Gloucester Holidays
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Our guide on where to stay in Gloucester
Find the best Gloucester areas and neighborhoods for the activities you enjoy most. Learn more about Gloucester
East Gloucester
3 out of top 10 points of interest in this area
If you're spending some time in East Gloucester, Good Harbor Beach and Niles Beach are top sights worth seeing.
Gloucester Holiday
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.
Our pick of the best Gloucester Hotel Deals
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
9.6/10 Exceptional! (914 reviews)
Balcony has a beautiful view. The staff were very attentive and very nice.
Reviewed on 14 Jan 2026
The Hotel at Cape Ann Marina
75 Essex Avenue Gloucester MA
Fully refundableReserve now, pay when you stay
The price is NZ$412 per night from 4 Feb to 5 Feb
NZ$412
4 Feb - 5 Feb
includes taxes & fees
8.4/10 Very Good! (779 reviews)
Room was clean and fit the bill for what we needed-staff was friendly as well!
Reviewed on 1 Jan 2026
Luxury 1900's romantic retreat steps from the beach - King Suite!
Gloucester MA
9.6/10 Exceptional! (50 reviews)
We enjoyed our stay! Cottage was comfy and cozy!
Reviewed on 18 Oct 2025
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.
Discover the most popular places to visit in Gloucester
Rocky Neck Art Colony
You can enjoy some culture when you stop by Rocky Neck Art Colony in Gloucester. Wander through the beautiful beaches and seaside in this family-friendly 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.
What to do in Gloucester
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
NZ$30
per traveller
80% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
NZ$30
per traveller
100% of travellers recommend
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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.
