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

Hotel Ivy Boston Common
Bay Village
Save 100% on your flight
Price was $1,321, price is now $887 per person
$887
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $2,034, price is now $1,160 per person
$1,160
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) 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 Burlington Mall and Minute Man National Historical Park are located nearby.

Raffles Boston
Back Bay
Save 100% on your flight
Price was $3,496, price is now $2,311 per person
$2,311
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Iris Hotel Boston
Coolidge Corner
Save 100% on your flight
Price was $2,136, price is now $1,447 per person
$1,447
per person
Jul 3 - Jul 10
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
Price was $6,230, price is now $4,244 per person
$4,244
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
Book a stay at this beach guesthouse in East Wareham. Enjoy free WiFi, a private beach, and free bicycles on site. Popular attractions Onset Bay Center - Buzzards Bay Coalition and Onset Beach are located nearby.

Sea Crest Beach Resort
Price was $1,378, price is now $950 per person
$950
per person
Jul 5 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Cataumet Arts Center are located nearby.

Nantucket Inn
Save 100% on your flight
Price was $3,304, price is now $2,304 per person
$2,304
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.

Furnished Apartment Near Longwood
North Brookline
Price was $1,333, price is now $943 per person
$943
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Boston (BOS)
Stay at this apartment in Brookline. Enjoy free WiFi, parking (surcharge), and air conditioning. Popular attractions Fenway Park and Harvard Square 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
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 ...

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. ...

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

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 ...

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 ...

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 ...

Renaissance® Boston Seaport District
606 Congress St Boston MA
Stay at this hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff ...
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.

Sat, Sep 12 - Sat, Oct 3
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 12 hours ago
$237
Roundtrip
found 12 hours ago

Sat, Jun 6 - Sat, Jun 13
PDX
Portland Intl.
BOS
Logan Intl.
$237 Roundtrip, found 18 hours ago
$237
Roundtrip
found 18 hours ago

Tue, Jun 23 - Fri, Jul 24
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,045 Roundtrip, just found
$1,045
Roundtrip
just found

Tue, Sep 15 - Wed, Sep 23
PVG
Pudong Intl.
BOS
Logan Intl.
$1,096 Roundtrip, found 1 day ago
$1,096
Roundtrip
found 1 day ago
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- Seaport World Trade Center Vacations
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