Rent a ride

3-night Gloucester vacations

The Langham, Boston
Raffles Boston
Beacon Hill Hotel
YOTEL Boston
The Whitney Hotel
Fairmont Copley Plaza, Boston
The Dagny Boston
The Boston Hotel
The Colonnade Hotel Back Bay
The Godfrey Hotel Boston
Omni Boston Hotel at the Seaport
Copley House
Prices and availability subject to change. Additional terms may apply.

4-night Gloucester vacations

Encore Boston Harbor
The Boston Hotel
The Whitney Hotel
Fairmont Copley Plaza, Boston
Raffles Boston
The Dagny Boston
YOTEL Boston
Hotel AKA Boston Common
The Langham, Boston
Hyatt Place Boston/Medford
Revere Hotel Boston Common
Courtyard by Marriott Boston Downtown/North Station
Prices and availability subject to change. Additional terms may apply.

5-night Gloucester vacations

Kittery Inn and Suites
Anchorage Inn and Resort
Prices and availability subject to change. Additional terms may apply.

Where is Gloucester?

Well hello there, proud penny-pinchers. We know you're eager to get the most out of your Gloucester escape for the least amount of cash. But first, let's learn some more about this incredible destination!

It lies 11 miles to the east of Beverly, and 423 miles to the north-east of Washington, the nation's capital.

There are 28,800 friendly locals that live in this part of Essex County.

Cheap Things to do in Gloucester

When organizing your trip, it's easy to tick off the big-name tourist traps (which can be a little pricey). Browse our suggestions for free things to see in or near Gloucester, and uncover a cheaper and more authentic experience:

  • There's a wonderful sense of unity that results from arts and culture events — they can expand your mind while shining a spotlight on our sameness. Check out the program at the Bryan Gallery to choose which free or cheap event you're going to catch.
  • After somewhere that satisfies your desire for outdoor fun and costs zero, zip, zilch? Look no further than Halibut Point Reservation. This attraction will keep you entertained at the right price.
  • Step back into a different time and discover the Fishermen's Memorial Monument. This long standing landmark is the perfect place to experience local history without having to fork over pricey entrance fees.
  • Exploring holy places is a great opportunity to discover a thing or two about the area's religious leanings. Even though you won't have to pay an entry fee at Gloucester Unitarian Universalist Church, be sure to check for any tours before heading over.
  • Smell the salt in the air and listen out for seabirds shrieking overhead. A relaxing day out at Half Moon Beach, Wingaersheek Beach, Good Harbor Beach and Plum Cove Beach promises to awaken your senses.

Cheap Gloucester Vacation Package Deals

At CheapTickets, you won't need to stress out about tracking down the cheapest price. We've done it all for you, and we haven't compromised on quality for flights, hotels and incredible experiences.

Imagine all the fun things you could do with a spare $287. When you combine your hotel and airfare bookings, that's just how much you could save! And with access to 500 airline partners and about 500,000 properties all over the world, you're spoiled for choice.

Let your inner cheapster breathe a sigh of relief with the CheapTickets Price Guarantee. Here's the lowdown — if within 48 hours you find your vacation deal for a lower rate, we will meet it and refund the difference. How cheaptastic is that?

Get CheapCash

We know it can be a challenge parting with your pennies that's why we started our simple rewards program. Just for booking flights, you'll have real savings to put toward your next qualifying CheapTickets hotel booking.

It's super easy to sign up for free or log in and join CheapCash. Once you're off and running there'll be no stopping you! You'll gain savings on eligible bookings, not to mention the perks and bonus offers that will come your way.

Cheap Car Rentals in Gloucester

Watch out cheapsters — if you're taking cabs around while you're away, it doesn't take much time to rack up a panic-inducing bill. So, why not get your hands on a rental car while you're in Gloucester? Not only will it be less expensive, you'll also be able to hit the road whenever you like!

Hertz is found in the heart of the city at GLOUCESTER HLE 13 POND STREET. This makes it a convenient option for those staying central.

Cheap Hotels in Gloucester

CheapTickets will help you score the best possible deal! At the moment, there are 30 hotels in Gloucester. Pick the facilities and amenities to accommodate your style.

Rather not waste hours researching where to stay? Let us help speed up the process! Our top hotels here include the Julietta House and the Harborview Inn.

Flight deals to Gloucester

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.