First Friday
First Friday
On the first Friday of the month, downtown shops stay open until 8 pm and galleries stage opening and special events.
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Calendar of Events
M Mon
T Tue
W Wed
T Thu
F Fri
S Sat
S Sun
1 event,
1 event,
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Farmers’ & Artisans’ Market
Farmers’ & Artisans’ Market
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
1 event,
Shore Love Quilting Show & Market
Put on by the Old Kent Quilters Guild Admission by Donation ($8 for 2 days, max $24 per family, Kids 12 and under free) Scissor sharpening Friday only.
2 events,
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Farmers’ & Artisans’ Market
Farmers’ & Artisans’ Market
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
1 event,
Cars on High
Cars on High
Every third Thursday, April through October, weather permitting. Owners share classic, antique, and custom cars on High Street.
3 events,
Spring Art Walk
Come to the Chestertown Arts & Entertainment District’s ART WALK. Dozens of artists and artisans will be selling works at galleries, storefronts, restaurants and around town. Live music will also be happening throughout town.For information email hester@kentculture.org or call the Kent Cultural Alliance at 410-778-3700 April 20, 2024 September 14, 2024 December 14, 2024
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Farmers’ & Artisans’ Market
Farmers’ & Artisans’ Market
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
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Earth Day Celebration
Earth Day Celebration
Join us in celebrating our planet and learn about our changing climate – how to adjust and how to become more sustainable. Includes educational booths, ranging from residential geothermal and solar energy installers and energy auditors to conservation practices. FREE battery and fluorescent bulb recycling Electric vehicle and electric bike display, and children’s eco-craft making […]
1 event,
Paint the Town
Put on by RiverArts, this plein air event has artists paint the local scene and make their paintings available for sale. There is a two-hour Quick Draw; these paintings are then shown in Fountain Park, are judged, and also for sale.
3 events,
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Farmers’ & Artisans’ Market
Farmers’ & Artisans’ Market
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
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Celebrate Trails Day
Celebrate Trails Day
Mark your calendars for Celebrate Trails Day 2024 on April 27, 2024! Hosted annually on the fourth Saturday of April, this spring celebration envisioned by the Rails to Trails Conservancy (RTC) invites everyone to embrace America’s remarkable trails and trail systems. Come celebrate and explore Chestertown's Gilchrest Rail Trail on Saturday, April 27th at 11am. […]
2 events,
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Brampton Dining Under the Stars
Brampton Dining Under the Stars
Reserve Your Seat at the Table for Dining Under the Stars Dinner Series at Brampton Inn! Guest Chef Kurt Peter from Chesapeake Chef Service will craft an indulgent multi-course feast that spotlights the “cream” of the Chesapeake’s crop, including farmers, ranchers, artisanal producers, micro-brewers, distillers and winemakers. Born and raised on the Eastern Shore, Chef […]
$125.00
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Brampton Gourmet Club Dinner Series
Brampton Gourmet Club Dinner Series
The Brampton Gourmet Club is one HOT ticket! Starring Easton-based Guest Chef Jordan Lloyd, from Hambleton House, with historic Brampton Inn, in Chestertown, Maryland, providing a visually spectacular backdrop - prepare to embark on a cinematic and gastronomic journey like never before! Here’s where Lloyd, an award-winning chef and TV personality takes cinephiles, foodies and […]
$175.00
2 events,
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Chestertown Garden Club May Mart
Chestertown Garden Club May Mart
Get ready! Save the date! MAY MART IS COMING Friday, May 3rd, 2024 starting at 9:00 until 1:00 in Memorial Park. So much to see and buy!! Lots of Plants, All Things Garden, Baked Goods and more! Proceeds benefit the Chestertown Garden Club.
First Friday
First Friday
On the first Friday of the month, downtown shops stay open until 8 pm and galleries stage opening and special events.
1 event,
-
Farmers’ & Artisans’ Market
Farmers’ & Artisans’ Market
Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!
Featured
Paint the Town
Featured
Paint the Town
Featured