Holidays to South Boston
Accommodation, flights, car rentals, things to do and more - for your holiday in South Boston choose Expedia! Find everything you need to organise your trip to South Boston in one place. Enter your dates in the search bar above or scroll to our top deals below!
Where to stay in South Boston
Seaport District
4.5/5Wonderful!(38 area reviews)
Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.
Telegraph Hill
While visiting Telegraph Hill, you might make a stop by sights like L Street Beach and Carson Beach.
D Street - West Broadway
While you're in D Street - West Broadway, take in top sights like Black Falcon Cruise Terminal and jump on the metro at Broadway Station to see more of the city.
Fort Point
While Fort Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Boston Children's Museum and Boston Opera House.
City Point
If you're spending some time in City Point, Castle Island and Pleasure Bay Beach are top sights worth seeing.
Top Hotel Deals
Reviewed on 16 Jan 2021
Reviewed on 17 Feb 2021
Reviewed on 20 Mar 2018
Top things to do in South Boston
Go Boston All-Inclusive: 45+ Attractions & Tours on 1 Pass
Boston History & Highlights Small Group Tour
Plan your South Boston holiday with Expedia
- Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
- We have selected for you amazing deals on incredible hotels in South Boston. Have a look simply by using the search bar above.
- Most hotels come with free cancellation* , because we believe that flexibility matters now more than ever!
For more information, visit our COVID-19 information page.
Start browsing now!
*Some hotels require you to cancel at least 24-48 hours before check-in.