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 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

The Vista

The Vista

2.5 out of 5
22 Thatcher Rd., Gloucester, MA
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
"Nice clean property, comfortable bed"

Reviewed on 16 Jun. 2025

The Vista
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
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 ...
"Beautiful room and view. We can't wait to go back."

Reviewed on 13 Jun. 2025

Ocean House Hotel at Bass Rocks
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
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. ...
"The staff from the manager to the housekeepers were all very friendly, hospitable, professional, and accommodating. The accommodations were clean and comfortable. The only criticism I have is of the room. 1. Bathroom window was stuck shut with no fan in the room. Any showering caused steaming of ..."

Reviewed on 20 Jun. 2025

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.