Search Deals onSouth Boston Vacation Packages
South Boston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
per person
Apr 24 - Apr 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.
The Westin Boston Seaport District
Seaport District
Save 100% on your flight
per person
Apr 20 - Apr 24
just found
Roundtrip flight included
New York (JFK) to Boston (BOS)
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 helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Encore Boston Harbor
Save 100% on your flight
per person
Apr 20 - Apr 24
just found
Roundtrip flight included
New York (JFK) 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.
The Revolution Hotel
South End
per person
Apr 24 - Apr 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Faneuil Hall Marketplace are located nearby.
Hyatt Place Boston/Medford
per person
Apr 24 - Apr 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and Harvard Square are located nearby.
Four Points by Sheraton Boston Newton
Newton Corner
per person
Apr 24 - Apr 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Boxer
West End
per person
Apr 24 - Apr 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The Cove At Salem
per person
Apr 20 - Apr 24
just found
Roundtrip flight included
New York (JFK) 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 Dead Horse Beach 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
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 ...
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 ...
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 ...
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 ...
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.
Thu, Apr 3 - Mon, Apr 7
LAX
Los Angeles Intl.
BOS
Logan Intl.
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Mon, Mar 31 - Thu, Apr 3
LAX
Los Angeles Intl.
BOS
Logan Intl.
$200 Roundtrip, found 20 hours ago
$200
Roundtrip
found 20 hours ago
Tue, Sep 16 - Tue, Sep 30
PDX
Portland Intl.
BOS
Logan Intl.
$202 Roundtrip, found 3 days ago
$202
Roundtrip
found 3 days ago
Sun, May 25 - Wed, May 28
LAX
Los Angeles Intl.
BOS
Logan Intl.
$220 Roundtrip, found 3 days ago
$220
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Boston Convention and Exhibition Center Vacations
- Flynn Cruiseport Boston Vacations
- Boston Tea Party Ship Vacations
- Boston Children's Museum Vacations
- Institute of Contemporary Art Vacations
- Seaport World Trade Center Vacations
- Castle Island Vacations
- Leader Bank Pavilion Vacations
- Harpoon Brewery Vacations
- Seaport Boulevard Vacations
- Seaport Common Vacations
- Liberty Wharf Vacations
Book your South Boston Vacation
Prices are always lower in the app!
Book and go: Last-minute deals and trip details all in one place
Exclusive prices: Hot Rate® Hotels always cost less in the app
Fresh features: So slick you’ll never go back to desktop
