Charlestown Vacations from $433
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Your Charlestown Vacation
Our Charlestown vacation packages are a simple and practical way to organize and reserve your next adventure. Uncover the true character of this unique neighborhood without the fuss of having to organize everything yourself. Hoping to head out and see the sights during your trip to Charlestown? Be sure to stop by nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace. Expedia can put your plans into action. Book your ideal Charlestown vacation today.
The Latest Charlestown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$433
per person
Oct 5 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Luxury Apartments by Hyatus at Boston Everett
$1,408
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (6 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week.
We did not have a rental car but the parking garage was easily accessible and secure.
We were able to get ubers very easily from the location.
The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient.
The support staff replied to all our messages in the chat option quickly and were very helpful.
The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred.
Would recommend this place without hesitation.
Reviewed on Jun 15, 2026
Iris Hotel Boston
Coolidge Corner
$1,216
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (612 reviews)
The stay at the Iris Hotel Boston was perfect! The staff went above and beyond to accommodate, make comfortable, welcome us. The bartender was outstanding!
The room was beautiful with every need anticipated. Convenient and fun neighborhood with many restaurant, cuisine, shopping and transportation options.
I will certainly be back!
Reviewed on Aug 11, 2026
The Atlas Hotel
Allston
$1,447
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (242 reviews)
The hotel was clean and well maintained. Very innovative designed. The staff was constantly hospitable - opening every door when we enter. The only downside was the room next to us was very loud on our last night which kept us up most of the night - nothing to do with the hotel. I didn’t complain and am hoping for some compensation back.
Reviewed on Aug 10, 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
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.
Back Bay
1 out of top 10 points of interest in this area
Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.
Seaport District
1 out of top 10 points of interest in this area
Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.
Beacon Hill
1 out of top 10 points of interest in this area
Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.
North End
Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.
Charlestown Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
$254 total
Aug 30 - Aug 31
Total with taxes and fees
9.6/10 Exceptional! (4,737 reviews)
"We had a very nice stay. We picked this hotel because they had a pool. This was a special trip for my 5 year old son and I. The front desk told us that the pool was open until 10 pm. I'm very glad I checked in the room because it was only open until 8. Had we gone to dinner first we would have missed ..."
Reviewed on Aug 11, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$151 nightly
$176 total
Aug 13 - Aug 14
Total with taxes and fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
$270 nightly
$315 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (4,890 reviews)
"Great hotel in a great location"
Reviewed on Aug 11, 2026
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.
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 visit 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 travels 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 when you spend time at Engine Company 50. Experience the fascinating museums or attend a sporting event in this vibrant area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$46
per adult
92% of travellers recommend
Explore a world of travel with Expedia
- Boston Marathon Finish Line
- Granary Burying Ground
- Boston National Historical Park
- Boston City Hall Plaza
- Cambridgeside Galleria
- Boston Marathon
- Charlestown Navy Yard
- Statue of Paul Revere
- The Freedom Trail
- Printing Office of Edes and Gill
- Charles River Esplanade
- New England Sports Museum
- Boston Public Library
- Sears Crescent
- Isabella Stewart Gardner Museum
- Kendall Square
- Harpoon Brewery
- Museum of Science
- Suffolk University
- East Boston Memorial Stadium
- Fenway Park
- Massachusetts General Hospital
- Boston Massacre Site
- Boston Vacations
- Hammond Castle
- Newbury Street
- Faneuil Hall Marketplace
- Bunker Hill Monument
- Waterfront Promenade Park
- Harborwalk
- The Shops at Prudential Center
- Orpheum Theater
- Blackstone Block Historic District
- Theatre District Vacations
- Church of the Covenant
- Boston Common
- King's Chapel
- Breed's Hill
- Benjamin Franklin Statue
- Encore Boston Harbor
- Salem Vacations
- Charles Playhouse
- Louisburg Square
- Td Garden
- Faneuil Hall Visitor Center
- Stata Center
- Harvard Museum of Natural History
- The Fens
- Boston Harbor
- Massachusetts State House
- Zakim Bunker Hill Bridge
- New England Aquarium
- Rose Fitzgerald Kennedy Greenway
- Charlestown Navy Yard Visitor Center
- Institute of Contemporary Art
- Park Street Church
- George Washington Statue
- Hynes Convention Center
- Boston Symphony Hall
- Copley Square
- Revere Beach
- Cambridge Center Roof Garden
- Charles Hayden Planetarium
- All Saints Way
- Boston City Hall
- Boston Public Garden
- Old South Meeting House
- Copp's Hill Burying Ground
- Castle Island
- Old Corner Bookstore
- Boston Convention and Exhibition Center
- Boston African American National Historic Site
- Rowes Wharf
- Downtown Boston Vacations
- Massachusetts Institute of Technology
- Naval Hospital Boston Historic District
- Paul Revere House
- Boston Museum of Fine Arts
- Museum of African American History
- New England Holocaust Memorial
- Nichols House Museum
- Harvard University
- Old North Church
- Trinity Church Boston
- Mystic River Reservation
- Old South Church
- Prudential Tower
- Boston Irish Famine Memorial
- Longfellow Bridge
- Boston Children's Museum
- Beacon Hill Vacations
- Assembly Row
- Old State House
- Quincy Market
- Memorial Hall
- Boston Tea Party Ship
- Mount Auburn Cemetery
- Charles Street
- Robert Gould Shaw Memorial
- Chelsea Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.