East Gloucester Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in East Gloucester

Find the best East Gloucester areas and neighborhoods for the activities you enjoy most. Learn more about East Gloucester
Gloucester MA Fishermens Memorial

Downtown Gloucester

3 out of top 10 points of interest in this area

While visiting Downtown Gloucester, you might make a stop by sights like Cape Ann Museum and Capt Bill & Sons Whale Watch.

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.

Annisquam lighthouse in Massachusetts

Rocky Neck

While visiting Rocky Neck, you might make a stop by sights like Rocky Neck Art Colony and Bryan Gallery.

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.

Top hotels in East Gloucester

Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

107 Atlantic Rd Gloucester MA
S$438
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (854 reviews)
"Great views, clean, comfortable bed, modern furniture, balcony facing the ocean."

Reviewed on 26 Jul, 2026

Ocean House Hotel at Bass Rocks
Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

138 Eastern Avenue Gloucester MA
S$298
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (471 reviews)
"Room was clean, but dated"

Reviewed on 6 Aug, 2026

Sea Lion Motel and Cottages
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

125 Atlantic Road Gloucester MA
Fully refundableReserve now, pay when you stay
S$497
30 Aug - 31 Aug
includes taxes & fees
Atlantis Oceanfront Inn
See all 1,225 properties in East 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 East Gloucester attractions

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

Good Harbor Beach

9.2/10 (191 reviews)
Why not spend a care-free afternoon at Good Harbor Beach during your travels in Gloucester? Wander the waterfront or discover the area's sunrises.
See properties
A lighthouse on a rocky coastline with a clear blue sky.

Eastern Point Lighthouse

8.8/10 (38 reviews)
Learn about the local history of Gloucester when you spend time at Eastern Point Lighthouse. Wander through the beautiful beaches and seaside in this family-friendly area.
See properties
A coastal scene with clear blue water, rocky shoreline, and several sailboats anchored in the distance.

Niles Beach

8.0/10 (8 reviews)
Why not spend a care-free afternoon at Niles Beach during your travels in Gloucester? Make some time to visit the shops while you're in the area.
See properties

The Gorton Theatre

8.4/10 (6 reviews)
You can enjoy a show at The Gorton Theatre during your trip to Gloucester. Wander through the beautiful beaches and seaside in this family-friendly area.
See properties

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 Audio Tour Bundle: 10+ Tours

S$65
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.