Gloucester Holidays

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Gloucester Hotel Deals

The Hotel at Cape Ann Marina
The Hotel at Cape Ann Marina
3.5 out of 5
75 Essex Avenue, Gloucester, MA
Fully refundableReserve now, pay when you stay
The price is NZ$337 per night from 30 Sep to 1 Oct
NZ$337
per night
30 Sep - 1 Oct
8.2/10 Very Good! (631 reviews)
"It was a delightful spot! Great location right on the harbor with a delicious restaurant and bar with a great view! Staff was very friendly especially Tracy!! Very nice continental breakfast with great atmosphere!"

Reviewed on 11 Sep. 2024

The Hotel at Cape Ann Marina
Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is NZ$493 per night from 26 Sep to 27 Sep
NZ$493
per night
26 Sep - 27 Sep
9.6/10 Exceptional! (750 reviews)
Absolutely fantastic!
"Absolutely amazing! Hands down the best hotel we have stayed at. We are a very well traveled couple and while we usually stay at air bnbs we will 100% be back! Every little detail is put into consideration. The food is top notch and let me tell you the breakfast we had through room service was to ..."

Reviewed on 18 Sep. 2024

Beauport Hotel Gloucester
Castle Manor Inn
Castle Manor Inn
2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is NZ$338 per night from 26 Sep to 27 Sep
NZ$338
per night
26 Sep - 27 Sep
8.2/10 Very Good! (886 reviews)
"John the front desk employee was very nice, kind, and helpful. Bathtub did not drain properly, filled up when showering."

Reviewed on 18 Sep. 2024

Castle Manor Inn
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.

Frequently asked questions

How much does a Gloucester holiday package cost?
Our Gloucester packages, which begin at just , are an awesome way to save money. Select your favourite hotels, flights and rental car to create your dream itinerary.
How do I get a cheap travel package to Gloucester?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we’ve got them all covered. Pick and choose a combination that suits your style and see your savings stack up. Of course, a package deal is never one-size-fits-all. That’s why we offer more than 550 airlines and 1 000 000 properties globally, which lets you customize your Gloucester getaway.
Where should I stay in Gloucester?
Stay where the action is. Many travellers like to book hotels within easy reach of top attractions, such as Wingaersheek Beach, Good Harbour Beach and Hammond Castle.
What are the top hotels in Gloucester?
Castle Manor Inn in the Annisquam neighbourhood is an excellent choice for a Gloucester escape. Stay here and you’ll be in a perfect position to explore all that this happening city has to offer.
How far in advance should I book my Gloucester holiday?
To land rock-bottom prices, book nice and early. Air carriers typically release tickets, along with some of the lowest fares, nearly 12 months in advance. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you’ve decided on a last-minute getaway to Gloucester, there are always plenty of great deals on Expedia. Book something in today!
What does an Expedia Gloucester travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to build your ideal Gloucester travel package. Once you’ve made your booking, you can add on the fun stuff like tours and experiences. Don’t forget — the more you bundle, the bigger the savings!
What should I know before booking a Gloucester travel package?
Tailor deals that match your budget with an Expedia package. Hotels, flights, rental cars — we’ve got them all. You’ll save precious dollars just for bundling your bookings. Whether you’re heading away on a winter adventure or drinking cocktails on a beach, your ideal getaway is only a few clicks away.
Can I choose my airline with a Gloucester Expedia holiday package?
With a holiday package, you’re the one in charge. Whether you’re looking to fly to Gloucester in coach or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Gloucester holiday package?
You can. We totally understand that life doesn’t always go to plan, so we’re happy to help if you need to make changes to your Gloucester holiday package. You may be able to cancel or change your itinerary at no cost if you’ve booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Gloucester

What to do in Gloucester

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.