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

Sonesta Select Boston Lowell Chelmsford
South Lowell
per person
Jul 24 - Jul 28
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Lowell. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cambodia Town and Lowell Heritage State Park are located nearby.

Sonesta Select Boston Milford
per person
Jul 24 - Jul 28
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Milford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vietnam Mountain Biking Trail and The Tasting Room - An Italian Wine Shop are located nearby.

Boston Harbor Hotel
North End
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop 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 Boston Harbor are located nearby.

Encore Boston Harbor
Save 100% on your flight
per person
Jul 25 - Jul 30
found 13 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.

Life House, Nantucket
Nantucket Town
Save 100% on your flight
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3.5-star hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions First Congregational Church and Jethro Coffin House are located nearby.

Sea Mist Resort
per person
Aug 7 - Aug 11
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to Boston (BOS)
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Old Indian Meetinghouse are located nearby.

Chatham Tides
Save 100% on your flight
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red River Beach and Forest Beach are located nearby.

Lighthouse Inn
Save 100% on your flight
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3-star beach hotel in West Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor 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

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 ...

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 ...

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 ...

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 ...
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, Aug 26 - Sun, Aug 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$187 Roundtrip, found 1 hour ago
$187
Roundtrip
found 1 hour ago

Fri, Oct 31 - Mon, Nov 3
LAX
Los Angeles Intl.
BOS
Logan Intl.
$215 Roundtrip, found 1 hour ago
$215
Roundtrip
found 1 hour ago

Wed, Aug 13 - Fri, Aug 22
PDX
Portland Intl.
BOS
Logan Intl.
$220 Roundtrip, just found
$220
Roundtrip
just found

Mon, Aug 11 - Wed, Sep 17
PVG
Pudong Intl.
BOS
Logan Intl.
$1,194 Roundtrip, found 13 hours ago
$1,194
Roundtrip
found 13 hours ago
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