Gloucester Holiday Packages

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

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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 accommodation 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

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street, Gloucester, MA
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
Excellent facility we really enjoyed our stay. It’s very close to a lot of amenities.

Reviewed on 24 Oct 2025

Opens in a new windowBeauport Hotel 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 NZ$292 per night from 10 Nov to 11 Nov
NZ$292
per night
10 Nov - 11 Nov
Stay at this 4-star golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
What a beautiful experience! Enjoyed watching the sunrise from our private balcony and the continental breakfast was perfect!

Reviewed on 3 Nov 2025

Opens in a new windowOcean House Hotel at Bass Rocks
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is NZ$321 per night from 21 Nov to 22 Nov
NZ$321
per night
21 Nov - 22 Nov
Stay at this hotel in Gloucester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Staff was very nice and helpful with late check-in. Room was very clean, big comfortable bed, and lovely view from the balcony. Only complaint is that the walls are very thin and we could hear the people next door very loudly, and could hear outside very loud as well. Overall positive experience ...

Reviewed on 3 Nov 2025

Opens in a new windowCastle 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.