Begin your tour at Public Square, Cleveland’s central plaza, revamped with green spaces and the iconic Terminal Tower looming overhead. Admire the square’s Soldiers’ and Sailors’ Monument and its lively atmosphere. From here, stroll west along Superior Avenue, a bustling street lined with historic buildings and modern cafés, capturing Cleveland’s blend of industrial heritage and urban renewal.
After about 10 minutes, stop at Slyman’s Deli (3106 St Clair Ave NE, a short detour, or opt for The Diner on 55th at 1328 E 55th St for a closer option), a legendary spot since 1963, famous for its massive corned beef sandwiches and hearty breakfast plates, affordable, no reservations needed, but arrive early to avoid the lunch crowd.
Continue south to Playhouse Square, the nation’s largest performing arts centre outside New York, with dazzling marquees and the historic State Theatre. Pop in for a quick peek at its opulent lobby (free, if open). Head west along Euclid Avenue to the Arcade, a stunning 1890 Victorian-era shopping gallery with a glass skylight like Place Vendôme.
Proceed to West Side Market (1979 W 25th St, Ohio City), a vibrant 1912 market hall with over 100 stalls selling pierogi, smoked meats, and local cheeses. Wander through the bustling aisles for a taste of Cleveland’s culinary diversity. Stop at Market Cafe inside for a coffee or a quick kielbasa roll, no bookings needed, but arrive promptly to enjoy its communal charm.
Loop east to Erie Street Cemetery, a historic 1826 burial ground with Gothic monuments, offering a quiet moment of reflection. From here, head north to East 4th Street, a pedestrian-friendly alley lined with trendy restaurants and string lights. For a sweet treat, visit Colossal Cupcakes (528 Euclid Ave) for a hot chocolate or a gourmet cupcake, no reservations needed, but expect a queue.
Continue to the Rock and Roll Hall of Fame (1100 E 9th St), a striking I.M. Pei-designed pyramid on Lake Erie. A quick 20-minute visit to the free lobby or exterior view captures Cleveland’s musical legacy. Stroll south along the Lakefront Walkway, with views of the Great Lakes and the FirstEnergy Stadium, soaking in Cleveland’s waterfront charm.
End your tour at Flats East Bank, a revitalised riverfront with trendy bars and views of the Cuyahoga River. For a final treat, pop into Collision Bend Brewing Company (1250 Old River Rd) for a local craft beer or a pretzel with beer cheese, soaking up Cleveland’s industrial-chic vibe. Alternatively, relax at Chocolate Bar (347 Euclid Ave), enjoying a mocha or a chocolate-dipped biscotti while watching the city’s vibrant street life unfold.This 3-4 km route captures Cleveland’s industrial heritage, diverse cuisine, and cultural resurgence, perfect for a four-hour stroll. Wear comfortable shoes for the urban and cobbled paths
