Madison Holiday Events

Madison Official Thanksgiving Eve Bar Crawl 2026

Cask & Ale 25 Nov 2026

Lights on the Lake at The Boathouse

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 18 Nov 2026

Hot Cocoa & Cookie Walk

Downtown Madison 6 Dec 2026

A Christmas Carol at Overture Center - Capitol Theater

Overture Center - Capitol Theater 12 Dec 2026

Wassail! A Holiday Celebration with Aoife O'Donovan & Chris Thile

800 Langdon St, Madison, WI, United States, Wisconsin 53706 10 Dec 2026

12th Annual Holiday Tree Lighting

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 27 Nov 2026

Cash Box Kings

Overture Center for the Arts 27 Nov 2026

Dance Fabulous presents: DiscHo Ho HO! A Holiday Disco Burlesque Cabaret Spectacular!

The Bur Oak 28 Nov 2026

Candlelight: Christmas Classics

Monona Terrace - Lecture Hall 11 Dec 2026

Garver Holiday Market 2026

Garver Feed Mill 12 Dec 2026

The Dark Holiday Bazaar

3116 Commercial Ave., Madison, WI, United States, Wisconsin 53714 29 Nov 2026

Ugly Sweater Thursdays at The Boathouse

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 19 Nov 2026

The Big Gay Holiday Market 2026

Alliant Energy Center Way, Madison, WI 53713, United States 18 Dec 2026

Madison Snow Queen Advent Calendar Deliveries

Madison, Wisconsin 22 Nov 2026

2026 Sip and Shop Holiday Art Market

Chazen Museum of Art 3 Dec 2026

Dance Fabulous presents: Ho Ho HO! A Holiday Disco Burlesque Cabaret Spectacular!

The Bur Oak 24 Nov 2026

PJs & Pancakes with Santa

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 28 Nov 2026

Madison Christmas Bar Crawl 2026

Red Rock Saloon Madison 19 Dec 2026

Sip & Mingle

Serendipity Labs Madison - Middleton 11 Nov 2026

Holiday Teas at The Statehouse

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 6 Dec 2026

The Pigeon Gets A Big Time Holiday Extravaganza!

MYArts 28 Nov 2026

Santa Cycle Rampage- MADISON - Holiday Charity Ride

Breese Stevens Field 12 Dec 2026

Madison Fall Craft & Vendor Market

West Towne Mall 21 Nov 2026

Run, Santa, Run - 5K

State Street Mall - 825 State Street Madison WI, 53703 12 Dec 2026

The Christmas Bar Crawl - Madison

TBA 12 Dec 2026

2026 Edgewater Spalidays

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 2 Dec 2026

Garver Last Minute Market 2026

Garver Feed Mill 19 Dec 2026

Holiday Shop Party at lululemon Hilldale

578 N Midvale Blvd 13 Dec 2026

Breakfast with Santa & Special Guest

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 5 Dec 2026

Found Footage Fest's Holiday Party

The Barrymore Theatre 18 Dec 2026

A Guaraldi Holiday

800 Langdon St, Madison, WI, United States, Wisconsin 53706 5 Dec 2026

Wild Cardz Trio @ One Social Food Hall

One Social Food Hall 23 Oct 2026

Hippy Christmas 2026 ft. Pink PHUN Radio

The Bur Oak 19 Dec 2026

A Merry Taylor Swift-Mas Drag Brunch

2262 Winnebago St, Madison, WI, United States, Wisconsin 53704 20 Dec 2026

Pictures with Santa

3758 E Washington Ave, Madison, WI 22 Nov 2026

Thanksgiving Day Fun - Turkey Bowl!

7415 Mineral Point Road, Madison, WI, United States, Wisconsin 53717 26 Nov 2026

A Creole Christmas, Featuring the Debut of "The New Orleans Nutcracker"

North Street Cabaret 12 Dec 2026

Small Business Saturday at The Book Deal

3822 Mineral Point Road, Madison, WI, United States, Wisconsin 53705 28 Nov 2026

Free Art Friday: Winter Windows

800 Langdon St, Madison, WI, United States, Wisconsin 53706 11 Dec 2026

Ugly Sweater Thursdays at The Icehouse

1001 Wisconsin Place, Madison, WI, United States, Wisconsin 53703 19 Nov 2026

3rd Annual Disabled Makers Market

215 Martin Luther King Jr Blvd, Madison, WI 53701-1100, United States 10 Dec 2026

Holiday Jazz Show with the Ryan Meisel Quartet Featuring Susan Hofer

The North Street Cabaret 11 Dec 2026

Joel Paterson – Hi-Fi Christmas Guitar

The Bur Oak 23 Dec 2026

OutReach Holiday Party

Goodman Community Center 4 Dec 2026

Holiday Pornanino Olive Oil Dinner

931 E. Main St., Suite 7, Madison, WI, United States, Wisconsin 53703 22 Dec 2026

SAUCED Night Market

Garver Feed Mill 20 Nov 2026

Two-Day Fall Young Crafters Fair!

4678 Cottage Grove Rd., Madison, WI, United States, Wisconsin 53716 14 Nov 2026

ReCurated Craft Club Holiday Linocut Lab

121 e lakeside st Madison 10 Nov 2026

Snowflake Soirée

The Sylvee 2 Dec 2026

PILOT'S ANNUAL "SANTAPALOOZA"!

Bowl-A-Vard Lanes 19 Dec 2026

Energetic Boundaries for the Holiday Season

Madison Death STUDIO + bookshop 12 Nov 2026

In person DIY Holiday Wreath Making Workshop

DC Smith Greenhouse 12 Dec 2026

Holiday Extravaganza is Back!

2740 Ski Lane, Madison, WI, United States, Wisconsin 53713 14 Nov 2026

Attic Angel Holidays Galore and More Sale

640 Junction Rd, Madison, WI 53717-2106, United States 13 Nov 2026

A Mr. Chair Christmas

Mansion Hill Inn 10 Dec 2026

Winter Evergreen Container Claas

3758 E Washington Ave, Madison, WI 21 Nov 2026

Gift and Sweets Sale for Palestine

2713 Atwood Ave, Madison 28 Nov 2026

Kendra Gives Back: Dance Wisconsin

Kendra Scott 22 Nov 2026

The Nutcracker Storytime

Meadowridge Library, Madison Public Library 5 Dec 2026

Breakfast for Dinner - For a Cause

4124 Monona Dr, Madison, WI 19 Nov 2026

Jerry Apps: Home for the Holidays Documentary Screening

602 North Segoe Road, Madison, WI, United States, Wisconsin 53705 10 Nov 2026

Holiday House Fun - Madison

The V - VFW Post 1318 1 Dec 2026

Cozy Crafting Series: Woodburning 101 with Prettyful Creations!

4678 Cottage Grove Rd., Madison, WI, United States, Wisconsin 53716 3 Dec 2026

Calm Before the Holidays: Aromatic Energy, Self-Care, Sound

2114 N. Sherman Avenue #6, Madison, WI, United States, Wisconsin 53704 14 Nov 2026

Austin Chamber Music Center: A Charlie Brown Christmas at Bass Concert Hall

Orpheum Madison 6 Nov 2026

The Ugly Sweater Party: A Comedy Show

Hotel Indigo Madison Downtown, an IHG Hotel 26 Dec 2026

Holiday Wreath-Making Workshop

2952 Waubesa Ave, Madison, WI, United States, Wisconsin 53711 1 Dec 2026

Holiday Jazz & Cocktails with The Bill Roberts Combo

Mansion Hill Inn 18 Dec 2026

Ryan Meisel Quartet fea. Susan Hofer- Merry Christmas Baby!

North Street Cabaret 11 Dec 2026

Guys Holiday Pint Night

Fontana Sports Specialties 3 Dec 2026

Holiday Open House

3758 E Washington Ave, Madison, WI 21 Nov 2026

Into the Light: A Winter Serenade

Covenant Presbyterian Church, Madison WI 5 Dec 2026

Live Music! - Kilo Sierra

Cambridge Winery, Madison Tasting Room 11 Dec 2026

Andy Moore & the Misfit Toys with Chip Cruz

The Bur Oak 18 Dec 2026

Holiday Hustle Jigsaw Puzzle League

St Luke's Episcopal Church Madison - East Side 1 Dec 2026

Maker's Mark Christmas Party, Liquor Raffle and Ugly Sweater Contest!

2952 Waubesa Ave, Madison, WI, United States, Wisconsin 53711 12 Dec 2026

Into the Light: A Winter Serenade

Monona Terrace Community and Convention Center 4 Dec 2026

Rest & Rebalance: A Post-Thanksgiving Sound Bath

2114 N. Sherman Avenue #6, Madison, WI, United States, Wisconsin 53704 28 Nov 2026

VFW Highlights Holiday Hop

VFW Post 7591 11 Dec 2026

The Nutcracker Storytime

Alicia Ashman Library, Madison Public Library 9 Dec 2026

Holiday Craft Market at La Quadra

72 N Bryan St, Madison, WI 53714-1848, United States 5 Dec 2026

Breakfast with Santa: The NBA's 21st Pancake Breakfast

3301 Packers Ave, Madison, WI, United States, Wisconsin 53704 5 Dec 2026

Blue Moon Alley Holiday Jams at the Up North

Up North Bar Madison 21 Dec 2026

Kendra Scott Give Back Event

Kendra Scott (Hilldale) 13 Dec 2026

Sparkle & Sip Drag Bingo with Bianca & Kayos: Holiday Hat

The Rusty Bee Lounge 19 Dec 2026

Black Feather LLC Holiday Party - Performances, Networking & More!

The Annex at The Red Zone Madison 27 Dec 2026

2026 Christmas Concert

St. Thomas Aquinas Church, Madison SD 6 Dec 2026

Waubesa Beach Neighborhood Appreciation Holiday Party

2952 Waubesa Ave, Madison, WI 10 Dec 2026

Diva. Holiday Spectacular Candle Making Workshop

4664 Cottage Grove Rd., Madison, WI, United States, Wisconsin 53716 5 Dec 2026

The Nutcracker Storytime

Fitchburg Public Library 2 Dec 2026

MAHLA Holiday Party

AC Hotel by Marriott Madison Downtown (Madison, WI) 17 Dec 2026

The Nutcracker Storytime

902 Nichols Rd, Monona, WI 53716-2565, United States 16 Nov 2026

From the Garden: Herbal Gift Making

Olbrich Botanical Gardens 5 Dec 2026

Holiday Dinner featuring Pornanino Olive Oil

The Deliciouser 22 Dec 2026

Brunch with Santa!

119 King St, Madison, WI 24 Dec 2026

Winter Holiday Dance

500 Kensington Dr, Madison WI 5 Dec 2026

Free Holiday Bingo Party! 🎁

The Dutch Mill Sports Club 6 Dec 2026

Hoddly Joddly Market

WYSO Center 13 Dec 2026

Fill The Boat for Toys for Tots | SkipperBud's Madison

SkipperBud's 2 Nov 2026

SDM Returns to Bowlavard Lanes

2121 E Springs Dr, Madison, WI 53704-7422, United States 18 Dec 2026