Downtown Gloucester Holidays

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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.

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

Annisquam

Though Annisquam may not have many top sights, you can venture to the surrounding area to see attractions like Wingaersheek Beach and Plum Cove Beach.

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A garden with purple flowers and a foggy coastline.

Magnolia

You'll enjoy the beaches and restaurants in Magnolia. You might want to make time for a stop at Gray Beach or Massachusetts Bay.

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

Rocky Neck

While Rocky Neck isn't home to many top sights, Rocky Neck Art Colony and Maritime Gloucester are some notable places to visit nearby.

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Top hotels in Downtown Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester

55 Commercial Street Gloucester MA
S$305
2 Nov - 3 Nov
includes taxes & fees
Beauport Hotel Gloucester
The Highliner Hotel

The Highliner Hotel

108 Main St Gloucester MA
S$437
8 Nov - 9 Nov
includes taxes & fees
The Highliner Hotel
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

275 Independence Way Danvers MA
Fully refundableReserve now, pay when you stay
S$166
9 Nov - 10 Nov
includes taxes & fees
8.6/10 Excellent! (1,140 reviews)
"/"

Reviewed on 7 Oct, 2026

Sonesta Select Boston Danvers
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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 in Gloucester. Wander through 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 trip to Gloucester. Wander through 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 when you spend time at Fishermen's Memorial Monument. Wander through 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 with a stop at Capt Bill & Sons Whale Watch. Wander the seaside and beautiful beaches in the area.
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Schooner Adventure

You can spend time studying the exhibits at Schooner Adventure during your travels in Gloucester. Wander the seaside and beautiful beaches in the area.
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Gloucester Unitarian Universalist Church

After visiting Gloucester Unitarian Universalist Church, make a plan to see the other sights and activities in Gloucester.
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Sargent House Museum

6.0/10 (1 review)
You can spend time exploring the galleries in Sargent House Museum during your travels in Gloucester. Wander the seaside and beautiful beaches in the area.
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Things to do

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

S$22
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

S$64
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

S$22
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
See all activities in Gloucester

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