August 6, 2026
The block of West Colorado Avenue between about 24th and 27th is one of those rare stretches where the same square of grass can be a farmers market at 8 a.m. and a concert stage by dinnertime. If you already live in Old Colorado City, you have probably noticed that the fall calendar does not so much fill up as double-book itself. The same venues take on second and third lives between August and Halloween. Here is how the next twelve weeks actually shape up on the ground, and where residents tend to land when the Avenue gets busy.
Bancroft Park is the piece of the neighborhood to watch. It was the town square when Colorado City was chartered in 1859, and it still behaves like one. Every Saturday through the summer and into fall, the OCC Farmers Market runs there from 7 a.m. to 1 p.m. with more than eighty vendors and food trucks. By late afternoon on some weekends the same lawn becomes a concert venue. The summer series wraps in early August: a free Pikes Peak Musicians Association concert on August 2, then Dina Baker and the King Stan Band live in Bancroft Park on August 4.
That means the practical resident's move in early August is to walk the market for produce and pastries, drop the bags at home, and come back at set time. Same park. Same benches. Different scene.
A note for anyone new to the market: parking on Colorado Avenue itself is essentially gone by 8:15. The blocks behind the Avenue on Cucharras and Pikes Peak fill more slowly, and the walk is a couple of minutes.
The First Friday ArtWalk is a free, self-guided tour of the galleries, open studios, shops, and eateries along the Avenue, 5 to 8 p.m. Two dates worth pinning: August 7 and October 2. Live demonstrations, artists on-site, work available to buy from the wall.
This is also the night to use the ArtWalk as cover for finding the venues most residents miss until someone tips them off:
The trick to First Friday is walking the Avenue west to east one time and east to west the next, because half the galleries face the sun on one pass and the storefronts on the other. You see different work the second lap.
October is when the neighborhood commits. All month long, local businesses stage the Scarecrow Days installation: storefronts across the Avenue put up one-of-a-kind scarecrows that run from silly to spectacular, and residents walk the strip to pick a favorite. It is a slow, low-key excuse to be outside for the shoulder-season light.
The month peaks on Saturday, October 24 with Pumpkins in the Park, noon to 6 p.m., free. Pumpkin patch and painting, balloon animals, face painters, tie-dye, harvest food, and admission into the seasonal Spooky Magic Town. The neighborhood association describes it as the fall counterweight to Territory Days in the spring and the Christmas Stroll in the winter, which is the useful mental model: four marquee weekends anchor the year and everything else grows around them.
One competing draw the same day, worth planning around: the Emma Crawford Coffin Races run in Manitou Springs on October 24 as well, 10 a.m. to 5 p.m., per Visit Colorado Springs. Coffin Races finish around the time Pumpkins in the Park hits its stride, so a full-day plan is realistic if you leave Manitou by four.
Fall at a glance:
| Date | What | Where |
|---|---|---|
| Saturdays, 7 a.m.–1 p.m. | OCC Farmers Market, 80+ vendors | Bancroft Park |
| Aug 4 | Dina Baker and the King Stan Band, summer concert | Bancroft Park |
| Aug 7, Oct 2 | First Friday ArtWalk, 5–8 p.m. | Along W. Colorado Ave. |
| Aug 7 | The Fifty-Niner After Dark | Behind The Dice Guys Game Store |
| Oct 1–31 | Scarecrow Days storefront trail | Avenue-wide |
| Oct 24, 12–6 p.m. | Pumpkins in the Park | Bancroft Park & Magic Town |
On a market Saturday or a Pumpkins in the Park weekend, walk-ins at the marquee restaurants stop being realistic by six. Residents who have lived a few blocks off the Avenue for any length of time tend to sort places by what they solve:
For a morning that isn't the market: La Baguette for pastry and soup, or Mountain Man Nut & Fruit Co. to load up a snack bag before Red Rock Canyon.
Something that gets underestimated by residents who moved in from farther east: Red Rock Canyon Open Space is 789 acres and it is essentially at the west end of the neighborhood, acquired by the City of Colorado Springs in 2003. The bulk of the acreage is designated passive recreation, hiking, climbing, cycling, and horseback riding included. On the days the Avenue is standing room only, walking or biking in from a Red Rock trailhead is often faster than trying to park.
If you have out-of-town guests coming for the fall weekends, the shopping stops that consistently earn a second visit from residents:
None of these need an appointment. All of them get quieter about an hour before close, which is the resident's window.
Old Colorado City was voted Gold for Best Neighborhood in the local Best Of, and the reason shows up in months like October: a walkable historic district that programs itself around the people who actually live in it, not just the ones who visit. If you have been in the neighborhood a while and are starting to think about what your block has done for value, or you have friends asking what it is really like to live off the Avenue year-round, Kap|Lyons is happy to talk through it over coffee. Schedule a Free Consultation whenever the fall calendar gives you an hour back.
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