Popular places to visit

Wingaersheek Beach
Why not spend a carefree afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.

Good Harbor Beach
If a restful vacation is part of your travel plans, Good Harbor Beach might be the perfect place to seek out during your trip to Gloucester. While you're in the area, stroll along the seaside.

Hammond Castle
You can browse the exhibits at Hammond Castle, a museum with a story of its own, during your trip to Gloucester. Wander the beautiful beaches and seaside in the area.

Half Moon Beach
If a restful vacation is part of your travel plans, Half Moon Beach might be the perfect place to seek out during your trip to Gloucester. While you're in the area, stroll along the seaside.

Maritime Gloucester
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.

Eastern Point Lighthouse
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.
Things to do

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Massachusetts: Smartphone-Based Audio Tour Bundle

Boston’s Best: Freedom Trail, Salem & Harborwalk Audio Tour

Private Day Trip to Salem and Hammond Castle from Boston
Annisquam Hotel Deals

Sonesta Select Boston Danvers
Reviewed on Aug 22, 2025

DoubleTree by Hilton Boston North Shore
Reviewed on Aug 24, 2025

Best Western Plus North Shore Hotel
Reviewed on Aug 23, 2025

SpringHill Suites by Marriott Boston Peabody
Reviewed on Aug 25, 2025

The Cove At Salem
Reviewed on Aug 24, 2025

Rockport Inn And Suites
Reviewed on Aug 24, 2025
Other neighborhoods around Annisquam

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.