Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Westford Regency Inn & Conference Center
Save 100% on your flight
per person
Aug 27 - Sep 1
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westford Museum and Historical Society and Westford Town Common are located nearby.

Boston Harbor Hotel
North End
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Mari-Anne Motel
Hampton Beach
Save 100% on your flight
per person
Aug 27 - Sep 1
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this beach motel in Hampton. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Hampton Beach and Seabrook Beach are located nearby.

Falmouth Tides
Falmouth Heights
Save 100% on your flight
per person
Aug 28 - Sep 2
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.

Holiday Inn Express Fall River North by IHG
per person
Sep 9 - Sep 14
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Fall River. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pierce Beach & Playground and Chace Preserve are located nearby.

Ashworth by the Sea
Hampton Beach
Save 100% on your flight
per person
Aug 27 - Sep 1
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Hampton Beach and Seabrook Beach are located nearby.

Encore Boston Harbor
Save 100% on your flight
per person
Sep 9 - Sep 14
found 3 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Ramada by Wyndham Boston
Dorchester
Save 100% on your flight
per person
Aug 27 - Sep 1
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
3-4 Night Vacations in South Boston
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in South Boston
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in South Boston

Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...

The Westin Boston Seaport District
425 Summer St, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the ...

Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Save an average of 15% on thousands of hotels when you're signed in

Hyatt Place Boston/Seaport District
295 NORTHERN AVENUE, Boston, MA
Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...

YOTEL Boston
65 Seaport Blvd, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular ...

Aloft by Marriott, Boston Seaport District
401-403 D Street, Boston, MA
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...

Homewood Suites by Hilton Boston Seaport District
670 Summer Street, Boston, MA
Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...

Hampton Inn Boston Seaport District
670 Summer Street, Boston, MA
Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 28 - Tue, Nov 4
LAX
Los Angeles Intl.
BOS
Logan Intl.
$155 Roundtrip, found 1 hour ago
$155
Roundtrip
found 1 hour ago

Tue, Sep 16 - Tue, Sep 30
PDX
Portland Intl.
BOS
Logan Intl.
$177 Roundtrip, found 7 hours ago
$177
Roundtrip
found 7 hours ago

Mon, Jul 28 - Tue, Aug 26
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,030 Roundtrip, found 3 days ago
$1,030
Roundtrip
found 3 days ago

Sun, Aug 10 - Tue, Sep 16
PVG
Pudong Intl.
BOS
Logan Intl.
$1,207 Roundtrip, found 1 day ago
$1,207
Roundtrip
found 1 day ago
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