Events Schedule Last Updated: 05/11/26
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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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 Western Fremont Historical Society invites the community to an Open House at the Howard History Center on Sunday, June 28 from 1–3 p.m. or on July 4 from 11 a.m.–2 p.m. at 70 CR 56 in Howard. Admission is free.
This month’s featured exhibit showcases new additions to the Society’s historic map collection, including the Colorado Territory map, early ownership maps from Coaldale, Hardscrabble, and Penrose, detailed maps of Colorado and Kansas, and Nancy Colvin Hirleman’s historical map of Custer County. Visitors are encouraged to explore the displays, chat with the Society’s historian, and share local memories.
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The Western Fremont Historical Society invites the community to an Open House at the Howard History Center on Sunday, June 28 from 1–3 p.m. or on July 4 from 11 a.m.–2 p.m. at 70 CR 56 in Howard. Admission is free.
This month’s featured exhibit showcases new additions to the Society’s historic map collection, including the Colorado Territory map, early ownership maps from Coaldale, Hardscrabble, and Penrose, detailed maps of Colorado and Kansas, and Nancy Colvin Hirleman’s historical map of Custer County. Visitors are encouraged to explore the displays, chat with the Society’s historian, and share local memories.
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Celebrate the Fourth at Howard Hall on July 4th from 11 a.m. to 2 p.m.! Enjoy $2 hot dogs, a bake sale, ice cream sundaes, kids’ games, and a special appearance by Uncle Ed, who’ll be crafting balloon animals starting at 11. Free, family‑friendly fun at 5510 CR 45 in Howard.
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Get ready for a true Colorado summer evening at the Mud Bug Hoedown hosted by Dark Sky River Lodge and Ragged Mountain Bluegrass Sunday, July 5th at 4:00 pm.
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Join The Dusty Rose Roadhouse in Howard on Saturday, July 11 at 4 PM for a lively and interactive presentation by local historian Betsy Denney. In honor of Colorado’s 150th year, Betsy will share colorful stories of early pioneers and events from our region’s past — and you’ll get to decide whether each character was good, bad, or questionable! A fun mix of history, storytelling, and community spirit — not your average talk in a tavern.
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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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Howard Hall is celebrating National Ice Cream Day with a community ice cream social and bake sale on Sunday, July 19, from 11:30 AM to 2:30 PM. Expect sundaes and floats by donation, plus cornhole and balloon animals to keep things lively. If you’d like to contribute baked goods, drop them off after 10:30 AM the morning of the event. All proceeds support Howard Hall’s general operations.
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The booking agent for musician Sam Robbins has notified organizers that Sam’s Colorado tour plans have changed, and he must cancel his Pleasant Valley appearance. His “anchor show” elsewhere in the state fell through, making the trip no longer feasible. If you purchased tickets through Mighty Squirrel, and haven't received your refund yet, reach out to Bruce Warren (bbppww01@hotmail.com )
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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Christ Chapel of the Sangres hosts a community potluck on Sunday, August 2 at 5 PM, serving smoked BBQ and inviting neighbors to bring sides and desserts.
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A week of faith and fun for kids K–8, running August 3–7 from 8:30 AM to 12:30 PM at Christ Chapel of the Sangres, with crafts, games, stories, snacks, and a Friday noon closing program.
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