Venues We’ve Played
From wineries and festivals to senior living communities, markets, and private events, Dapper Whimsy has had the pleasure of performing for audiences across Wisconsin and the greater Midwest. Weβre grateful for every opportunity to bring people together through uplifting live #FeelGoodMusic!
Interested in booking Dapper Whimsy? Visit our Music for Private Events OR Music for Local Establishments pages to get started.
- The Aisling
Hudson, WI - The Art Inn
Madison, WI - Art Fair on the Square
hosted by Madison, WI - A Stone’s Throw
Madison, WI - The Ball Room
Portage, WI - Bartell Ball Blitz
Madison, WI - The Bay Lofts
Sturgeon Bay, WI - Black Cat Coffeehouse
Ashland, WI - Bloom Bake Shop
Madison, WI - Bos Meadry
Madison, WI - Breathe Yoga Festival
City Park β’ Fort Collins, CO - The Brink Lounge
Madison, WI - Brix Cider
Mt. Horeb, WI - Buffo Floral
Fitchburg, WI - Cambridge Market
Cambridge, WI - Camrock Cafe
Cambridge, WI - The Chocolatarian
Middleton, WI - Clear Water Outdoor
Delafield, WI - Clyde’s Corner
Ellsworth, WI - Croal Open Multiple Sclerosis Fundraiser
@ Iron Wood Golf Course β’ Sussex, WI\ - Drafthouse
Janesville, WI - Executive Cocktail Hour
Madison Capitol β’ Madison, WI - Fairyfolk Festival
@ Bookworm Gardens β’ Sheboygan, WI - Full Mile Beer Company & Kitchen
Sun Prairie, WI - Funk’s Pub
Fitchburg, WI - Harvest Moon Pond
Poynette, WI - HeadFlyer Brewing
Minneapolis, MN - Hilldale Mall
Madison, WI - Lussler Family Heritage Center
Madison, WI - Machine Shop
Minneapolis, WI - Madison Concourse Hotel
Madison, WI - The Malt House
Madison, WI - Mama D’s Coffee
Wales, WI - Mifflin Block Party (not that one)
Madison, WI - Music in the Park Summer Concert Series
hosted by Kiwanis Club of Medford @ Centennial Park Tombstone Bandshell β’ Medford, WI - Orange Shoe Fitness Customer Appreciation
@ Olin Park β’ Madison, WI - The Parched Eagle
Madison, WI - Pearl Street Brewery
La Crosse, WI - Pleasant View Golf Course
Middleton, WI - Project M
hosted by Triple M 105.5 @ Funk’s Pub β’ Madison, WI - Ragged Roots Music Festival
@ Edge-O-Dells Bar & Resort β’ Wisconsin Dells, WI - The Root Note
La Crosse, WI - Run the Hawk
hosted by Driftless Endurance @ Blackhawk Ski Club β’ Middleton, WI - Shane Acres Bed & Breakfast
Juneau, WI - Sprouting Acres
Cambridge, WI - Sweet Home Wisconsin
Madison, WI - Tip Top Farm & Garden
Stockholm, WI - The Thursty Badger
Ellsworth, WI - Sun Prairie Halloween Trunk or Treat β’ Sun Prairie Fall Fest
hosted by the City of Sun Prairie β’ Sun Prairie, WI - Victorian Christmas Evening
hosted by Sharon Chamber of Commerce β’ Sharon, WI - The Vines
Sauk City, WI - Wendigo
Stoughton, WI - The Wisco
Madison, WI - Wisconsin Executive Residence
Madison, WI - Working Draft Beer Company
Madison, WI - π§Ί Farmers Markets
DeForest, WI
Monona, WI
Minneapolis, MN - π΅ Make Music Madison
Cafe Zoma
The Chocolatarian
Dane County Regional Airport
Fromagination
Henry Vilas Zoo
Hive of Madison
Hotel RED
Manna Cafe
Upshift Swap Shop
UW Hospital - π Senior Communities
Attic Angel Community β’ Madison, WI
Madison Senior Center β’ Madison, WI
This list is still in progress as we collect info for all the places Dapper Whimsy has played over the past decade! 8-17-2026
