Bay View
Downtown
Downtown: Boulevard/The Cut
East Gloucester: East Main Street
East Gloucester: Eastern Point
100

This is the Civil War general who built a summer home here in 1866.

Who is Benjamin F. Butler?

100

These are the names of many restaurants that once occupied diner cars at Main and Chestnut.

What are Kings, Supreme, Chicks, Michele’s Cape Ann Diner, and Hesperus Diner?

100

This is the classic TV show that filmed an iconic scene here of the Fisherman's Memorial Statue coming to life in the 1970s.

What is Bewitched?

100

This is the name of the old local favorite spot for seafood, which is the current site of The Lobster. 

What is Bob’s Clam Shack?

100

 This is the name of A. Piatt Andrew’s house on Eastern Point.

What is Red Roof?

200

This is  a local name for the leaning old cottage overlooking the Bay.

What is the “Tiltin’ Hilton” (known by locals today)?

and/or

What is "Wuthering Heights" (according to the GDT article)?

200

This is the location on Main Street where Gloucester kids of the 1970s and 1980s got their first bicycle

What is Giles of Gloucester?

200

This man posed for the Man at the Wheel sculpture, according to local legends. 

Who is Clayton Morrissey?

200

This is the poet whose former home is the current location of the Gloucester Writers' Center.

Who is Vincent Ferrini?

200

This is the family that owned Eastern Point when it was farmland.

Who were the Niles?

300

This is the family that ran the Bay View variety store along Washington Street.

Who are the Vicari's?

300

These are the names of the two downtown movie theaters.

What are North Shore and The Strand?

300

This is the sculptor who designed the Man at the Wheel sculpture. 

Who is Leonard Craske?

300

This is the original name of what is currently known as Beacon Marine.

What is Robinson’s Marine?

and/or

What is Reed & Gamage/Gorton’s property?

300

This is the name of the hotel built in the former Civil War-era fort.

What are the Ramparts?

400

This is the local restaurant that is credited with popularizing fried calamari.

What is The Gloucester House?

400

This is the name of the shop before it became today's Poseidons Italian Kitchen, likely remembered by long-time residents.

What is the Boulevard Sweet Shop?

400

This is the type of fishing that “Michigan Bears” brought to Gloucester.

What is gillnetting?

500

This is the downtown bar at the center of Gloucester's election nights.

What is Kelleher’s?

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