Charlestown Vacations from ￥320,786

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The Latest Charlestown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was ￥398,256, price is now ￥320,786 per person
￥320,786
per person
May 20 - May 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.6/10 Excellent! (1,728 reviews)
This is a great hotel in proximity to the north end, the staff was nice and it is a very clean place.

Reviewed on Feb 26, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥811,240, price is now ￥547,834 per person
￥547,834
per person
May 13 - May 18
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥894,067, price is now ￥638,410 per person
￥638,410
per person
May 20 - May 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
The most perfect hotel and service I’ve ever experienced in my lifetime!

Reviewed on Feb 24, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥511,078, price is now ￥373,986 per person
￥373,986
per person
May 20 - May 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Room was small-but very clean & bright. Beds were very comfortable. SO close to TD garden. Staff was kind & helpful. Breakfast was good. Their parking option was ramp garage that is only 6’2” and not a lot of parking spots for a random Wednesday. If that’s a concern, you may want to look elsewhere. Will absolutely stay again

Reviewed on Feb 26, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥537,760, price is now ￥433,362 per person
￥433,362
per person
May 20 - May 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Very clean, lovely room

Reviewed on Feb 24, 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

Residence Inn by Marriott Boston Harbor on Tudor Wharf

Residence Inn by Marriott Boston Harbor on Tudor Wharf

3 out of 5
34-44 Charles River Ave Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥22,471 per night from Mar 8 to Mar 9
￥22,471
￥26,167 total
Mar 8 - Mar 9
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Friendly staff

Reviewed on Feb 28, 2026

Residence Inn by Marriott Boston Harbor on Tudor Wharf
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 ￥19,764 per night from Mar 8 to Mar 9
￥19,764
￥28,338 total
Mar 8 - Mar 9
includes taxes & fees
9.6/10 Exceptional! (4,022 reviews)
I love this hotel. The staff is exceptional. They are friendly, professional and very attentive. The food was amazing and my room was clean, quiet and I had a great view. I will definitely stay there again.

Reviewed on Mar 1, 2026

Seaport Hotel Boston
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 ￥23,239 per night from Mar 8 to Mar 9
￥23,239
￥33,423 total
Mar 8 - Mar 9
includes taxes & fees
9.2/10 Wonderful! (4,474 reviews)
Absolute perfection

Reviewed on Feb 28, 2026

Omni Boston Hotel at the Seaport
See all 4,176 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 ￥320,786, 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

4.5/5(59 reviews)

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

￥5,263
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

￥3,560
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥12,228
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.