Gloucester Vacation Package Deals & Trips

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Top Gloucester Flight + Hotel Vacation Package Deals

The Ritz-Carlton, Boston
Sheraton Boston, a Marriott Hotel
Porter Square Hotel
Royal Sonesta Boston
The Envoy Hotel, Autograph Collection

Top Hotels in Gloucester

Harborview Inn
Harborview Inn
4 out of 5
71 Western Avenue, Gloucester, MA
The price is $129 per night from Dec 5 to Dec 5
4.6/5 Exceptional! (160 reviews)
"Great location to town and wonderful view of harbor….very friendly owner John with lots of local info"

Reviewed on Nov 23, 2021

Harborview Inn
Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is $199 per night from Dec 15 to Dec 15
4.8/5 Exceptional! (481 reviews)
"Lovely in every way. Food is great"

Reviewed on Nov 27, 2021

Beauport Hotel Gloucester
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
4.6/5 Exceptional! (471 reviews)
"The Ocean View was spectacular! The hotel was right next door to the Elk’s Club, which also had the excellent view."

Reviewed on Nov 12, 2021

Ocean House Hotel at Bass Rocks
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 things to do in Gloucester

Gloucester Beach Vacation

There's nothing more enjoyable than a Gloucester vacation. Whether you're treating yourself to delicious cocktails at a local hot spot or flipping through a book along the water's edge, your trip to Gloucester is the perfect time to live out those beachy daydreams. Many like to stay close to Good Harbor Beach, situated just 2 miles (3 km) from downtown. However, you'll also discover plenty of Gloucester vacation packages close to Wingaersheek Beach and Niles Beach, two other superb nearby options.

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