Gloucester Holidays

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Gloucester Beach Holiday

There's nothing more enjoyable than a Gloucester holiday. 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 Harbour Beach, situated just 3 kilometres from downtown. However, you'll also discover plenty of Gloucester holiday packages close to Wingaersheek Beach and Niles Beach, two other superb nearby options.

Top hotels in Gloucester

Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
Fully refundableReserve now, pay when you stay
The price is Rp2.227.798 per night from 15 May to 16 May
Rp2.227.798
per night
15 May - 16 May
9/10 Wonderful! (616 reviews)
"Wonderful ocean views, beautiful pool area, charming main house and a classic Atlantic rock shore across the street that is wonderful to explore with the kids or sit and meditate."

Reviewed on 5 May 2024

Ocean House Hotel at Bass Rocks
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 Rp3.193.353 per night from 14 May to 15 May
Rp3.193.353
per night
14 May - 15 May
8.2/10 Very Good! (516 reviews)
"The room was dated, but the rooms are being remodeled. It was clean, had easy access and had a beautiful view!"

Reviewed on 10 May 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 Rp4.396.878 per night from 20 May to 21 May
Rp4.396.878
per night
20 May - 21 May
9.6/10 Exceptional! (712 reviews)
"The stunning location , ambience , food and service . Parking was easy and the rooms well appointed and with the view - spectacular. Especially loved the rooftop terrace and jacuzzi . The view was magnificent ! Loved everything about this hotel"

Reviewed on 4 May 2024

Beauport Hotel Gloucester
See all 1,547 properties in Gloucester
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.

Popular places to visit

Image for Wingaersheek Beach

Wingaersheek Beach

Why not spend a care-free afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.

Wingaersheek Beach
Image for Good Harbor Beach

Good Harbor Beach

If a restful holiday is part of your travel plans, Good Harbor Beach might be the perfect place to visit during your trip to Gloucester. While you're in the area, stroll along the seaside.

Good Harbor Beach
Image for Hammond Castle

Hammond Castle

You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your holiday in Gloucester. Wander the beautiful beaches and seaside in the area.

Hammond Castle

What to do in Gloucester

Image for Whale Watching Tour in Gloucester

Whale Watching Tour in Gloucester

Rp742.224
Per adult
98% of travellers recommend
Whale Watching Tour in Gloucester
Image for Cape Ann Harbor Tour: Self-Guided Drive

Cape Ann Harbor Tour: Self-Guided Drive

Rp223.301
Per adult
100% of travellers recommend
Cape Ann Harbor Tour: Self-Guided Drive
Image for Full-Day Private Guided Tour of Hammond Castle and Boston

Full-Day Private Guided Tour of Hammond Castle and Boston

Rp12.525.030
Per adult
Full-Day Private Guided Tour of Hammond Castle and Boston
See all activities in Gloucester

More trip options

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