Best events in
Big Bend

As the seasons turn, the calendar fills with events and things to do in Big Bend, WI, and its surrounding communities. Much of the activity is centered around historic downtown Waukesha, with its scenic Riverwalk along the Fox River. Nearby towns like West Bend, New Berlin, and Muskego also contribute with their own distinct community gatherings and annual festivals.

Downtown Waukesha's walkable core creates a lively atmosphere for an evening out, with the Riverwalk connecting local restaurants to venues like the Waukesha Civic Theatre.
In downtown West Bend, the restored Bend Theater serves as a cultural hub, hosting a lineup of comedy shows, concerts, and film screenings.
The Les Paul Performance Center in Waukesha's Cutler Park is a popular spot for free, seasonal concert series featuring tribute bands and local performers.

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Nearby cities

Milwaukee

18 miles away

Glendale

22 miles away

Brookfield

11 miles away

Waukesha

10 miles away

Kenosha

28 miles away

Gurnee

38 miles away

Crystal Lake

44 miles away

Janesville

43 miles away

Woodstock

41 miles away

Menomonee Falls

20 miles away

Pewaukee

13 miles away

Racine

23 miles away

Libertyville

43 miles away

Grayslake

38 miles away

Waukegan

41 miles away

Lake Geneva

23 miles away

Thiensville

27 miles away

Greenfield

12 miles away

Vernon Hills

47 miles away

Lake Forest

48 miles away

Oconomowoc

21 miles away

McHenry

37 miles away

Mequon

30 miles away

River Hills

24 miles away

Delavan

28 miles away

Pleasant Prairie

30 miles away

Beloit

48 miles away

Hales Corners

9 miles away

Oak Creek

14 miles away

New Berlin

8 miles away

Milwaukee

18 miles away

Glendale

22 miles away

Brookfield

11 miles away

Waukesha

10 miles away

Kenosha

28 miles away

Gurnee

38 miles away

Crystal Lake

44 miles away

Janesville

43 miles away

Woodstock

41 miles away

Menomonee Falls

20 miles away

Pewaukee

13 miles away

Racine

23 miles away

Libertyville

43 miles away

Grayslake

38 miles away

Waukegan

41 miles away

Lake Geneva

23 miles away

Thiensville

27 miles away

Greenfield

12 miles away

Vernon Hills

47 miles away

Lake Forest

48 miles away

Oconomowoc

21 miles away

McHenry

37 miles away

Mequon

30 miles away

River Hills

24 miles away

Delavan

28 miles away

Pleasant Prairie

30 miles away

Beloit

48 miles away

Hales Corners

9 miles away

Oak Creek

14 miles away

New Berlin

8 miles away

Online Events

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Medialer Abend - Online

Thursday • 8:00 PM GMT+2

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Meditation - Ruhe und Klarsicht Teil 1: Klarheit im Alltag gewinnen

Saturday • 2:00 PM GMT+2

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HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Online-Fortbildung "Crip Time"

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Workshop R. Murphy: ADHS im Erwachsenenalter diagnostizieren und behandeln

Fri, Dec 11 • 9:00 AM GMT+1

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Medialer Abend - Online

Thursday • 8:00 PM GMT+2

Check ticket price on event

Meditation - Ruhe und Klarsicht Teil 1: Klarheit im Alltag gewinnen

Saturday • 2:00 PM GMT+2

Check ticket price on event

HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 1:00 PM GMT+1

Check ticket price on event

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

Check ticket price on event

Online-Fortbildung "Crip Time"

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

Workshop R. Murphy: ADHS im Erwachsenenalter diagnostizieren und behandeln

Fri, Dec 11 • 9:00 AM GMT+1

Check ticket price on event

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Events near Big Bend

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Davidson Park Pumpkin Party

Saturday • 9:00 AM

Davidson Park

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Michael Jr.'s Funny How Marriage Works Tour @ Milwaukee, WI - 4PM Show

Sunday • 4:00 PM

Discover Church

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Wauk-Tober 2026: Downtown Waukesha Beer & Wine Walk

Sat, Oct 17 • 3:30 PM

Downtown Waukesha

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10/19 - Brookfield, WI - Dinner After Dark

Mon, Oct 19 • 7:00 PM

Cooper's Hawk Winery & Restaurant

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AQUA | NO SEW BUTTERFLY WEFT | LOOK & LEARN | BROOKFIELD, WI

Mon, Oct 19 • 9:00 AM

Beauty Craft

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Meet Me In Milwaukee 2026

Sat, Oct 31 • 9:00 AM

Sheraton Milwaukee Brookfield Hotel

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8th Summit Eye Care Clinical Challenges Day

Sun, Nov 8 • 8:00 AM

American Family Field

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Optometry in Focus: FALL 2026 CME- Nov. 15, 2026

Sun, Nov 15 • 7:00 AM

Brookfield Conference Center

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Davidson Park Pumpkin Party

Saturday • 9:00 AM

Davidson Park

Check ticket price on event

Michael Jr.'s Funny How Marriage Works Tour @ Milwaukee, WI - 4PM Show

Sunday • 4:00 PM

Discover Church

Check ticket price on event

Wauk-Tober 2026: Downtown Waukesha Beer & Wine Walk

Sat, Oct 17 • 3:30 PM

Downtown Waukesha

Check ticket price on event

10/19 - Brookfield, WI - Dinner After Dark

Mon, Oct 19 • 7:00 PM

Cooper's Hawk Winery & Restaurant

Check ticket price on event

AQUA | NO SEW BUTTERFLY WEFT | LOOK & LEARN | BROOKFIELD, WI

Mon, Oct 19 • 9:00 AM

Beauty Craft

Check ticket price on event

Meet Me In Milwaukee 2026

Sat, Oct 31 • 9:00 AM

Sheraton Milwaukee Brookfield Hotel

Check ticket price on event

8th Summit Eye Care Clinical Challenges Day

Sun, Nov 8 • 8:00 AM

American Family Field

Check ticket price on event

Optometry in Focus: FALL 2026 CME- Nov. 15, 2026

Sun, Nov 15 • 7:00 AM

Brookfield Conference Center

Check ticket price on event

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Frequently asked questions about Big Bend

Where can I find live music events near Big Bend?

Downtown Waukesha is the primary spot for live music in the region. The area hosts Friday Night Live, a multi-stage event that runs weekly in the summer, while venues like Maddy's Music Lounge and Club 400 feature local and regional acts year-round.

What are some family-friendly events in the Big Bend area?

The region offers many family-friendly community events, especially during the summer. Waukesha hosts Monday Night Movies in the Park, and New Berlin's annual Winterfest and Fourth of July Festival draw large crowds. Muskego's DandiLion Daze is another popular annual festival.

Are there free events to attend near Big Bend?

Yes, several free events take place, particularly in Waukesha. The Tribute Tuesday concert series at the Les Paul Performance Center is a popular seasonal tradition. Additionally, the recurring Waukesha Art Crawl showcases local artists at downtown businesses and galleries.

What's a good date night idea in Waukesha?

A classic Waukesha date night could start with a stroll along the scenic Riverwalk. Afterwards, have dinner at a downtown restaurant before catching a play at the Waukesha Civic Theatre or finding a live music performance.

What kind of outdoor events happen in the area?

Outdoor events are central to the Big Bend area, especially from spring through fall. Both Waukesha and West Bend host large farmers' markets on Saturday mornings. The Waukesha County Fair is a major annual attraction, and various parks host seasonal concert series.

How can I find local art events?

The Waukesha Art Crawl is a recurring event that provides a great way to see local art. During the crawl, galleries and shops throughout downtown Waukesha feature work from area artists. For performing arts, check the schedule at the Waukesha Civic Theatre.

Where can I see a comedy show?

The Bend Theater in downtown West Bend is a key venue for comedy. This historic theater regularly hosts stand-up comedians as part of its diverse schedule of live performances, which also includes concerts and films.

Which annual festivals are popular in the region?

Several towns host popular annual festivals that are staples of the community calendar. Muskego's Veterans Memorial Park is home to DandiLion Daze, while New Berlin hosts a large Fourth of July Festival. The Waukesha County Fair is Wisconsin's oldest and a major regional draw.

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Nearby cities

Milwaukee

Glendale

Brookfield

Waukesha

Kenosha

Gurnee

Crystal Lake

Janesville

Woodstock

Menomonee Falls

Pewaukee

Racine

Libertyville

Grayslake

Waukegan

Lake Geneva

Thiensville

Greenfield

Vernon Hills

Lake Forest

Oconomowoc

McHenry

Mequon

River Hills

Delavan

Pleasant Prairie

Beloit

Hales Corners

Oak Creek

New Berlin

Milwaukee

Glendale

Brookfield

Waukesha

Kenosha

Gurnee

Crystal Lake

Janesville

Woodstock

Menomonee Falls

Pewaukee

Racine

Libertyville

Grayslake

Waukegan

Lake Geneva

Thiensville

Greenfield

Vernon Hills

Lake Forest

Oconomowoc

McHenry

Mequon

River Hills

Delavan

Pleasant Prairie

Beloit

Hales Corners

Oak Creek

New Berlin

Online Events

Medialer Abend - Online

Meditation - Ruhe und Klarsicht Teil 1: Klarheit im Alltag gewinnen

HBR Book Webinar: Resilient Optimism

(ONLINE) Women on the Move with Ann Patchett

Online-Fortbildung "Crip Time"