Gloucester Vacations

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Where to stay in Gloucester

Find the best Gloucester areas and neighborhoods for the activities you enjoy most. Learn more about Gloucester

Find the Best Gloucester Vacation Packages

Gloucester Beach Vacation

The smell of fresh sea air and fabulous ocean views are just the start of things to look forward to during your Gloucester vacation. If you're eager to save on your trip to Gloucester, we'll let you in on a secret — choose one of our Gloucester packages. Grab one close to Pavilion Beach, only 0.32 kilometers from the city center and a must-do while here. Alternatively, select a package that puts you closer to Cressy Beach, another gorgeous coastline. Whichever you choose, you'll be left with extra dollars in your travel budget to have fun with.

Things You Should Know About Gloucester

  • Drift off to sleep to the gentle sounds of the sea in one of our Gloucester beach hotels. Nothing beats staying with walking distance of the ocean.
  • Private vacation homes are another top choice for people planning a vacation in Gloucester. Some great examples are Castle Manor Inn and The Hotel at Cape Ann Marina.
  • Roughly 29,800 people reside in Gloucester. If you want some tips about things to see and do here, why not start a conversation with some of the friendly locals? Our Gloucester things to do page is also a handy source of information.
  • Don't head home without exploring Cape Ann, Capt Bill & Sons Whale Watch and Dogtown. With the cash you save through our Gloucester vacation deals, you can see more impressive attractions like these.

Gloucester Hotel Deals

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
9.6/10 Exceptional! (924 reviews)
Everything and everyone was top notch

Reviewed on Feb 2, 2026

Beauport Hotel Gloucester
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 ₩314,139 per night from Feb 19 to Feb 20
₩314,139
₩350,901 total
Feb 19 - Feb 20
includes taxes & fees
8.4/10 Very Good! (780 reviews)
The rooms are fresh and spotlessly clean. Great views of the Annisquam River. Nice location outside of town. The staff was fantastic. We love the marina vibe. We stayed in January when the restaurant is only open a couple of days a week - we'll hit that up next time. We dined nearby at The Causeway ...

Reviewed on Jan 20, 2026

The Hotel at Cape Ann Marina
Hawthorne Hotel

Hawthorne Hotel

3.5 out of 5
18 Washington Square W Salem MA
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,543 reviews)
Quaint, historic hotel with a great restaurant and bar. Rooms were clean and staff was very welcoming.

Reviewed on Jan 27, 2026

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