Hidden Gems on the Chicago Riverwalk: Secret Spots Locals Love
The Chicago Riverwalk is one of the city’s most popular attractions, but beyond the wine bars and boat tours, there are still a few secrets left to uncover. If you’ve only experienced the Riverwalk at surface level, this guide is for you. From quiet corners to photo-worthy details, here are the best hidden gems that even locals sometimes miss — plus practical tips and links to even more Riverwalk favorites.
📍 What is the Chicago Riverwalk?
The Riverwalk stretches 1.25 miles along the south bank of the Chicago River, from Lake Shore Drive to Lake Street. It’s a scenic walkway through downtown with art, history, restaurants, and some of the best views in the city.
🧭 Secret Spots to Discover Along the Riverwalk
1. The River Theater
📍 Between Clark and LaSalle Streets
This stepped-wood seating area, nicknamed “The Stramp,” is often overlooked but offers one of the best places to rest, picnic, or just take in the city skyline. Framed by honey locust trees and surrounded by passing boats, it’s a peaceful break from the buzz.
2. The Mosaic Bench
📍 Near Franklin Street Bridge
A colorful tiled bench tucked away near the end of the Riverwalk. Great for photos or just a moment of quiet reflection. It’s not marked — you have to know to look for it.
3. The Floating Gardens
📍 Near the Marina and Cove sections
These eco-friendly plant islands filter the river water and attract birds and butterflies. A surprisingly tranquil nature moment in the middle of the city.
4. Vietnam Veterans Memorial Plaza
📍 Just east of State Street
This beautifully designed memorial honors those who served in the Vietnam War. Wide granite steps lead down to the river and offer space for reflection — or just a quiet seat with a view.
5. McCormick Bridgehouse & Chicago River Museum
📍 Michigan Ave Bridge
Step inside one of Chicago’s iconic bridge towers to learn how the city’s moveable bridges work. You’ll find vintage gear systems and historical exhibits. On certain days, you can even watch a bridge lift in action.
6. Riverwalk Gateway Murals
📍 Where the Riverwalk meets the Lakefront Trail
This underpass gallery features carved limestone murals showing Chicago’s history — from early Native settlements to the Great Fire and beyond. Quiet, shady, and surprisingly moving.
7. Tiny Tapp’s Back Patio
📍 55 W Riverwalk South
Most people grab a table up front, but head around back for quieter seating and great views. It’s one of the best-kept casual spots for cocktails and people-watching.
🎨 Public Art & Digital Displays
Art on theMART
📍 Viewed from the Riverwalk across from the Merchandise Mart
At night, the massive 2.5-acre face of the Merchandise Mart becomes a canvas for digital projection art. It’s totally free, changes seasonally, and is best viewed from the Riverwalk steps near Wacker and Wells.
🚤 Unique Ways to Explore the Chicago River
Urban Kayaks
📍 435 E Chicago Riverwalk
Rent a kayak for a paddle down the river — or join a guided tour for fun facts and skyline views. Great for adventurous visitors or repeat Chicago travelers looking for something new.
Chicago Cycleboats
📍 Departs near 155 W Riverwalk South
Pedal-powered boats are a hilarious and social way to cruise the Chicago river with friends. No experience needed, and you can BYOB.
Chicago Water Taxi
📍 Stops at Ogilvie, Michigan Ave, Chinatown & more
Ride the river like a local. It’s a great way to get between neighborhoods and enjoy the views without a formal tour.
🎭 Special Events & Seasonal Moments
- The Riverwalk hosts frequent pop-up events, live music, and street performers, especially during summer weekends.
- St. Patrick’s Day: In March, the Chicago River is dyed bright green — and the best views are from the Riverwalk near Michigan Ave. It gets crowded fast, so arrive early!
🍴 Where to Eat Like a Local
Pizza Portofino
📍 317 N Clark St
With striped umbrellas, Aperol spritzes, and views of the water, Pizza Portofino feels like a mini Italian vacation in downtown Chicago. The delicious Chicago pizzas and seafood pasta make it a perfect sunset dinner spot.
Island Party Hut
📍 355 E Riverwalk South
Tropical drinks, casual bites, and a fun tiki vibe right on the water.
City Winery
📍 11 W Riverwalk South
A relaxed spot for wine, live music, and great people-watching.
Tiny Tapp
📍 55 W Riverwalk South
Laid-back patio dining with craft beer, cocktails, and small plates.
Sweet Home Gelato
📍 151 W Riverwalk South
Locally made Italian gelato — perfect for hot days and post-walk treats.
🧭 Final Tips
- Most places open mid-May through October.
- Early mornings and weekdays are less crowded.
- Bring sunscreen — shade is limited.
- Use the staircases at Michigan, Wabash, Clark, LaSalle, and Franklin for access.
- Check the City of Chicago’s Riverwalk page for updated hours and events.
🌟 Planning More? For a full guide to the Riverwalk’s best-known attractions, boat tours, and dining — check out our Ultimate Chicago Riverwalk Guide next!
Have a favorite Riverwalk hidden gem that’s not on this list? Let me know and I’ll add it!