Downtown Gloucester Vacations

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Where to stay in Downtown Gloucester

Find the best Downtown Gloucester areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Gloucester
A lighthouse, a white building with a red roof, and a stone walkway leading to the water.

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.

A lighthouse on a rocky shore with a wooden walkway leading to it.

Rocky Neck

While Rocky Neck might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Rocky Neck Art Colony and Maritime Gloucester.

A coastal landscape with a lighthouse, rocky shoreline, and a beach.

Annisquam

While Annisquam might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wingaersheek Beach and Plum Cove Beach.

A garden with purple flowers and a foggy coastline.

Magnolia

Nestled in Gloucester, this small village boasts its own library, restaurants, and shops. Enjoy Gray Beach at Coolidge Reservation or take in scenic views of Kettle Cove at Surf Park.

Downtown Gloucester Hotel Deals

Beauport Hotel Gloucester

Beauport Hotel Gloucester

55 Commercial Street Gloucester MA
NT$8,995
NT$10,047 total
Sep 30 - Oct 1
includes taxes & fees
Beauport Hotel Gloucester
The Highliner Hotel

The Highliner Hotel

108 Main St Gloucester MA
NT$6,577
NT$12,307 total
Sep 29 - Sep 30
includes taxes & fees
8.8/10 Excellent! (21 reviews)
"Beautiful clean room right in the heart of Gloucester! Perfect for walking anywhere"

Reviewed on 2026/9/14

The Highliner Hotel
Harborview Inn

Harborview Inn

71 Western Avenue Gloucester MA
NT$7,899
NT$8,823 total
Oct 8 - Oct 9
includes taxes & fees
9.6/10 Exceptional! (337 reviews)
"Clean, quiet, comfortable, and the host was wonderful. We truly enjoyed our short time in Gloucester, and staying at the Harborview Inn added to that enjoyment. If we are ever in the area again, we would stay here again without hesitation."

Reviewed on 2026/9/11

Harborview Inn
See all 1,221 properties in Downtown 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.

Stay near popular Downtown Gloucester attractions

A museum exhibit with a large wooden boat and a painting titled 'Out o' Gloucester'.

Cape Ann Museum

9.0/10 (23 reviews)
You can spend an afternoon exploring the galleries in Cape Ann Museum during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.
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A bustling harbor with a red building, a maritime heritage center sign, and a crowd of people.

Maritime Gloucester

9.4/10 (63 reviews)
You can spend an afternoon studying the exhibits at Maritime Gloucester during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.
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A beach with people, umbrellas, and beach chairs.

Pavilion Beach

8.0/10 (9 reviews)
Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester?
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A statue of a man with a wheel, surrounded by a chain-link fence, with houses and cars in the background.

Fishermen's Memorial Monument

9.6/10 (18 reviews)
Learn about the local history of Gloucester with a stop at Fishermen's Memorial Monument. Wander the beautiful beaches and seaside in this family-friendly area.
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Capt Bill & Sons Whale Watch

8.2/10 (12 reviews)
You can learn about the history of Gloucester when you stop by Capt Bill & Sons Whale Watch. Wander the seaside and beautiful beaches in the area.
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Cape Ann Historical Museum

6.0/10 (1 review)
You can spend an afternoon exploring the galleries in Cape Ann Historical Museum during your trip to Gloucester. Wander the seaside and beautiful beaches in the area.
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Schooner Adventure

You can spend time browsing the exhibits at Schooner Adventure during your trip to Gloucester. Wander the seaside and beautiful beaches in the area.
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Sargent House Museum

6.0/10 (1 review)
You can spend time studying the exhibits at Sargent House Museum in Gloucester. Wander the seaside and beautiful beaches in the area.
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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.