Deals on vacations and trips to South Boston
South Boston flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Hotel Salem
Downtown Salem
Save 100% on your flight
Price was $705, price is now $489 per person
$489
per person
Feb 1 - Feb 7
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Boston (BOS)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, luggage storage, and concierge services are also on offer.
The Hotel Portsmouth
Downtown
Save 100% on your flight
Price was $843, price is now $574 per person
$574
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 4 onsite conference rooms. A snack bar/deli and concierge services are also provided.
The McKernan Inn
Price was $732, price is now $510 per person
$510
per person
Mar 20 - Mar 24
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.
AC Hotel by Marriott Portsmouth
North End
Save 100% on your flight
Price was $840, price is now $599 per person
$599
per person
Feb 26 - Mar 4
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A restaurant, a 24-hour front desk, and dry cleaning are also provided.
The Inn at Buzzards Bay
Price was $903, price is now $669 per person
$669
per person
Mar 7 - Mar 14
found 10 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Boston (BOS)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and barbecue grills are also on offer.
Top South Boston hotels deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $203 total per night
$203 total
Dec 26 - Dec 27
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.
Pool
Hot Tub
Seaport Hotel Boston
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $202 total per night
$202 total
Dec 26 - Dec 27
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.
Pool
Pet friendly
Hyatt Place Boston/Seaport District
295 NORTHERN AVENUE Boston MA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $157 total per night
$157 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and free buffet breakfast each morning.
Breakfast included
Pet friendly
The Westin Boston Seaport District
425 Summer St Boston MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $167 total per night
$167 total
Dec 29 - Dec 30
Total with taxes and fees
The hotel's indoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the restaurant, hot tub, and laundry facilities.
Pool
Hot Tub
Hampton Inn Boston Seaport District
670 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $147 total per night
$147 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.
Pool
Breakfast included
YOTEL Boston
65 Seaport Blvd Boston MA
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $158 total per night
$158 total
Dec 28 - Dec 29
Total with taxes and fees
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Free WiFi
Restaurant
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.
Popular places to visit
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 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.
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.
Frequently asked questions
Photos of local treasures
Browse South Boston vacation photos for more inspiration
Book a vacation to South Boston
Explore More Ways to Travel with Travelocity
- B&B in Boston JFK-UMass Station
- Condos in Boston JFK-UMass Station
- Hostels in Boston JFK-UMass Station
- Hotels near Boston JFK-UMass Station
- Hotels near Logan Intl.
- South of Washington Hotels
- Hotels near Fenway Park
- Hotels near Flynn Cruiseport Boston
- Apartments in Broadway Station
- Houseboats in Broadway Station
- Hotels near Columbus Park
- Extended Stay Hotels in Boston
- Hotels with Free Airport Shuttle in Boston
- Hotels with Hot Tubs in Boston
- Boston Hotels
- Motels in Boston
- Hotels near Our Lady of Czestochowa Roman Catholic Church
- Fort Point Hotels
- Columbus Park - Andrew Square Hotels
- D Street - West Broadway Hotels
- Hotels near Bromfield Art Gallery
- 3 Star Hotels in Seaport District
- 4 Star Hotels in Seaport District
- 5 Star Hotels in Seaport District
- Beach Resorts & in Seaport District
- Cheap Hotels in Seaport District
- Kid Friendly Hotels in Seaport District
- Gay Friendly Hotels in Seaport District
- Historic Hotels in Seaport District
- Hotels with Suites in Seaport District
- Hotels with Pools in Seaport District
- Hotels with Balconies in Seaport District
- Hotels with Free Airport Shuttle in Seaport District
- Hotels with Free Parking in Seaport District
- Hotels with Hot Tubs in Seaport District
- Hotels with an Indoor Pool in Seaport District
- Oceanfront Hotels in Seaport District
- Pet Friendly Hotels in Seaport District
- Romantic Getaways & Hotels in Seaport District
- Spa Resorts & in Seaport District
- Hotel Wedding Venues Hotels in Seaport District
- Wyndham Hotels in Seaport District
- Seaport District Hotels
- Hotels near Boston Convention and Exhibition Center
- Hotels near TD Garden
- Flights from Logan Intl.
- American Airlines Miami (MIA) to Boston (BOS) flights
- Delta Atlanta (ATL) to Boston (BOS) flights
- Jetblue Airways Austin (AUS) to Boston (BOS) flights
- Jetblue Airways Fort Lauderdale (FLL) to Boston (BOS) flights
- Flights from Atlanta (ATL) to Boston (BOS)
- Flights from Baltimore (BWI) to Boston (BOS)
- Flights from Charlotte (CLT) to Boston (BOS)
- Flights from Washington (DCA) to Boston (BOS)
- Flights from Denver (DEN) to Boston (BOS)
- Flights from Dallas (DFW) to Boston (BOS)
- Flights from Detroit (DTW) to Boston (BOS)
- Flights from New York (JFK) to Boston (BOS)
- Flights from Los Angeles (LAX) to Boston (BOS)
- Flights from Orlando (MCO) to Boston (BOS)
- Flights from Chicago (ORD) to Boston (BOS)
- Flights from Philadelphia (PHL) to Boston (BOS)
- Flights from Phoenix (PHX) to Boston (BOS)
- Flights from Pittsburgh (PIT) to Boston (BOS)
- Flights from Raleigh (RDU) to Boston (BOS)
- Flights from San Francisco (SFO) to Boston (BOS)
- Flights from Tampa (TPA) to Boston (BOS)
- Flights to Boston
- Boston University
- East Boston Memorial Stadium
- Boston Marathon Finish Line
- Faneuil Hall Marketplace
- Isabella Stewart Gardner Museum
- Museum of Science
- Fenway Park
- Boston Marathon
- Emerson College
- Back Bay Vacations
- Boston Vacations
- Hynes Convention Center
- Boston Common
- University of Massachusetts Boston
- Boston Museum of Fine Arts
- Quincy Market
- Boston Harbor
- Seaport District Vacations
- Massachusetts General Hospital
- Northeastern University
- Boston Convention and Exhibition Center
- Boston Children's Museum
- New England Aquarium
- Downtown Boston Vacations
- The Freedom Trail
- The Shops at Prudential Center
- Td Garden
- Waterfront Vacations
- New England Conservatory of Music
- Copley Square