Charlestown Vacations from ￥269,238

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The Latest Charlestown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was ￥363,227, price is now ￥269,238 per person
￥269,238
per person
Oct 5 - Oct 10
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8/10 Very Good! (588 reviews)
Good location. Think the following items should have been in the unit: Tea towel, dish cloth, paper towels, sink stopper and 4 coffees (for 4 individuals). Both shower stalls should include shelves for shampoo, soap etc. FYI, the glass stove top has brown stains. The concierges were very friendly and helpful.

Reviewed on Aug 31, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥698,148, price is now ￥394,822 per person
￥394,822
per person
Oct 5 - Oct 10
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
We had a wonderful stay at the Boston Harbor Hotel - the staff was friendly and our room excellent! Thank you!

Reviewed on Aug 31, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥467,904, price is now ￥327,171 per person
￥327,171
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Taipei (TPE) to Boston (BOS)
9.6/10 Exceptional! (443 reviews)
Was a great looking hotel. Comfy beds. Updates decor. Strange that there was no cooler/fridge in the room though.

Reviewed on Aug 30, 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was ￥400,583, price is now ￥288,634 per person
￥288,634
per person
Oct 5 - Oct 10
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (1,116 reviews)
I will definitely stay here again!

Reviewed on Sep 2, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was ￥519,420, price is now ￥378,622 per person
￥378,622
per person
Oct 5 - Oct 10
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (1,007 reviews)
Great spot in Cambridge

Reviewed on Sep 2, 2025

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

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Charlestown Hotel Deals

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 ￥34,404 per night from Sep 4 to Sep 5
￥34,404
￥40,800 total
Sep 4 - Sep 5
includes taxes & fees
Seaport Hotel Boston
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 ￥40,504 per night from Sep 21 to Sep 22
￥40,504
￥53,165 total
Sep 21 - Sep 22
includes taxes & fees
Omni Boston Hotel at the Seaport
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 ￥30,761 per night from Sep 21 to Sep 22
￥30,761
￥35,823 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (3,589 reviews)
"clean room. helpful staff. good transportation in the area."

Reviewed on Aug 30, 2025

citizenM Boston North Station
See all 3,726 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 vacation package cost?
Starting from as low as ￥269,238, 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.

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 showing night scenes, a suspension bridge or treetop walkway and a marina

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

Charlestown Navy Yard Visitor Center

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

Charlestown Navy Yard Visitor Center

Things to do

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

￥7,361
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace

Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace

￥1,477
per traveler
84% of travellers recommend
Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

￥7,361
per traveler
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.