South Boston Vacations from $307
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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.
EVEN Hotels Manchester Airport by IHG
South End
Save 100% on your flight
Price was $623, price is now $367 per person
$367
per person
Nov 15 - Nov 22
found 15 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (884 reviews)
Hotel is beautiful. Front desk staff not helpful and seemed put out to answer questions.
Reviewed on Aug 20, 2025
Hotel 1620 Plymouth Harbor
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $658, price is now $394 per person
$394
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,007 reviews)
The hotel was clean, staff were friendly and helpful and the location was perfect. I would have given 5 stars across the board but feel the property was a little outdated and could use some improvements.
Reviewed on Aug 24, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,174, price is now $796 per person
$796
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!
Reviewed on Aug 24, 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
$215 nightly
The price is $251 total per night from Sep 1 to Sep 2
$251 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (3,837 reviews)
"Overall a great hotel. Well located, the seaport zone is really beautiful. Public transportation access"
Reviewed on Aug 21, 2025
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $180 total per night from Sep 1 to Sep 2
$180 total
Sep 1 - Sep 2
Total with taxes and fees
9.6/10 Exceptional! (3,265 reviews)
"This hotel is not the least expensive but you certainly get what you pay for. It was unbelievable how nice the staff was, how good the food was in or Aura restaurant (they catered to vegan and vegetarian people). We went for a concert, and the venue was literally across the street!"
Reviewed on Aug 21, 2025
The Westin Boston Seaport District
425 Summer St, Boston, MA
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $266 total per night from Sep 1 to Sep 2
$266 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (2,112 reviews)
"We really enjoyed our stay! The staff were friendly, the food offerings at the restaurants were great, and the location was perfect for our Boston adventures."
Reviewed on Aug 22, 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
4.5/5(732 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.
Boston Tea Party Ship
4.5/5(364 reviews)
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
4.5/5(228 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.
Things to do
Behind Boston’s Lobster Scene: A Seaport Food Tour
$119
per adult
84% of travellers recommend
Boston Private Day Trip with Salem & Cape Ann’s North Shore
$1,230
per adult
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Boston Hotels
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- Cheap Hotels in Boston
- Hotels near Fenway Park
- Hotels near Seaport District
- Hotels with Free Airport Shuttle in Boston
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- 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
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- Cheap Hotels in Seaport District
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- Flights to Boston
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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.