Gloucester Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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

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

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
9.6/10 Exceptional! (933 reviews)
Room was great, beds comfy. Great bloody mary in the bar and awesome sunrise.

Reviewed on 15 Feb 2026

Beauport Hotel Gloucester
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 8 Mar to 9 Mar
AU$179
8 Mar - 9 Mar
includes taxes & fees
8.2/10 Very Good! (2,414 reviews)
Good

Reviewed on 1 Mar 2026

DoubleTree by Hilton Boston North Shore
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 22 Mar to 23 Mar
AU$200
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (2,221 reviews)
nice clean comfortable rooms

Reviewed on 28 Feb 2026

Comfort Inn & Suites Logan International Airport
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

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.