Harvest Fall Fun in Colorado Springs - Visit Colorado Springs Blog

Harvest Fall Fun in Colorado Springs

Enjoy regional food, wine and festivities.

The golden hues of the Colorado aspen trees are starting to peek through the summer green and temperatures are growing cooler each day. This means fall is just around the bend along with some seasonal celebrations in the Colorado Springs region. Harvest an eyeful of gorgeous colors with some leaf-peeping, indulge in locally grown produce and celebrate with free autumn-themed festivities.

Family Fall Festival  – September 15, 2019

Hosted in downtown Colorado Springs' Acacia Park, this free family festival showcases local artisans, live music, pumpkin painting and several kid-focused activities like games and face painting. 

Aspens on the Avenue – September 21, 2019

Explore the streets of Old Colorado City during this annual autumn celebration. This art fair showcases how a variety of artists interpret the changing colors of the season in each of their pieces ranging from glass to paint. 

Harvest Fest – September 28-29, 2019

Wine, artisans, food and entertainment come together at the annual Harvest Festival at The Winery at Holy Cross Abbey. Spend a beautiful fall day discovering the Abbey’s award-winning wines including the limited release of Harvest Fest’s Riesling. Enjoy local food selections like cheese, crepes, fajitas, roasted chilis and freshly baked bread. Be entertained by various blues and jazz bands. Even the little ones will enjoy the fun zone and face painting. Admission and parking are free. Enjoy a special dining experience with the Winemakers Dinner Friday night for an added cost. 

The Big Aspen Happnin' – September 28-29, 2019

Head west to the historic town of Cripple Creek to enjoy the changing aspen leaves followed by a huge street party. Indulge in homemade ice cream and have some fun in a variety of bounce houses and a huge obstacle course. 

Rockledge Ranch Harvest Festival – October 5, 2019

In recognition of the bounty of a traditional fall harvest, the Rockledge Ranch Historic Site offers free admission for the annual Harvest Festival. The Chambers’ 1880s farm will be filled with activities and fun in the crisp autumn air. Ride a pony or a horse-drawn wagon, listen to old-time music, pick a pumpkin to take home, scramble for candy, kick back on the lawn with a slice of pie, tour the restored 1880s Rock Ledge House and 1907 Estate House or bid for handcrafted folk art at the silent auction. www.rockledgeranch.com 

Apple Day – October 5, 2019

Penrose, CO has welcomed visitors to Apple Day for over 75 years. This celebration commemorates Penrose’s apple crop all day long. Festivities include a parade, an Apple Day Queen, Apple Day Dumplings, an antique car show, dancing and an abundance of apple delicacies including a knock-down-drag-out competition for the best tasting pie. Make sure to grab a complimentary slice.

McAllister House Museum's Pumpkin Patch - October 19 & 26

Pick a pumpkin from the city's oldest front yard. Families can enjoy face painting, candy, carving and more. This fundraiser helps to support and preserve the museum's beautiful woodwork done by Winfield Scott Stratton.

Harvest Festival – October 19, 2019

Hear live performances by the WItcheroos, choose the perfect pumpkin from the onsite patch, find unique shops, a kid-zone and a beer garden.