As we move through May, Woodland Park offers a variety of events catering to diverse interests. Here are some highlights to mark on your calendar:
Kayak and Paddleboard at Rampart Reservoir
Date: Sunday, May 17, 2026
Time: 9:00 AM – 3:00 PM
Location: Rampart Reservoir, 712 Rampart Reservoir Road, Woodland Park, CO
Join fellow outdoor enthusiasts for a day on the water. Bring your kayak or stand-up paddleboard and enjoy the serene beauty of Rampart Reservoir. A personal flotation device is required for all participants. Admission is $11.00 per vehicle (cash or check only). After the event, consider dining at Fiesta Mexicana in Woodland Park. Friendly dogs and children are welcome. In case of inclement weather, the event will be postponed. This is a collaborative event with Springs Adventures and COS Get Social. For more details, visit the event page.
Deryk Cunningham Concert
Date: Friday, May 29, 2026
Time: 6:00 PM
Location: Ute Lodge Bar and Grill, 204 W Midland Ave, Woodland Park, CO
Enjoy an evening of live music with singer-songwriter Deryk Cunningham. Known for his engaging performances, Deryk brings a mix of original songs and covers. The Ute Lodge Bar and Grill provides a cozy atmosphere to relax and enjoy the music. For more information and to listen to Deryk’s music, visit the event page.
Parents Night Out
Date: Saturday, May 30, 2026
Location: 111 N Baldwin St, Woodland Park, CO
Take advantage of a well-deserved evening off while your children engage in supervised activities. Parents Night Out offers a safe and fun environment for kids, allowing parents to enjoy some free time. For more details, check the city’s calendar.
Stay tuned for more events and activities as Woodland Park continues to offer engaging opportunities for residents and visitors alike.

