Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Cove At Salem
Save 100% on your flight
per person
Jun 12 - Jun 17
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 3-star hotel in Salem. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Witch Museum and Salem Common are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
per person
Jun 16 - Jun 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Freepoint Hotel Cambridge, Tapestry Collection by Hilton
Save 100% on your flight
per person
Jun 16 - Jun 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Boston Hotel
Brighton
Save 100% on your flight
per person
Jun 16 - Jun 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
The Charles Hotel
West Cambridge
Save 100% on your flight
per person
Jun 9 - Jun 15
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Newbury Boston
Back Bay
Save 100% on your flight
per person
Jun 16 - Jun 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
XV Beacon
Beacon Hill
Save 100% on your flight
per person
Jun 23 - Jun 29
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, 24-hour room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Hotel AKA Back Bay
Back Bay
Save 100% on your flight
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant 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
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 ...
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. ...
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
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 ...
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 ...
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 ...
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 ...
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 ...
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, Jun 3 - Tue, Jun 10
PDX
Portland Intl.
BOS
Logan Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Sat, May 24 - Tue, May 27
LAX
Los Angeles Intl.
BOS
Logan Intl.
$174 Roundtrip, found 1 hour ago
$174
Roundtrip
found 1 hour ago
Wed, Aug 27 - Sat, Aug 30
LAX
Los Angeles Intl.
BOS
Logan Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Mon, Aug 11 - Wed, Sep 17
PVG
Pudong Intl.
BOS
Logan Intl.
$1,146 Roundtrip, found 1 hour ago
$1,146
Roundtrip
found 1 hour ago
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