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Book Gloucester Vacations

Save up to ^ on your trip when booking flight + hotel together

Gloucester Travel Guide

If you're hoping to package your hotel and flight bookings to stretch your dollar, you're in the perfect place! Just kick back, take it easy and let the skilled team at Orbitz help you design an incredible Gloucester vacation. Bundling your bookings is the perfect way to save cash. Select your preferred airfares, hotels, rental cars and experiences to save as much as $369^! And with 500 partner airlines and no less than 500,000 worldwide accommodation options, you can choose who to fly with and where to stay! There are endless options to suit your distinct style. All you've got to do is pick your package deal and get set for an amazing vacation!

Where is Gloucester?

Sometimes it's great to travel without a plan, but even the most spontaneous travelers will want to have a basic understanding of just where Gloucester sits on the map. You'll discover it approximately 25 miles northeast of Boston, the state capital of Massachusetts, and around 11 miles east of Beverly. Around 29,000 people live in this area of North Shore, so there are plenty of opportunities to make some new pals.

Places to Visit in Gloucester

If you're sick and tired of the honking horns, take yourself outdoors and trek Dogtown. Like some more options? Daydream about another time and place at Hammond Castle, a castle erected for safety and residential means. But that's not all! Ravenswood Park was established to celebrate, preserve and protect this area's natural history. Go for a walk and keep an eye out for the local birdlife.

Car Rentals in Gloucester

Want to discover the region on your own terms? Be the creator of your own amazing adventure by checking out car rentals in Gloucester with a little help from Orbitz. Pick up a vehicle from the Logan International Airport area and you can hop off the plane and slide right into the driver's seat. Advantage Rent-A-Car is a good option here. Enterprise can also be found in the vicinity. Head on over to Enterprise and you'll be driving around town in the blink of an eye. They are located at 148 Eastern Ave, 2 miles from the downtown area.

Where to stay in Gloucester – Hotel Accommodation

Right now, Orbitz lists just 16 hotels in Gloucester. Move quickly and reserve a room — or you might miss out! The Ocean House Hotel at Bass Rocks and Harborview Inn are fabulous accommodation choices in this area.

Nearest Airports to Gloucester

Slow security lines, expensive food, late flights — it'll all be a distant memory once you finally hit the tarmac in your destination. Logan International Airport (BOS) is Gloucester's most convenient airport. It's located 25 miles from the town center.

Popular Places to Visit Near Gloucester

Gloucester has loads of things to keep you busy, but if you're wanting to see more of the region, you're in luck! You have world-famous tourist attractions close at hand! 25 miles away is Melrose. Many travelers use this nearby locality as a base to experience the iconic attraction, the USS Constitution Museum.

No Cancellation Fees

Sometimes plans can change quickly, which is one of the reasons we won't request a fee if you need to alter or cancel your booking.^ However, it might be sensible to see if your chosen hotel and airline have a similar policy.

Top rated hotels for your Gloucester vacation

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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

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