Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Celebrate Trails Day

Chestertown Rail to Trail

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. […]

Brampton Dining Under the Stars

Bramtpon Inn 25227 Chestertown Rd, Chestertown, MD, United States

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

Brampton Gourmet Club Dinner Series

Brampton Inn 25227 Chestertown Rd, Chestertown, MD, United States

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

Chestertown Garden Club May Mart

Memorial Park 230 High Street, Chestertown, MD

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.

Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!

Shore Rivers’ State of the River (Chester)

Garfield Center for the Arts 210 High Street, Chestertown, MD, United States

Wednesday, April 17, Betterton Fire Hall |  5:30–7pm  hosted by your Sassafras Riverkeeper  Thursday, April 25, The Packing House |  5:30–7pm  hosted by your Choptank Riverkeeper  Monday, April 29, Cult Classic Brewing |  5:30–7pm  hosted by your Miles-Wye Riverkeeper  Wednesday, May 8, Garfield Center for the  Arts | 5:30–7pm  hosted by your Chester Riverkeeper 

Farmers’ & Artisans’ Market

High St & Cross St

Visit your favorite local food and artisan vendors on High Street to purchase delicious veggies, flowers, crafts and more!