December 23, 2025

Urban Sketching from Asheville to the Twin Cities

Last year we had the honor of supporting several Urban Sketchers events across the US!

By The Art Toolkit Team

A large group of people gathered outdoors in front of a brick building, with several white tents and a banner that reads "MS Groups: Making New Friends." Participants are dressed in summer clothing, standing and sitting together, smiling at the camera.

We love the urban sketching community and how art brings people from all walks of life together worldwide. Last summer, we were invited to support events held by various Urban Sketchers chapters across the US in a fun sequence of events.

Urban Sketchers (USK) is a global community of artists who sketch on location, whose mission is to raise the artistic, storytelling, and educational value of on-location drawing, promote its practice, and connect people worldwide who draw on location where they live and travel.

First, Lynn Pettipaw of Urban Sketchers Asheville reached out to us to sponsor the first-ever Carolinas Sketch Crawl (pictured in header photo), which united the Urban Sketchers chapters of Asheville, Charlotte, and Greenville. Shortly after that, Sydnye Cohen of Urban Sketchers Chicago and Tracy McDermott of Urban Sketchers Twin Cities emailed us to sponsor their upcoming events, the 10th annual Chicago Sketch Seminar and Watermark Sketch Minneapolis.

We were thrilled to share our supplies in support of artist gatherings across the US, and to see all the fun on social media. By a fun coincidence, we heard that artists we had worked with were participating in these events too! Jenny Jing Zhang, who led a demo at the Chicago event, joined us later in the fall for an Art Toolkit Live Demo, and Mike Daikubara, who’s joined us for a workshop in the past, gave an inspiring keynote speech at the Carolina Sketch Crawl!

Read recaps of these convivial Urban Sketchers events below, written by their respective organizers.

Urban Sketchers Chicago

A collection of neatly arranged books and notebooks, each tied with colorful ribbons in shades of orange, blue, purple, and green. The items are on a wooden table, showcasing a variety of covers and designs.
Our drawing prizes for Friday night.
A display of various framed artworks on a wall, featuring urban landscapes and various sketches. The top section has three framed paintings, and the bottom section consists of smaller sketches, all labeled with red dots.
Some of the work in the Sketch Show.

“This past July marked a major milestone for USK Chicago: the 10th anniversary of the annual Chicago Sketch Seminar! Held at the historic Palette and Chisel Academy of Fine Arts, the 2025 seminar brought together sketchers from near and far to celebrate a decade of creativity, community, and on-location drawing.

Workshops took place across the city, from sidewalks and parks to vibrant urban corners, offering participants hands-on experiences in techniques such as Sketching with Gouache, Water-Soluble Ink, and the intriguingly named Sketching on the Dark Side(s), which explored working with toned and black paper.”

—Sydnye Cohen, Urban Sketchers Chicago

Urban Sketchers Asheville, Charlotte, and Greenville

A smiling woman wearing sunglasses and a cap holds a sketchbook open to a watercolor drawing. She is outdoors with a blurred background of buildings and columns. A name tag on her shirt reads "Sophia."
Sophia Delgado with her sketch.
A woman stands outdoors, holding an open sketchbook displaying a colorful watercolor drawing of a historic building. The background features the building she illustrated, with a partly cloudy sky above.
Colleen Gilgenbach at the mill.

“In June 2025, the first-ever Carolinas Sketch Crawl brought together 100 urban sketchers for a joyful Saturday in Forest City, North Carolina. Hosted by USK Asheville, Charlotte, and Greenville, the event was filled with creative energy, from Mike Daikubara’s inspiring keynote presentation to hands-on workshops, sketch walks, and a postcard sketch exchange with USK Querétaro. Participants also got to enjoy swag bags of goodies and a special raffle of art supplies.

It was a weekend of connection, learning, and celebrating the joy of sketching together. We’re already excited for next year, when the Sketch Crawl will grow into a three-day gathering in Asheville’s River Arts District and downtown area on the first weekend of June 2026.”

—Lynn Pettipaw, Urban Sketchers Asheville

Urban Sketchers Twin Cities

A long wooden table covered with various sketchbooks and loose drawings, showcasing colorful illustrations of landscapes, buildings, and nature. People are gathered in the background, examining the artwork.
Everyone’s sketches displayed at the Watermark throwdown.
Three smiling individuals pose together in a café with a wall of framed photos behind them. One man wears a wide-brimmed hat and a badge with pens, while a woman in a white Watermark t-shirt stands between them. The other man, sporting a baseball cap, grins as they all stand close together.
Jim Richards, Tracy McDermott, and Andy Nagle, Manager of Whitey’s Old Town

Urban Sketchers Twin Cities held Watermark Sketch Minneapolis, a free two-day urban sketching event headlined by celebrated urban sketch artist and author James Richards. The event quickly filled to capacity and attracted urban sketchers from Minnesota and Wisconsin USK chapters, as well as folks from Chicago, Illinois, and Portland, Oregon!

Sketchers came together for a weekend of events, including a sketcher social, a keynote address by Mr. Richards, sketch walks through Minneapolis’ oldest neighborhood alongside the Mississippi River, open-air demonstrations by James Richards, Tony Cheng, Pam Luer, Lori Tolonen, and Hannah Colins, and a surprise raffle. The workshops covered a wide range of sketching styles and media from nature sketching to watercolor with ink and gouache, leaving enthusiastic sketchers with new ideas and inspiration for their own sketchbooks.

Watermark concluded with a Sip & Sketch at the historic Whitey’s Old Town Saloon, where they enjoyed special drinks created for the event with names like ‘A 'Lil Sketchy.’

The Watermark events received so much positive feedback that Urban Sketchers Twin Cities plans to host another Watermark event in 2026.”

—Tracy McDermott, Urban Sketchers Twin Cities

Thank you Syndye, Lynn, and Tracy for reaching out to us and for sharing pictures and recaps of your events! If you are not already part of Urban Sketchers, we encourage you to find a chapter near you, and to tag both Art Toolkit and Urban Sketchers in your on-location sketches on Instagram!

An artist sites on a rock, dipping a paintbrush in a Pocket Palette.

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