Neighborhood Highlight: Hillside | Colorado Springs

Tucked just east of downtown, Hillside is one of Colorado Springs’ most quietly transformative neighborhoods. Often overlooked in favor of flashier areas, Hillside has steadily emerged as a community full of character, convenience, and long-term value. It is a neighborhood where history meets thoughtful reinvestment, and where proximity to the heart of the city does not come at the cost of peace and quiet.

As someone who moved to Hillside in 2015 and now owns two homes in the neighborhood, I have witnessed this evolution firsthand. I have seen streets improve, homes thoughtfully restored, and downtown’s growth naturally extend eastward. Hillside has not lost its soul in the process. Instead, it has matured into a place that feels grounded, livable, and deeply connected to the city around it.

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Where Is Hillside Located?

Hillside is located just east of downtown Colorado Springs, offering easy access to restaurants, employment centers, and cultural attractions while remaining distinctly residential. This balance has played a major role in the neighborhood’s resurgence as downtown continues to expand eastward.

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A Neighborhood Defined by Character

Hillside is known for its architectural diversity. Early- and mid-century homes sit alongside renovated properties and tasteful infill construction, creating a neighborhood that feels authentic rather than cookie-cutter. Tree-lined streets, mature landscaping, and a slower pace give Hillside a calm, lived-in feel that surprises many first-time visitors.

Despite being so close to downtown, the neighborhood remains remarkably quiet. Evenings are peaceful, mornings are calm, and there is a strong sense of pride among homeowners who value both community and livability.

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Shooks Run: Nature Woven Into the Neighborhood

A beloved feature of the area is Shooks Run Trail, which runs through and near Hillside. This trail provides a natural corridor for walking, running, and enjoying the outdoors without leaving the neighborhood. It is one of those amenities that enhances daily life in subtle but meaningful ways and is a favorite among residents who enjoy staying active close to home.

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Hillside Gardens: A Place to Connect and Grow

Another special part of the neighborhood is Hillside Gardens. This community-focused green space brings neighbors together through gardening, education, and shared stewardship of the land. It reflects the collaborative spirit of Hillside and reinforces the sense that this is a place where people know each other and care about their surroundings.

Hillside Gardens is more than just a garden. It is a gathering space that encourages connection, sustainability, and community pride, all within walking distance for many residents.

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Hillside Community Center: The Heart of the Neighborhood

The Hillside Community Center plays a vital role in bringing residents together. Offering programs, events, and resources for all ages, the center helps strengthen neighborhood ties and supports the people who call Hillside home.

From youth activities to community meetings and events, the Hillside Community Center contributes to the welcoming, inclusive feel that defines the area. It is a reminder that Hillside is not just a collection of homes but a true community.

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The Transformation I Have Witnessed

When I moved to Hillside in 2015, the neighborhood already had strong bones. Over the years, I have watched homes be restored with care, infrastructure improve, and pride of ownership grow. Downtown’s expansion has brought new energy and opportunity, while Hillside has remained residential, walkable, and neighbor-focused.

Owning two homes here has given me a long-term perspective that goes beyond market data. Hillside is improving not just in value, but in quality of life. It continues to evolve while preserving the quiet charm that first drew me to the neighborhood.

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Final Thoughts

Hillside is one of those neighborhoods that does not try to impress but consistently delivers. Between its proximity to downtown, access to trails, community gardens, and a strong neighborhood center, it offers a lifestyle that feels balanced and authentic.

If you are exploring neighborhoods close to downtown Colorado Springs and want a place that feels established, connected, and genuinely livable, Hillside deserves a closer look. Sometimes the best neighborhoods are the ones that grow with you and quietly feel like home.

Written by:

Alzira Escobar-Pruitt
REALTOR® | SRES®, Senior Real Estate Specialist

GRI MRP ABR CLP CREN SRES CFSP RENE PPRES 

Proud Hillside Homeowner Since 2015
Helping Clients Navigate Colorado Springs with Confidence

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