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Best events in
Plain

Events and things to do in Plain, WI, are rooted in community tradition and a distinct Bavarian heritage. The village comes together for large annual festivals at Plain Community Park, celebrating its culture throughout the year. For a wider variety of entertainment like live music or theatre, residents often explore the lively scenes in nearby Spring Green and Sauk City.

An evening in nearby Spring Green can flow from a classical play at the American Players Theatre to more intimate live music at Slowpoke Lounge & Cabaret.
Experience Plain's community spirit at annual events like Strassenfest or the Plain Fire & EMS 3-Day Celebration, often held at Plain Community Park.
Enjoy seasonal live music in the beer garden at Vintage Brewing Co. or catch a performance at the River Arts Center in Sauk City.

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Charcoal Event "Branch Manager" in Baraboo primary image

Charcoal Event "Branch Manager" in Baraboo

Today • 6:00 PM

Balanced Rock Winery

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Vodka Cocktail Class at Water Street Social Club primary image

Vodka Cocktail Class at Water Street Social Club

Saturday • 2:30 PM

Water Street Social Club

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Wine tasting and Networking primary image

Wine tasting and Networking

Saturday • 3:00 PM

Fireside Cabins

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HALLOWEEN TOWNE HAUNTED GHOST TOUR in 1864 SALOON Real Haunt! primary image

HALLOWEEN TOWNE HAUNTED GHOST TOUR in 1864 SALOON Real Haunt!

Saturday • 4:30 PM

Old Baraboo Inn, Old Saloon as Seen on Travel Channel, in 10 Most Haunted in America by Food Network, Capone Hangout, Historic Landmark

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Soup Luncheon for Mrs. Graffunder primary image

Soup Luncheon for Mrs. Graffunder

Sunday • 11:00 AM

660 Varsity Blvd

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11/17 - Middleton, WI - Friendsgiving in Wine Country primary image

11/17 - Middleton, WI - Friendsgiving in Wine Country

Tue, Nov 17 • 7:00 PM

Cooper’s Hawk Winery & Restaurant

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Little Sprouts Paint Party primary image

Little Sprouts Paint Party

Thu, Nov 19 • 4:30 PM

Busy Bee Bakehouse

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Safe Sitter - 12/29/26- Register by 12/21 primary image

Safe Sitter - 12/29/26- Register by 12/21

Tue, Dec 29 • 9:00 AM

Upland Hills Health Hospital & Clinics

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Charcoal Event "Branch Manager" in Baraboo primary image

Charcoal Event "Branch Manager" in Baraboo

Today • 6:00 PM

Balanced Rock Winery

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Vodka Cocktail Class at Water Street Social Club primary image

Vodka Cocktail Class at Water Street Social Club

Saturday • 2:30 PM

Water Street Social Club

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Wine tasting and Networking primary image

Wine tasting and Networking

Saturday • 3:00 PM

Fireside Cabins

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HALLOWEEN TOWNE HAUNTED GHOST TOUR in 1864 SALOON Real Haunt! primary image

HALLOWEEN TOWNE HAUNTED GHOST TOUR in 1864 SALOON Real Haunt!

Saturday • 4:30 PM

Old Baraboo Inn, Old Saloon as Seen on Travel Channel, in 10 Most Haunted in America by Food Network, Capone Hangout, Historic Landmark

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Soup Luncheon for Mrs. Graffunder primary image

Soup Luncheon for Mrs. Graffunder

Sunday • 11:00 AM

660 Varsity Blvd

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11/17 - Middleton, WI - Friendsgiving in Wine Country primary image

11/17 - Middleton, WI - Friendsgiving in Wine Country

Tue, Nov 17 • 7:00 PM

Cooper’s Hawk Winery & Restaurant

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Little Sprouts Paint Party primary image

Little Sprouts Paint Party

Thu, Nov 19 • 4:30 PM

Busy Bee Bakehouse

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Safe Sitter - 12/29/26- Register by 12/21 primary image

Safe Sitter - 12/29/26- Register by 12/21

Tue, Dec 29 • 9:00 AM

Upland Hills Health Hospital & Clinics

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No Title, No Permission, No Problem: Harnessing the Power of Influence

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Managing Your Emotions - Prof Ethan Kross

Tue, Nov 10 • 7:00 PM GMT

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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Physicians Financial Wellness Conference 2026 primary image

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Sat, Nov 14 • 1:00 PM EST

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Sorted Live: A Food Nightmare Before Christmas

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

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Frequently asked questions about Plain

Where are the best spots for live music events near Plain?

Slowpoke Lounge & Cabaret in Spring Green offers a diverse music lineup in an intimate setting. For a more casual atmosphere, Vintage Brewing Co. in Sauk City hosts live music events in its beer garden during warmer seasons.

What are some family-friendly events in the Plain area?

Plain’s annual festivals are very family-friendly, especially the Plain Fire & EMS 3-Day Celebration. It features carnival rides and a parade. The annual Christkindlmarkt also offers a festive experience for all ages with its traditional market atmosphere.

Any recommendations for a date night near Plain, WI?

A great date night can be found in Spring Green by combining theatre and music. Start with a classic play at the American Players Theatre, followed by a performance or drinks at the nearby Slowpoke Lounge & Cabaret.

Are there outdoor events to check out around Plain?

Many of Plain's major community events take place outdoors at Plain Community Park. Additionally, the American Players Theatre in Spring Green presents its plays in a unique outdoor amphitheater, offering a memorable cultural experience.

What is the arts and culture scene like around Plain?

The arts scene thrives in the surrounding communities, anchored by the American Players Theatre in Spring Green. The River Arts Center in Sauk City also contributes with its gallery spaces and performance venue, hosting various cultural gatherings.

How can I find free events to attend in the Plain area?

Look for community festivals like Strassenfest, which often have free admission to enjoy the street fair atmosphere. Some venues, such as Slowpoke Lounge & Cabaret, may also host free open mic nights or similar events for the public.

What kinds of things are there to do in Sauk City?

Sauk City provides riverside entertainment options for a pleasant outing. Catch some seasonal live music at Vintage Brewing Co.'s beer garden or see a show at the River Arts Center, which serves as a hub for community events.

What is the nightlife like around Plain?

Nightlife in the region is relaxed and centered around local venues rather than large clubs. Evenings in Spring Green might involve a show at Slowpoke Lounge & Cabaret, while Sauk City offers laid-back live music events.