Downtown Woodland Park · Midland Ave

Woodland Square

Shopping, food & patio hangs in downtown Woodland Park

Tucked just off Midland Avenue, Woodland Square is Woodland Park's hidden courtyard for shopping, food and patio hangs. Park once, stroll the square and make an afternoon of downtown.

Who's in the Square

Curated thrift & vintage clothing

Timeless Niche

Your downtown basecamp: dig through curated vintage and secondhand clothing, denim, outerwear and boots, or bring in your closet to consign.

Food, drinks & patio

The Woodland Social

Grab a bite and a drink on the dog-friendly patio. The free public lot behind it is the easiest place to park for the whole square.

Visit The Woodland Social

One-of-a-kind home finds

Mountain Home & Decor

Browse mountain-style décor and one-of-a-kind pieces for the cabin, the house or a gift.

Visit Mountain Home & Decor

Free public parking in the lot directly behind The Woodland Social.

Shopping in Woodland Park

Downtown Woodland Park is where to shop in town: a walkable stretch of local, independent shops along Midland Avenue (US-24).

Start at Woodland Square, then wander Midland Ave for local shops, galleries and places to eat. It's an easy trip up the pass from Colorado Springs, Manitou Springs and Green Mountain Falls.

On the first Friday of every month, the First Friday Art Walk fills Midland Ave with local art from 4 to 7 PM. Pick up your map at Reserve Our Gallery (400 W Midland Ave), then stroll down to the Square. Plan your Art Walk night.

Storefront row on W Midland Ave in downtown Woodland Park
Street-level view of the W Midland Ave block by Woodland Square

Next First Friday · Woodland Park Art Walk

Art on Midland Avenue

First Friday · 4–7 PM

Start at Reserve Our Gallery, 400 W Midland Ave, for your map. Then visit TIMELESS NICHE at 110 W Midland Ave, Unit 3.

Plan your Art Walk