2025 Event Calendar

Gallery Walks and Talks
Join our Event Judge Hiu Lai Chong on Sunday, October 12th at 12pm as she walks us through her process for choosing award-winning paintings. You'll see the winners through her eyes!
The award winner for our Small Painting Sunday will also be announced by Hiu Lai Chong at 10am!

Small Painting Sunday
Sometimes the biggest surprises come in the smallest ways!
Come and join us on Sunday, October 12th, 10 AM-3pm, in a designated art gallery at the North Shore Arts Association for a pop up sale of small paintings by our talented Cape Ann Plein Air Artists.
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, Hiu Lai Chong and the award will be announced during our awards ceremony.

Art Sales & Gallery Viewing
Join us, Sunday, October 13th, at North Shore Arts Association for the last day of our open gallery hours, open to the public, from 10am-3pm for viewing and purchasing opportunities!

Art Sales & Gallery Viewing
Join us, Saturday, October 11th, at North Shore Arts Association for the last day of our open gallery hours, open to the public, from 10am-5pm for viewing and purchasing opportunities!

Kids Art en Plein Air
A family friendly plein air paint out with Cape Ann Art Haven at the Manchester-by-the-Sea Public Library, during Cape Ann Plein Air’s 2024 Quick Draw!
Learn the techniques plein air painters use to create beautiful outdoor scenes like the ones in the festival!
What to know about Kids Plein Air Paint Out!
TIME: 10am-12pm
Free to attend, please register online, space is limited!
Parental supervision required
All supplies provided by Cape Ann Art Haven
Please dress the kids in art making clothes
We will of course welcome walk ups!
Please note, we post photos of this event on social media and our websites, if you do not want your child photographed please notify us when you arrive! Thank you!

Cape Ann Plein Air QuickDraw
Cape Ann Plein Air’s Quick Draw is being held in downtown Manchester-by-the-Sea on Saturday, October 11, 2025 from 9am-2pm! (artist check-in 8am)
Over 100 artists will have just two hours to complete their works, before their work will be displayed on easels for visitors and buyers to peruse or take home. All artworks created will be available for sale.
$2,000 in prizes are awarded to the top painters by two selected judges, the energy and excitement will be high, along with the quality of work. Juried and non juried artists will be judged separately.
Registration opens September 1!

Cape Ann Plein Air’s Gala and Art Sale
SAVE THE DATE!
Cape Ann Plein Air’s Gala and Art Sale
Friday, October 10, 2025 | 6:00 PM - 8:00 PM
North Shore Arts Association, Gloucester, MA
Experience the culmination of artistic inspiration as 35 talented plein air artists showcase over 175 fresh paintings created during this extraordinary week-long event. Join us for an evening where art and celebration converge at the historic North Shore Arts Association in Gloucester, MA.


Painting Demonstration with Rosalie Sidoti at Sidoti Gallery, 11 Main Street, Rockport, MA
Learn to paint en plein air like a pro! A selection of local artists will become your instructor of painting during Cape Ann Plein Air Week which is being held October 4th-12th!
Join us Wednesday, October 8, 2025 for a demonstration with Rosalie Sidodi
Please note that this demo location has moved to the Sidoti Gallery of Fine Art, located at 11 Main Street, Rockport, MA.
We look forward to seeing you there for this special event in Rosalie’s own gallery space. PLEASE ALSO BRING YOUR CHAIR TO THIS NEW LOCATION. Thank you for your understanding and flexibility!
Each demonstration is FREE to attend, but registration is requested, sharing the knowledge and experience of painting outdoors.
Check out our artist demo schedule throughout the week!
About Rosalie Sidoti:
Neither pure Impressionist nor Realist, Rosalie Sidoti describes her focus in her work. “I’ve always felt fortunate to be able to visually translate the things I love into paintings. Being a classically trained artist, I am guided by the respect and knowledge gleaned from that experience. My academic knowledge gives me guidance for my process. I employ a combination of direct observation and intuitive interpretation.”
Along with being a national award recipient, Rosalie was recently honored with the coveted Alden Bryan Memorial Medal for her work along with awards from prestigious organizations such as the Copley Society.
Rosalie believes in the importance of continued teaching and mentoring and was a Masters Program Supervisor at Tufts University for many years. Rosalie lives on Cape Ann, where natural beauty abounds and is home to her creative inspiration.
Rosalie Sidoti earned her MA and BFA degrees and continued her graduate education for many years though a series of exchange programs with the Ruskin School of Fine Arts, Oxford University, England.
For more, visit: rosaliesidoti.com


Painting Demonstration with Traci Thayne Corbett at North Shore Arts Association
Learn to paint en plein air like a pro! A selection of local artists will become your instructor of painting during Cape Ann Plein Air Week which is being held October 4th-12th.
Join us Tuesday, October 7, 2025 for a demonstration with Traci Thayne Corbett, 12-1:30pm | North Shore Arts Association, 11 Pirates Lane, Gloucester.
Each demonstration is FREE to attend, but registration is requested, sharing the knowledge and experience of painting outdoors.
Check out our artist demo schedule throughout the week!
About Traci Thayne Corbett:
Traci Thayne Corbett is a Cape Ann Based artist who works primarily in oil paint, focusing on scenes of Cape Ann as well as figurative work and portraiture.
Influenced by the work of Charles Movalli, Jeff Weaver and John Singer Sargent, her goal is to illuminate the beauty around us as translated through her hand - and paint!
She has studied with artists such as Daniel Greene, Mark Hayden, Alyssa Monks, and most notably Steve Forster. Traci is a juried member of the North Shore and Rockport Art Associations, and a member of Rocky Neck Art Colony as well.
Traci’s recent work explores the intersection of man made elements, and natural beauty of Cape Ann. Her expressive brushstrokes make oil paint itself the subject alongside the scenery.
She is the Executive Director of Cape Ann Art Haven, and also serves as Vice President of the Cape Ann Plein Air Board of Directors.
Traci lives in Gloucester with her husband, daughter, and golden retriever.
To learn about Traci and view her work, visit tracithaynecorbett.com

Cape Ann Plein Air Opening Reception, “Meet the Artists” Welcome Party
Join us for an evening at Gloucester's Beauport Hotel, nestled right on the harbor! Meet our incredible lineup of 35 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!
Enjoy light hors d'oeuvres and drinks from the cash bar while you mingle with artists and friends.
It's the perfect blend of coastal charm, artistic inspiration, and community celebration.
Don't miss this opportunity to experience Cape Ann through the eyes of our remarkable painters in one of Gloucester's most picturesque settings!
This is a free event; Limited tickets available, Reservations Required.

Painting Demonstration with Vanessa Michalak - 203 Argilla Road, Ipswich
Learn to paint en plein air like a pro! A selection of local artists will become your instructor of painting during Cape Ann Plein Air Week which is being held October 4th-12th.
Join us Monday, October 6, 2025 for a demonstration with Vanessa Michalak, 12-1:30pm AT 203 Argilla Road, Ipswich.
Each demonstration is FREE to attend, but registration is requested, sharing the knowledge and experience of painting outdoors.
Check out our artist demo schedule throughout the week!
About Vanessa Michalak:
Vanessa is a Maine native and a working artist in Gloucester, MA. She earned a Master of Fine Arts from the School of the Museum of Fine Arts Boston with a concentration in painting (2013) and a BSN in nursing from the University of Maine (2004). She was awarded the Massachusetts Cultural Council Fellowship in Painting in 2014, and her work was included in the publication New American Paintings No. 110.
Her work has been included in the MFA National Competition, juried by Asya Geisberg, First Street Gallery, New York. She has also participated in numerous residencies, most notably Anderson Ranch Arts Center in Snowmass Village, Colorado, PLAYA in Summer Lake, Oregon and the Manship Artists Residency and Studios. Her work has been exhibited nationally while locally, her work can be found in Gloucester, MA at Jane Deering Gallery, Charles Fine Arts and at her own Studio/Gallery, Michalak Fine Art.
Check out her website: michalakfineart.com


Cape Ann Plein Air Nocturne
Experience the magic of art under the harvest moon! Join us for this enchanting evening as talented plein air artists capture the beauty of Essex's historic causeway bathed in moonlight.
Watch creativity unfold in real-time as artists work by the glow of the harvest moon, creating stunning nocturne paintings that celebrate the unique atmosphere of this special autumn evening. This popular public art event combines the charm of Essex's maritime heritage with the wonder of outdoor painting.
Make it a Perfect Evening: Arrive early to watch the artists set up, then enjoy dinner at one of Essex's fantastic downtown restaurants: The James, Googan's Galley, Shipyard Tavern, CK Pearl, Woodman's
Return after dinner to see the paintings progress under the moonlight - it's a magical sight you won't want to miss!
Free to attend | All ages welcome | Perfect for art lovers and families alike
Come for the art, stay for the moon!

Painting Demonstration with Sam Vokey at Cogswell Grant, Essex
Learn to paint en plein air like a pro! A selection of local artists will become your instructor of painting during Cape Ann Plein Air Week which is being held October 4th-12th.
Join us Sunday, October 5, 2025 for a demonstration with Sam Vokey, 12-1:30pm at Cogswell Grant, Essex.
Each demonstration is FREE to attend, but registration is requested, sharing the knowledge and experience of painting outdoors.
Check out our artist demo schedule throughout the week!
About Sam Vokey:
Sam is an oil painter who specializes in landscapes and commissioned custom paintings.
Sam has been painting for more than 30 years. He is an elected member of The Guild Of Boston Artists and has won the designation of Copley Master from the Copley Society of Boston. He is a graduate of Bowdoin College in Maine and Middlesex School in Concord, MA.
He attended the R.H.Ives Gammell Atelier in Boston where he won a four year scholarship. This was a European style atelier program that only admitted 5 students at a time. Those students worked closely with a master painter to learn the fundamentals of painting still life, landscape, portrait and figurative work.
His painting style is most closely associated with the Boston School tradition of painting which crosses Realism with some of the softer edges and painterly qualities of Impressionism. Vokey’s landscapes and still life’s demonstrate a strong consideration for creating balance between the overall composition and the light and dark values in his paintings.
Sam has had many one-man and group shows at different galleries including most recently at: The Guild Of Boston Artists 2017 - a one -man show of landscapes called Water & Light ; Powers Gallery, Acton, Ma.; and Tree's Place, Orleans, Ma.
Mr Vokey’s paintings have been included in many books and magazines including the cover of the book The Boston School published by Blue Tree Press. He was also the cover artist of the 2005 issue of American Artist magazine.
For more about Sam, visit: samvokey.com