Charlestown Vacations from ￥200,364

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The Latest Charlestown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston

The Bostonian Boston

4 out of 5
Government Center
Price was ￥225,525, price is now ￥200,364 per person
￥200,364
per person
Mar 3 - Mar 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.2/10 Very Good! (1,939 reviews)
Yes, everyone and everything was great

Reviewed on Jan 13, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥433,986, price is now ￥327,896 per person
￥327,896
per person
Mar 3 - Mar 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Beautiful room and common areas, excellent service, luxurious lotions and soaps. Spa area newly renovated. Delicious lunch at the restaurant. Turn down service. Friendly staff.

Reviewed on Jan 13, 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was ￥312,206, price is now ￥244,360 per person
￥244,360
per person
Mar 3 - Mar 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Our room had a shower that was designed fir shorter people. Im 5'9" and had to duck and lean iver to shampoo. Its a simple fix. Sometimes you just say to yourself. WHAT??

Reviewed on Jan 13, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥308,304, price is now ￥249,659 per person
￥249,659
per person
Mar 3 - Mar 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Our second stay there, love it

Reviewed on Dec 25, 2025

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Price was ￥238,783, price is now ￥211,652 per person
￥211,652
per person
Mar 3 - Mar 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.6/10 Excellent! (2,315 reviews)
Very clean hotel. Good food just a lil expensive.

Reviewed on Jan 14, 2026

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

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is ￥17,051 per night from Jan 19 to Jan 20
￥17,051
￥19,855 total
Jan 19 - Jan 20
includes taxes & fees
9.2/10 Wonderful! (6,125 reviews)
everything was great!

Reviewed on Jan 8, 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 ￥18,739 per night from Jan 18 to Jan 19
￥18,739
￥26,598 total
Jan 18 - Jan 19
includes taxes & fees
8.4/10 Very Good! (1,251 reviews)
Check in was great. I'm tall, so I struggle with looking down at name tags. It feels awkward, especially if someone presents as female, I am a male. My check in attendant was helpful, kind, and knowledgeable. I appreciate them, but I didn't catch their name. Maybe at check there could be a nameplate? ...

Reviewed on Jan 12, 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 ￥19,454 per night from Feb 1 to Feb 2
￥19,454
￥29,143 total
Feb 1 - Feb 2
includes taxes & fees
9/10 Wonderful! (4,379 reviews)
Clean and nice staffs. Convenience to restaurants near seaport. Close to Chinatown

Reviewed on Jan 12, 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.

Frequently asked questions

How much does a Charlestown vacation package cost?
Starting from as low as ￥200,364, 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

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

￥5,323
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

￥5,496
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥12,369
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 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.