South End Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Springfield Downtown by IHG

Metro Center

per person

Jun 19 - Jun 26

found 11 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.

The Club at New Seabury

per person

Jul 7 - Jul 11

found 7 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

Stay at this 3.5-star beach condo in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset Beach are located nearby.

Boston Harbor Hotel

North End

Save 100% on your flight

per person

Jun 18 - Jun 22

found 13 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Hotel AKA Back Bay

Back Bay

Save 100% on your flight

per person

Jun 18 - Jun 22

found 13 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

York Beach Surf Club

Save 100% on your flight

per person

Jun 29 - Jul 5

found 18 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Stay at this 3-star beach motel in York Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Long Sands Beach and Short Sands Beach are located nearby.

Life House, Nantucket

Nantucket Town

Save 100% on your flight

per person

Jun 19 - Jun 26

found 24 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Boston (BOS)

Stay at this 3.5-star hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions First Congregational Church and Jethro Coffin House are located nearby.

Global Luxury Suites Downtown Boston

Chinatown

Save 100% on your flight

per person

Jun 18 - Jun 22

found 13 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Boston (BOS)

Stay at this 4-star business-friendly aparthotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.

Sunbird ANNEX Resort

per person

Jun 19 - Jun 26

found 24 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Boston (BOS)

Book a stay at this business-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

3-4 Night Vacations in South End

Price found within the past 48 hours. Click for updated prices.

The Cove At Salem

Save 100% on your flight

per person

Jun 17 - Jun 20

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

The Inn at Hastings Park, Relais & Chateaux - Boston

per person

Jun 16 - Jun 19

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)