Visit Waldoboro Village for the first Artwalk in 2026. Friday, May 22, from 4 - 7 p.m., features open studios and events at 10 walkable venues in Waldoboro’s historic village: Waldoboro Public Library, Heywood Gallery, The Waldoboro Inn, Perch Café & Bakery, Dayboat Café, Holmes + Hudson Collective, The Waldo Theatre, Stillpoint Chiropractic, Habitat Gardening, and Gravedigger’s Daughter.

"Artwalk Waldoboro strives to build meaningful connections between artists, entrepreneurs, merchants, cultural organizations, and everyday locals," said Jen Barrows, in a news release. "This deliberate effort to support and integrate across the community lies at the core of our purpose. Through these collaborative partnerships, we intend to nurture a feeling of belonging and to enhance our town’s cultural vibrancy and economic vitality."

This month, the Waldoboro Public Library kicks off the season with works by the students of the MVHS photography classes taught by Brooke Holland. In the display case are pieces by students of Anthony Lufkin’s ceramics class.  

The Heywood Gallery, 921 Main Street, opens from 4 to 7 p.m. with “Celebrating Seasons,” a selection of realist artist Anne Heywood’s collection of landscapes depicting all seasons: spring, summer, fall, and winter. Across the street, visit The Waldo Theatre Gallery for ‘Blueprints,’ by local artist Debe Loughlin. Loughlin photographs seaweed, prints cyanotypes, and alters the image into imaginary islands.  

Artwalk regulars Perch Café and Bakery exhibit paintings by Carter Wentworth in May. Wentworth writes, “Paintings are the recordings of my visual dialogue of the moment. The process is a discovery, not premeditated so much as a reaction to the beginning mark within the chosen paper’s parameters. Aware of the edges, I sometimes imagine the painting as an excerpt of surrounding space, extending within my imagination beyond the physical boundaries.” 

The Waldoboro Inn and Ida’s Wine Bar reopen for the season featuring artist Lauren Head. Head is from the western mountains of Maine. Her artwork is greatly influenced by time spent outdoors. Having been a working artist and art educator for over 30 years, much of the work she creates is crafted at the forge. 

Gravedigger’s Daughter features watercolor paintings by Christopher Pullman in Crab-o-rama. For 35 years, Pullman served as the vice president for design and visual communication at WGBH Public Media in Boston, designing the visual language familiar to many people in New England. He left WGBH in 2008 to pursue his long personal interest in painting. 

New venues have been added in 2026.

Pop in to Stillpoint Chiropractic to see the space and check out two Waldoboro-based artists: Jacklyn Coyne Kovach and Rex Burgamy. Burgamy exhibits wood turning, wood carving, and books. Kovacs creates soulful and impressionistic paintings focusing on the emotions of living beings, the beauty of local architecture, and nature.

Habitat Gardening, at 856 Main Street, springs from efforts to create an eco-friendly landscape in that connects to the Medomak River and all the wildlife it supports. 

During Artwalk, head down the hill to the little blue cape and see the wide variety of native plants and insects growing in the garden space—including monarch and American painted lady butterflies. Join an Artwalk garden chat at 4:15 pm, 5:15 pm, or 6:15 pm, to hear about the cool things happening in the garden. Stay to listen to the eclectic tunes sung by Frankie Douglas, view artwork on display, peruse select garden plants and gifts for purchase, or just take a seat and enjoy the beautiful river view, said the news release. 

Over at 17 Friendship Road, enjoy the full menu and a later close at Dayboat Café and view anime work by McKenna Fitzpatrick.

 Below Dayboat, join Holmes + Hudson Collective to view three artists: ceramic works by Emily Armstrong, earrings by Ellipsem, and Quilt Art by Allison McKeen.  

Artwalk Waldoboro occurs from 4-7 pm on the 4th Friday of the month, from May-August. 2026 dates include May 22, June 26, July 24, and August 28.      

For information about this event visit Instagram @waldoboroartwalk or contact Jen Barrows at office@gravediggersdaughter.org.