Walking Tour: Historic Chicago Pubs in River North and the Loop

Wander through Chicago's iconic pub culture and uncover the city's rich history, from architectural gems to media watering holes that have served as gathering spots for generations.

Exploring Chicago’s iconic pub culture is a captivating way to uncover the city’s rich history. Join a walking tour through the River North and Loop neighborhoods, where you’ll discover architectural gems and media watering holes that have long served as gathering spots for locals and journalists alike. From the Berghoff Restaurant, the oldest operating eatery in Chicago, to the cozy, wood-paneled interiors of beloved establishments, this immersive experience promises to reveal the hidden stories and evolution of these storied locales.

This experience made our article of 8 Top Drinking Tours In Chicago (With Reviews & Prices).

Exploring Chicago’s Oldest Operating Restaurant

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

Although the tour visits several historic pubs, one of the highlights is exploring the city’s oldest operating restaurant, the Berghoff Restaurant. Founded in 1898, this German-style eatery has maintained its old-world charm and traditions.

Guests can marvel at the ornate wood paneling, stained glass, and antique fixtures that harken back to the early 20th century. The menu features classic German fare like wienerschnitzel and sauerbraten, along with a wide selection of imported beers.

As participants soak in the historic ambiance, they’ll learn about the restaurant’s storied past and its enduring legacy as a Chicago institution.

Discovering the Media Watering Hole

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

Another highlight of the tour is discovering the media watering hole. This historic pub has long been a favorite haunt of local journalists, providing a space for them to collaborate, debate, and unwind. The guide shares insider stories about the pub’s colorful past, from its role in breaking major news stories to the famous faces that have graced its stools over the decades. As you step inside, you can almost feel the energy of past conversations and the camaraderie that has defined this iconic hotel.

| Pub Feature | Description |

| — | — |

| Ambiance | Cozy, wood-paneled interior with a classic pub feel |

| Clientele | Current and retired journalists, editors, and media personalities |

| Signature Drink | The "Scoop" – a signature cocktail that packs a punch |

| History | Opened in the 1930s, a hub for Chicago’s newspaper and radio elite |

Marquette Building: An Architectural Gem

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

The Marquette Building, a striking example of Chicago’s architectural prowess, stands as a testament to the city’s rich history.

The Marquette Building, a striking example of Chicago’s architectural prowess, stands as a testament to the city’s rich history.

This 1895 skyscraper, designed in the Chicago School style, captivates visitors with its ornate terracotta facade and grand entranceway. As the tour group approaches, they can’t help but admire its:

  • Intricate ornamentation, including detailed carvings and moldings

  • Towering height, rising 16 stories above the bustling streets

  • Impressive lobby, featuring vaulted ceilings and marble floors

  • Significant role in the development of the Loop district

  • Enduring presence, having withstood the test of time for over a century

The Marquette Building’s timeless elegance sets the stage for the exploration of Chicago’s historic pubs that lies ahead.

Uncovering Insider Stories From the Local Expert

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

As the tour group gathers around the local expert guide, they quickly realize this isn’t your typical history lesson.

The guide’s infectious enthusiasm and intricate knowledge bring the past to life. From scandalous tales of bootlegging to the secret social clubs that once thrived, each pub chronicles a fascinating chapter of Chicago’s history.

The group hangs on the guide’s every word, captivated by insider stories that transport them back in time.

Whether it’s the hidden speakeasy entrance or the legendary bartender’s signature cocktail, the guide unlocks the city’s vibrant pub culture, leaving the group with a deeper appreciation for Chicago’s rich heritage.

Experiencing Chicago’s Pub Culture

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

As the walking tour winds its way through the historic streets of Chicago, the group finds themselves immersed in the vibrant pub culture that has defined the city for generations. Patrons sip cold beers and swap stories, creating a lively atmosphere that speaks to the city’s rich heritage.

The tour explores:

  • The convivial camaraderie shared over a pint, as locals and visitors alike gather to unwind and connect.

  • The historical significance of these watering holes, where ideas have been exchanged and decisions made over the decades.

  • The unique architectural features that give each pub its distinct character and ambiance.

  • The flavor of Chicago’s diverse neighborhoods, reflected in the mix of clientele and menu offerings.

  • The sense of tradition and community that permeates these beloved institutions, making them more than just places to drink, but rather hubs of local life.

Navigating the Loop and River North Neighborhoods

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

Navigating the historic neighborhoods of the Loop and River North, the walking tour takes participants on a captivating journey through Chicago’s vibrant urban landscape. Exploring the city’s architectural gems, the tour highlights landmarks like the Marquette Building, a stunning example of Chicago School design. Participants gain insider knowledge about the origins and evolution of these neighborhoods, uncovering the rich tapestry of Chicago’s history.

| Neighborhood | Key Attractions |

| — | — |

| The Loop | Marquette Building, Chicago’s oldest operating restaurant |

| River North | Historic media watering holes, thriving arts and dining district |

The tour seamlessly blends architecture, history, and local pub culture, offering a multifaceted experience that showcases the city’s unique character.

Practical Considerations for the Tour

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

Travelers should be aware of a few practical considerations when embarking on the Historic Chicago Pubs walking tour.

The tour involves a moderate level of physical activity, with the ability to climb stairs a necessity as not all train stations have elevators. Participants must be 21 years or older, as the focus is on experiencing the city’s historic pubs.

While transit tickets and gratuities are included, alcohol and food are at the traveler’s own expense. Those with back problems or serious medical conditions may want to reconsider the tour.

  • Moderate physical fitness required

  • Ability to climb stairs needed

  • Minimum age of 21 years

  • Alcohol and food not included

  • Not recommended for certain conditions

The Sum Up

walking-tour-historic-chicago-pubs-in-river-north-and-the-loop

Enjoy the rich history and vibrant culture of Chicago’s iconic pubs. This walking tour offers a captivating exploration of architectural gems, hidden stories, and the evolution of the city’s beloved watering holes. Whether you’re a local or a visitor, this experience promises to deepen your appreciation for the enduring charm of Chicago’s pub scene.

📍 This experience made our list of the 8 best Drinking Tours in Chicago