Walking Tour

John Ritter’s Stories Of The Underground & Downtown Salem Lore Tour

Start at Wild Pear Restaurant (State Street)

Elegant building facades featuring highlighted red medallions and yellow arrows showcasing exquisite architectural details.

Walk west to the building nextdoor (formerly Cooke's Stationary)

Welcoming entrance to Cooke Stationery Co. with accessible ramps and a window sign showing "Available.
Vibrant historic building marked "Gray 1881," beautifully accented by elegant trees and intricate architectural details.
Elegant tall building with arched windows under a bright blue sky; highlighted statues adorn the scenic upper corner.

Stop at the Capitol Tower (State & Liberty)

Two pairs of shoes face each other across vibrant purple glass blocks set in a unique city sidewalk.
Close-up of a unique concrete surface decorated with blue glass tiles arranged in an artistic, textured grid pattern.

Head South down Liberty St and stop once you reach Ferry St (Liberty & Ferry)

Granite plaque honoring Capt. Mary Stillwell, who founded The Salvation Army in Salem on December 28, 1886.

Cross Ferry St and continue down Liberty St toward Trade St. Turn left on Trade St and continue to Peppermint Flats Alley.

A green “Historic District” sign welcomes visitors beneath a stately tree with elegant bare branches.
Sunny urban alleyway with charming buildings, parked cars, and a pedestrian enjoying a stroll in the inviting light.

Walk down Peppermint Flats Alley toward Ferry St. Turn right and stop once you reach High St (Ferry & High)

Charming downtown street with vibrant historic buildings, inviting yellow theater, and clear blue sky.
Vibrant green and blue sign for "HISTORIC DISTRICT George Lai Sun Alley" stands out under a clear, sunny blue sky.

Cross Ferry St and walk to George Lai Sun Alley

Charming brick building with a bright blue "Salem Blue" sign and cars parked on a lively, welcoming street.

Walk to the Corner and Cross State Street

Green sign for "HISTORIC DISTRICT Cherry Lane Alley" stands against scenic trees and a bright, partly cloudy sky.

Walk West Toward Cherry Lane Alley

Four yellow arrows highlight unique barred windows and a circle showcases a vent on an artfully graffitied brick wall.
Charming red brick wall with two doors and a highlighted "No Smoking" sign, ensuring a clean, welcoming environment.
A yellow arrow highlights a charming brick arch over a sunlit alleyway nestled between historic buildings.

Turn left on Court St and stop at Book Bin

A vibrant red car sits on a lively street beside a charming tan and green building with unique bay windows.
Charming yellow Grand Theatre with elegant arched windows, classic marquee, and blue sky—an inviting historic landmark.

Walk East down Court St and stop once you reach High St (Court & High)

Grand Theatre entrance: elegant arched sign, inviting wooden doors, tiled floor reading "GRAND THEATRE.

Cross Court St and stop in front of Governor’s Cup Coffee House

Charming white building with blue trim, inviting signs, and pleasant bench shaded by a tree in front.

Continue down Court St and walk to Wexford Alley (next to Whitlock Building and Coin Jam)

A striking metal grasshopper sculpture decorates a charming red brick building under a brilliant blue sky.
Charming historic three-story brick building with arched windows, lively bar, and sunny street scene welcoming visitors.

Continue on Court St and cross one you reach Liberty St. Stop in front of Top Drawer (Court & Liberty)

A yellow arrow highlights a charming round red and white window atop a beautiful brick building beneath a sunny blue sky.

Cross Liberty and stop in front of Reed Opera House (Court & Liberty)

Charming two-story store with a pale purple facade, inviting ambiance, and a picturesque red-roofed building nearby.
Sun shines on two cars parked by charming historic storefronts, including the inviting “Dairy Lunch Since 1929” shop.

Turn left, walk down Court St and cross Commercial St. Stop in front of Night Deposit (Court & Commercial)

Vibrant city street with parked cars, friendly pedestrians, and welcoming signs for local businesses including "Isaac's.

Walk down Commercial St to State St and turn left. Walk toward Liberty St cross. Stop in front of Ritters. (State & Liberty)

Charming two-story brick building with inviting shops and large windows on a bright, lively street corner.
Charming downtown sidewalk lined with inviting shops, smiling pedestrians, and a welcoming "Engelberg Antiks" sign.