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
Rp5.035.388
Rp5.624.528 total
30 Sept - 1 Oct
includes taxes & fees
Beauport Hotel Gloucester
The Highliner Hotel

The Highliner Hotel

108 Main St Gloucester MA
Rp4.207.315
Rp7.476.478 total
29 Sept - 30 Sept
includes taxes & fees
8.8/10 Excellent! (21 reviews)
"Beautiful clean room right in the heart of Gloucester! Perfect for walking anywhere"

Reviewed on 14 Sept 2026

The Highliner Hotel
Motel 6 Danvers, MA - Boston North

Motel 6 Danvers, MA - Boston North

65 Newbury Street/US Route 1 North Danvers MA
Fully refundableReserve now, pay when you stay
Rp2.308.362
Rp2.578.440 total
21 Sept - 22 Sept
includes taxes & fees
5.8/10 (1,007 reviews)
"The photos online are deceiving the first room we had the door didn’t lock. The window have no screen and easy to open. There was a terrible smell. The second room we got had hair all over the bed and an even worse smell. The rooms are bare and echo. The floors were dirty. The third room smelled ..."

Reviewed on 20 Sept 2026

Motel 6 Danvers, MA - Boston North
See all 1,225 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 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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Cape Ann Historical Museum

6.0/10 (1 review)
You can spend an afternoon browsing the exhibits at Cape Ann Historical Museum 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 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

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Rp884.473
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

Rp875.375
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Rp297.512
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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