South Boston Vacations from $645
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
Save 100% on your flight
Price was $1,742, price is now $1,008 per person
$1,008
per person
Aug 20 - Aug 23
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,436, price is now $862 per person
$862
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,015 reviews)
Expensive 2 star hotel. Stayed here twice and 2 star is the highest I could rate it. Not value for money. Trying to be something it is not and hiking the prices up for the World Cup is shameful. Tired dated and an average hotel
Reviewed on Jun 23, 2026
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $2,101, price is now $1,266 per person
$1,266
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
had a delicious muffin and coffee. Parking was safe and convenient.
Reviewed on Jun 22, 2026
Meco Hotel - Hostel
West End
Save 100% on your flight
Price was $1,277, price is now $835 per person
$835
per person
Jul 30 - Aug 2
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (457 reviews)
I love the design of the hotel! The pods are really spacious and provide a lot of privacy. This is my second stay here and will always return when I’m back in Boston!
Reviewed on Jun 21, 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
4.5/5(2,438 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
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $221 total per night from Jul 26 to Jul 27
$221 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (4,475 reviews)
"3rd time in Boston, 3rd time staying here! It’s the only hotel in Boston I will book."
Reviewed on Jun 25, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $282 total per night from Jul 5 to Jul 6
$282 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (4,738 reviews)
"Gorgeous and clean property. Loved the rooftop pool and spa. Several restaurants choices inside the hotel. The only downside was the bed was not comfortable (too firm)."
Reviewed on Jun 25, 2026
The Westin Boston Seaport District
425 Summer St Boston MA
$210 nightly
The price is $245 total per night from Jul 5 to Jul 6
$245 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (2,375 reviews)
"Great hotel and good location"
Reviewed on Jun 25, 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 South Boston attractions
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
98% of travellers recommend
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
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)
- Flights from Washington (DCA) to Boston (BOS)
- Flights from Chicago (ORD) to Boston (BOS)
- Flights from Boston
- Flights from Dallas (DFW) to Boston (BOS)
- Flights from Philadelphia (PHL) to Boston (BOS)
- Flights from New York (NYC) to Boston (BOS)
- Flights from Orlando (MCO) to Boston (BOS)
- Flights from Atlanta (ATL) to Boston (BOS)
- Flights from San Francisco (SFO) to Boston (BOS)
- Flights from New York (LGA) to Boston (BOS)
- Flights from Tampa (TPA) to Boston (BOS)
- Flights from Charlotte (CLT) to Boston (BOS)
- Flights from Seattle (SEA) to Boston (BOS)
- Flights from Miami (MIA) to Boston (BOS)
- Flights from Raleigh (RDU) to Boston (BOS)
- Flights from Houston (IAH) to Boston (BOS)
- Flights from Detroit (DTW) to Boston (BOS)
- Flights from Pittsburgh (PIT) to Boston (BOS)
- Flights from Denver (DEN) to Boston (BOS)
- Flights from San Diego (SAN) to Boston (BOS)
- Flights from Logan Intl.
- Flights from Fort Lauderdale (FLL) to Boston (BOS)
- Flights from Phoenix (PHX) to Boston (BOS)
- Flights from Austin (AUS) to Boston (BOS)
- 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.