Best events in
Osceola

Events and things to do in Osceola, WI are shaped by the town's small-town charm and scenic location in the St. Croix River Valley. The local scene is a mix of community traditions, arts programming, and Wisconsin's classic tavern culture. Proximity to the Twin Cities also brings weekend visitors, adding to the social energy of the historic downtown area.

Wander through historic downtown Osceola, where a walk to see Cascade Falls can lead to discovering live music at a local spot like PY's Saloon & Grill.
Find community theatre performances, concerts, and workshops at the St. Croix ArtBarn, a unique venue housed in a converted dairy barn.
Look for annual festivals that celebrate local culture, like the Osceola Community Fair held after Labor Day or the early-summer Rhubarb Fest.

autocomplete

Events near Osceola

Explore more events

St. Croix River Research Rendezvous

Tomorrow • 8:30 AM

The Acreage at Osceola

Check ticket price on event

Fabric-Wrapped Coil Bowls with Kris Livingston

Saturday • 10:30 AM

Gammelgården Museum of Scandia

Check ticket price on event

2026 Stillwater Harvest Fest Chili Cook Off & Beer Mugs

Lowell Park - Downtown Stillwater

Check ticket price on event

Nature Sketching Art Class

Sun, Oct 18 • 1:00 PM

The Outing Lodge

Check ticket price on event

Junior Ranger Day

Sat, Oct 24 • 10:00 AM

St. Croix National Scenic Riverway Visitor Center

Check ticket price on event

Rosemaling

Sat, Nov 7 • 1:00 PM

5521 E Viking Blvd

Check ticket price on event

Protectors' Peak Faith Conference MN 2026

Sat, Nov 14 • 9:00 AM

Maranatha Assembly of God

Check ticket price on event

Creating Connections: Keepsakes

Sat, Dec 5 • 10:00 AM

Treehaus Studio

Check ticket price on event

St. Croix River Research Rendezvous

Tomorrow • 8:30 AM

The Acreage at Osceola

Check ticket price on event

Fabric-Wrapped Coil Bowls with Kris Livingston

Saturday • 10:30 AM

Gammelgården Museum of Scandia

Check ticket price on event

2026 Stillwater Harvest Fest Chili Cook Off & Beer Mugs

Lowell Park - Downtown Stillwater

Check ticket price on event

Nature Sketching Art Class

Sun, Oct 18 • 1:00 PM

The Outing Lodge

Check ticket price on event

Junior Ranger Day

Sat, Oct 24 • 10:00 AM

St. Croix National Scenic Riverway Visitor Center

Check ticket price on event

Rosemaling

Sat, Nov 7 • 1:00 PM

5521 E Viking Blvd

Check ticket price on event

Protectors' Peak Faith Conference MN 2026

Sat, Nov 14 • 9:00 AM

Maranatha Assembly of God

Check ticket price on event

Creating Connections: Keepsakes

Sat, Dec 5 • 10:00 AM

Treehaus Studio

Check ticket price on event

Explore more events

Nearby cities

Minneapolis

37 miles away

St. Paul

33 miles away

Fridley

32 miles away

Bloomington

44 miles away

Eagan

42 miles away

Blaine

27 miles away

Burnsville

49 miles away

Edina

43 miles away

White Bear Lake

25 miles away

Golden Valley

40 miles away

St. Louis Park

42 miles away

Minnetonka

45 miles away

Woodbury

29 miles away

Eden Prairie

48 miles away

Anoka

35 miles away

Hudson

24 miles away

Coon Rapids

34 miles away

Maple Grove

40 miles away

Roseville

32 miles away

Stillwater

20 miles away

Brooklyn Park

36 miles away

Wyoming

15 miles away

Plymouth

43 miles away

New Brighton

31 miles away

Brooklyn Center

35 miles away

River Falls

31 miles away

Falcon Heights

33 miles away

Dellwood

21 miles away

Wayzata

46 miles away

Richfield

42 miles away

Minneapolis

37 miles away

St. Paul

33 miles away

Fridley

32 miles away

Bloomington

44 miles away

Eagan

42 miles away

Blaine

27 miles away

Burnsville

49 miles away

Edina

43 miles away

White Bear Lake

25 miles away

Golden Valley

40 miles away

St. Louis Park

42 miles away

Minnetonka

45 miles away

Woodbury

29 miles away

Eden Prairie

48 miles away

Anoka

35 miles away

Hudson

24 miles away

Coon Rapids

34 miles away

Maple Grove

40 miles away

Roseville

32 miles away

Stillwater

20 miles away

Brooklyn Park

36 miles away

Wyoming

15 miles away

Plymouth

43 miles away

New Brighton

31 miles away

Brooklyn Center

35 miles away

River Falls

31 miles away

Falcon Heights

33 miles away

Dellwood

21 miles away

Wayzata

46 miles away

Richfield

42 miles away

Online Events

Explore more events

How To Be Kind To Yourself - Shahroo Izadi

Wed, Oct 14 • 7:00 PM GMT+1

Check ticket price on event

HBR Press Webinar: Resilient Optimism

Thu, Oct 15 • 8:00 AM EDT

Check ticket price on event

Today's RDH Virtual Dental Continuing Education (CE) Event - Oct. 17, 2026

Sat, Oct 17 • 9:00 AM EDT

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

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

Check ticket price on event

Congreso Internacional de Dirección de Proyectos - Tour PMI Buenos Aires

Wed, Nov 11 • 6:00 PM GMT-3

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

How To Be Kind To Yourself - Shahroo Izadi

Wed, Oct 14 • 7:00 PM GMT+1

Check ticket price on event

HBR Press Webinar: Resilient Optimism

Thu, Oct 15 • 8:00 AM EDT

Check ticket price on event

Today's RDH Virtual Dental Continuing Education (CE) Event - Oct. 17, 2026

Sat, Oct 17 • 9:00 AM EDT

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

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

Check ticket price on event

Congreso Internacional de Dirección de Proyectos - Tour PMI Buenos Aires

Wed, Nov 11 • 6:00 PM GMT-3

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

Explore more events

Points of Interest near Osceola

Osceola St Croix Valley Railway

Wilke Glen And Cascade Falls

Frequently asked questions about Osceola

Where can I find live music events in Osceola?

Local bars are the main spots for live music events. Woodhill Bar & Grill maintains a regular schedule of performers and DJs, while PY's Saloon & Grill often features live bands on its patio in the historic downtown area.

What are some family-friendly activities available?

Osceola offers classic fun for all ages. Take a scenic ride on the Osceola & St. Croix Valley Railway, go for a few frames at Osceola Lanes, or check out a town-wide event like the annual Rhubarb Fest.

What kind of art events and workshops are there?

Osceola has dedicated spaces for art events and creative learning. The St. Croix ArtBarn hosts community theatre and art classes in a converted barn, while The Acreage at Osceola focuses on workshops related to art and ecology.

How is the nightlife in Osceola?

Nightlife revolves around Wisconsin's tavern culture. Local hubs like Woodhill Bar & Grill and PY's Saloon & Grill serve as community gathering spots, often hosting live music, DJ nights, and other social events.

Are there major annual community events?

The town hosts several popular annual events drawing big crowds. These include the Osceola Community Fair after Labor Day, the Wheels & Wings air and car show, and the early-summer Rhubarb Fest celebrating a local harvest.

What are some ideas for a date night?

A classic Osceola date could involve a scenic excursion on the heritage railway. Alternatively, have dinner downtown before heading to a local bar for live music or catching a community theatre show at the St. Croix ArtBarn.

What is there to do in Osceola's historic downtown?

The downtown district is a walkable area with unique shops and restaurants. A main attraction is Cascade Falls, and the area serves as a hub for community life, especially on weekends when foot traffic increases.

Can I find events focused on local food?

Yes, there are opportunities to connect with local producers. The Osceola Farmer's Market at The Millpond runs from early summer through mid-autumn, offering fresh goods from area farmers, bakers, and artisans.

Events near Osceola

St. Croix River Research Rendezvous

Fabric-Wrapped Coil Bowls with Kris Livingston

2026 Stillwater Harvest Fest Chili Cook Off & Beer Mugs

Nature Sketching Art Class

Junior Ranger Day

Rosemaling

Protectors' Peak Faith Conference MN 2026

Creating Connections: Keepsakes

St. Croix River Research Rendezvous

Fabric-Wrapped Coil Bowls with Kris Livingston

2026 Stillwater Harvest Fest Chili Cook Off & Beer Mugs

Nature Sketching Art Class

Junior Ranger Day

Rosemaling

Protectors' Peak Faith Conference MN 2026

Creating Connections: Keepsakes

Trending searches

1. Events near me

2. Craft fairs

3. Rock the dock

4. Hypnosis show

5. Scandia heritage

6. David huckfelt

7. Cooking

8. 5k

Nearby cities

Minneapolis

St. Paul

Fridley

Bloomington

Eagan

Blaine

Burnsville

Edina

White Bear Lake

Golden Valley

St. Louis Park

Minnetonka

Woodbury

Eden Prairie

Anoka

Hudson

Coon Rapids

Maple Grove

Roseville

Stillwater

Brooklyn Park

Wyoming

Plymouth

New Brighton

Brooklyn Center

River Falls

Falcon Heights

Dellwood

Wayzata

Richfield

Minneapolis

St. Paul

Fridley

Bloomington

Eagan

Blaine

Burnsville

Edina

White Bear Lake

Golden Valley

St. Louis Park

Minnetonka

Woodbury

Eden Prairie

Anoka

Hudson

Coon Rapids

Maple Grove

Roseville

Stillwater

Brooklyn Park

Wyoming

Plymouth