Every Thurs 3:30pm-6pm - Kent Island Farmers Market at Cult Classic Brewery, 1169 Shopping Center Rd., Stevensville; Variety of foods, herbs, pet treats, and much more; Rain or shine; Call 410-643-3283; https://kifm830.wixsite.com/kifm/; On Facebook at kentislandfarmersmarket; dianebedline@gmail.com.

 

Every Sat 8am-12pm - Easton Farmers Market at 100 N. Harrison St., municipal parking lot, Easton; Rain or shine; Visit www.facebook.com/eastonmarylandfarmersmarket.

 

Every Sat 8am-12pm - Chestertown Farmers Market on High St. in downtown Chestertown; Fresh vegetables, fruits, eggs, herbs, breads, soaps, plants, flowers, beef, pork, chicken, lamb, seafood, cheese, wine, chocolates, honey, butter, baked goods, berries, jam, pet treats, alpaca & wool products, artisans, crafters, and more; Visit www.chestertownfarmersmarket.org.

 

Every Sun 9am-1pm - Centreville Farmers Market at 101 Lawyers Row, Centreville; Call 410-708-0151; centrevillefarmersmkt@gmail.com.

 

Through Oct. 14th 9am-4:30pm - Shore Love Little Quilts Exhibit at Heron Point, 501 E. Campus Ave., Chestertown; Free; Open to public; Exhibit of art quilts, wall quilts and other small works.

 

Through Oct. 29th - Lights Out; Two Thirds of all songbirds migrate at night; Light pollution can cause them to become confused;  Aviary experts encourage everyone to turn off all unnecessary lights; If this is not an option, use warm white or yellow colored light bulbs, shield your light bulbs to direct light down, and install motion sensors; If working indoors at night, close the drapes.

 

Through Oct. 31st - Platform Tennis for ages 16 and older at Kent County Parks & Recreation and Community Center, 11041 Worton Rd., Worton; $75/resident, $90/nonresident; Call 410-778-1948; Visit www.kentparksandrec.org/

 

Through Nov. 24th 7pm-9pm - Rehearsals every Tues. for Cecil County Choral Society at Weldin Hall, Elkton UM Church, 219 E. Main St., Elkton; www.cecilchoral.org; Find on Facebook.

 

Through Dec. 5th - Recreational striped bass season on the Chesapeake Bay; Harvest; Fishing license is required; Visit https://news.maryland.gov/dnr/

 

Through June 30, 2027 - Transportation Assistance Pilot Program to assist Kent County residents to overcome transportation barriers keeping them from receiving needed medical care or nutrition; Free rides to medical appointments, pharmacies, and grocery stores in Kent & QA Counties; 24 hours advance notice required; Call Jab Express 410-490-5217 or 443-480-5805; Kent County Health Dept. program; Learn more at www.kenthd.org

 

Wed, Sept. 16th - Drop-in Pastel Studio at Academy Art Museum, 114 N. Washington St., Easton; Sept. 17th-Nov 5th Thursday Night Printmaking Explorations; Sept. 18th Half Day Art Club; Sept. 19th-20th Inner Landscapes: Painting from Memory, Emotion, and the Self; Sept. 22nd K-2 After-School Art Club Fall Session; Sept. 23rd Grades 3-5 After-School Art Club Fall Session; Sept. 25th Half-Day Art Club, One Says Mexico: Mezcal Tasting & Multi-Channel Radio Opera; Sept. 26th-27th Natural Light Options: A Photography Workshop in Celebration of Under the Mexican Sky; Homeschool Mini Sessions; Piano, Guitar, & Voice Lessons; Call 410-822-2787; Visit www.academyartmuseum.org.

 

Wed, Sept. 16th 5pm - Leaders & Citizens Dialogue Series in Decker Theater at Washington College, 300 Washington Ave., Chestertown; Presented by Hogan Institute at WC; Free, open to public; Communications strategists Len Foxwell & Mike Ricci will discuss “Crisis Communications in a Divided America; Live streamed on the WC YouTube channel at https://youtube.com/live/aPRmhnRRbzA?feature=share; Visit www.washcoll.edu/live/news/hogan-first-event.php.

 

Wed, Sept. 16th 5pm-8pm - All You Can Eat Spaghetti Dinner Fundraiser at Chestertown Volunteer Fire Co., 211 Maple Ave., Chestertown; $12/adult, $8/under age 7; Call 410-708-3635; Visit www.chestertownvfc.org.

 

Wed, Sept. 16th - Bouncing Babies, Story Time, QAC 320 Labor Day Crossword, Social Services at the Library, Teens Create and Hangout, and Teen Snack & Craft at QAC Public Libraries in Centreville and Stevensville; Sept. 17th Bay-Wise Landscaping, QAC 320 Labor Day Crossword, Family Law Clinic, Teen Dungeons and Dragons; Sept. 18th Arpilleras: Chilean Fabric Collages, QAC 320 Labor Day Crossword; Sept. 19th Science Saturday: Apple Wrecking Ball Challenge, QAC 320 Labor Day Crossword;  Call 410-758-0980 or 410-643-8161; Visit www.qaclibrary.org.

 

Wed, Sept. 16th - Homeschool Day and Rosie Parks Skipjack Sail at the Chesapeake Bay Maritime Museum, 213 N. Talbot St., St. Michaels; Sept. 17th  Rising Tide After-School Workshop, Old Point Miles River Cruise; Sept. 18th  Crabbing the Miles River, Intro to Marine Electrical, Historic Workboat Experience Cruises; Sept. 19th  Patriot Cruises: Log Canoe Spectator Cruise (MRYC Higgins & Commodore Cups), Guided Tour: Seeking Freedom; Sept. 19th-20th Log Canoe Spectator Cruises: Higgins, Commodore & Bartlett Cups; Sept. 20th Family Funday Sunday, Guided Tour: Navigating the Chesapeake; Call 410-745-4941; Visit www.cbmm.org.

 

Wed, Sept. 16th - The Extraordinary Caterpillar: Film Screening at Adkins Arboretum, 12610 Eveland Rd., Ridgely; Sept. 17th Slow Birding, The Cove Creek Club Native Garden Tour; Sept. 18th Botanical Art: Watercolor Palette; Sept. 19th Soup ‘n Walk: Golden Meadows & Gliding Bluebirds, Fall Migration Walk with Jim Wilson; Sept. 20th Field Sketching: The Fall Meadow in Ink and Watercolor; Sept. 22nd Nature Preschool AM Session, Nature Preschool PM Session; Sept. 23rd Wye Farm Native Meadow Tour; Sept. 24th Slow Birding; Call 410-634-2847; Visit www.adkinsarboretum.org.

 

Wed, Sept. 16th 10am-2pm - MVA On Wheels & Online at 848 High St., Chestertown; No appointment needed for tag returns or individual registration renewal; For an appointment for all other services, a list of Motor Vehicle Administration services offered on the bus or to verify the bus schedule call 410-768-7000; Visit www.mva.maryland.gov/

 

Thurs, Sept. 17th - Compass Fashion Show at Kent Island Resort Farmstead, 500 Kent Manor Dr, Stevensville; Visit www.compassregionalhospice.org.

 

Thurs, Sept. 17th - Photography Club at RiverArts, 343 High St., Chestertown; Sept. 20th Plein Air Painting Club, Photography Club; Sept. 21st Fiber Fanatics; Sept. 22nd KidSPOT Saturday Drop In; Sept. 25th Tapestry Tuesdays Club; Sept. 27th Plein Air Painting Club; Sept. 28th Common Table Exhibition; Every 1st & 3rd Thurs. Photography Club; Every Sat. KidSpot 9am-12pm; Every Tues.-Sun. Open Studio; Every 2nd & 4th Tues. Tapestry; Call 410-778-6300; Visit www.ctownra.org.

 

Thurs, Sept. 17th 5pm-8pm - Ice Cream Social at Millington Fire Co., 185 Sassafras St., Millington; Ice cream, hot dogs, burgers; In partnership with Get The Scoop from Rock Hall; Follow on FB: “Community Fire Company of Millington, MD”.

 

Thurs, Sept. 17th 6pm-8pm - “Water, Carbon, Time: Exploring Peatlands in a Warming World” Author Discussion at the Lawrence Wetlands Preserve, 301 S. Mill St., Chestertown; Local author & environmentalist Jennifer de Mooy; Reservations recommended; Call 410-778-4167 or email contact@thebookplate.net to reserve your seat.

 

Thurs, Sept. 17th 7pm - Comedy Night with Jared Stern at The Avalon Theatre, 40 E. Dover St., Easton; Doors open 6:30pm; $20/pp; Shore Legal Access 20th Anniversary; Tickets at www.avalonfoundation.org.

 

Fri, Sept. 18th 10am-1pm - 2nd Annual University of Maryland Ext. Kent Co. Master Gardeners Program Plant Sale Fundraiser, Memorial Park, Chestertown; Rain date is Sept. 25th; Reasonable accommodations to participate are available by calling 410-778-1661.

 

Fri’s-Sun’s, Sept. 18th-27th - “Alice by Heart” at Church Hill Theatre, 103 Walnut St., Church Hill;  Fri’s & Sat’s 7:30pm, Sun’s 2pm; $25/adults, $20/members, $15/students; For tickets call 410-556-6003; Visit www.churchhilltheatre.org.

 

Fri, Sept. 18th - National POW/MIA Recognition Day; Visit www.dpaa.mil

 

Fri, Sept. 18th 12:30pm - Free Medicare Open enrollment Informational Session at Amy Lynn Ferris Adult Activity Center, 200 Schauber Rd., Chestertown; Free, open to anyone interested in learning about Medicare changes for 2027; Space is limited, call to reserve seat; Call 410-778-2564.

 

Sat, Sept. 19th 10am-4pm - Lambert Wickes Day at the Rock Hall Bulkhead, Rock Hall; A Revolutionary War hero and captain of the Continental Navy ship Reprisal; Historic encampment and reenactors, participation from the French Navy, meet descendants, children’s boat building activities, exhibits, speakers, vendors, and more; Call 410-639-7611; nina.fleegle@gmail.com.

 

Sat, Sept. 19th 9am-3pm - Chestertown A&E District Spring Art Walk in downtown Chestertown; Artists and artisans, pop up gallery, live music and more; Kent Cultural Alliance, 101 Spring Ave., Chestertown; Call 410-778-3700; Visit www.kentculture.org.

 

Sat, Sept. 19th 9am-12pm - “Celebrating 25 Years of Butterfly Gardening: Honoring Our Past, Cultivating the Present, and Planting the Seeds for the Future” at Bayview Butterfly Trail, 1730 Eastern Neck Rd., Rock Hall; Family friendly, open to public; Guided Tours, educational activities & hands-on community art projects; Sponsored by Fish & Wildlife Service Retirees Assoc.; info@friendsofeasternneck.org; www.friendsofeasternneck.org.

 

Sat, Sept. 19th 7pm-10pm - “The Ramblers” at Millington VFW Post #652, 30922 River Rd.; Dances 1st and 3rd Saturdays each month; All are welcome; Find us on Facebook; Call 410-928-3234; Email vfwpost652@gmail.com.

 

Sat, Sept. 19th 9am-1pm - Benedictine’s Chrome City Fundraiser at 14299 Benedictine Lane, Ridgely; Free to public; Food trucks & entertainment; Motorcycles, Hot Rods, Classic, Custom, Vintage Cars; Benefits children & adults living with developmental disabilities & autism; First 50 registered vehicles receive a car plaque; All registrants receive commemorative t-shirt; Awards Ceremony; Visit www.benschool.org/chrome-city-fundraiser.

 

Sat, Sept. 19th 11am-3pm - 1st Annual Eastern Shore Street Machines Car Show at Cult Classic Brewing Co., 1169 Shopping Center Rd., Stevensville; $10/registration; 50/50 raffles; Benefits St. Jude Children’s Research Hospital; Call 410-980-9097; rohry@cultclassicbrewing.com.

 

Sat, Sept. 19th 7:30pm - Barbara Parker at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Sun, Sept. 20th 9am-1pm - We Care Run a motorcycle run for Team Autism beginning at Worton Park, 10932 Worton Rd., Worton and ending at Ruthsburg Community Center, 105 Damsontown Rd., Queen Anne; $20/bike, $10/additional rider, $5/patch; Pre register by emailing ldoddjr24@gmail.com.

 

Sun, Sept. 20th 4pm - “Yoga in the Living Landscape” Outdoor Yoga at at Semans-Griswold Environmental Hall, located at 485 S. Cross St., Chestertown; Presented by Slack Tide Yoga & WAC’s Center for Environment & Society; Followed by complimentary herbal tea; $28/session or $96/4 sessions; Go to https://momence.com/l/dahVv7dr; info@slacktideyoga.com.

 

Sun, Sept. 20th 2pm until Sold Out - Carry-Out Pit Beef Dinner at Millington Vol. Fire Co., 185 Sassafras St., Millington; $15/dinner includes pit beef, mac & cheese, coleslaw, baked beans, roll & dessert; Benefits Millington Vol. Fire Co.; Follow on FB: “Community Fire Company of Millington, MD”; Call 410-708-6001.

 

Sun, Sept. 20th 4pm-7pm - Annual Republicans of Kent Club Picnic at Red Acres Farm, 25367 Lambs Meadow Rd., Worton; Special Guest Chris Papsi, Author of “Failure Factory”; Sponsored by ROK; www.gopofkent.com.

 

Mon, Sept. 21st - Tech Help Drop-In at Kent County Public Library, 408 High St., Chestertown; Sept. 22nd Friends of the Library: Book Donations Welcome; Sept. 23rd Shape Our Next Steps; Sept. 28th Tech Help Drop-In, KCPL Board of Trustees; Sept. 29th Friends of the Library: Book Donations Welcome; Get your free library card to borrow video games, board games, dvds, books, activity kits, ebooks, online classes, tutors, and much more; Board members needed; Call 410-778-3636; Visit www.kentcountylibrary.org.

 

Mon, Sept. 21st 6pm - Town of Galena Park & Tree Committee Meeting at 101 S. Main St., Galena; Call 410-648-5151; Visit www.townofgalena.com.

 

Tues, Sept. 22nd 5pm-7pm - Rabies Vaccine Drive Thru Clinic at Kent County Health Dept., 125 S. Lynchburg St., Chestertown; $10/pet; All dogs must be on a leash; All cats must be in a carrier; Rain date Thurs, Sept. 24; To pre-register call 410-778-1361.

 

Wed, Sept. 23rd 9am-3pm - Improv Quilting at Fiber Arts Center of the Eastern Shore, 7 N. Fourth St., Denton; $90/member, $110/non-member; For more information on the class and for a supply list, call 410-253-9716; To sign up, call 443-448-4611.

 

Wed, Sept. 23rd 5:30pm-7pm - KCPL’s Future: Shape Our Next Steps Workshop at Kent County Public Library, 408 High St., Chestertown; Call 410-778-3636; www.kentcountylibrary.org.

 

Thurs, Sept. 24th 5:30pm-7pm - Kent County Citizen’s Academy Fall 2026 Cohort at 400 High St. in the 1st floor Commissioners’ Hearing Room, Chestertown; Free 5 week civic engagement program; Unique opportunity to learn more about local government & learn how to make a meaningful impact within their community; Register online at: https://bit.ly/451xHZ4; For details, call 410-778-0416.

 

Fri, Sept. 25th 6pm - Ribbon Cutting for the Banquet Hall at Cult Classic Brewing, 1169 Shopping Center Rd., Stevensville; Call 410-980-8097; Visit www.cultclassicbrewing.com.

 

Fri, Sept. 25th 7:30pm - Joe Holt Special Friday Performance at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Fri-Sun, Sept. 25th-27th - Maryland Outdoors Festival at Molly’s Place, 12503 Augustine Herman Hwy., Kennedyville; Live music, mechanical bull, food & beer trucks, vintage collectors. bounce houses & kids activities, brand reps; Learn more & apply to be a vendor at www.marylandoutdoorsfestival.com.

 

Sat, Sept. 26th 10:30am - Annual Magnificent Monarchs Workshop at Barnstable Hill Farm, 1201 Parson Island Rd., Chester; Free; Hosted by Chesapeake Wildlife Heritage; Limited space, advance registration required at zeffy.com/en-US/ticketing/2026-monarch-workshop or call 410-822-5100; Directions provided after registration; Visit www.cheswildlife.org.

 

Sat, Sept. 26th 10am-2pm - Polly’s Persuasion Appliqué Class at Fiber Arts Center of the Eastern Shore, 7 N. Fourth St., Denton; $60/member, $80/non-member; For more information on the class and for a supply list, call 410-829-5136; To sign up for the class, call 443-448-4611.

 

Sat, Sept. 26th 12pm-4pm - Annual Car, Truck & Motorcycle Show at Lena’s Bar & Grill, 5124 Sudlersville Rd., Sudlersville; In loving memory of Dwayne VanSant & Steve Meekins; Free for spectators; $20/entry fee; Food available, silent auction, 50/50 raffle, trophies awarded; Benefits KCHS & QACHS Scholarships.

 

Sat, Sept. 26th 7:30pm - Joscho Stephan Duo at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Sat, Sept. 26th 4pm-8pm - Ducks Unlimited 11th Annual Gun Bash at Citizens’ Hose Co., 103 W. Commerce St., Smyrna, DE; $60 includes event entry, 2 gun drawing entries, food and drinks; $30 for gun raffle only or 4 for $100; Cash bar; Live & silent auctions, games & more; Sponsorship packages $400/$800; Drawings every 5 minutes from 5pm-7pm; Ages 18 & older only; Call 302-363-2278 or 302-535-2415; Visit www.delawaregunbash.com.

 

Sat, Sept. 26th 6pm-10pm - Chester Lodge #115’s Charity Gala at The Bank, 211 High St., Chestertown; Benefits Open Doors Partners in Education; $50/pp at the door; Coat and tie dress; Food and drinks, live music, silent auction, door prizes, 50/50.

 

Sun, Sept. 27th - 19th Annual St. Michaels Concours d’Elegance on Chesapeake Bay at Kent Island Yacht Club, 117 Yacht Club Dr. Chester; Public invited to attend; Locally inspired cuisine, craft beverages, live music, vendor exhibits, & waterfront views while experiencing one of the country’s finest collections of classic automobiles & boats; Advance discounted public tickets, entrant applications, sponsorship opportunities & additional event information are available at www.smcde.org.

 

Sun, Sept. 27th 4pm - “Yoga in the Living Landscape” Outdoor Yoga at at Semans-Griswold Environmental Hall, located at 485 S. Cross St., Chestertown; Presented by Slack Tide Yoga & WAC’s Center for Environment & Society; Followed by complimentary herbal tea; $28/session; Learn more at https://momence.com/l/dahVv7dr; info@slacktideyoga.com.

 

Sun, Sept. 27th 1pm-5pm - American Legion Post 228 Bike Fest Pearl of the Chesapeake at the Bulkhead in Rock Hall, 5707 Caroline Ave.; Motorcycle theme vendors, beer wagon, food trucks, 50/50 raffle, bike show, cash prizes, rodeo games; $5/person; Music by Jackson Station; Rain date Oct. 11th; Benefits veterans and childrens programs.

 

Wed, Sept. 30th 7pm-9pm - Open Mic Night with Ford Schumann at Garfield Center for the Arts, 210 High St., Chestertown; No entry fee; Cash bar; Donation appreciated; To sign up call 410-810-2060; schumannford@gmail.com; Visit www.garfieldcenter.org.

 

Wed, Sept. 30th 6pm-7:30pm - Living Writers Fiction Series Presents Matt Bell Fiction Reading at Rose O’Neill Literary House, Washington College, Washington Ave., Chestertown; Call 410-778-7800; aallen5@washcoll.edu.

 

Thurs, Oct. 1st 5:30pm-7pm - Kent County Citizen’s Academy Fall 2026 Cohort at 400 High St. in the 1st floor Commissioners’ Hearing Room, Chestertown; Free 5 week civic engagement program; Unique opportunity to learn more about local government & learn how to make a meaningful impact within their community; Register online at: https://bit.ly/451xHZ4; For details, call 410-778-0416.

 

Thurs, Oct. 1st 12pm-4pm - Fabulous Fiber Month at Skipjack Art Studios and Gallery, 329 Cannon St., Chestertown; Runs through Nov. 2nd; Wed-Fri 12pm-4pm, Sat 10am-3pm; Featuring free demos and finished fiber works; dreamcastlequiltstudio@gmail.com.

 

Fri, Oct. 2nd 5pm-7pm - First Friday Celebration in Downtown Chestertown; Extended shopping hours and specials; Visit www.downtownchestertown.org.

 

Sat, Oct. 3rd - Bosom Buddies Ball at The Westin Annapolis Hotel, 100 Westgate Circle, Annapolis; For details, visit www.bosombuddiescharities.com/bosombuddiesball.

 

Sat, Oct. 3rd 11am-3pm - ArtOberFest in historic Stevensville’s A&E District; Free entry; Sponsored by QAC Parks & Rec; Featuring artisans, vendors, activities, games, live music, performers, DJ, cornhole, pumpkin decorating, beer garden, historic site tours, food trucks, and more; Call 410-758-0835; Visit  https://qac.org/1873/ARToberfest

 

Sat, Oct. 3rd 8am-2pm - Midshore Household Hazardous Waste Drop Off Day at 7341 Barkers Landing Rd., Easton; Rain or shine; Free to residents of Caroline, Kent, Queen Anne’s, and Talbot Counties; Call 443-685-4073.

 

Sat, Oct. 3rd 8am-6pm - Election for Betterton Town Mayor and two Council positions at Betterton Town Office, 100 Main St., Betterton; Call 410-348-5522.

 

Sat, Oct. 3rd 7:30pm - Buskin & Batteau, Legendary Singer Songwriters at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Sat, Oct. 3rd 9am-2pm - Craft & Vendor Show at Sudlersville Vol. Fire Co., 203 N. Church St., Sudlersville; Unique handmade crafts, gifts, home décor, & more; Call 410-443-6820 or visit www.svfc6.com.

 

Sat, Oct. 3rd 5pm-9pm - Bull & Oyster Roast at Mount Harmon, 600 Mount Harmon Rd., Earleville; Oysters, silent auctions, live auctions, 50/50 raffle, live bluegrass music; $150/pp or $950/reserved table for 8; Call 410-275-8819; Visit www.mountharmon.org.

 

Sat, Oct. 3rd 9am-12pm - Join The Republicans of Kent during the Farmers Market at Kent Republican Headquarters, 302 Park Row, Chestertown; Register to vote; Change party affiliation; Volunteers welcome; Call 410-924-4442; Visit www.gopofkent.com; www.kentcountyrcc.com

 

Sun, Oct. 4th 2pm-6pm - Rockin’ The Porch at QAC Centre for the Arts, 206 S. Commerce St., Centreville; Live music, food vendors, family friendly; Sponsors, partners and volunteers needed; Call 410-758-2520; Visit www.queenannescountyarts.com; qacartscoordinator@gmail.com.

 

Sun, Oct. 4th 4pm - “Yoga in the Living Landscape” Outdoor Yoga at at Semans-Griswold Environmental Hall, located at 485 S. Cross St., Chestertown; Presented by Slack Tide Yoga & WAC’s Center for Environment & Society; Followed by complimentary herbal tea; $28/session; Visit https://momence.com/l/dahVv7dr; info@slacktideyoga.com.

 

Mon, Oct. 5th 7pm - Live Playwrights’ Society at Garfield Center for the Arts, 210 High St., Chestertown; Call 410-810-2060; Visit www.garfieldcenter.org.

 

Mon, Oct. 5th 7pm - Town of Galena Mayor & Council Meeting at 101 S. Main St., Galena; Call 410-648-5151; Visit www.townofgalena.com.

 

Wed, Oct. 7th 12pm - RH Senior’s Lunch Group meets at 21273 Sharp St., Rock Hall; Open to all seniors; Meets 1st Wed Monthly; Call 410-810-2074.

 

Thurs, Oct. 8th 5:30pm-7pm - Kent County Citizen’s Academy Fall 2026 Cohort at 400 High St. in the 1st floor Commissioners’ Hearing Room, Chestertown; Free 5 week civic engagement program; Unique opportunity to learn more about local government & learn how to make a meaningful impact within their community; Register online at: https://bit.ly/451xHZ4; For details, call 410-778-0416.

 

Sat, Oct. 10th 12pm-6pm - Boatyard Bash “Where Heritage Drops Anchor” at 103 Hayward St., Cambridge; Live music by Chesapeake Sons & The G Method, tours, presentations, antique boats & cars, food and beer trucks, artisans, family activities, & Battle of the Boatyards: The Block Championship; Benefits Richardson Maritime; Tickets $20/adult, $10/ages 13-20; ages 12 & under free; Call 410-221-1871; Visit www.richardsonmuseum.org/bash/ or www.richardsonmuseum.org/event/boatyard-bash/#tribe-tickets__tickets-form.

 

Sat, Oct. 10th 10am-12pm- Meet Local Representatives working with homeless at Fountain Park in downtown Chestertown; Held in conjunction with World Homeless Day; Kent County’s Shelter Alliance provides year-round shelter for the homeless; For details or to volunteer, email contact@shelteralliancemd.org, call 443-739-2459 or visit www.shelteralliancemd.org.

 

Sat, Oct. 10th - World Homeless Day; Kent County’s Shelter Alliance provides year-round shelter for the homeless; For details or to volunteer, email contact@shelteralliancemd.org, call 443-739-2459 or visit www.shelteralliancemd.org.

 

Sat, Oct. 10th 10am-4pm - FallFest 2026: A Full Day of Music & Community Celebration at The Mainstay, 5753 N. Main St., Rock Hall; Live music, food, artisan vendors, and lots of fun; Admission and parking free; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Sat, Oct. 10th 7:30pm - The Eastport Oyster Boys Special FallFest Concert at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Sat, Oct. 10th 8am-1pm - Yard Sale at Galena Vol. Fire Co., 90 E. Cross St., Galena; $15/spot if you have your own table, $25/spot if you need a table; Call 410-708-7095.

 

Sat, Oct. 10th 12pm-3pm - Soup & Sip at Chester River Yacht & Country Club, 7738 Quaker Neck Rd., Chestertown; Crab soup competition and wine tasting; $25 includes a wine glass, 10 tastings and a raffle ticket; Tickets purchased at the door; Bring dollar bills to vote at each booth; Benefits KCPS, Drama & Theatre Programs; ChestertownRotaryClub@gmail.com.

 

Sat, Oct. 10th 1pm - Sudlersville Vintage Base Ball Showdown & Picnic honoring hometown hero Jimmie Foxx at Sudlersville Park, 206 E. Main St., Sudlersville; 1pm Picnic; 2:15pm Opening Ceremony; 3pm First Pitch; Free admission; Call 410-703-9212; shatim216@gmail.com.

 

Sat, Oct. 10th 9am - FallFest Tom McHugh Run for the Arts 5K Run/Walk at Waterman’s Crab House, 21055 E. Sharp St., Rock Hall; Register 8am; $30/before Oct. 3, $35/Oct. 4-10; Benefits art scholarships; Visit www.tommchughscholarship.com.

 

Sun, Oct. 11th 9am - Chestertown Challenge Half Marathon Run & 5K Run/Walk begins at Wilmer Park, Cross St., Chestertown; 8am registration; USAFT Certified; Free gift for first 25 spectators; Sponsorships available; Donations welcome; Benefits KART; Register at https://runsignup.com/Race/MD/Chestertown/ChesterRiverChallenge; www.kentridingtherapy.org/

 

Sun, Oct. 11th 4pm - “Yoga in the Living Landscape” Outdoor Yoga at at Semans-Griswold Environmental Hall, 485 S. Cross St., Chestertown; Presented by Slack Tide Yoga & WC’s Center for Environment & Society; Followed by complimentary herbal tea; $28/session; Visit https://momence.com/l/dahVv7dr; info@slacktideyoga.com.

 

Sun, Oct. 11th - Special Second Sunday History and Nature Programs at Mount Harmon, 600 Mount Harmon Rd., Earleville; Call 410-275-8819; Visit www.mountharmon.org.

 

Sun, Oct. 11th 5pm-6:30pm - Kent County Drum Circle at Airy Hill Stables, 7886 Airy Hill Road, Chestertown; Social hour 5pm; All adults & teenagers welcome; No experience required; Bring any type of percussion instrument (drum, tambourine, plastic bucket, two sticks) or just come; Instruments will be available; Join us for fun, community, stress relief, and to bang a drum.

 

Sun, Oct. 11th 7:30am-10:30am - All You Can Eat Breakfast at Crumpton Vol. Fire Dept., 300 Third St., Crumpton; Held 2nd Sunday of each month; $12/ages 13 and older, $6/ages 6-12, ages 5 & under free; Call 410-778-6100.

 

Tues, Oct. 13th - Deadline to register to vote in General Election on Nov. 3rd; Early voting Oct. 22nd-Oct. 29th; Call 410-778-0038, 410-758-0832, 410-996-5310 or 410-770-8099; Visit www.kentcountyelections.org.

 

Tues, Oct. 13th 5pm - Leaders & Citizens Dialogue Series in Decker Theater, Washington College, 300 Washington Ave., Chestertown; Presented by Hogan Institute at WC; Free; Former MD Chief of Staff to the Gov. Amelia Alcivar & former VA Chief of Staff to the Gov. Clark Mercer will share a behind-the-scenes look at how communications functions inside a governor’s office & across state government; Live streamed on the WC YouTube channel at https://youtube.com/live/aPRmhnRRbzA?feature=share; www.washcoll.edu/live/news/hogan-first-event.php.

 

Wed, Oct. 14th 9am-3pm - Improv Quilting at Fiber Arts Center of the Eastern Shore, 7 N. Fourth St., Denton; $90/member, $110/non-member; For more information on the class and for a supply list, call 410-253-9716; To sign up, call 443-448-4611.

 

Thurs, Oct. 15th 5pm-8pm - Ice Cream Social at Millington Fire Co., 185 Sassafras St., Millington; Ice cream, hot dogs, burgers; In partnership with Get The Scoop from Rock Hall; Follow on FB: “Community Fire Company of Millington, MD”.

 

Thurs, Oct. 15th 5:30pm-7pm - Kent County Citizen’s Academy Fall 2026 Cohort at 400 High St. in the 1st floor Commissioners’ Hearing Room, Chestertown; Free 5 week civic engagement program; Unique opportunity to learn more about local government & learn how to make a meaningful impact within their community; Register online at: https://bit.ly/451xHZ4; For details, call 410-778-0416.

 

Fri-Sun, Oct. 16th-31st - The Rocky Horror Show at Garfield Center for the Arts, 210 High St., Chestertown; Fri & Sat 8pm, Sun 2pm; Call 410-810-2060; Visit www.garfieldcenter.org.

 

Sat, Oct. 17th 7:30pm - Buffalo Rose at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Sat, Oct. 17th 10am-2pm - Ladies Fall Bazaar at Millington Fire Hall, 185 Sassafras St., Millington; Refreshments, vendors, music & door prizes; Bring a friend; Presented by Gospel Gals; Call 302-222-8974.

 

Sat, Oct. 17th 1pm - Texas Hold ‘Em Fall Poker Tournament at Queen Anne-Hillsboro Vol. Fire Co., 13512 First St., Queen Anne; Doors open 11am; Ticket $100/entry fee, no re-buy, $65/to prize pool; Prize money payout to all 8 finalists; To register call 443-786-4532 or 410-924-1860; tdifatta@comcast.net; khope80@hotmail.com; Visit www.qahvfc.com.

 

Sun, Oct. 18th - Pianist Ramilya Saubanova and Cellist Evanghelina Ciobanu at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Tues, Oct. 20th 6pm-8:30pm - 206 Tuesdays at Six Open Mic at QAC Centre for the Arts, 206 S. Commerce St., Centreville; Free; All welcome; Acoustic musicians, writers, poets, etc.; RSVP to 410-758-2520; Visit www.queenannescountyarts.com.

 

Tues, Oct. 20th 6pm - Chevrolet Corvette Fans “No” Club Corvette Enthusiasts meet at Procolino’s, Kent Plaza, Chestertown; Meets monthly every third Tues. at 6pm, March-Nov., weather permitting; No dues, rules, regs, by-laws, officers, agenda; A social gathering of like-minded Corvette enthusiasts; Email m.waal@breezeline.net.

 

Tues, Oct. 20th 6pm - Final Session & Recognition of Kent County Citizen’s Academy Fall 2026 Cohort at 400 High St. in the 1st floor Commissioners’ Hearing Room, Chestertown; Free 5 week civic engagement program; Unique opportunity to learn more about local government & learn how to make a meaningful impact within their community; Register online at: https://bit.ly/451xHZ4; For details, call 410-778-0416.

 

Thurs-Thurs, Oct. 22nd-29th - Early Voting for Maryland’s General Election at Kent County Public Library, 408 High St., Chestertown; Maryland General Election Nov. 3rd; Call 410-778-0038, 410-758-0832, 410-996-5310 or 410-770-8099; Go to www.kentcountyelections.org.

 

Fri & Sat, Oct. 23rd & 24th - 7th Annual Witches of Rock Hall on Main Street in Rock Hall; Dress in your witchy finery; Music, fire pits, games, shopping, food, and more; Fri. 5pm-7pm, Sat. 11am-4:30pm; Call 443-465-0681 or email mainstreetrockhall@gmail.com.

 

Sat, Oct. 24th 11am - Author Patrick O’Donnell “Washington’s Immortals: The Maryland 400 and Maryland Line During the Revolutionary War” at Bordley History Center, 301 High St., Chestertown; To register call 410-778-3499; www.kentcountyhistory.org; admin@kentcountyhistory.org.

 

Sat, Oct. 24th 9am-4pm - Safe Sitter Class at UM Shore Medical Center at Easton’s Health Education Center, 219 South Washington St., Easton; Ages 11-13; $50/pp, Safe Sitter kit included; Registration encouraged, space is limited; To register, contact gladys.peeples@umm.edu; Call 410-822-1000, ext. 5234;  Visit www.umms.org/shore.

 

Wed, Oct. 28th 6pm-7:30pm - Living Writers Fiction Series Presents Allegra Hyde Fiction Reading at Rose O’Neill Literary House, Washington College, Washington Ave., Chestertown; Call 410-778-7800; aallen5@washcoll.edu

 

Thurs, Oct. 29th 4pm-5pm - Living Writers Fiction Series Presents Allegra Hyde Generative Workshop at Rose O’Neill Literary House, Washington College, Washington Ave., Chestertown; Call 410-778-7800; aallen5@washcoll.edu

 

Fri-Sun, Oct. 30th-Nov. 1st - Sultana Downrigging combines the largest annual gathering of Tall Ships in North America and a high-energy Bluegrass Festival; Fireworks Oct. 30th; Call 410-778-5954; Visit www.sultanaeducation.org.

 

Sat & Sun, Oct. 31st & Nov. 1st 10am-4pm - Chestertown Artists Trail to art studios in Chestertown; Visit with the artists at work, ask questions, and view their items; Visit www.chestertownartists.com.

 

Sat, Oct. 31st 7pm-10pm - Halloween Party at Chestertown Elks Lodge #2474, 8631 Bell Rose Lane, Chestertown; Doors open 6pm; Music 7pm-10pm; $20/pp; Bring favorite appetizer to share; Music by Blues Keepers Band; Best costume contest; Call 443-480-5664.

 

Sat, Oct. 31st 10am-2pm - Polly’s Persuasion Appliqué Class at Fiber Arts Center of the Eastern Shore, 7 N. Fourth St., Denton; $60/member, $80/non-member; For more information on the class and for a supply list, call 410-829-5136; To sign up for the class, call 443-448-4611.

 

Sun, Nov. 1st 4pm - Myma Sislen & Jeffrey Meyerriecks at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Tues, Nov. 3rd - Maryland’s General Election; Call 410-778-0038, 410-758-0832, 410-996-5310 or 410-770-8099; Visit www.kentcountyelections.org.

 

Fri’s-Sun’s, Nov. 6th-22nd - “The Transylvanian Clockworks” at Church Hill Theatre, 103 Walnut St., Church Hill;  Fri’s & Sat’s 7:30pm, Sun’s 2pm; $25/adults, $20/members, $15/students; For tickets call 410-556-6003; Visit  www.churchhilltheatre.org.

 

Sat, Nov. 7th 1pm - Cash Bash at Sudlersville Vol. Fire Co., 203 N. Church St., Sudlersville; Find on Facebook or visit www.svfc6.com.

 

Sat, Nov. 7th 3pm-6pm (or until Sold Out) - All You Can Eat Chicken & Dumpling Dinner at Millington Vol. Fire Co., 185 Sassafras St., Millington; Eat in or carry out; $15/dinner, $8/pint of chicken salad; Benefits Millington Vol. Fire Co.; Follow on FB: “Community Fire Company of Millington, MD”; Call 410-708-6001.

 

Sat, Nov. 7th 10am-3pm - 11th Annual Car Show in historic Stevensville Town Center; Classic cars compete for awards and trophies; Car entry $20; Music, dancing, food trucks and more; Call 410-829-7760; Visit www.kentislandcruisers.com or www.stevensvilleartsandentertainment.org.

 

Sat, Nov. 7th 5:30pm - “A Night at the Races 50th Anniversary Celebration” Video Horse Races at Betterton Fire House, 2 Howell Point Rd., Betterton; 12 races; $15 admission at door, $25/horse & admission for 2 advanced sale; Raffles, prizes & fun; Wear your best hat, facinator, derby or top hat for hat contest; Derby attire encouraged; Free food & beverages; Benefits local charities, scholarships & Leaderdog Program; bettertonstillpondlions@gmail.com.

 

Sun, Nov. 8th 5pm-6:30pm - Kent County Drum Circle at Airy Hill Stables, 7886 Airy Hill Road, Chestertown; Social hour 5pm; All adults & teenagers welcome; No experience required; Bring any type of percussion instrument (drum, tambourine, plastic bucket, two sticks) or just come; Instruments will be available; Join us for fun, community, stress relief, and to bang a drum.

 

Sun, Nov. 8th 10am-1pm - Paper Chase at Mount Harmon, 600 Mount Harmon Rd., Earleville; Scenic and historic trails; Ribbons for top 3 teams; $30/advance, $35/day of, $10/guests; Call 410-275-8819; Visit www.mountharmon.org.

 

Tues, Nov. 10th 5pm-6:30pm - First Year Reading at Rose O’Neill Literary House, Washington College, Washington Ave., Chestertown; Call 410-778-7800; aallen5@washcoll.edu

 

Fri, Nov. 13th - Certification of General Election Results; Deadline for local boards to receive absentee ballots by mail; Call 410-778-0038, 410-758-0832, 410-996-5310 or 410-770-8099; Visit www.kentcountyelections.org.

 

Sat, Nov. 14th - A Night In The Enchanted Forest Dance with the Stars fundraiser for Horizons Kent and Queen Anne’s at Brittland Manor, Chestertown; Call 410-778-9903; www.horizonskentqueenannes.org; events@horizonskqa.org.

 

Sun, Nov. 15th - Lutenist Ronn McFarlane at The Mainstay, 5753 N. Main St., Rock Hall; Call 410-639-9133; Visit www.mainstayrockhall.org.

 

Thurs, Nov. 19th 4pm-5pm - Living Writers Fiction Series Presents Seqouia Nagamatsu Craft Talk at Rose O’Neill Literary House, Washington College, Washington Ave., Chestertown; Call 410-778-7800; aallen5@washcoll.edu