 26 Jan 2026

Get rates
Harborside Inn Of Boston
See all 4,143 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 1null000null000 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

USS Constitution is a three masted wooden hulled heavy frigate of the United States Navy docked at Charlestown Navy Yard in Boston, Massachusetts MA, USA. She is the world's oldest ship still afloat.

Charlestown Navy Yard

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.

Charlestown Navy Yard
Bunker Hill Monument

Bunker Hill Monument

4/5(5 reviews)

Learn about the local history of Boston when you spend time at Bunker Hill Monument. Discover the fascinating museums and notable monuments in this vibrant area.

Bunker Hill Monument
Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park