Gloucester Vacations from ￥210,696
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The Latest Gloucester Vacation Packages
Fairmont Copley Plaza, Boston
Reviewed on Jan 10, 2026
The Langham, Boston
Reviewed on Jan 10, 2026
The Newbury Boston
Reviewed on Jan 4, 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
Partial view did not try restaurant
Reviewed on Jan 6, 2026
The Hotel at Cape Ann Marina
Room was clean and fit the bill for what we needed-staff was friendly as well!
Reviewed on Jan 1, 2026
Luxury 1900's romantic retreat steps from the beach - King Suite!
We enjoyed our stay! Cottage was comfy and cozy!
Reviewed on Oct 18, 2025
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
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
