Events Schedule Last Updated: 05/11/26
Howard Hall joins the National U.S. Highway 50 Rummage Sale, a coast‑to‑coast weekend of yard‑sale treasure hunting. Swing by for bargains, curiosities, household finds, and the kind of unexpected gems that make this annual event so much fun. Sellers from across Pleasant Valley will be set up and ready — come shop, browse, or just enjoy the community buzz.
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Tim’s musical journey started on a farm beneath Mount St. Helens, where his first loyal fans were—no kidding—the cows he sang to. From those pasture-side concerts, he chased his dream all the way to Nashville, landed on the Grand Ole Opry stage, scored charting songs, and built a 24‑year career as a Branson entertainer. He also founded GUMI CAMP, a nonprofit helping America’s veterans, staying true to the “help others first” values he grew up with. These days he performs over 100 shows a year, including his popular George Strait tribute—and on May 15th, he’s bringing that talent (and charm) straight to the Coaldale Schoolhouse.
Doors Open at 6:00 pm Concert at 7:00 pm. Advance Tickets: $20 Call: 417-294-5248 At the Door: $25 (Seating capped at 90. )
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Westcliffe’s own A‑Goo‑Stics brings their acoustic flair to the Dusty Rose for an evening of folk, Americana, and easy‑listening favorites. Expect warm harmonies, relaxed mountain‑town vibes, and a setlist perfect for a spring night in Pleasant Valley. Grab a seat, grab a friend, and settle in for a great show.
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Howard Hall is kicking off a new season of community events with a Spring Fling Plant Sale on Sunday, May 17, from 2–4 PM. Stop by to browse early starts, bulbs, and houseplants — or sign up to host a booth for just $5. A perfect way to welcome summer and support local growers.
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Mighty Squirrel Productions brings Mark Oblinger—Grammy nominee, five-time Emmy winner, and genre-blending musical force—to the Historic Coaldale Schoolhouse for a special spring performance. Known for his soulful mix of folk and pop, Mark’s sound carries echoes of classic singer‑songwriters (some swear they hear a touch of Jackson Browne in “Hold Me Tonight”), wrapped in his own unmistakable warmth and artistry.
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Fresh plants, homemade treats, and neighborly cheer come together on May 20th at the Historic Coaldale Schoolhouse. Swing by between 4 and 6 p.m. to browse local greenery, pick up baked goodies, and support a classic community gathering.
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Learn how to protect your home and property this wildfire season. This hands‑on clinic covers defensible space, fuel reduction, and practical fire‑wise strategies tailored to our region. A great opportunity for homeowners, landowners, and anyone wanting to better understand wildfire preparedness.
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The Dusty Rose Roadhouse is turning up the heat this Memorial Day weekend with The Atomic Fireballs, a Pueblo area favorite known for lively, dance friendly sets that mix classic rock, country, and roadhouse energy. Join your neighbors at Dark Sky River Lodge on Sunday, May 24th, 5–8 PM for BBQ, drinks, and live music right on the river’s edge. A perfect Pleasant Valley evening.
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Warm up those vocal cords and dust off your favorite country classics — the Dusty Rose Roadhouse is hosting a full‑tilt Karaoke Night on May 30 at 5:30 p.m. Expect a lively mix of cowboy boots, banjo‑pickin’ spirit, and plenty of good‑natured cheering as neighbors take the mic. Whether you’re a seasoned stage‑stealer or a first‑timer with a brave heart, it’s the perfect way to kick off a summer weekend in Pleasant Valley.
The Western Fremont Historical Society kicks off its 2026 season with an Open House at the Howard History Center on Sunday, May 31 from 1–3 p.m. Explore newly added historic maps — from the Oregon Trail to early Coaldale ownership — and connect with neighbors who help keep our valley’s stories alive.
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Pleasant Valley Sunday Farmer’s & Maker’s Market returns to Howard Hall June 7–September 27, running every Sunday from 2–4 p.m., rain or shine. Farmers, gardeners, bakers, and makers can reserve one of 19 vendor tables for the entire season for $25 per vendor, with the option to share a table. The market highlights fresh produce, handmade goods, and local creativity. Interested vendors can message Howard Hall to sign up.
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Every Wednesday from 4–6 p.m. starting June 10th, the historic Coaldale Schoolhouse comes alive with fresh produce, garden starts, baked treats, and handcrafted goods from the talented makers of Pleasant Valley. It’s the perfect midweek stop to stock up, catch up, and soak up the charm of our mountain community.
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The Western Fremont Historical Society hosts its 4th Annual “Wheels of Time” Car Show on Saturday, June 20, with free vehicle registration at 9 a.m. and the show running 10–2 in Howard. Enjoy classic cars, trucks, and motorbikes around the Square, plus lunch at Howard Hall, trolley history tours, exhibits, and open‑mic entertainment. Free admission for all — come show your ride or cheer on your favorites.
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The Schoolhouse hosts rising singer‑songwriter Sam Robbins for an evening concert on August 1. Often called an “old‑soul troubadour,” Sam’s sound blends the warmth of James Taylor and Jackson Browne with a modern, upbeat edge. His song “Hard to Hate” shows exactly why audiences—and festivals like Kerrville and Falcon Ridge—have embraced him. Critics are already calling him “one of the most promising new songwriters of his generation.”
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Join us for Pack the Park: A Carnival to End Hunger, a family‑friendly day of games, music, and community spirit — all supporting The Grainery’s mission to help local families in need. Sponsorships start at $250 and include marketing visibility, on‑site recognition, and the chance to make a meaningful impact. Come enjoy the fun and help strengthen Central Colorado at the same time.
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