Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to 17% by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.

Get the price Guarantee available for your trip.


Gloucester Vacation Packages

Visit the attractions in Gloucester, which lies 20 miles (32 kilometers) to the northeast of North Shore. Coming from Logan International Airport in North Shore, Gloucester is 25 miles (40 kilometers) to the north.

Gloucester is a great place to base yourself while you are in North Shore as some of the city’s most popular attractions are close. The Sargent House Museum and Schooner Adventure are amongst the many popular destinations in the area. If time permits, be sure to also visit Dogtown and Ravenswood Park.

Savvy travelers in Gloucester, keen to deepen their appreciation of this area, should head to the nearby cultural attractions. Spend part of the day admiring the exhibits at the Peabody Essex Museum in Salem, the Salem Witch Museum and the Salem Wax Museum.

If you love nature and wildlife, go and check out some of the nearby green spaces. These are great places to relax and unwind. Put on your hiking shoes and explore the popular nature reserves for which this area is famous, such as the Boxford State Forest in Andover.

North Shore has many unique attractions such as Hammond Castle, the House of the Seven Gables in Salem and the Glen Magna Farms in Danvers. To learn more about the local historic attractions, don't miss Fort Sewall in Marblehead.

While you are in Gloucester, catch the Boston Celtics basketball team in winter at TD Garden, Boston, the region’s premier sporting venue. If you’re visiting North Shore with someone obsessed with sports, why not treat them to one of TD Garden, Boston’s fascinating back stage tours.

After a day discovering the sights, sounds and smells of Gloucester, stay the night at one of the area’s bed-and-breakfasts, hotels or short-stay apartments. Take your pick from the Knights Inn Danvers, the SpringHill Suites by Marriott Boston Peabody, or the DoubleTree by Hilton Boston North Shore, Danvers.


Top Hotel Deals

See all 147 Hotels in Gloucester
£92
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

107 Atlantic Rd, Gloucester
4.8
of 5, from 71 reviews
4.0 out of 5.0

Situated on the waterfront, this hotel is within 2 mi (3 km) of Gloucester Stage Company, Schooner Adventure, and Rocky Neck Art Colony. Ten Pound Lighthouse and Maritime Gloucester are also within 3 mi (5 km).

£86
Castle Manor Inn

Castle Manor Inn

141 Essex Avenue, Gloucester
4.1
of 5, from 37 reviews
2.5 out of 5.0

Situated by the ocean, this inn is within 1 mi (2 km) of Fishermen's Memorial Monument and Stage Fort Park. Sargent House Museum and Cape Ann Museum are also within 2 mi (3 km).

£90
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

125 Atlantic Road, Gloucester
4.8
of 5, from 35 reviews
3.0 out of 5.0

Situated near the beach, this motel is within 2 mi (3 km) of Gloucester Stage Company, Schooner Adventure, and Rocky Neck Art Colony. Ten Pound Lighthouse and Maritime Gloucester are also within 3 mi (5 km).

£79
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

138 Eastern Avenue, Gloucester
4.1
of 5, from 16 reviews
2.5 out of 5.0

Situated near the beach, this motel is within 2 mi (3 km) of Schooner Adventure, Maritime Gloucester, and Cape Ann Museum. Sargent House Museum and Gloucester Stage Company are also within 2 mi (3 km).

£112
Beauport Hotel Gloucester

Beauport Hotel Gloucester

55 Commercial Street, Gloucester
4.7
of 5, from 15 reviews
3.5 out of 5.0

Located in Gloucester, this beachfront hotel is in the historical district and within a 10-minute walk of Fishermen's Memorial Monument and Sargent House Museum. Maritime Gloucester and Cape Ann Museum are also within 15 minutes.

£114
Vista Motel

Vista Motel

22 Thatcher Rd., Gloucester
4.4
of 5, from 27 reviews
2.5 out of 5.0

Situated by the ocean, this hotel is within 2 mi (3 km) of Schooner Adventure, Maritime Gloucester, and Gloucester Stage Company. Cape Ann Museum and Sargent House Museum are also within 2 mi (3 km).

Julietta House

Julietta House

84 Prospect St, Gloucester
3.0
of 5, from 1 reviews
2.5 out of 5.0

Situated in Gloucester, this bed & breakfast is within a 5-minute walk of Cape Ann Museum and Sargent House Museum. Maritime Gloucester and Schooner Adventure are also within 10 minutes.

£81
Cape Ann's Marina Resort

Cape Ann's Marina Resort

75 Essex Avenue, Gloucester
4.3
of 5, from 10 reviews
3.5 out of 5.0

Situated near the beach, this resort is within a 15-minute walk of Fishermen's Memorial Monument and Stage Fort Park. Sargent House Museum and Cape Ann Museum are also within 2 mi (3 km).

Top Flight + Hotel Deals

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.