East Gloucester Vacations from ₩799,296

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The Latest East Gloucester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

South End
₩799,296
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
9/10 Wonderful! (2,783 reviews)
Eurostars The Boxer

Eurostars The Boxer

West End
Save 100% on your flight
₩1,045,657
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
8.8/10 Excellent! (1,549 reviews)
Overall a great night

Reviewed on Aug 10, 2026

Good Hotels Boston

Good Hotels Boston

South End
Save 100% on your flight
₩1,305,340
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
8/10 Very Good! (55 reviews)
Very nice people and had excellent help!

Reviewed on Aug 7, 2026

Encore Boston Harbor

Encore Boston Harbor

Save 100% on your flight
₩1,101,855
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
9.6/10 Exceptional! (4,018 reviews)
Beautiful hotel and casino! Place was very clean and the restaurants were amazing!

Reviewed on Aug 10, 2026

The Westin Boston Seaport District

The Westin Boston Seaport District

Seaport District
₩837,541
per person
Sep 18 - Sep 21
found 22 hours ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
9.2/10 Wonderful! (2,398 reviews)

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

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.

Annisquam lighthouse in Massachusetts

Rocky Neck

If you're spending some time in Rocky Neck, Rocky Neck Art Colony and Bryan Gallery are top sights worth seeing.

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.

East Gloucester Hotel Deals

Sea Lion Motel and Cottages

Sea Lion Motel and Cottages

138 Eastern Avenue Gloucester MA
₩243,560
₩272,055 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (473 reviews)
"My friends and I stayed here during a weekend escape to the beach. Our room was spacious, clean and very comfortable for the 3 of us. The property was beautiful and quiet at night. All of the staff we met were friendly and gave us wonderful recommendations for food and beaches. We also really liked ..."

Reviewed on Aug 10, 2026

Sea Lion Motel and Cottages
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

107 Atlantic Rd Gloucester MA
₩400,212
₩481,627 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (855 reviews)
"Very nice stay"

Reviewed on Aug 8, 2026

Ocean House Hotel at Bass Rocks
Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

125 Atlantic Road Gloucester MA
Fully refundableReserve now, pay when you stay
₩402,648
₩449,755 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (490 reviews)
"Ocean view incredible Helpful staff Loved the area Mattress needs updating"

Reviewed on Aug 8, 2026

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 carefree 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 with a stop at Eastern Point Lighthouse. Wander the beautiful beaches and seaside in this family-friendly area.
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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 carefree afternoon at Niles Beach during your travels in Gloucester? Make some time to visit the shops while you're in the area.
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The Gorton Theatre

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