Charlestown Vacations

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Your Charlestown Vacation

Immerse yourself in all this neighborhood has to offer with a tailor-made Charlestown vacation package. However you see yourself spending your time here, you'll find countless opportunities for fun, adventure and relaxation. Not sure what to do and see during your trip to Charlestown? Nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace are good places to begin. Expedia can help you turn your dream Charlestown vacation into reality, whatever your budget or travel plans.

The Latest Charlestown Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul 1 - Jul 4
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
This is an upscale hotel with excellent amenities and wonderfully helpful and friendly people who kindly made our stay a joy.

Reviewed on May 27, 2024

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
per person
Aug 7 - Aug 13
found 17 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
10/10 Exceptional! (3 reviews)
Everything was perfect

Reviewed on May 28, 2024

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 17
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (215 reviews)
Beautiful room, amenities, service, snacks and coffee station.

Reviewed on May 26, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul 1 - Jul 4
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (274 reviews)
Awesome, awesome, awesome. I could not find another word to describe my stay! Awesome.

Reviewed on May 22, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul 3 - Jul 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (32 reviews)
Beautiful hotel, flowers in All areas. Staff was superb. Two very minor issue - no fan for toilet area, hot water in shower takes a bit. Doesn’t distract from my overall rating. Easily a come back recommendation

Reviewed on May 29, 2024

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 hotel + flight trips in Downtown Boston

Charlestown Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $220 per night from Jun 16 to Jun 17
$220
$285 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (2,122 reviews)
"Room was very clean overall hotel was clean front desk staff was meh not the friendliest but the room was soooooo tiny it was a shoe box and for what I spent the room wasn’t worth the money at all"

Reviewed on May 30, 2024

Omni Boston Hotel at the Seaport
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
The price is $207 per night from Jun 16 to Jun 17
$207
$276 total
includes taxes & fees
Jun 16 - Jun 17
8.8/10 Excellent! (2,580 reviews)
"Great location in the middle of all the historic sites"

Reviewed on May 30, 2024

Omni Parker House
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
The price is $143 per night from Jun 16 to Jun 17
$143
$167 total
includes taxes & fees
Jun 16 - Jun 17
8.6/10 Excellent! (1,499 reviews)
"Great concept and spacious rooms, but i ended up not being a huge fan of the shared bathrooms, mostly because i had to wait a couple of times and it was not so convenient in the middle of the night. But, the rooms were fantastic and spacious and the proximity to everything was fantastic."

Reviewed on May 30, 2024

The Revolution Hotel
See all 3,250 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Charlestown vacation package cost?
Starting from as low as $844, 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

Image for USS Constitution Museum

USS Constitution Museum

4.5/5(1,332 reviews)

Play sailor and learn even more about the U.S. Navy’s oldest ship at a museum just across from “Old Ironsides.”

USS Constitution Museum
Image for 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
Image for Charlestown Navy Yard

Charlestown Navy Yard

You can find out about the history of Boston with a visit to Charlestown Navy Yard. Experience the fascinating museums or attend a sporting event in this vibrant area.

Charlestown Navy Yard

Things to do

Image for Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

$79
Per adult
100% of travellers recommend
Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution
Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Freedom Trail: Small Group Tour of Revolutionary Boston

Freedom Trail: Small Group Tour of Revolutionary Boston

$39
Per adult
100% of travellers recommend
Freedom Trail: Small Group Tour of Revolutionary Boston
See all activities in Boston

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.