Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
AutoCamp Cape Cod
Save 100% on your flight
Price was $844, price is now $586 per person
$586
per person
May 20 - May 25
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Stay at this holiday park in Falmouth. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Shining Sea Bikeway and Wood Neck Beach are located nearby.
The Cove at Yarmouth by Westgate Resorts
Price was $959, price is now $655 per person
$655
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hyannis Harbor and Mayflower Beach are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,915, price is now $1,261 per person
$1,261
per person
May 25 - May 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
The Newbury Boston
Back Bay
Save 100% on your flight
Price was $4,607, price is now $3,140 per person
$3,140
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Revere Hotel Boston Common
Bay Village
Save 100% on your flight
Price was $1,841, price is now $1,296 per person
$1,296
per person
May 13 - May 17
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,210, price is now $866 per person
$866
per person
May 27 - May 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. 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 TD Garden and Boston Common are located nearby.
The Inn on Arsenal
Save 100% on your flight
Price was $1,014, price is now $729 per person
$729
per person
May 25 - May 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this hotel in Watertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Sea Crest Beach Resort
Price was $1,032, price is now $757 per person
$757
per person
May 21 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Shining Sea Bikeway 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
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Seaport Hotel Boston
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
YOTEL Boston
65 Seaport Blvd Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Place Boston/Seaport District
295 NORTHERN AVENUE Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
The Westin Boston Seaport District
425 Summer St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the ...
Aloft by Marriott, Boston Seaport District
401-403 D Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Hampton Inn Boston Seaport District
670 Summer Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Homewood Suites by Hilton Boston Seaport District
670 Summer Street Boston MA
Book a stay at this 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, Apr 28 - Wed, Apr 29
LAX
Los Angeles Intl.
BOS
Logan Intl.
$187 Roundtrip, found 14 hours ago
$187
Roundtrip
found 14 hours ago
Tue, Apr 28 - Tue, May 5
LAX
Los Angeles Intl.
BOS
Logan Intl.
$211 Roundtrip, found 14 hours ago
$211
Roundtrip
found 14 hours ago
Fri, May 8 - Sat, May 9
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 17 hours ago
$217
Roundtrip
found 17 hours ago
Tue, May 19 - Tue, Jun 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 5 hours ago
$217
Roundtrip
found 5 hours ago
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