South Boston Vacations from $617
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Your South Boston Vacation
Pick one of our vacation packages to South Boston and immerse yourself in the wonders of this neighborhood. Especially renowned for its festivals, your next great adventure starts right here. Begin your trip to South Boston with a visit to nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace. Stop daydreaming and start doing. When you're ready to lock in your next vacation to South Boston, Expedia will help you get there.
The Latest South Boston Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$617
per person
Nov 3 - Nov 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
$1,506
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (6 reviews)
Our host Sarah made this one of the smoothest and best experiences ever. She is the best!
Reviewed on Aug 19, 2026
Where to stay in South Boston
Find the best South Boston areas and neighborhoods for the activities you enjoy most. Learn more about South Boston
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.
South Boston Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$228 nightly
$264 total
Sep 6 - Sep 7
Total with taxes and fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$250 nightly
$291 total
Aug 30 - Aug 31
Total with taxes and fees
The Westin Boston Seaport District
425 Summer St Boston MA
$201 nightly
$234 total
Sep 7 - Sep 8
Total with taxes and 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.
Stay near popular South Boston attractions
Boston Convention and Exhibition Center
8.8/10 (2,207 reviews)
During your trip, find out what's happening at Boston Convention and Exhibition Center, a top convention center in Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
Photo by Vin Lane-Kieltyka
Boston Children's Museum
9.0/10 (269 reviews)
You can take time to visit Boston Children's Museum during your travels to Boston. Amble around this vibrant area's waterfront or attend a sporting event.
Boston Tea Party Ship
8.8/10 (505 reviews)
Come to this museum and the three historic ships in the Boston Harbor to relive the momentous events of the Boston Tea Party.
Leader Bank Pavilion
9.6/10 (8 reviews)
Enjoy a performance at Leader Bank Pavilion, a storied theater in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Photo by Greater Boston Convention & Visitors Bureau
Castle Island
The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.
Institute of Contemporary Art
8.8/10 (15 reviews)
Between its striking modern building and its vast collections of contemporary art, this museum on Boston’s waterfront provides delights to enjoy at every turn.
Harpoon Brewery
You can take time to visit Harpoon Brewery during your travels to Boston. Check out the shops and top-notch restaurants in this romantic area.
Liberty Wharf
9.0/10 (34 reviews)
Explore the waterfront in Boston with a trip to Liberty Wharf. 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
- Rowes Wharf
- Hynes Convention Center
- Faneuil Hall Visitor Center
- George Washington Statue
- Boston Marathon
- Boston Marathon Finish Line
- Museum of Science
- Boston Irish Famine Memorial
- Leader Bank Pavilion
- Church of the Covenant
- Innovation District
- Orpheum Theater
- Boston Convention and Exhibition Center
- Suffolk University
- Memorial Hall
- Harpoon Brewery
- Institute of Contemporary Art
- Seaport World Trade Center
- Robert Gould Shaw Memorial
- Prudential Tower
- New England Sports Museum
- Charles River Esplanade
- The Shops at Prudential Center
- Seaport Common
- Long Wharf
- Boston Common
- Liberty Wharf
- Massachusetts Institute of Technology
- Old South Meeting House
- Charles Playhouse
- Copley Square
- Citizens Opera House
- Boston Children's Museum
- Massachusetts State House
- Boston Symphony Hall
- Hammond Castle
- The Fens
- Old South Church
- The Freedom Trail
- Christian Science Plaza
- Newbury Street
- Our Lady of Czestochowa Roman Catholic Church
- Charles Hayden Planetarium
- Commonwealth Avenue Mall
- Salem Vacations
- Cathedral of the Holy Cross
- Downtown Boston Vacations
- Statue of Paul Revere
- New England Aquarium
- Old State House
- Stata Center
- Massachusetts Archives and Commonwealth Museum
- Fenway Park
- Cutler Majestic Theatre
- Tufts Medical Center
- Harvard Museum of Natural History
- Boston City Hall Plaza
- Massachusetts General Hospital
- Bunker Hill Monument
- Flynn Cruiseport Boston
- Faneuil Hall Marketplace
- New England Holocaust Memorial
- Trinity Church Boston
- Boston Public Garden
- Cambridgeside Galleria
- Irish Heritage Trail
- Longfellow Bridge
- Old Corner Bookstore
- Zakim Bunker Hill Bridge
- Harborwalk
- Old North Church
- Benjamin Franklin Statue
- Boston Massacre Site
- Boston Vacations
- Seaport District Vacations
- Theatre District Vacations
- Boston Museum of Fine Arts
- King's Chapel
- Quincy Market
- Paul Revere House
- Castle Island
- Copp's Hill Burying Ground
- Boston Medical Center
- Louisburg Square
- Revere Beach
- New England Conservatory of Music
- Granary Burying Ground
- Kendall Square
- Beacon Hill Vacations
- Boston Public Library
- Rose Fitzgerald Kennedy Greenway
- Park Street Church
- Fort Point Arts Community
- Boston Tea Party Ship
- Boston Harbor
- Northeastern University
- Shirley-Eustis House
- 200 Clarendon Street
- Isabella Stewart Gardner Museum
- Td Garden
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.