Entertainment events in Madison

Check out happening entertainment events all around Madison, WI

Madison Ugly Sweater Bar Crawl

 Sat, 20 Dec at 04:00 pm Madison USD 0 to 31

Madison New Years Eve Bar Crawl

 Wed, 31 Dec at 06:00 pm Madison USD 0 to 46

Holiday Jazz Show with the Ryan Meisel Quartet Featuring Susan Hofer

 Fri, 19 Dec at 08:00 pm The North Street Cabaret USD 24

Fire Ball: Reunion

 Sat, 31 Jan at 07:00 pm Crucible USD 30 to 36

Red Rock Madison NYE 2026

 Wed, 31 Dec at 08:00 pm Red Rock Saloon Madison USD 8 to 734

Gadan ft. Enda Scahill of We Banjo 3

 Sat, 31 Jan at 08:00 pm The Bur Oak

Highlights Holiday Hop at the VFW Cottage Grove Road Dec 19

 Fri, 19 Dec at 07:00 pm VFW Post 7591

DecaDance New Years Eve at Lola’s!

 Wed, 31 Dec at 04:00 pm Lola's Madison

Rock the Bells Holiday Party: Adem Tesfaye Band and Barby Lane

 Sat, 20 Dec at 08:00 pm The Bur Oak

Medical Melodies

 Sat, 24 Jan at 07:00 pm Muso Free

The Brokedowns, Warhawks, Loss Leader, The Duis, The Takeaways

 Sat, 10 Jan at 08:00 pm Gamma Ray Bar

Nathan & the Zydeco Cha Chas

 Thu, 05 Feb at 08:00 pm The Bur Oak

NOTHING MORE, Catch Your Breath, Archers, Doobie in Madison

 Sun, 01 Mar at 06:30 pm The Sylvee

A Very Atlas Christmas Show

 Sat, 27 Dec at 06:00 pm 609 E Washington Ave, Madison, WI, United States, Wisconsin 53703

Richard Hildner Armacanqui Quartet

 Sat, 17 Jan at 08:00 pm The North Street Cabaret USD 24

Hodgson and White's Cheese-Capaded

 Fri, 09 Jan at 07:00 pm Atwood Music Hall

The Beatles' Singles Concert

 Sat, 02 May at 07:30 pm The Barrymore Theatre

Third Coast Bluegrass - Sugar Maple Concert Series

 Thu, 15 Jan at 07:00 pm The North Street Cabaret USD 23 to 31

Troubadour Thursday w/ John Duggleby

Thu, 18 Dec at 07:00 pm 2927 East Washington Avenue, Madison, WI 53704

Wisconsin Drag Awards at The Sylvee

 Sun, 18 Jan at 07:00 pm The Sylvee

Beer & Cheese Fest 2026

 Sat, 17 Jan at 02:00 pm Alliant Energy Center

Words with Nerds

 Thu, 18 Dec at 07:00 pm Crucible USD 15 to 20

The Official Lucky's St Patrick's Day Bar Crawl - Madison

 Sat, 14 Mar at 04:00 pm Red Rock Saloon USD 8 to 19

TRIODA * Ukrainian Christmas * MADISON 🇺🇦🇺🇸

 Fri, 02 Jan at 07:00 pm COPA Madison

PILOT ~ ANNUAL SANTAPALOOZA!!

Sat, 20 Dec at 08:00 pm Bowl-A-Vard Lanes

Madison St. Patrick's Day Bar Crawl

 Sat, 14 Mar at 01:00 pm Camp Trippalindee USD 0 to 36

Yorktown Tavern

 Tue, 06 Jan at 05:30 pm Overture Center for the Arts

Live Music with Dead Eye RY~

 Sat, 20 Dec at 10:00 pm 5450 Commercial Avenue, Madison, WI, United States, Wisconsin 53704

Ugly Sweater & Hat Party + Live Music!~

 Sat, 20 Dec at 04:00 pm 5450 Commercial Avenue, Madison, WI, United States, Wisconsin 53704

Elevated Art

 Sat, 20 Dec at 07:00 pm 3116 Commercial Ave., Madison, WI, United States, Wisconsin 53714

The Madtown Mannish Boys

 Thu, 09 Apr at 08:00 pm The Bur Oak

The Simon & Garfunkel Story

 Sat, 07 Feb at 07:30 pm Overture Center for the Arts

Gleam & Glow: A 60's Holiday Celebration

 Fri, 19 Dec at 06:00 pm 1 S Pinckney St, Madison, WI 53703-2808, United States

The Ugly Sweater Party: A Comedy Show

 Sat, 27 Dec at 08:00 pm Hotel Indigo Madison Downtown, an IHG Hotel USD 16 to 21

Saint Paul's 4th Annual Organ Concert

 Sat, 31 Jan at 06:00 pm 723 State St, Madison, WI, United States, Wisconsin 53703

Taylor & Von Live at The Come Back In

 Sat, 14 Feb at 08:00 pm Come Back In Bar and Restaurant

The Official Christmas Bar Crawl - Madison

 Sat, 20 Dec at 04:00 pm Red Rock Saloon Madison

Skate the Soundtrack

 Fri, 23 Jan at 06:00 pm 6320 Inland Way, Monona, WI, United States, Wisconsin 53713

¡A BAILAR! Wednesdays UGLY HOLIDAY SWEATER CONTEST (12/17/25)

 Wed, 17 Dec at 07:00 pm Sotto

Skate Cinema | Norm of the North

 Sat, 31 Jan at 04:00 pm Elver Park

Piano Man - A Tribute to the Early Years of Billy Joel

 Sun, 18 Jan at 07:30 pm The Bur Oak

Panchromatic Steel

 Sat, 17 Jan at 09:30 am Overture Center for the Arts

A Very Violet Xmas

 Sun, 21 Dec at 07:00 pm Gamma Ray Bar

Ben Ferris Octet - Annual Christmas Show

 Sat, 20 Dec at 08:00 pm The North Street Cabaret USD 24 to 36

The Comedy Bunker

 Fri, 19 Dec at 08:00 pm Hotel Indigo Madison Downtown, an IHG Hotel USD 16 to 21

Theater Night Popup w/ Music Theater of Madison

Mon, 22 Dec at 06:30 pm 2927 East Washington Avenue, Madison, WI

Amythyst Kiah

 Sun, 11 Jan at 08:00 pm The Bur Oak

Waubesa Beach Neighborhood Appreciation Holiday Party

 Wed, 17 Dec at 05:00 pm 2952 Waubesa Ave, Madison, WI

SINATRA HOLIDAY PARTY with The Brothers Sinatra at The Rigby

 Sat, 20 Dec at 07:00 pm The Rigby Pub, Grill, and Event Venue USD 18

Garage Door Sessions - Frank Martin Busch

Thu, 18 Dec at 06:00 pm 2001 Atwood Avenue, Madison, WI

Hamilton at Overture Center - Capitol Theater

 Sat, 10 Jan at 08:00 pm Overture Center - Capitol Theater

John Christensen Quartet

 Sat, 03 Jan at 08:00 pm The North Street Cabaret USD 24

Madison Moms Club Holiday Party at Tricky Foods

 Wed, 17 Dec at 05:00 pm Tricky Foods USD 34

Sixteen Candles - 80s Ugly Holiday Sweater Party! at Majestic Theatre - Madison

 Sat, 20 Dec at 08:00 pm Majestic Theatre - Madison

SlipJig Trio & The Krause Family Band

 Sat, 27 Dec at 08:00 pm The North Street Cabaret USD 24

Lynda & the ZEROs

 Fri, 19 Dec at 08:00 pm The Bur Oak

Year in Review: A Comedy Show

 Fri, 26 Dec at 08:00 pm Forward Madison FC USD 16 to 21

Quilts are Jazz

 Fri, 13 Feb at 05:30 pm Nancy Nicholas Hall Free

Madison Cinco De Mayo Bar Crawl

 Tue, 05 May at 05:00 pm Madison USD 7 to 31

The Toasters – 45 Years of Ska

 Tue, 27 Jan at 08:00 pm The Bur Oak

YID VICIOUS HANUKKAH PARTY

 Sun, 21 Dec at 07:00 pm The North Street Cabaret USD 19

Dan Lepien + Cory Waller & The Wicked Things + Wire & Nail at High Noon Saloon

 Fri, 06 Feb at 08:00 pm High Noon Saloon

Spending Christmas with Alicia Witt

 Sun, 21 Dec at 08:00 pm The Bur Oak

Due on the 1st a Burlesque ODE to R&B

 Fri, 02 Jan at 07:00 pm Crucible USD 0 to 47

Dead of Winter Residency: Mission

 Sat, 17 Jan at 08:00 pm The Bur Oak

FINAL SHOW OF 2025: Taylor & Von Rock The Come Back In

 Sat, 27 Dec at 08:00 pm Come Back In Bar and Restaurant

JUMP - America's Van Halen Experience

 Fri, 16 Jan at 08:00 pm The Barrymore Theatre

Novel Folly, Arp of the Covenant, LadySlipper

 Sat, 03 Jan at 08:00 pm The Bur Oak

Michael Palascak

 Fri, 26 Dec at 06:00 pm The Bur Oak

If I Knew the Way plays Dylan and the Dead

 Fri, 20 Feb at 08:00 pm The Bur Oak

THE DOSE: A Psychedelic Comedy Experience (Madison WI)

Fri, 06 Mar at 08:00 pm The Bur Oak

COPA Presents: IndieTuneUp

 Wed, 07 Jan at 08:00 pm 2841 Index Rd, Fitchburg, WI, United States, Wisconsin

The Knights by Aristophanes

 Tue, 27 Jan at 07:00 pm Arts + Literature Laboratory Free

Charlie Berens: The Lost and Found Tour

 Fri, 08 May at 07:00 pm Overture Center for the Arts

MAKE AMERICA GAY AGAIN: A Comedy Show

 Thu, 29 Jan at 07:00 pm Crucible USD 20

NutKracken 2: Christmas Island!

 Sat, 20 Dec at 03:00 pm Wisconsin Masonic Center

PIANO SUMMIT 2026

 Sat, 10 Jan at 08:00 pm The North Street Cabaret USD 30

Shotgun Jane @ Bowl A Vard Lanes

 Sat, 17 Jan at 08:00 pm Bowl-A-Vard Lanes

Up Next - Hip Hop Edition Vol. 10

 Sat, 27 Dec at 07:00 pm The Annex USD 10 to 16

The Comedy Bunker

 Sat, 10 Jan at 08:00 pm Hotel Indigo Madison Downtown, an IHG Hotel USD 16 to 21

The Lilies of the Midwest X Slipjig

 Fri, 13 Mar at 07:30 pm The Bur Oak

Shamilton

 Sat, 28 Feb at 08:00 pm Overture Center for the Arts

Driveway Thriftdwellers & Joseph Huber Driveway Thriftdwellers & Joseph Huber

 Fri, 09 Jan at 08:00 pm The Bur Oak

Gin Mill Hollow - "A Fool's Dream" Album Release Party

 Fri, 30 Jan at 08:00 pm The Bur Oak

Comedy in the Cavern

 Fri, 16 Jan at 08:00 pm The Rigby Pub, Grill, and Event Venue USD 16 to 20

Loud in the Library: The '90s

 Sat, 31 Jan at 07:00 pm 1000 Nichols Rd, Monona, WI, United States, Wisconsin 53716

MA at Bowl-A-Vard

 Sat, 28 Feb at 08:00 pm Bowl-A-Vard

Steel Panther in Madison

 Thu, 18 Dec at 08:00 pm The Sylvee

Oh, My! A Stand-Up & Burlesque Variety Show

 Fri, 09 Jan at 07:00 pm Crucible USD 8 to 20

Happy Hour with Forro Fo Sho

 Fri, 19 Dec at 05:00 pm 1224 Williamson st., Madison, WI, United States, Wisconsin 53703

Regeneration

 Fri, 27 Feb at 07:30 pm Overture Center for the Arts

Celebrate the Holidays with CORtet!

 Fri, 19 Dec at 07:00 pm Capitol Lakes Retirement Community

Words with Nerds

 Thu, 15 Jan at 07:00 pm Crucible USD 15 to 20

December Drag Brunch

 Sat, 20 Dec at 11:00 am The Rigby Pub, Grill, and Event Space USD 19

Candace Griffin featuring Kat and the Hurricane

Thu, 22 Jan at 06:00 pm 2001 Atwood Avenue, Madison, WI

HAMILTON

 Sat, 17 Jan at 02:00 pm Overture Center for the Arts

Jake Paul vs. Anthony Joshua Watch Party - Live at Brats

 Fri, 19 Dec at 07:00 pm 603 State St, Madison, WI, United States, Wisconsin 53703

Los Straitjackets with Deke Dickerson

 Thu, 05 Mar at 08:00 pm The Bur Oak

Kenny Reichert Quartet

 Fri, 16 Jan at 08:00 pm The North Street Cabaret USD 24

Afro-Caribbean Jazz Collective – Led by Jose Guzman

 Fri, 19 Dec at 09:00 pm 1224 Williamson st., Madison, WI, United States, Wisconsin 53703