Gloucester Vacations

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Find the Best Gloucester Vacation Packages

Gloucester Beach Vacation

The smell of fresh sea air and fabulous ocean views are just the start of things to look forward to during your Gloucester vacation. 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 kilometers from the city center 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 vacation homes are another top choice for people planning a vacation 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 vacation deals, you can see more impressive attractions like these.

Gloucester Hotel Deals

Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue, Gloucester, MA
The price is ₩225,024 per night from Sep 22 to Sep 23
₩225,024
₩251,352 total
Sep 22 - Sep 23
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"It was a beautiful property, literally a castle!"

Reviewed on Sep 16, 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 ₩331,572 per night from Sep 22 to Sep 23
₩331,572
₩403,023 total
Sep 22 - Sep 23
includes taxes & fees
9/10 Wonderful! (749 reviews)
"Perfect location.... nice rooms Staff could be more attentive Breakfast boring..... go out for breakfast"

Reviewed on Sep 13, 2025

Ocean House Hotel at Bass Rocks
Long Beach Suites

Long Beach Suites

2 out of 5
28 Rockport Rd, Gloucester, MA
The price is ₩236,338 per night from Oct 13 to Oct 14
₩236,338
₩537,028 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (41 reviews)
"Excellent location within walking distance of the beach. Tricky coffee pot and unless you like noise, close the bathroom door because the fan is permanently on."

Reviewed on Sep 8, 2025

Long Beach Suites
See all 1,767 properties in Gloucester
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

Plum Cove Beach

If a restful vacation is part of your travel plans, Plum Cove Beach might be the perfect place to seek out during your trip to Gloucester. While you're in the area, stroll along the seaside.

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