Gloucester Vacations from ￥294,222
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The Latest Gloucester Vacation Packages
Red Roof Inn PLUS+ Boston - Woburn/ Burlington
Reviewed on Mar 31, 2026
The Verb Hotel
Reviewed on Apr 14, 2026
Club Quarters Hotel Faneuil Hall, Boston
Reviewed on Apr 16, 2026
Where to stay in Gloucester
East Gloucester
If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.
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
Nice waterview king room! Had a great dinner as well to cap off a great stay.
Reviewed on Apr 10, 2026
Castle Manor Inn
The room was clean, but the outside of the building our room was in, behind the inn, was run down and the back of the inn was in disrepair. Not a very pleasant experience.
Reviewed on Jan 19, 2026
Ocean House Hotel at Bass Rocks
Very clean and well done. Breakfast was excellent!
Reviewed on Apr 15, 2026
Discover the most popular places to visit in Gloucester
Hammond Castle
You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your trip to Gloucester. Wander the beautiful beaches and seaside in the area.
Fishermen's Memorial Monument
Learn about the local history of Gloucester with a stop at Fishermen's Memorial Monument. Wander the beautiful beaches and seaside in this family-friendly area.
What to do in Gloucester
Real Pirates Salem Museum General Admission Ticket
