Sheboygan Area Weekend Events: 6-20 to 6-22

1. Craft 30 Summer Solstice Street Festival
- When: Fri–Sun, June 20–22
- Where: Downtown Sheboygan (Craft30 area)
- What: A lively street festival with live music, food vendors and fun family entertainment. It kicks off Friday 5 PM, Saturday 3 PM and Sunday 1 PM
2. Summer Night Market at 3 Sheeps Taproom
- When: Friday, June 20, 4–8 PM
- Where: 1837 North Ave, Sheboygan
- What: A local artisan and food vendor market hosted every 3rd Friday of the summer
3. Mill Street Live (Plymouth)
- When: Friday, June 20, at ~7:30 PM
- Where: Plymouth Arts Center, Plymouth
- What: Outdoor live music—part of the summer concert series
4. “The Driftless Revelers” Concert
- When: Friday, June 20 (evening)
- Where: Paradigm Coffee & Music, Sheboygan
- What: Folk/Americana music performance
5. Melissa Ferrick Live
- When: Friday, June 20
- Where: Paradigm Coffee & Music
- What: Singer-songwriter showcase
6. Reid & Joy Comedy Night “Pride and Joy”
- When: Saturday, June 21
- Where: Hops Haven, 1327 N 14th St, Sheboygan
- What: A Pride-themed comedy showcase
7. Orienteering Adventure Workshop + Geocache Celebration
- When: Saturday, June 21, 10:30 AM & 12 PM
- Where: Sheboygan County Museum, 3110 Erie Ave
- What: Outdoor navigation workshop and celebration of Wisconsin’s first geocache
8. June‑A‑Palooza Festival
- When: Saturday, June 21, 3 PM
- Where: Christopher Farm & Gardens, Sheboygan
- What: Family-friendly festival with food, live music and community vibes
9. Love on the Beach
- When: Saturday, June 21, 6 PM
- Where: King Park Pavilion, Sheboygan
- What: Chill beachside gathering for music and sunsets
📍 Nearby County Events
10. INDYCAR XPEL Grand Prix at Road America
- When: Thurs–Sun, June 19–22
- Where: Road America, Elkhart Lake
- What: High-speed racing competition—great for motorsport fans
11. Farmers & Artisans Market
- When: Saturday, June 21, 8 AM–12 PM
- Where: Village Square, Elkhart Lake
- What: Local veggies, crafts, cheeses and seasonal goods
12. Free Live Music – Wire & Nail
- When: Saturday, June 21, 8–11 PM
- Where: Crystal Lake Golf Course, Plymouth
- What: Country-rock night out with live music
🎀 Other Highlights
- International Day of Yoga Retreat — ongoing through Sunday at The American Club in Kohler
- Golf for Youth Mental Health — Friday, June 20 at Sunset Hills Golf Course, Sheboygan Falls. A fundraising event hosted by United Way
✅ Quick Recap by Day
Date | Events |
---|---|
Fri 6/20 | Craft 30 Festival; Summer Night Market; Mill Street Live; Driftless Revelers; Melissa Ferrick; Yoga Retreat begins; Youth Mental Health Golf |
Sat 6/21 | Farmers Market; Wire & Nail; Orienteering Workshop; Geocache Celebration; June‑A‑Palooza; Love on the Beach; Craft 30 continues |
Sun 6/22 | Craft 30 Street Festival finale; INDYCAR Races conclude; Yoga Retreat continues |
📌 Tips & Planning
- Parking: Expect higher traffic at Road America & Elkhart Lake—arrive early.
- Weather Prep: Bring sunscreen and water—summer Wisconsin can be warm!
- Family-Friendly: June‑A‑Palooza, beach events, and markets are great for all ages.
- Drive Time: Elkhart Lake & Plymouth are ~30 min from Sheboygan—plan accordingly.