Gloucester Trip
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Top Gloucester Flight + Hotel Deals
Fairmont Copley Plaza, Boston
Reviewed on 22 Feb 2026
Boston Harbor Hotel
Reviewed on 25 Jan 2026
Eurostars The Boxer
Reviewed on 24 Feb 2026
Raffles Boston
Reviewed on 24 Feb 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.
Gloucester Beach Holiday
The smell of fresh sea air and fabulous ocean views are just the start of things to look forward to during your Gloucester holiday. 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 kilometres from the city centre 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 holiday homes are another top choice for people planning a holiday 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 holiday deals, you can see more impressive attractions like these.
Top hotels in Gloucester
Beauport Hotel Gloucester
Room was great, beds comfy. Great bloody mary in the bar and awesome sunrise.
Reviewed on 15 Feb 2026
DoubleTree by Hilton Boston North Shore
yes
Reviewed on 23 Feb 2026
Comfort Inn & Suites Logan International Airport
Everything was excellent
Reviewed on 24 Feb 2026
Popular places to visit
Hammond Castle
You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your holiday in Gloucester. Wander the beautiful beaches and seaside in the area.
Niles Beach
Why not spend a care-free afternoon at Niles Beach during your travels in Gloucester? Make some time to visit the shops while you're in the area.
Plum Cove Beach
If a restful holiday is part of your travel plans, Plum Cove Beach might be the perfect place to visit during your trip to Gloucester. While you're in the area, stroll along the seaside.
