Kent County Events Calendar -  This Weekend


  • 5th Annual Race to Erase MS 5K
  • Saturday, August 30   |  8am
  • Location: Wilmer Park, Chestertown
  • Contact: Steven Wheeler
  • Phone: 443-480-8813
  • Email: Accentswitches@hotmail.com
  • URL: www.trisportsevents.com
  • Come out and have fun at the 5th Annual Race to Erase MS 5K run/walk, all proceeds benefit the National MS Society.
  • DCA's prelude to Sunday's Battle of Caulk's Field
  • Saturday, August 30   |  10am
  • This event runs August 30
  • Location: High Street, Chestertown
  • Contact:
  • Phone: 410-778-0416
  • Email: tourism@kentcounty.com
  • URL: www.kentcounty.com/1812
  • Downtown Chestertown Association is sponsoring and event to celebration the 200th Anniversary of the Battle of Caulk’s Field. Come talk with and get a 1st hand look at an 1812 Eastern Shore Militia encampment on Friday evening in the Historic District of Chestertown. Saturday there will be a period parade down High Street at 10:30am featuring the American and British Reenactors, dragoons, and the Fort McHenry Guard Fife and Drum Corps. Also, enjoy tours and sails on the Pride of Baltimore II and Sultana, a flag raising and wreath laying ceremony at the War of 1812 Memorial, lectures with archaeologist Julie Schablitsky, Ph.D. and displays of the artifacts recovered from the Battle of Caulk’s Field at the Bordley History Center, re-enactor demonstrations, and more.
  • MainStay Back Deck Free Concert
  • Saturday, August 30   |  7pm
  • Location: The Mainstay
  • Contact: The Mainstay
  • Phone: 410-639-9133
  • Email:
  • URL:
  • Free Concert: Johnny Zep, Delta Blues
  • Music in the Park - Annapolis Bluegrass Coalition
  • Saturday, August 30   |  7-8:30pm
  • Location: Fountain Park Chestertown, MD
  • Contact:
  • Phone:
  • Email:
  • URL:
  • Traditional & modern Bluegrass music with fiddle, banjo, guitar, mandolin & vocals. Hand-clappin', toe-tappin' fun to tunes such as Fox On The Run, Ten Times A Day, & Orange Blossom Special. Roger Green, founder & leader. For more band info see www.annapolisbluegrass.com/ Bring something to sit on as seating is limited. Rain location at Emmanuel Episcopal Church across from the Park.

    Future 2014 dates: August 30
  • KidSPOT Creativity Center
  • Saturday, August 30   |  10am–2pm
  • Location: 315 High St, Chestertown
  • Contact: Tambra Trevarrow
  • Phone: 410-778-6300
  • Email: riverarts@verizon.net
  • URL: www.chestertownriverarts.org/kidspot/
  • A dedicated children’s creativity center that will be open for free every Saturday for children of all ages to play, create and explore with painting, photography, music, crafts, writing, building and other forms of creative exploration.
  • Snackable Stories
  • Saturday, August 30   |  10am–12pm
  • Location: Fountain Park
  • Contact:
  • Phone: 410-778-3636
  • Email:
  • URL: www.kentcountylibrary.org
  • Join us at 10 am (weather-permitting) for a casual story time for all ages.
  • Johnny & Zep: Free Outdoor Blues
  • Saturday, August 30   |  7pm
  • Location: The Mainstay
  • Contact: The Mainstay
  • Phone: 410-639-9133
  • Email:
  • URL: www.mainstayrockhall.org
  • MainstayBlues magic with Johnny Never and Zep Harpo (AKA Seth Holzman), the dynamic duo of the Delta Blues in a free outdoor concert on the Mainstay’s back deck. Johnny’s exquisite finger style guitar work and passionate voice mesh perfectly with Seth’s deep range of harmonica styles in a mix of blues ballads, intense Delta slide moans and driving Little Walter and Muddy Waters riffs. Bring a comfortable chair. Indoors if the weather doesn’t cooperate. FREE!
  • Karl's Music: Bluegrass and more
  • Saturday, August 30   |  12:30pm–6pm
  • Location: The Mainstay
  • Contact: The Mainstay
  • Phone: 410-639-9133
  • Email:
  • URL: www.mainstayrockhall.org
  • An afternoon of bluegrass, folk, Americana and good times celebrating the memory of the Mainstay’s good friend Karl Gottesman. Performing are Banjo Man Tom McHugh, Col. Leonard’s Irregulars, the Eastern Shore Foggy Memory Boys, The Lions of Bluegrass and The Patuxent Partners w/Tom Mindte. Mama Pia’s hot dogs & more out back. The (cash) bar will be open. Free/Donations requested.
  • Rock Hall 8th Annual By the Bay Car Show
  • Saturday, August 30   |  9am—3pm
  • Location: Bayside Park & Bulkhead / Bayside Ave
  • Contact: Rosalie or Ed Kuechler
  • Phone: 410-639-2428
  • Email: tbirdrock@verizon.net
  • URL: www.rockhallmd.com/carshow/
  • Free to Public! Car registration $10 from 9 to 12, participant judging, Best of Show and top 35 Awards. Dash Plaques to first 75 cars Food,50/50 and music by DJ Prestone.
  • Caulk’s Field Wreath Laying
  • Sunday, August 31   |  11am
  • This event runs August 31
  • Location: Caulk's Field Monument
  • Contact:
  • Phone: 410-778-0416
  • Email: Tourism@kentcounty.com
  • URL: www.kentcounty1812.org
  • There will be a wreath laying ceremony to remember the American and British Soldiers that fought at the Battle of Caulk's Field. The British had soldiers that died and are buried on the battlefield. This event is FREE and open to the public
  • Bicentennial of The Battle of Caulk’s Field
  • Sunday, August 31   |  10am-4pm
  • This event runs August 31, 2014
  • Location: Caulk's Field Battlefield
  • Contact:
  • Phone: 410-778-0416
  • Email: tourism@kentcounty.com
  • URL: www.kentcounty.com/1812/events.php
  • A once-in-a-lifetime thrilling memorial event will take place as a tribute to both the American and British forces, and the British Marines and Sailors who died on Kent County soil. There will be a reenactment, American and British encampments, a flag raising, the unveiling of two new memorial markers honoring the American and British forces, wreath laying, reenactor demonstrations, period exhibits, live music, food, vendors, historical interpretation of the actions and participants of the engagement, living history, and much more.