Thursday, April 30, 2026 / by Steve Laakso
May 2026 Events in Gillette, WY: Community Highlights & Featured Local Business
Published by the Steve Laakso Real Estate Team
Steve Laakso & Camarae Kelley, Licensed REALTORS® (Since 2002)
Brokerage: Signature Real Estate Group
1211 S Douglas Hwy, Suite 90, Gillette, WY 82716
Last Updated: April 30, 2026
Steve Laakso & Camarae Kelley, Licensed REALTORS® (Since 2002)
Brokerage: Signature Real Estate Group
1211 S Douglas Hwy, Suite 90, Gillette, WY 82716
Last Updated: April 30, 2026
May brings a full schedule of spring events and community activities to Gillette. From local fundraisers and festivals to youth sports and graduations, there are multiple opportunities for residents and visitors to stay engaged throughout the month.
Below is a simplified event roundup with dates and typical times to help plan your May!
May 1 (Friday) — Kentucky Derby Fundraiser
Located at Bell Nob Golf Course
3rd annual event
May 4–5 (Monday–Tuesday) — High School Softball Games
Located at Energy Capital Sports Complex
• Monday, May 4 — Afternoon/evening games (times vary)
• Tuesday, May 5 — Afternoon/evening games (times vary)
May 8–9 (Friday–Saturday) — Sheepherder’s Festival
Located at Rockpile Museum
Free, family-friendly festival celebrating Wyoming’s sheep ranching heritage
Features live sheep shearing, sheepdog demonstrations, and a traditional Basque dinner
May 17 (Sunday) — High School Graduations
Ceremony times vary by school (typically afternoon/evening)
May 23 (Saturday) — Gillette Main Street Event Season Kickoff
"Off the Wall!" Art Show
Located in downtown Gillette
May 28–30 (Thursday–Saturday) — Dusty Vaquero Days Music Festival
• Thursday, May 28 — Gates open
• Friday, May 29 — All day
• Saturday, May 30 — All day
May 29–31 (Friday–Sunday) — Boys of Summer Baseball Tournament
Located at Energy Capital Sports Complex
• Friday, May 29 — Games begin (morning start times vary)
• Saturday, May 30 — All day tournament play
• Sunday, May 31 — Championship rounds (times vary)
Featured Local Business: Rough Country Roasters
While attending May events, consider stopping by Rough Country Roasters! A local coffee roaster at 202 S Warren Ave, Gillette, WY 82716.
This business focuses on freshly roasted coffee, offering a variety of blends that appeal to both casual coffee drinkers and enthusiasts.
It serves as a convenient stop between events, whether picking up freshly roasted beans or enjoying a quality cup of coffee. Local businesses like this contribute to the character and everyday convenience that define Gillette’s community!
Planning Your May in Gillette
Because Gillette does not maintain a single centralized public events calendar, it is recommended to confirm details through:
• CAM-PLEX official events calendar
• Campbell County Public Library calendar
• City of Gillette announcements
Event details and times can change, so verifying directly with event organizers or venues is encouraged.
Text BLOG at (307) 228-4452 for more information about living in Gillette or exploring real estate opportunities in the area!
Brokerage: Signature Real Estate Group
Located at 1211 S Douglas Hwy Ste 90, Gillette, WY 82716
Office phone (307)670-9222
www.campbellcountywyhomes.com
Located at 1211 S Douglas Hwy Ste 90, Gillette, WY 82716
Office phone (307)670-9222
www.campbellcountywyhomes.com
