Charlestown Holidays
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Price found within the past 48 hours. Click for updated prices.
LivAway Suites Portland-Scarborough
S$878
per person
9 Oct - 12 Oct
found 1 day ago
Return direct flight included
Raleigh (RDU) to Boston (BOS)
8/10 Very good! (301 reviews)
Good bed, however missing pots and pans and other appliances that one would use with the full kitchen that was given
Reviewed on 6 Aug, 2026
Candlewood Suites Portland - Scarborough by IHG
S$874
per person
9 Oct - 12 Oct
found 1 day ago
Return direct flight included
Raleigh (RDU) to Boston (BOS)
8.2/10 Very good! (1,001 reviews)
Outside trash bins over flowing, cigarette butts all over ground, dog feces not cleaned up, sidewalk and gazebo area with lose rock where cement had deteriorated. Not a great visual first impression and not addressed quickly.
Nice that rooms have some cookware dishes etc, but would sure be nice to have a small knife to cut instead the big one, Some kitchen shears maybe on a chain screwed into the wall if worried about theft.
More information on what is available to purchase or to borrow as those were great, but I did not happen on some of it until I had stayed several days or already purchased items. Would have been nice to be able to purchase some items in small quantity such as a baggie with 3 or 4 packets of catsup, mustard, mayonnaise, salt, pepper and small tubs of peanut butter and jelly. small containers of cooking oil. more than one kind of laundry detergent (some for sensitive skin) dryer sheets. I hated that I ended up throwing away lots of food items due to not being able to buy small enough amounts for my needs from the grocery store.
Reviewed on 4 Aug, 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
The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.
Back Bay
1 out of top 10 points of interest in this area
Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.
Seaport District
Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.
Beacon Hill
1 out of top 10 points of interest in this area
Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.
North End
1 out of top 10 points of interest in this area
The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.
Top hotels in Charlestown
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
S$325
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,704 reviews)
"Wonderful service"
Reviewed on 9 Aug, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
S$203
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (2,811 reviews)
"Everything is good"
Reviewed on 8 Aug, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
S$402
20 Aug - 21 Aug
includes taxes & fees
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 S$801, 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 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 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.
Stay near popular Charlestown attractions
Bunker Hill Monument
8.8/10 (90 reviews)
Enjoy breathtaking views of Boston and delve into the region’s revolutionary history at this iconic granite monument.
USS Constitution Museum
9.0/10 (1,904 reviews)
Play sailor and learn even more about the U.S. Navy’s oldest ship at a museum just across from “Old Ironsides.”
Charlestown Navy Yard
10.0/10 (1 review)
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.
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.
Boston National Historical Park
Explore the great outdoors at Boston National Historical Park, a lovely green space in Boston. Amble around this vibrant area's waterfront or experience its fascinating museums.
Charlestown Navy Yard Visitor Center
You can browse the exhibits at Charlestown Navy Yard Visitor Center, a museum with a storied past, during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
John Harvard Mall
After visiting John Harvard Mall, make a plan to see the other sights and activities in Boston. Discover the fascinating museums and notable monuments in this vibrant area.
Engine Company 50
Learn about the local history of Boston with a stop at Engine Company 50. Experience the fascinating museums or attend a sporting event in this vibrant area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.