Riverwalk Fall Festival

Through October 31st

Enjoy Chicago’s amazing fall weather on the Riverwalk and celebrate with our Riverwalk Fall Festival through October 31st. This Fall, Riverwalk businesses will have Oktoberfest celebrations, harvest fest fun, Sounds of the Riverwalk, Halloween activities, Cruises & more! Visit Chicagoriverwalk.us for specifics and dates of each event. #riverwalkfallfestival #chicagoriverwalk

Chicago In Tune, Music in the Key of Chicago, Sounds of the Riverwalk

Through October 17th | Sunday from 1 p.m. to 2:30 p.m.

Ongoing Riverwalk activities include Chicago In Tune, Music in the Key of Chicago, Sounds of the Riverwalk which takes place each Sunday from 1 p.m. to 2:30 p.m.  Visit the Confluence between Lake Street and Franklin and enjoy the free concert series!  Performers are from the Department of Cultural Affairs and Special Events band roster as part of the Year of Chicago Music.  Check out the calendar of events for performance information.  www.chicagoriverwalk.us/events 

Fall Festival Passport

Guests have until October 31st to get their stamps!

Select Riverwalk businesses will offer a Passport on site. The passports help guests travel around the Riverwalk at ease to enjoy each locations Fall Festival Fun! During the Fall Festival to get a stamp guests will need to spend $20 minimum at each of 5 of the participating locations. When completed they can drop off at any location to receive a Riverwalk swag bag post event. 

Passport Participants


ISLAND PARTY HUT - 355 East Riverwalk, islandpartyhut.com

THE NORTHMAN - 233 East Riverwalk, thenorthman.com

McCORMICK BRIDGEHOUSE & CHICAGO RIVER MUSEUM - 99 E. Riverwalk, bridgehousemuseum.org

BEAT KITCHEN ON THE RIVERWALK - 91-95 E Riverwalk, Beatkitchen.com/riverwalk

O’BRIEN’S - 45 East Riverwalk, obriensrestaurant.com

CHICAGO BREWHOUSE - 31-35 East Riverwalk, chicagobrewhouse.com

CITY WINERY - 11 West Riverwalk, citywinery.com/Chicago

TINY TAPP - 55 West Riverwalk, Tinytapp.com

WENDELLA - 105 East Riverwalk & 400 N Michigan, wendellaboats.com

CHICAGO ELECTRIC BOATS - 151 West Riverwalk, chicagoelectricboats.com

URBAN KAYAKS - urbankayaks.com


In addition to the Fall Festival Passport program, vendors are doing a variety of other activities, live music and events:


The Northman Summer Music Series

Thursdays | 5pm-7pm,

Fridays | 3pm-5pm & 6pm-8pm
Saturdays | 3pm-5pm & 6pm-8pm

Sunday | 2pm-4pm. 

Free live music Thursdays through Sundays through October 10th on the Northman’s Pergola Stage.

Yappy Hour Dog Friendly Fundraiser

Thursday, October 14th | 4pm-7pm

Our 9th Yappy Hour with Real Dog Moms of Chicago

This month our friends at JuneShine are partnering with us. 25% of all JuneShine will be donated to Mutts of the Midway. Our buddies from Ruff Haus Pets will be here with treats and giveaways for your pups! 


Bring your pups down to the Northman Beer and Cider Garden outdoor dog-friendly space on the Riverwalk every 2nd & 4th Thursday, 4-7pm. Rotating drink specials, giveaways, sponsors and promotions.

PS The Northman is Dog-friendly all of the time.


The Northman Pergola Stage - Freshie Fall Launch Party featuring The Luna Blues Machine

Saturday, October 16th | 2pm-5pm

Freshie Tequila Seltzer launch 2 of their new flavors. The Luna Blues Machine perform LIVE on our Pergola stage from 2pm-4pm. Raffles, giveaways, sampling and more TBA! 

The Luna Blues Machine is a Chicago based acoustic hip-hop, Latin, folk-soul band fronted by sisters Belinda and Maritza Cervantes. Founded in 2001, the LBM first started performing at Subterranean's Open Mic Night, cultivating their own unique sound.


Puppyween Yappy Hour End of Season Costume Party 

Thursday, October 28th | 5pm-8pm

Spooktacular dog friendly Halloween Party with Real Dog Moms of Chicago!

Halloween is upon us and what better way for us to end the first Riverwalk Yappy Hour season at The Northman than with a "dress your pup in your cutest or spookiest costume" and if you are so inclined humans can dress to distress too! 

There will be two costume prizes:

- Best Doggie Costume
- Best Dog & Human Combo Costume

After the Halloween Puppy Parade, guests at The Northman will get to vote for their favorite costumes, fan favorites will win the prizes!  25% of all JuneShine sales will be donated back to Mutts of The Midway!

The Sinking Ship Halloween Costume & End of Season Party with JuneShine

Friday, October 29th | 5pm-8pm

Say Bon Voyage to summer and the 2021 Riverwalk season at The Northman. Dress to distress, think passengers and crew from the titanic, zombie sailors from the deep, get nautically nasty with us! Prizes for best costume. Swag giveaways, sampling, live music and more!

Island Party Hut

Saturdays, September 25 through Halloween

Island Party Hut will be having events on Saturdays starting September 25 through Halloween.  Fall Festival cocktails, ciders, and fall beers.  New this year is the Floating Hay Ride!!  The Floating Tiki bar will depart from Island Party Hut and go to the lakefront for a quick trip and amazing views of the City’s skyline!  They are bringing back the fun pumpkin patch where you can get a pumpkin and a decorating kit to put some flare on your Island Pumpkin.  Games with fall and apple themes will also be on site.

O’Brien’s Riverwalk Café

Celebrate the fall along the Riverwalk at O’Brien’s!  Fall beverages include Revolution’s Oktoberfest Beer and Goose Island’s Oktoberfest Beer, hot chocolate and Irish Coffees are in season! Knotted German style pretzel with mustard.  

Chicago Brewhouse

Chitoberfest thru October 17th

Stop by Chicago Brewhouse Riverwalk thru October 17th to celebrate Chitoberfest – our local take on Oktoberfest! Enjoy local German style beers, local German food including schnitzel, pretzels & brats and music along with the amazing view of the river & city. Prost to the fall season on the Riverwalk! #chitoberfest #chicagobrewhouse #chicagoriverwalk

Tiny Tapp & Café 

Enjoy featured Fall Craft Beers while listening to live music at Tiny Tapp & Café. 

Featured beers included in the lineup:  Allagash Haunted House, Metropolitan Afterburner Oktoberfest, Revolution Oktoberfest and Great Lakes Oktoberfest

Tiny Tapp & Café has schedule live music from 6:00 pm to 8:00 pm. for their fall events:

October 14 | Throwback Thursdays w/ Alongside Harold (Americana)

October 14 | Revolution Deep Woods Release Party  


Wendella at the River Theatre (Clark/LaSalle)

Friday through Sunday until October 31st

Take a 45 Minute Architecture Tours from the River Theatre  

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. All vessels have a full service bar, expert tour guide, and restrooms on board.

Tickets can be purchased on the website or on site.  Adult $23.00 | Child $9.00

Wendella at Michigan Avenue (400 N Michigan Avenue)

Experience the city’s legendary architecture from the best seat in the house—the river. Our experienced tour guides detail the 130 year long history behind the skyline, while our bartenders and staff keep you comfortable and entertained. This comprehensive tour navigates through the heart of the city on all three branches of the Chicago River. It’s the one thing everyone tells you to do in Chicago, done right. 

Adult $40.00 | Child $18.00

Book Tickets here and Skip the Line; https://www.wendellaboats.com/schedule-tickets/

Chicago Electric Boats

Starting September 24th through mid-October

Chicago Electric Boat Company will be decorating their boats in the spookiest of ways!

Customers will captain their very own eco-friendly boats along the Chicago River! The Riverwalk boat is able to be fully enclosed so you can watch the foliage turn in comfort. Be sure to dress the part with friends and family - whether that means flannel or witch hat, it’s sure to be a great ride! Riverwalk location will be the only place you can depart on these festive cruises.

Tickets must be purchased beforehand on our website – Chicagoelectricboats.com.

Weekday’s $235/hour  & weekends at $245/hour.

Starting September 27th, the company will be running up to 50% off on certain days. See website for details. 

Urban Kayaks

Weekends in October

Urban Kayaks will be having a “Fall You Can Paddle” special on weekends in October.  Get your last paddle of the season on the Chicago River enjoying beautiful views of Chicago’s world-famous architecture and unique perspective to take in the fall colors of the Riverwalk trees. 


Friday through Sundays only through October while weather permits!