Gloucester Holiday Packages

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You work pretty hard for your cash, so spend it wisely — Wotif is here to help.

It really doesn't get any easier than one of our accommodation and flight packages.

Your Gloucester holiday is about to get a lot more fun.

Act now and save as much as . Also, we can link you up with more than 550 partner airlines and 665,000 worldwide properties — your dream holiday is just a few clicks away.

Don't spend your time staring at a screen when you should be hitting the tarmac. Wotif has some of the top prices under the sun.

Gloucester Accommodation

We have a flair for getting the best bargains around. Check out the 16 accommodations in Gloucester and reserve your favourite property today.

Great vibes, snuggly beds and decent amenities. If these are the sorts of things you think about when booking a place to stay, you'll be rapt with the Ocean House Hotel at Bass Rocks and Atlantis Oceanfront Inn.

Car Hire in Gloucester

Both Advantage Rent-A-Car at 100 Tomahawk Drive and Enterprise at 6 Tomahawk Dr are just a quick taxi ride from Logan International Airport.

Enterprise (148 Eastern Ave) is just 2 kilometres from the middle of the city, so you don't need to go too far to get your hands on those keys.

Holidays to Gloucester

Getting lost in a foreign place sounds fun and all. But if you’d rather arrive in Gloucester with some knowledge under your belt, keep on reading.

Want to picture where you'll be staying? Gloucester is 45 kilometres northeast of the notable city of Boston.

Roughly 29 000 people call this area of North Shore home. So, if you're looking to meet some new buddies, you shouldn't have too much trouble.

Top Gloucester hotels

Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach

Gloucester
Beach Life Bliss - steps to the beach: Pet-friendly holiday home with free WiFi and parking. Located near whale watching.
Great place for a getaway
"Loved this comfortable home! Well located and great host."

Reviewed on 16 Mar. 2025

Beach Life Bliss - steps to the beach
Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street, Gloucester, MA
The price is AU$416 per night from 6 Apr to 7 Apr
AU$416
includes taxes & fees
6 Apr - 7 Apr
Beauport Hotel Gloucester: Business-friendly hotel with free WiFi and a poolside bar. Located on the waterfront.
"Love the fact that it’s located right on the water. Beautiful views everywhere. Always love staying at The Beauport."

Reviewed on 31 Mar. 2025

Beauport Hotel Gloucester
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
Castle Manor Inn: Hotel with free WiFi and free parking. Located near whale watching.
"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.