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X-WR-CALNAME:Discover Gloucester
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X-WR-CALDESC:Events for Discover Gloucester
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DTSTART;VALUE=DATE:20261003
DTEND;VALUE=DATE:20261012
DTSTAMP:20260810T185056Z
CREATED:20260810T185056Z
LAST-MODIFIED:20260810T185056Z
UID:10002888-1791014400-1791730800@discovergloucester.com
SUMMARY:Cape Ann Plein Air 2026
DESCRIPTION:Cape Ann Plein Air celebrates 10 extraordinary years! \nTo commemorate our tenth year we have invited 36 award-winning artists to paint all week in five stunning Massachusetts communities—Gloucester\, Rockport\, Essex\, Ipswich\, & Manchester-by-the-Sea. \nBe part of this milestone moment for the Northeast’s leading plein air event. \nCelebrate art with us. \nVisit capeannpleinair.org to explore our featured artists and their work\, and check out our week of free and ticketed events.
URL:https://discovergloucester.com/event/cape-ann-plein-air-2026/2026-10-03/
LOCATION:Cape Ann\, MA
CATEGORIES:Fall
ATTACH;FMTTYPE=image/png:https://discovergloucester.com/wp-content/uploads/2026/08/social-artist-grid-2026.png
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20261010
DTEND;VALUE=DATE:20261011
DTSTAMP:20260212T140803Z
CREATED:20260212T140803Z
LAST-MODIFIED:20260212T140803Z
UID:10000033-1791590400-1791676799@discovergloucester.com
SUMMARY:Cape Ann Plein Air
DESCRIPTION:Celebrate the 10th anniversary of Cape Ann Plein Air\, October 3–11\, 2026\, a beloved annual festival welcoming artists to paint Gloucester and Cape Ann en plein air. Enjoy live painting\, special exhibitions\, artist demos\, and opportunities to meet and collect work from participating painters. A must-see week for art lovers and visitors alike!
URL:https://discovergloucester.com/event/cape-ann-plein-air/2026-10-10/
LOCATION:Locations Vary
CATEGORIES:Fall,Festivals
ATTACH;FMTTYPE=image/jpeg:https://discovergloucester.com/wp-content/uploads/2026/02/cape-ann-plein-air.jpg
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BEGIN:VEVENT
DTSTART;VALUE=DATE:20261010
DTEND;VALUE=DATE:20261011
DTSTAMP:20260406T195825Z
CREATED:20260406T195825Z
LAST-MODIFIED:20260406T195825Z
UID:10000667-1791590400-1791676799@discovergloucester.com
SUMMARY:Cape Ann Artisans October 2026 Open Studio Tour
DESCRIPTION:Join the Cape Ann Artisans for a creative journey through ceramics\, jewelry\, mixed media\, mosaics\, painting\, photography\, and textiles during their free 2025 self-guided Open Studio Tours. June 6-7\, 2026 and October 10-11\,2026 \nThe Cape Ann Artisans are part of a vibrant arts community\, located along the scenic North Shore of Massachusetts. The Tour is self-guided and includes stops at the studios of artists in Gloucester and Rockport \n2026 marks the 43rd year for the Cape Ann Artisan Tour as one of the most well-established “open studios” in the country. \nPlease visit us in our studios\, explore our exquisite natural surroundings\, and see the fine art and craft that they inspire.
URL:https://discovergloucester.com/event/cape-ann-artisans-october-2026-open-studio-tour/2026-10-10/
LOCATION:MA
CATEGORIES:Fall
ATTACH;FMTTYPE=image/avif:https://discovergloucester.com/wp-content/uploads/2026/04/600x400_CAA-2026.png.avif
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T090000
DTEND;TZID=America/New_York:20261010T110000
DTSTAMP:20261006T150406Z
CREATED:20261006T150406Z
LAST-MODIFIED:20261006T150406Z
UID:10004787-1791622800-1791630000@discovergloucester.com
SUMMARY:Tricks and Treats with Matt Heaton
DESCRIPTION:Get ready to boo-gie the morning away at Tricks and Treats with Matt Heaton\, a spooktacular Halloween celebration featuring Matt Heaton & the Outside Toys! \nThis high-energy show blends catchy\, foot-stomping tunes with playful Halloween mischief\, making it the perfect outing for the whole family. Come in costume (or don’t — ghosts and grown-ups alike are welcome either way) and dance\, sing\, and giggle your way through an morning of music that’s silly enough for kids and surprisingly irresistible for the adults tagging along. The show also celebrates Matt’s brand-new album\, Tricks and Treats\, dropping this October — so you’ll be among the first to hear songs from the record live. Whether you’re five or fifty-five\, this is one Halloween treat you won’t want to miss! \nCabot members at the Families level get FREE tickets to all Kids at The Cabot shows. Learn more and get your free tickets!
URL:https://discovergloucester.com/event/tricks-and-treats-with-matt-heaton/
LOCATION:The Cabot\, 286 Cabot Street\, Beverly\, MA\, United States
ATTACH;FMTTYPE=image/png:https://discovergloucester.com/wp-content/uploads/2026/10/matt-heaton.png
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T100000
DTEND;TZID=America/New_York:20261010T170000
DTSTAMP:20260914T174624Z
CREATED:20260914T174624Z
LAST-MODIFIED:20260914T174624Z
UID:10003236-1791626400-1791651600@discovergloucester.com
SUMMARY:Family Programs: Second Saturdays
DESCRIPTION:Join us for the second Saturday of each month\, when the Cape Ann Museum is free for all Cape Ann residents. Visitors of all ages are invited to visit the CAM Education Studio to enjoy a new hands-on art project each month\, then grab a Cassie Scavenger Hunt and explore the galleries.
URL:https://discovergloucester.com/event/family-programs-second-saturdays/2026-10-10/
LOCATION:Cape Ann Museum Downtown Campus\, 27 Pleasant Street\, Gloucester\, MA\, 01930\, United States
ATTACH;FMTTYPE=image/jpeg:https://discovergloucester.com/wp-content/uploads/2026/09/Captain-Elias-Davis-House-600x400-2.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T100000
DTEND;TZID=America/New_York:20261011T170000
DTSTAMP:20260928T164530Z
CREATED:20260928T164530Z
LAST-MODIFIED:20260928T164530Z
UID:10003297-1791626400-1791738000@discovergloucester.com
SUMMARY:Annisquam Arts & Crafts Show
DESCRIPTION:This carefully curated show features 30 local artisans and fine artists\, both returning favorites and some with us for the first time. They’ll offer Homemade preserves as well as hand-crafted jewelry\, sea glass\, beautiful purses\, pottery\, paper goods\, ornaments\, decoupage\, hand painted shells\, silk scarves\, pashminas\, candles\, and cashmere mittens. The Gallery will showcase works in watercolors\, oils and pastels. This carefully curated show features 30 local artisans and fine artists\, both returning favorites and some with us for the first time. They’ll offer Homemade preserves as well as hand-crafted jewelry\, sea glass\, beautiful purses\, pottery\, paper goods\, ornaments\, decoupage\, hand painted shells\, silk scarves\, pashminas\, candles\, and cashmere mittens. The Gallery will showcase works in watercolors\, oils and pastels.
URL:https://discovergloucester.com/event/annisquam-arts-crafts-show/
LOCATION:Annisquam Village Hall\, 34 Leonard St.\, Gloucester\, MA\, 01930\, United States
ATTACH;FMTTYPE=image/jpeg:https://discovergloucester.com/wp-content/uploads/2026/09/Annisquam-arts-show.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T110000
DTEND;TZID=America/New_York:20261010T170000
DTSTAMP:20260806T194126Z
CREATED:20260806T194126Z
LAST-MODIFIED:20260806T194126Z
UID:10002728-1791630000-1791651600@discovergloucester.com
SUMMARY:Michalak Fine Art Open Studio
DESCRIPTION:Michalak Fine Art Open to the public throughout the summer fall and holiday season. Come check out the work and process nationally recognized contemporary oil painter Vanessa Michalak. Her studio has been located at 77 Rocky Neck Ave for the past five years. Her work was featured in New American Paintings issue #110. She was a juried artist in Cape Ann Plein Air in 2024.
URL:https://discovergloucester.com/event/michalak-fine-art-open-studio/2026-10-10/
LOCATION:MA
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T190000
DTEND;TZID=America/New_York:20261010T230000
DTSTAMP:20261006T154211Z
CREATED:20261006T154211Z
LAST-MODIFIED:20261006T154211Z
UID:10004789-1791658800-1791673200@discovergloucester.com
SUMMARY:Jackie Flynn
DESCRIPTION:Jackie Flynn is an actor and comedian with prominent standup appearances\, as well as extensive film credits to his name. \nJackie has emerged as one of the funniest and most talked about comedians to come out of Boston\, joining the ranks of Steven Wright\, Denis Leary\, Lenny Clarke and Jay Leno\, and gracing the stages of the IMPROV\, COMEDY STORE\, FLAPPERS\, LAUGH FACTORY\, and other noteworthy venues. He has parlayed his success as a stand-up to firmly establish himself in the film and television arena\, featuring in several episodes of the hit series “The King of Queens\,” and recent guest appearances on “Veep” on HBO and the Disney Channel’s “Bizaardvark.” Jackie is currently seen in the series regular role of “Tony” in “Loudermilk” (3 seasons on Netflix)\, which is Peter Farrelly’s directing foray into television. \nHe is also one of the proud winners of the prestigious San Francisco Comedy Competition\, as well as a featured performer at the Montreal Just For Laughs Festival gala. He was chosen to perform at the U.S. Comedy Arts Festival in Aspen\, Colorado produced by HBO. \nEarly on in his career\, Jackie was discovered on stage in Boston by the Farrelly brothers\, who have since cast him in back to back roles in “King Pin”\, “There’s Something About Mary”\, “Me\, Myself And Irene” “Shallow Hal” and “Stuck On You.” Jackie has had prominent roles in “The Three Stooges”\, playing opposite Kevin James in “Here Comes The Boom\,” as well as the movie “Mall Cop” Jackie recently shot “The Worlds Greatest Beer Run” in Thailand \, starring along side Russell Crowe\, Bill Murray and Zac Ephron\, and recently “Ricky Stanicky” with John Cena and William H. Macy. \nJackie’s golf background\, popularity from a national Phil Mickelson commercial\, and relationships on the PGA and celebrity golf circuit\, make him an often requested headlining comedian for affiliated and corporate event entertainment including Bay Hill in Orlando FL\, Bel-Air Country Club in Los Angeles CA\, The Hideaway Golf Club in Palm Springs\, CA\, Trump Doral in Miami FL. Morgan Stanley\, Hertz\, IBM\, Intel and Yahoo to name a few. \nJackie is truly a “comic’s comic” whose refreshingly unique brand of sarcastic observational humor puts him in a class all his own\, apart from the many derivative cookie cutter comics plying the airways today. Audiences young and old appreciate his wit and rapid-fire “take no prisoners” delivery.
URL:https://discovergloucester.com/event/jackie-flynn/
LOCATION:Off Cabot\, 9 Wallis St.\, Beverly\, MA\, 01915\, United States
ATTACH;FMTTYPE=image/png:https://discovergloucester.com/wp-content/uploads/2026/10/jackie-flynn.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T193000
DTEND;TZID=America/New_York:20261010T220000
DTSTAMP:20260922T134827Z
CREATED:20260922T134827Z
LAST-MODIFIED:20260922T134827Z
UID:10003278-1791660600-1791669600@discovergloucester.com
SUMMARY:Rob Flax's Boom Chick Trio - Dean Stevens opens
DESCRIPTION:Rob Flax possesses a rare combination of skills: he is an award-winning violinist\, classically trained but known for his jazz and improvisational pyrotechnics and irresistible grooves\, plus a deep knowledge of American fiddle traditions. He’s also a powerhouse vocalist\, capable of silky crooning a la Nat King Cole or visceral Chicago blues shouts\, and a consummate songwriter with lyrical depth. It takes a special kind of musician to keep pace with Rob’s stylistic breadth and depth\, but after much searching\, he’s finally found a band that can keep up: Rob Flax’s Boom Chick Trio features Slava Tolstoy on guitar and Chris Sartori on bass. \nBorn and raised in Costa Rica\, Dean Stevens is an exuberant performer of distinctive style and wit. He has established himself as a formidable creator and interpreter of a wide spectrum of songs in English and Spanish. His own material explores a variety of personal and social topics\, paints sketches of people and places\, celebrates the Earth\, and annoys the narrow minded.
URL:https://discovergloucester.com/event/rob-flaxs-boom-chick-trio-dean-stevens-opens/
LOCATION:First Congregational Chuch\, 12 School Street\, Rockport\, MA\, 01966\, United States
ATTACH;FMTTYPE=image/jpeg:https://discovergloucester.com/wp-content/uploads/2026/09/rob-flax-600x400-1.jpg
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