Gloucester Holiday Deals

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Gloucester Holiday Package Deals

Love travelling but hate paperwork, details and online forms? Let's make things a little easier. At lastminute.com.au, we can combine all your hire cars, airfares, hotel bookings and envy-inducing activities into a tidy package. You'll save tons of cash and have more time for #Gloucester experiences!

You may even see average savings of around ! With all that spare change jingling 'round in your pocket, why not stay a few extra days?

Mix and match from 400 partner airlines and 282,000 worldwide hotels. With so many options, you can craft a package to suit your own unique tastes.

Don't waste your time searching the internet when you ought to be hitting the skies! If you find a lower price on your package or hotel within 24 hours of booking, we'll match it by refunding you the difference. That's our Price Pledge.Terms and conditions apply.

Holidays in Gloucester

Don't waste those precious holidays binge-watching questionable 90s TV and trying to figure out if your favourite is Phoebe or Joey. Get out into the real world and find out what Gloucester is all about!

As you stroll through the city streets, you'll be rubbing shoulders with around 29,000 residents.

Boston, the capital of this state, sits 45 kilometres southwest of Gloucester, while Cape Ann can be located 3 kilometres to the northeast.

Your little ones can do cartwheels and somersaults to their heart's content at Stage Fort Park, a good place to burn off some of their excess energy.

If you're after some downtime and a bit of fresh air, organise a trip to Dogtown or Ravenswood Park. You won't want to miss Mount Ann Park either. The natural surrounds here are sure to impress.

From the design of ships to the artefacts that are found onboard, the interesting displays at the Schooner Adventure and the Maritime Gloucester will captivate anyone who's interested in maritime history.

Pick up a strong cup of coffee and treat yourself to a day of gallery hopping between the Cape Ann Museum and the Bryan Gallery. Brimming with captivating canvases and sculptures, these fantastic exhibits lure art lovers from all over.

If you want to understand the present, the best way is to look to the past! For a glimpse into the main characters and events that have helped make this city what it is today, plan a visit to the Cape Ann Historical Museum.

Find time to discover a key piece of local history at at Sargent House Museum and the Fishermen's Memorial Monument.

The solid stone walls and looming turrets at Hammond Castle are what fairytale books are made of. Connect with your inner prince or princess with a visit this formidable fortification.

Go and take a look at Eastern Point Lighthouse and Ten Pound Lighthouse, where you can enquire about any upcoming guided tours and find out how these important structures helped to direct countless seafarers through some gloomy nights.

The Gloucester Stage Company is among Gloucester's best venues, and should definitely be on your list if you're seeking prime entertainment.

If you're the sort of person who likes to visit lesser-known attractions, the Rocky Neck Art Colony will be just what you are after. Alternatively, venture on over to Capt Bill & Sons Whale Watch.

Hotels in Gloucester

With only 16 digs available, you won't want to hold off booking your Gloucester hotel for too long! As soon as those dates are locked in, lastminute.com.au will be here to help.

You'll wake up with a smile if you opt to stay at one of our best-rated accommodations, such as the Ocean House Hotel at Bass Rocks and Harborview Inn.

Top hotels for your Gloucester holiday

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is AU$410 per night from 13 May to 14 May
AU$410
includes taxes & fees
13 May - 14 May
When you stay at Beauport Hotel Gloucester in Gloucester, you'll be on the beach, within a 10-minute drive of Good Harbor Beach and Cape Ann.
"It was a lovely stay for my family. We will definitely come back!"

Reviewed on 22 Apr. 2025

Beauport Hotel Gloucester
The Vista

The Vista

2.5 out of 5
22 Thatcher Rd., Gloucester, MA
The price is AU$268 per night from 1 May to 2 May
AU$268
includes taxes & fees
1 May - 2 May
When you stay at The Vista in Gloucester, you'll be by the ocean, a 1-minute drive from Good Harbor Beach and 6 minutes from Cape Ann.
Great place
"Great relaxing place to stay with amazing views. And lovely kind staff."

Reviewed on 19 Nov. 2024

The Vista
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is AU$346 per night from 1 May to 2 May
AU$346
includes taxes & fees
1 May - 2 May
When you stay at Castle Manor Inn in Gloucester, you'll be by the ocean, within a 15-minute drive of Wingaersheek Beach and Good Harbor Beach.
"The Innkeeper and staff were very accommodating. The room was very clean and all we really needed for a few nights. The rooms were updated. We would have liked a table or bench or chair to put items on or sit on. There was not enough room in the bathroom to put toiletries. We would go back."

Reviewed on 2 Dec. 2024

Castle Manor Inn
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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.

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^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, 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.