Search Deals onSouth Side Vacation Packages
South Side Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort by VRI Americas
Save 100% on your flight
per person
Apr 3 - Apr 8
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Cape Cod Inflatable Park and Englewood Beach are located nearby.
Riverview Resort by VRI Americas
Bass River
Save 100% on your flight
per person
Apr 3 - Apr 8
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star aparthotel in South Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Hyannis Harbor and Pirate's Cove Mini Golf are located nearby.
Sea Mist Resort by VRI Americas
Save 100% on your flight
per person
Apr 3 - Apr 8
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Cape Cod Children's Museum are located nearby.
Hilton Boston Park Plaza
Bay Village
Save 100% on your flight
per person
Mar 31 - Apr 4
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Bayside Resort Hotel
Save 100% on your flight
per person
Apr 3 - Apr 8
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hyannis Harbor and Putter's Paradise Miniature Golf are located nearby.
Frederick William House
Save 100% on your flight
per person
Apr 3 - Apr 8
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3.5-star family-friendly B&B in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woods Hole Ferry Terminal and Goodwill Park are located nearby.
Sea Crest Beach Resort
Save 100% on your flight
per person
Apr 3 - Apr 8
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Stay at this 3.5-star 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.
Falmouth Tides
Falmouth Heights
Save 100% on your flight
per person
Apr 3 - Apr 8
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.
3-4 Night Vacations in South Side
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in South Side
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in South Side
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 ...
The Godfrey Hotel Boston
505 Washington Street, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
The Dagny Boston
89 Broad Street, Boston, MA
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in ...
Save an average of 15% on thousands of hotels when you're signed in
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. ...
Harborside Inn Of Boston
185 State St, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...
Hilton Boston Park Plaza
50 Park Plaza, Boston, MA
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
citizenM Boston Back Bay
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
citizenM Boston North Station
80-120 Causeway Street, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
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.
Wed, Apr 23 - Tue, Apr 29
LAX
Los Angeles Intl.
BOS
Logan Intl.
$131 Roundtrip, found 2 days ago
$131
Roundtrip
found 2 days ago
Wed, Mar 19 - Tue, Apr 1
LAX
Los Angeles Intl.
BOS
Logan Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Fri, Feb 28 - Sun, Mar 2
PDX
Portland Intl.
BOS
Logan Intl.
$361 Roundtrip, found 9 hours ago
$361
Roundtrip
found 9 hours ago
Mon, May 5 - Sat, May 10
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,115 Roundtrip, found 2 days ago
$1,115
Roundtrip
found 2 days ago
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