Gloucester Holidays

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Your Gloucester Holiday

Say farewell to planning hassles and hello to a Gloucester holiday package. With your travel details organised before you go, you can focus on discovering the best of this city, starting with Great Neck, which is good for walking, nature and views. A trip to Gloucester is a terrific opportunity to do some sightseeing. Be sure to stop by big-name attractions such as Good Harbour Beach, Cape Ann and Hammond Castle. Browse Expedia's extensive range of travel options and start organising your dream holiday to Gloucester now.

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.

Gloucester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
29,800
Max Temp Winter
2ºC
Max Temp Summer
21ºC
Top Sights
Good Harbour Beach, Hammond Castle and Wingaersheek Beach

Our pick of the best Gloucester Hotel Deals

Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is AU$304 per night from 14 Oct to 15 Oct
AU$304
14 Oct - 15 Oct
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Great one night stay after flying into Boston from the United Kingdom. A good rest stop before driving up to Maine. The only real negative? No in-room coffee making facility."

Reviewed on 2 Oct 2025

Castle Manor Inn
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd, Gloucester, MA
Fully refundableReserve now, pay when you stay
The price is AU$255 per night from 3 Nov to 4 Nov
AU$255
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (761 reviews)
"Beautiful view of the Atlantic Ocean in a clean quiet room comfy mattress."

Reviewed on 3 Oct 2025

Ocean House Hotel at Bass Rocks
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

2.5 out of 5
138 Eastern Avenue, Gloucester, MA
The price is AU$293 per night from 13 Oct to 14 Oct
AU$293
13 Oct - 14 Oct
includes taxes & fees
9/10 Wonderful! (426 reviews)
"Great place to stay, quiet, the lady checking us in was super friendly"

Reviewed on 2 Oct 2025

Sea Lion Motel and Cottages
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

What to do in Gloucester

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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.