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 NT$5,440 per night from Oct 14 to Oct 15
NT$5,440
NT$6,077 total
Oct 14 - Oct 15
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Very helpful front desk; welcoming and helpful."

Reviewed on 2025/9/30

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 NT$5,006 per night from Nov 2 to Nov 3
NT$5,006
NT$6,302 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (758 reviews)
"Absolutely beautiful, peaceful and clean. Will definitely come back next year!"

Reviewed on 2025/10/1

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 NT$4,830 per night from Oct 7 to Oct 8
NT$4,830
NT$5,395 total
Oct 7 - Oct 8
includes taxes & fees
9/10 Wonderful! (425 reviews)
"Fantastic staff. Good options for breakfast. Room was clean and the hotel was super convenient for a wedding we attended."

Reviewed on 2025/10/1

Sea Lion Motel and Cottages
See all 1,755 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

Good Harbor Beach which includes a sunset and a coastal town

Good Harbor Beach

4.5/5(18 reviews)

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

Good Harbor Beach
Hammond Castle which includes heritage elements, general coastal views and a sunset

Hammond Castle

4.5/5(8 reviews)

You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your trip to Gloucester. Wander the beautiful beaches and seaside in the area.

Hammond Castle
Half Moon Beach which includes a beach, general coastal views and a sunset

Half Moon Beach

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

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