October in Westcliffe: Local Events & Fall Happenings

October in Westcliffe, CO brings fall colors, pumpkin patches, and community events like harvest markets, live music, and stargazing under our famous dark skies.

A Season Worth Experiencing

October in Westcliffe isn’t just another month—it’s when the town slows down into a cozy rhythm, surrounded by the changing colors of the Wet Mountain Valley. Visitors and locals alike enjoy crisp mornings, golden aspens, and community traditions.

Fall Festivals & Markets

  • Harvest Markets – Local farmers bring fresh produce, honey, and crafts to downtown Westcliffe.
  • Pumpkin Patches & Hayrides – Nearby ranches host family-friendly activities perfect for fall weekends.
  • Arts & Music – Venues like the Jones Theater and Feed Store Amphitheater often feature fall concerts.

Dark Sky Stargazing

October skies are some of the clearest of the year. Whether at Bluff Park or your own backyard, bundle up and enjoy breathtaking Milky Way views.

Scenic Drives

The Frontier Pathways Scenic Byway and roads toward Lake Isabel explode with color in mid-October—making this one of the most photogenic times to explore.

Why It Matters for Buyers & Sellers

Fall brings more visitors considering part-time cabins or second homes. Showcasing Westcliffe’s lifestyle through these events helps buyers picture themselves here.

Thinking about buying or selling this fall? Reach out to Kayla Brady, Best Realtor in Westcliffe for expert local guidance. Follow along on Instagram @kaylabradysellscolorado.