Gloucester Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
The price is NZ$395 per night from 22 Apr to 23 Apr
NZ$395
22 Apr - 23 Apr
includes taxes & fees
9.6/10 Exceptional! (946 reviews)
The hotel is beautiful! The area and scenery is gorgeous. Its centrally located and within walking distance to many great restaurants and shopping. Rooftop pool and hot tub bonus! Friendly staff too. Highly recommend
Reviewed on 21 Apr 2026
Castle Manor Inn
141 Essex Avenue Gloucester MA
The price is NZ$338 per night from 3 May to 4 May
NZ$338
3 May - 4 May
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
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 19 Jan 2026
Ocean House Hotel at Bass Rocks
107 Atlantic Rd Gloucester MA
The price is NZ$306 per night from 29 Apr to 30 Apr
NZ$306
29 Apr - 30 Apr
includes taxes & fees
9/10 Wonderful! (813 reviews)
Clean room nice view
Reviewed on 21 Apr 2026
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
Take the family on an outing to Rocky Neck Art Colony during your trip to Gloucester. Wander the beautiful beaches and seaside 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.
What to do in Gloucester
History and Hauntings of Salem Guided Walking Tour
NZ$52
per adult
98% of travellers recommend
Whale Watching Tour in Gloucester
NZ$82
per adult
98% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
NZ$29
per traveller
80% of travellers recommend
Explore a world of travel with Expedia
- Hamilton Hotels
- Manchester-By-The-Sea Hotels
- Hotels near Castle Hill on the Crane Estate
- Magnolia Hotels
- Marblehead Hotels
- Wenham Hotels
- South Hamilton Hotels
- Essex Hotels
- Beverly Hotels
- Hotels near Capt Bill & Sons Whale Watch
- Gloucester Hotels
- Hotels near Salem Witch Trials Memorial
- Ipswich Hotels
- Rockport Hotels
- Cheap Hotels in Salem
- Historic Hotels in Salem
- Business Hotels in North Shore
- Green Hotels in North Shore
- Luxury Hotels in North Shore
- Romantic Hotels in North Shore
- Family Hotels in North Shore
- Cheap Hotels in North Shore
- Boutique Hotels in North Shore
- All Inclusive Hotels in North Shore
- Beach Hotels in North Shore
- Pet Friendly Hotels in North Shore
- Winery Hotels in North Shore
- Spa Hotels in North Shore
- Cheap Hotels in Plum Island
- Motels in South Hamilton
- Apartments in Beverly
- Holiday Homes in Essex
- Hostels in Salem
- B&B in North Shore
- Hostels in North Shore
- Cabin Rentals in North Shore
- Motels in North Shore
- Holiday Homes in North Shore
- Cottages in North Shore
- Apartments in North Shore
- Resort in Gloucester
- Holiday Homes in Gloucester
- Caravan Parks in Ipswich
- Motels in Ipswich
- Visit Marblehead
- Visit Wenham
- Visit Plum Island
- Visit Kettle Cove Village
- Visit Rockport
- Visit North Shore
- Luxury Holiday Packages North Shore
- North Shore Music Theatre
- Amesbury Sports Park
- Groveland Holidays
- Witch House
- Manchester-By-The-Sea Holidays
- Historical Society of Old Newbury
- Waterfront Promenade Park
- Salem Holidays
- Coolidge Reservation
- Essex Holidays
- Pebble Beach
- Salem Willows Park
- Salem Custom House
- Plum Cove Beach
- Newbury Beach
- Danvers Holidays
- Parker River National Wildlife Refuge
- Kimball Farm Corn Maze
- House of the Seven Gables
- Rocky Neck Art Colony
- Salem Pioneer Village 1630
- Castle Hill on the Crane Estate
- Stavros Reservation
- Singing Beach
- Donovan Beach
- Custom House Maritime Museum
- John Cabot House
- Magnolia Holidays
- Old Town Hill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
