South Boston Vacations from $327
Book a Hotel + Flight or Car together to unlock savings
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 Harbor Hotel
North End
Price was $2,749, price is now $1,269 per person
$1,269
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Easy access to mass transit and to all the downtown areas of interest.
Reviewed on Oct 4, 2025
Raffles Boston
Back Bay
Price was $2,684, price is now $1,407 per person
$1,407
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!
Reviewed on Sep 15, 2025
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $1,244, price is now $737 per person
$737
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
Very clean and stylish, very quiet area but a short walk and or uber from EVERYTHING. 20 min uber to the north end
Reviewed on Oct 5, 2025
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Save 100% on your flight
Price was $976, price is now $593 per person
$593
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,019 reviews)
It suited perfect to work in Cambridge and enjoy the best attractions of the city as well
Reviewed on Sep 29, 2025
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
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.
South Boston Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $319 total per night from Oct 30 to Oct 31
$319 total
Oct 30 - Oct 31
Total with taxes and fees
9/10 Wonderful! (4,093 reviews)
"Everything was immaculate"
Reviewed on Oct 4, 2025
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
$220 nightly
The price is $255 total per night from Oct 12 to Oct 13
$255 total
Oct 12 - Oct 13
Total with taxes and fees
9.6/10 Exceptional! (3,455 reviews)
"One of the best hotels that I have visited. The customer experience was amazing. Each one of the staff at the hotel were helpful and courteous"
Reviewed on Oct 3, 2025
YOTEL Boston
65 Seaport Blvd, Boston, MA
Fully refundableReserve now, pay when you stay
$251 nightly
The price is $292 total per night from Oct 31 to Nov 1
$292 total
Oct 31 - Nov 1
Total with taxes and fees
8.6/10 Excellent! (2,259 reviews)
"Pleasant and Enjoyable stay."
Reviewed on Oct 4, 2025
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.
Discover the most popular places to visit in South Boston
Boston Convention and Exhibition Center
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.
Boston Tea Party Ship
Come to this museum and the three historic ships in the Boston Harbor to relive the momentous events of the Boston Tea Party.
Boston Children's Museum
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.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
90% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
$49
per adult
100% of travellers recommend
LEGO Discovery Center Boston Admission Ticket
$28
per adult
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Boston Hotels
- Hotels near Logan Intl.
- Hotels near Downtown Boston
- Cheap Hotels in Boston
- Hotels near Fenway Park
- Hotels near Seaport District
- Hotels with Free Airport Shuttle in Boston
- Hotels near TD Garden
- Hotels near Boston Common
- Hotels near Boston Convention and Exhibition Center
- Hotels near Columbus Park
- Hotels near Back Bay
- Hotels near Our Lady of Czestochowa Roman Catholic Church
- Luxury Hotels in Seaport District
- Hotels near Broadway Station
- Hotels near D Street - West Broadway
- Hilton Hotels in Seaport District
- Hotels near Flynn Cruiseport Boston
- Cheap Hotels in Seaport District
- Marriott Hotels & Resorts in Boston
- Hotels near Boston JFK-UMass Station
- Apartments in Boston JFK-UMass Station
- Condo Rentals in Boston JFK-UMass Station
- Marriott Hotels & Resorts in Seaport District
- Boutique Hotels in Seaport District
- Hotels near South Station
- Hotels near Leader Bank Pavilion
- Hotels near Fort Point
- Pet-friendly Hotels in Seaport District
- 5 Star Hotels in Seaport District
- Hotels with an Indoor Pool in Seaport District
- Hotels with Free Parking in Seaport District
- Hotels with Bars in Seaport District
- Flights to Boston
- Flights from Los Angeles (LAX) to Boston (BOS)
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- Flights from Fort Lauderdale (FLL) to Boston (BOS)
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- Boston Vacations
- Visit Boston
- Boston Museum of Fine Arts
- Columbus Park
- Our Lady of Czestochowa Roman Catholic Church
- Museum of Science
- New England Aquarium
- Boston Convention and Exhibition Center
- Boston Tea Party Ship
- Visit Seaport District
- Seaport District Vacations
- Bromfield Art Gallery
- Innovation District
- Boston Common
- Boston Design Center
- Flynn Cruiseport Boston
- Harpoon Brewery
- Cathedral of the Holy Cross
- Boston Medical Center
- Quincy Market
- Liberty Wharf
- Faneuil Hall Marketplace
- Leader Bank Pavilion
- Boston Children's Museum
- Institute of Contemporary Art
- Copley Square
- Shirley-Eustis House
- Isabella Stewart Gardner Museum
- Tufts Medical Center
- Blue Man Group
- Long Wharf
- John F. Kennedy Presidential Library and Museum
- Charles Playhouse
- Boston Public Garden
- Chinatown Vacations
- Zakim Bunker Hill Bridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.