2026 Cape Ann Plein Air Week Calendar
October 3-11, 2026
Main Street Open Gallery at Charles Fine Arts
Many thanks to Charles Fine Arts for providing us with their beautiful gallery space for Cape Ann Plein Air Week 2026.
Stop by during our open hours, we look forward to seeing you!
Visit Charles Fine Arts: charlesfinearts.com
Main Street Open Gallery at Charles Fine Arts
Many thanks to Charles Fine Arts for providing us with their beautiful gallery space for Cape Ann Plein Air Week 2026.
Stop by during our open hours, we look forward to seeing you!
Visit Charles Fine Arts: charlesfinearts.com
Palate to Palette with Artist Richie Vios
Join Cape Ann Plein Air for a Palate to Palette, with artist Richie Vios, a delicious evening of art and flavor at Feather & Wedge in Rockport! Enjoy a menu of internationally-inspired dishes and craft cocktails in a contemporary space filled with natural light, and be sure to wander the streets of Bear Skin Neck for our Nocturne Painting Event starting at 6pm.
📍 Feather & Wedge, 5 Main St, Rockport, MA 01966
📞 (978) 999-5917
🍸 Outdoor seating · Great cocktails · Vegan options
🔗 Menu: featherandwedge.com
Nocturne Painting
Experience the magic of Nocturne Painting Night during Cape Ann Plein Air 2026 on Sunday, October 4, 2026, from 6:00–9:00 PM on Bearskin Neck.
Main Street Open Gallery at Charles Fine Arts
Many thanks to Charles Fine Arts for providing us with their beautiful gallery space for Cape Ann Plein Air Week 2026.
Stop by during our open hours, we look forward to seeing you!
Visit Charles Fine Arts: charlesfinearts.com
Live Painting Demo with Dianne Panarelli Miller
Join us for a free plein air painting demonstration with internationally acclaimed artist Dianne Panarelli Miller on Monday, October 5, 2026, from 12:00–1:30 PM at Granite Pier, 16 Wharf Road, Rockport, MA. This demonstration is free and open to the public, RSVP requested.
Cape Ann Plein Air's 10th Anniversary Opening Reception
Join us for an evening at Gloucester's Beauport Hotel, nestled right on the harbor! Meet our incredible lineup of 36 talented plein air artists as they showcase their first masterpieces of the event.
Some of our artists will even be painting live throughout the evening!
Main Street Open Gallery at Charles Fine Arts
Many thanks to Charles Fine Arts for providing us with their beautiful gallery space for Cape Ann Plein Air Week 2026.
Stop by during our open hours, we look forward to seeing you!
Visit Charles Fine Arts: charlesfinearts.com
Live Painting Demo with David Drinon
Join us for a free plein air painting demonstration with acclaimed artist David Drinon on Tuesday, October 6, 2026, from 12:00–1:30 PM at Hammond Castle Museum, 80 Hesperus Avenue, Gloucester, MA. This demonstration is free and open to the public, but please RSVP HERE.
Palate to Palette with Artist Lyudmila Tomova Clark
Join Cape Ann Plein Air for a Palate to Palette, with artist Lyudmila Tomova Clark and a delicious evening of art and flavor at Oak to Ember in Gloucester! Located on Harbor Cove, Oak to Ember offers a variety of Coastal American cuisine dishes sourced from the Gloucester docks. A wood-fired grill and 500-gallon smoker add unique flavors to selected seafood and meat dishes. Homemade pastas and seasonal vegetarian offerings complement Oak to Ember’s menu. Join us for an unforgettable dining experience!
Watch Lyudmila Tomova Clark painting the night away — all part of our 10th Anniversary Week celebration, October 3–11, 2026!
📍 Oak to Ember, 9 Rogers Street, Gloucester, MA
📞 978.289.5859
🔗 Menu: oaktoember.com
Main Street Open Gallery at Charles Fine Arts
Many thanks to Charles Fine Arts for providing us with their beautiful gallery space for Cape Ann Plein Air Week 2026.
Stop by during our open hours, we look forward to seeing you!
Visit Charles Fine Arts: charlesfinearts.com
Live Painting Demo with Rosalie Sidoti
Join us for a free plein air painting demonstration with nationally acclaimed artist Rosalie Sidoti on Wednesday, October 7, 2026, from 12:00–1:30 PM at Sharksmouth, 305 Summer Street, Manchester-by-the-Sea, MA. This demonstration is free and open to the public, RSVP requested.
Main Street Open Gallery at Charles Fine Arts
Many thanks to Charles Fine Arts for providing us with their beautiful gallery space for Cape Ann Plein Air Week 2026.
Stop by during our open hours, we look forward to seeing you!
Visit Charles Fine Arts: charlesfinearts.com
Live Painting Demo with Hillary Scott
Join us for a free plein air painting demonstration with acclaimed landscape artist Hillary Scott on Thursday, October 8, 2026, from 12:00–1:30 PM at Castle Hill on the Crane Estate, 290 Argilla Road, Ipswich, MA. This demonstration is free and open to the public, RSVP requested.
Cape Ann Plein Air 10th Anniversary Gala & Art Sale
Cap off an extraordinary week of outdoor painting with an evening of art, food, and celebration. Browse and buy from over 175 fresh works created on location throughout the week by 36 talented plein air artists — then meet the people who painted them.
Art Sale & Open Gallery
Join us today at the North Shore Arts Association for Cape Ann Plein Air’s Art Sale and Gallery, free to the public!
Sunday, October 12 | 9AM–5PM
Free and open to the public—come view and purchase plein air works from the week, painted right here on Cape Ann!
Quick Draw
Cape Ann Plein Air’s Quick Draw is being held in downtown Manchester-by-the-Sea on Saturday, October 10, 2026 from 9am-2pm! (artist check-in 8am) (Registration opens September 1st)
Art Sale & Open Gallery
Join us today at the North Shore Arts Association for the last chance to view and purchase work at Cape Ann Plein Air’s Art Sale and Gallery, free to the public!
Sunday, October 12 | 10AM–3PM
Free and open to the public—come view and purchase plein air works from the week, painted right here on Cape Ann!
Small Works Open Gallery & Sale
Please join us Sunday, October 11th, 10 AM, for Cape Ann Plein Air’s Small Works Open Gallery & Sale!
Join us in a designated art gallery at the North Shore Arts Association for a showing of small paintings by our talented Cape Ann Plein Air Artists, and your last change to buy fresh art from the week.
These 6x8 inch pieces will capture the beauty and charm of our local scenery in a small format that fits any space. You might find your next favorite piece of art or a perfect gift for someone special.
The paintings will be judged by our event judge, Jeff Weaver and the award will have be announced during our awards presentation on Friday, October 9th.
Art Talk by Event Judge, Jeff Weaver
Celebrate 10 years of Cape Ann Plein Air with Event Judge, Jeff Weaver, as he speaks about the work that was painted and then displayed by our 36 artists during Cape Ann Plein Air week. Learn about his process in choosing the award winning paintings.