
Monroe Street Festival (September)
Join us for this free family event on Monroe Street in Madison, WI. Live music and entertainment, shopping specials, and food from our local restaurants.
47th Annual Monroe Street Festival
SATURDAY, SEPTEMBER 13, 2025
The Monroe Street Festival is a cherished annual tradition celebrating our many locally owned businesses and our surrounding residential neighborhoods. The purpose of the Festival is to promote and sustain new and existing businesses, enhance the positive and vibrant image of Monroe Street, and attract visitors from all over to our lively sliver of the city. The celebration, which is held annually on a Saturday in September, features a range of activities to bring the community together including local shopping, food and drink specials, outdoor entertainment, children’s activities, and so much more.
This year we have an exciting community scavenger hunt, a thrilling addition to our annual vibrant street festival! Get ready to embark on an adventure that will take you through the heart of our business district, where you'll explore local shops, cozy cafes, and colorful street art. You can print your own copy here, or visit one of our three participating Monroe Street businesses on the day of the Festival to pick one up.
CLICK HERE FOR THE SCAVENGER HUNT FORM
Finish all ten questions and drop this sheet off at one of these three businesses for a chance to win a prize from that Monroe Street shop!
Participating Businesses: Mystery to Me, Garth’s Brew Bar, and Orange Tree Imports.
Monroe Street Festival 2025
WATCH FOR THE FINAL LINEUP CLOSER TO SEPTEMBER 13
1700 Block
10am - 3pm 41st annual Monroe Street Library League Book Sale, Monroe St. Library
11am-1pm Orange Tree Imports - Free face painting
Noon – 5pm Garth’s Brew Bar – Pick-up and/or drop-off the Festival Scavenger Hunt for a chance to win Monroe Street Gift Certificates!
10am – 1pm Monroe Street Art Center – Drop-In Art Workshop
Monroe Commons BY TRADER JOE’S
10am Monroe Street Arts Center Preschool Music Class demo
11am Dave Landau – Interactive kid’s music
Noon Toco Beach Steelpan - Steel Drum Trio
1pm Forward! Marching Band
2pm Grand Aul Day – Irish Music
3pm Fixed Income – Rock and Roll from the 60’s and 70’s
4pm Mad City Funk – Classic Funk, R&B, Soul and Blues
1800 Block
10am – 5pm D-Chai Thai Massage expanded location
10am – 5pm Pizza Brutta – Pizza Oven (in front of Barriques)
10am – 5pm Kettle Black Kitchen – Monroe Street Festival specials
10am – 5pm I’m Board Games and Family Fun– Indoor and outdoor games
10am – 5pm Bloom Bake Shop – Bloom Bus selling seasonal pastries and beverages
10am – 5pm Mystery to Me – $1 wrapped books, Booko game (like Plinko!) for prizes, themed book bags
MONROE STREET at Harrison Street
10 am – 5pm Balloon Arch & Celebrations Selfies Station
10 am – 5pm. Edgewood High School booth - free 'Monroe St Vibes' Tote Bags
TBA Edgewood Campus School booth - Free face painting
10:00-11:00 A special walkabout appearance by Henry the Lion from Vilas Zoo
TBA Fire truck and emergency vehicle from Madison Fire Department
1900 Block
10am – 5pm Monroe Street Farmers Market Vendors including That Batch Bakery
10am – noon Alvarado Real Estate Group – Mini-carnival with games, free cotton candy, popcorn and prizes. Sponsored by Creando Exploratorium and Alvarado Real Estate Group
10am – 5pm Gallo Men’s Clothier - TBA
10am – 5pm Strictly Discs – record sale
10am – 5pm Hive – end of summer sale all weekend
10am – 5pm Chocolate Shoppe Ice Cream food truck
10am – 5pm Good Day Shop – TBA
2500 Block
10am – 5pm Sunne Boutique – TBA
10am Collectivo - Pick-up and/or drop-off the Festival Scavenger Hunt for a chance to win Monroe Street Gift Certificates.
By CHOCOLATE SHOPPE ICE CREAM
10am-Noon Free balloon art – Sponsored by Chocolate Shoppe
11am– 4pm Bouncy Castle – Sponsored by Chocolate Shoppe
11am Madison West Dance Team & the middle school Madison Royals
12 noon Oak Apple Morris Dancers
1pm Breckenridge Scottish Dancers
1pm - 3pm Free face painting – Sponsored by Chocolate Shoppe
2pm The Milkshiners: the Marco Mascitti Duo
3 pm Mideast Salsa – North African Salsa Music
Other neighborhood highlights
Thank you to our 2024 sponsors
The Monroe Street Festival Is A
MONROE STREET MERCHANTS ASSOCIATION EVENT
The Monroe Street Festival is a cherished annual tradition celebrating our many locally owned businesses and our surrounding residential neighborhoods. The purpose of the Festival is to promote and sustain new and existing businesses, enhance the positive and vibrant image of Monroe Street, and attract visitors from all over to our lively sliver of the city. The celebration, which is held annually on a Saturday in September, features a range of activities to bring the community together including sidewalk sales, grab and go food specials, outdoor entertainment, children’s activities, and so much more.