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- 🍷 Wine tasting, jazz nights, & a silent auction with a swimming pool?!
🍷 Wine tasting, jazz nights, & a silent auction with a swimming pool?!
Fun ways to give back + your weekly dose of live music and local vibes.

What’s up, Castle Rock?
Memorial Day is behind us, summer is heating up, and Castle Rock is buzzing—from live music to free wine tasting to a silent auction you won't believe.
Let’s get into it.
Memorial Day is behind us, summer is heating up, and Castle Rock is buzzing—from live music to free wine tasting to a silent auction you won't believe.
In today’s Castle Rock Weekly:
🩸 Blood drive + Climb4Change for a good cause
♣️ Casino Night fundraiser (yes, there’s a swimming pool in the silent auction)
🎉 Farmers markets return to Festival Park
🎶 Jazz in the Park & live music all over town
🍷 FREE wine tasting at 105 West
Let’s get into it.
— R.J. Culley, Castle Rock Weekly
🫶 Castle Rock Cares
Make an impact and have fun doing it.
Three incredible ways to give back to our community are open for signups now!
🩸 DoCR Blood Drive — Saturday, June 7
Castle Rock needs your help!
Donate blood at the Douglas County Fairgrounds from 9:30 AM – 3 PM and get rewarded with free tacos and ice cream.
👉 Schedule your appointment here
🪜 Climb4Change — Saturday, June 14
Challenge yourself on Castle Rock’s 200-step Challenge Hill at Philip S. Miller Park!
Choose from five fun race formats or a family-friendly fun run. Proceeds support therapeutic recreation programs for those with cognitive and physical disabilities.
👉 Register by June 9
🎲 Glitz, Games & Giving — Friday, June 6
NICU nonprofit Faith’s Footsies is hosting their first big fundraiser at COFF33 and it’s a must-attend.
🎟️ $50 gets you food, poker chips, raffle entry, and access to their stacked silent auction — including signed memorabilia and even a swimming pool.
Let’s show up for this family-run nonprofit doing big things for NICU families.
👉 Event tickets
👉 Learn more
🥕 Farmers Markets Are Back!

Enjoy warmer temperatures and seasonal goods at The Farmers Market at Festival Park, opening Sunday, May 25, from 9 a.m. to 2 p.m. The market will run every Sunday through mid-October, featuring nearly 40 vendors offering locally raised meats, farm-fresh eggs, fresh produce, baked goods, artisan products, and more.
Support local businesses and agriculture while enjoying the outdoors and connecting with neighbors.
Mark your calendars: the original Castle Rock Farmers Market at the Douglas County Fairgrounds kicks off June 14.This weekend, our community joins the nation in remembering the brave service members who gave their lives for our freedom. Whether you're staying in Castle Rock or venturing out, there are several local ceremonies where you can pay your respects:
🎶 What’s Happenin’ Around Town
🎷 Jazz in the Park
🗓️ Wedensday, June 4th | ⏰ 6:30 PM – 8 PM (every wed)
📍 Festival Park
Kick off summer with Dotsero, a contemporary jazz band with saxophone at the center. Bring a chair or blanket, grab food from a local vendor, and unwind under the open sky.
No stage. No food trucks. No frills. Just a beautiful evening, your favorite local bites to-go, and sweet, simple music.
🍷 FREE Wine Tasting at 105 West
🗓️ Tuesday, June 3rd | ⏰ 6 PM – 8 PM
📍 105 West Brewing Co.
Sample local wines for free — hosted by the Castle Rock Wine Club. Swing by for tastings, food trucks, and a relaxing evening vibe. Must be 21+.
🧘 Yoga in the Park — FREE
Experience deeper connection and calm under the sky. These free yoga classes are held Monday evenings at Festival Park and bring together breath, stillness, and community.
Namaste, Castle Rock.
🕕 Starts Monday, June 2
📍 Festival Park
🎶 More Live Music
Experience the vibrant local music scene with these upcoming performances:
Friday, May 30: Giant Zero at The Altar stage, Sinners and Saints, 8:00 PM - 10:00 PM
Saturday, May 31: Sarah P and the Dirty Logger at 105 West Brewing Company, 6:30 PM
Sunday, June 1: Zak Lombard at 105 West Brewing Company, 2:30 PM
Don't miss these opportunities to enjoy live music and support local artists!