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 - 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; www.chestertownfarmersmarket.org.

 

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

 

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

 

Through Oct. 26th - Kent Island Through the Times Show at KIFA, 405 Main St., Stevensville; Call 410-490-2901; arthousekifa@gmail.com.

 

Through Oct. 31st - Photo entries accepted for ShoreRivers 2025 Photo Contest; Highlight Eastern Shore beauty; Submit up to 4 photos; Images must be taken in ShoreRivers’ geography; Contest winners announced Dec. 1st on social media; For contest rules & details, visit www.shorerivers.org/photo-contest.

 

Through Oct. 31st - The Chestertown Police Dept. is accepting candy donations for officers to hand out at multiple Trunk-or-Treats in the community; Drop off Mon-Fri 9am-5pm at 601 High St., Chestertown.

 

Through Nov. 3rd - Crab Basket Entries accepted for Annual Crab Basket Tree Lighting Ceremony in Rock Hall; Tree constructed 2nd week in November; $30/basket (new & returning); Make checks payable to Town of Rock Hall; Submit forms & payment at the Town Office, 21447 Rock Hall Ave., Rock Hall; Call 410-708-8410.

 

Through Dec. 7th - Medicare Open Enrollment; Compare plans and find options; Get help with drug costs; Call 1-800-MEDICARE; www.medicare.gov.

 

Through Dec. 10th - Striped bass season in the Chesapeake Bay will allow anglers to keep one striped bass measuring 19-24 inches, per day; Details on the regulations can be found at www.news.maryland.gov/dnr/

 

Wed, Oct. 22nd - Bouncing Babies and Storytime at QAC Public Libraries in Centreville and Stevensville; Oct. 23rd Next Chapter Book Blub, Ukulele Hangout; Oct. 24th Balloon Twisting; Oct. 25th Strength & Balance Circuit Class, Family Music, Crime & a Cuppa, Audio Recording Studio Essentials; Oct. 27th Homeschool Science Wind Tubes, QACL Board of Trustees Meeting; Oct. 28th Mother Goose on the Loose, Autumn Storytime, Halloween Storytime & Costume Parade; Oct. 29th Bouncing Babies, Halloween Storytime, Bouncing Babiween; Oct. 31st Spooky Orbs Drop In, Slime Open Play; Call 410-758-0980 or 410-643-8161; www.qaclibrary.org.

 

Wed, Oct. 22nd 4pm - Healthy Hearts Program to manage your blood pressure at Town Office, 118 N. Cross St., Chestertown; Help from a trained coach, free blood pressure monitor, nutrition education, group support; 8 week program meets every other week on Wed. 4pm-5pm; To learn more or register call Hayden Rhodes, Kent Co. Health Dept., 410-778-2533; hayden.rhodes@maryland.gov.

 

Wed, Oct. 22nd- Visiting Vessel: Sail aboard AJ Meerwald at the Chesapeake Bay Maritime Museum, 213 N. Talbot St., St. Michaels; Oct. 23rd Visiting Vessel: Sail aboard AJ Meerwald, Rising Tide After School Workshop; Oct. 24th Historic Workboat Experience Cruises, Visiting Vessel: Sail aboard AJ Meerwald; Oct. 25th OysterFest, Patriot Cruises: OysterFest Narrated Historical Cruise, Visiting Vessel: Sail aboard AJ Meerwald, Visiting Vessel: Sunset Sail aboard Lady Maryland; Oct. 26th Guided Tour: Catch of the Day, Historic Workboat Experience Cruises, Visiting Vessel: Sail aboard AJ Meerwald; Oct. 28th Rising Tide After School Workshop; Oct. 30th Rising Tide After School Workshop; Call 410-745-4941; www.cbmm.org.

 

Wed, Oct. 22nd 10am-12pm - Collage with Paper Class by Pat Spinella and Judy Tucker at KIFA, 405 Main St., Stevensville; Must register; Next class Oct. 29th; Call 410-643-7424; arthousekifa@gmail.com; www.kifa.us.

 

Wed, Oct. 22nd - Clay Studio and KidSpo at RiverArts, 343 High St., Chestertown; Oct. 23rd Plein Air Painting, Clay Studio, Handbuilding with Marcey, Beginner Plus Wheel; Oct. 24th Clay Studio; Oct. 25th & 26th Studio Tour; Oct. 27th Intro to the Potter’s Wheel; Oct. 28th Beginner Wheel, Tapestry Tuesday; Oct. 29th Clay Studio; Oct. 30th Plein Air Painting, Clay Studio, Handbuilding with Marcey, Beginner Wheel Plus; Oct. 31st Clay Studio; 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; www.ctownra.org.

 

Wed, Oct. 22nd 12:30pm-3:30pm - Flu Vaccine Clinic at Rock Hall Vol. Fire Co., 21500 Rock Hall Ave., Rock Hall; Can only bill Traditional Medicare and Medicaid Insurance; Fluzone High Dose $100, Fluzone Regular $55, VFC flu free; Schedule your appointment at vams.cdc.gov; Call KCHD 410-778-1350.

 

Thurs, Oct. 23rd - From Sketch to Story: Graphic Novel Design Youth Class at Academy Art Museum, 114 N. Washington St., Easton; Oct. 24th Half-Day Art Club; Oct. 25th Saturdays en Plein Air!, Workshop: Absolute Abstracts in Acrylic or Oil; Oct. 26th Intro to Printmaking: Monotypes; Oct. 30th Candelabras in the Candlelight; Homeschool Mini Sessions; Piano, Guitar, & Voice Lessons; Call 410-822-2787; www.academyartmuseum.org.

 

Thurs, Oct. 23rd - Storytime and Everywhere AI: A Community Conversation at Kent County Public Library, 408 High St., Chestertown; Oct. 25th Podcasting 101; Oct. 27th Tech Help Drop In, KCPL Board of Trustees; Oct. 28th Storytime, Book Donations, Scrabble Time; Oct. 29th Happiness Hour Creative Time for Grownups; Oct. 30th Storytime; Nov. 3rd Tech Help Drop In; Get your library card for free movies, ebooks, online classes, and much more; Board members needed; Call 410-778-3636; www.kentcountylibrary.org.

 

Thurs, Oct. 23rd 5:30pm-7:30pm - Pub Nights Featuring Bob & Laura Taylor at The Mainstay, N. 5753 Main St., Rock Hall; The Back Deck Sessions, live music on the rear deck, cocktail hour; No admission charge; Call 410-639-9133; www.mainstayrockhall.org.

 

Fri & Sat, Oct. 24th & 25th - The Witches of Rock Hall Weekend on Main Street; Food & drinks, fire pits, raffles, DJ, drum circle, aura drawings, crafts, costume contest; music, witches dance, & much more; www.rockhallmd.com.

 

Fri-Sun, Oct. 24th-Nov. 2nd - Agatha Christie’s “Murder on the Orient Express” at Church Hill Theatre, 103 Walnut St., Church Hill;  Fri’s & Sat’s 7:30pm, Sun’s 2pm; $25/adults, $20/members, $15/students; Tickets available at 410-556-6003; www.churchhilltheatre.org.

 

Fri-Sun, Oct. 24th-26th - “Our Favorite Things” art exhibit opening at Eastern Shore Arts, Rock Hall, 5761 Main St., Rock Hall; Fri and Sat 12pm-5pm, Sun 11am-3pm; esarockhall@gmail.com.

 

Sat, Oct. 25th 10am-4pm - Fall Spooktacular at Kirby & Holloway, 966 Jackson Ditch Rd., Harrington DE; Over 70 vendors; Trick or Treating, inflatables, petting zoo, apple cider donuts; Shore Smoke Seasoning, Kirby & Holloway breakfast & lunch; For details, find on Facebook.

 

Sat, Oct. 25th 8am-2pm - Benefit Fundraiser in Preston, MD; Vendors wanted; Rain date Nov. 1st; $15/10x10 space; Open to all types of vendors, only one consultant per company; Benefits Eastern Shore Rabbit Rescue; Call 410-310-8934.

 

Sat, Oct. 25th 4pm-6pm - Trunk or Treat at the foot of High Street in Chestertown; Free admission; Wear your Halloween costume; Cash prizes for top 3 trunk decorations; Candy to distribute is provided; Presented by Echo Hill Outdoor School; Sponsored by PNC Bank; To register your vehicle, email peterrice@ehos.org.

 

Sat, Oct. 25th - Cultivating Change: A Native Landscaping Success Story and An In-Depth Look at the Northern Cardinal at Adkins Arboretum, 12610 Eveland Rd., Ridgely; Oct. 26th Walking in Wonder: Celtic Reflections & Irish Tea Service; Oct. 28th Nature Preschool Morning & Afternoon Session; Call 410-634-2847; www.adkinsarboretum.org.

 

Sat, Oct. 25th 4pm-7pm - All You Can Eat Annual Roast Beef Dinner at Crumpton Vol. Fire Dept., 300 Third St., Crumpton; $17/ages 13 & up, $8/ages 6-13, under age 6 free; Carryout available; Benefits CVFD.

 

Sat, Oct. 25th 5:30pm-6:30pm - Rock Hall-O-Ween at Rock Hall Vol. Fire Co., 21500 Rock Hall Ave., Rock Hall; Free fun for all ages; Prizes, hot dogs & drinks; Call 410-639-7888; www.rockhallvfc.org.

 

Sat, Oct. 25th 8pm-10pm - The Kitchen Sink of Horrors at The Garfield Center for the Arts, 210 High St., Chestertown; Halloween themed fundraiser; Music, mischief and mayhem; Costume contest; Call 410-810-2060; www.garfieldcenter.org.

 

Sat, Oct. 25th 5pm-9pm - Bull & Oyster Roast at Mount Harmon, 600 Mount Harmon Rd., Earleville; Oysters, silent auctions, live auctions, 50/50 raffle, live bluegrass music; $125/pp or $850/reserved table for 8; Call 410-275-8819; www.mountharmon.org.

 

Sat, Oct. 25th 6:30pm-8pm - Trunk or Treat at Rock Hall Vol. Fire Co., 21500 Rock Hall Ave., Rock Hall; Free fun for all ages; Prizes, hot dogs & drinks; Call 410-639-7888; www.rockhallvfc.org.

 

Sat, Oct. 25th 12pm-3pm - Chestertown Rotary Club’s 8th Annual Soup & Sip at Chester River Yacht & Country Club, 7738 Quaker Neck Rd., Chestertown; $25/pp includes a wine glass, 10 tastings & a raffle ticket; Fundraising event features local restaurants sampling of their signature crab soup recipes; Raffle Prize; Proceeds benefit KCPS Visual Arts Programs; Call 443-480-3011; chestertownrotaryclub@gmail.com.

 

Sat, Oct. 25th 4pm - Sheriffs’ Showdown for Safe Homes basketball game between the Kent County Sheriff’s Dept. and the Queen Anne’s County Sheriff’s Dept. at QAC High School, Centreville; Doors open 3pm; Prizes, concessions, raffle; Ticket $10/adult, $5/student, $25/family of 4 or more; Benefits Rebuilding Together; Call 410-778-4544; info@rteasternshore.org.

 

Sat & Sun, Oct. 25th & 26th 10am-5pm - RiverArts Studio Tours  at Chestertown RiverArts, 315 High St., Chestertown; Free, self-guided tour of over 30 artists in Kent & Queen Anne’s Counties; Rain or shine; To participate, call 410-778-6300 or email info@chestertownriverarts.org; Visit www.ctownra.org.

 

Sat, Oct. 25th 6pm - Annual Halloween Costume Contest at Rock Hall Vol. Fire Co., 21500 Rock Hall Ave., Rock Hall; Free fun for all ages; Prizes, hot dogs & drinks; Call 410-639-7888; www.rockhallvfc.org.

 

Sun, Oct. 26th 1pm - Quarter Auction at Millington VFW Post 652, 30922 River Rd., Millington; Doors open 12pm; $5/paddle; Reserve $30 VIP paddles, limited; Cash bar, food, vendors, VIP table reservation for over 6 people; Call 410-739-0476 or 443-262-2808.

 

Sun, Oct. 26th 3pm - Resonance Concert with Ayreheart at St. Paul’s Parish, Kent, 7579 Sandy Bottom Rd., off Rt. 20, Chestertown; National Music Festival Resonance Concert Series; Call 410-778-1540; www.stpaulkent.org.

 

Mon, Oct. 27th 7pm - Town of Galena Planning & Zoning Meeting at 101 S. Main St., Galena; Call 410-648-5151; www.townofgalena.com.

 

Mon, Oct. 27th 1pm-4pm - Acrylics Flowers and Landcapes with Lee Butera at KIFA, 405 Main St., Stevensville; Must register; Call 410-643-7424; arthousekifa@gmail.com; www.kifa.us.

 

Wed, Oct. 29th 12pm-1:30pm - Sail Into Downrigging with Chris Cerino as he dives into the rich history of Chestertown’s celebration of tall ships, maritime heritage, and community spirit at Roy Kirby Stadium, Washington College, 300 Washington Ave., Chestertown; $25/WC-ALL members and WC faculty/staff/students, $30/public; Lunch served; Limited seats; Reserve at https://advancement.washcoll.edu/register/?id=29358547-1980-41fd-8048-0811371caa22&_gl=1*16k8frr*_gcl_au*NjQ1NzY5MjcxLjE3NTk3NTkwNTguNTU0MzIwMTc0LjE3NTk3ODYyODAuMTc1OTc4NjI3OQ..*_ga*NDcxNTY0OTg5LjE3NTk1MzU4NjM.*_ga_44TEG14DKV*czE3NjA0NTk2NjAkbzEyJGcwJHQxNzYwNDU5NjYwJGo2MCRsMCRoMA.

 

Wed, Oct. 29th 7:30pm - Open Mic with Ford Schumann at Garfield Center for the Arts, 210 High St., Chestertown; Call 856-534-4430; schumannford@gmail.com.

 

Wed, Oct. 29th - Deadline for Veterans to register for the Veterans Day Parade on Sat., Nov. 9th in Rock Hall; Parade assembly 11am; March 12pm from the Rock Hall Ball Park on N. Main St., to the Legion Post on Sharp St., one mile; Dress in your military uniform; Call 484-268-4466.

 

Thurs, Oct. 30th 12:30pm-3:30pm - Flu Vaccine Clinic at Galena VFC, 90 E. Cross St., Galena; Can only bill Traditional Medicare and Medicaid Insurance; Fluzone High Dose $100, Fluzone Regular $55, VFC flu free; Schedule your appointment at vams.cdc.gov; Call KCHD 410-778-1350.

 

Thurs, Oct. 30th 7pm - Sombarkin Downrigging Weekend Kick-Off Concert at Sumner Hall, 206 South Queen St.,  Chestertown; $25/pp; Tickets at www.sumnerhall.org/dr25sombarkin.

 

Thurs, Oct. 30th - “Especially For The Holidays” art exhibit opening at Eastern Shore Arts, Rock Hall, 5761 Main St., Rock Hall; Artists are invited to exhibit; esarockhall@gmail.com.

 

Thurs, Oct. 30th 5pm-7pm - Trunk or Treat at Kent Island Vol. Fire Dept., 1610 Main Street, Chester; Hosted by Shore United Bank.

 

Thurs, Oct. 30th 12pm-1pm - Lunch & Lore Session at Bordley History Center, 301 High St., Chestertown; Special Guest Amber Englebach; Brown-bag drop in gatherings on alternate Thursdays through Dec. 18th; Presented by The Historical Society of Kent Co.; All are welcome; Call 410-778-3499.

 

Thurs, Oct. 30th 10am-2pm - MVA On Wheels & Online at 848 High St., Chestertown; By Appointment Only; For an appointment, a list of Motor Vehicle Administration services offered on the bus or to verify the bus schedule call 410-768-7000; www.mva.maryland.gov/

 

Fri, Oct. 31st - Dealine to submit applications for the QAC Chamber Community Foundation Scholarship for Career & Technical Education programs at Chesapeake College; Must be a resident of QA County; For application and details call 410-643-8530; business@qacchamber.com.

 

Fri, Oct. 31st 6pm - “Toy Story” Family Movie Night at Radclife at TwoTen, 210 S. Cross St., Chestertown; Open to public; Free popcorn; Coffee & drinks available for purchase; Bring a blanket & chair; 8pm Downrigging fireworks immediately following movie; Presented by Radcliffe Creek School; Rain date Nov. 7th 5pm; For details, email RCS @RadcliffeCreekSchool.org.

 

Fri-Sun, Oct. 31st-Nov, 2nd - Sultana Downrigging Tall Ships & Bluegrass in downtown Chestertown; Tall ships, tours, live music, lectures, exhibits, family activities, food and more; Benefits Sultana Education Foundation; www.downrigging.org.

 

Fri, Oct. 31st 6pm-9pm - Spooky House at Tucker House, 124 S. Commerce St., Centreville; Ages 2-12; A fun and slightly spooky experience; Costumes encouraged; Treats; Free; www.qachistoricalsociety.org.

 

Fri, Oct. 31st - Halloween Party at Rock Hall American Legion Post 228, 21423 E. Sharp St., Rock Hall; Call 410-639-7081; www.almdpost228.org.

 

Fri, Oct. 31st 5pm-8pm - “Home” Exhibit Opening at Kent Cultural Alliance, 101 Spring Ave., Chestertown; Featuring resident artists Claudio Beorchia, Peter Bruun & Rachel Seburn; Exhibit runs through Dec. 13th; www.kentculture.org.

 

Sat, Nov. 1st 1pm-9pm - The Island of Horror Film Fest at Cadby Theatre, Chesapeake College, 1000 College Circle, Wye Mills; Break out rooms, vendors, food trucks, trivia, and much more; $5; Call 410-822-5400; qactv@qac.org; www.theislandofhorrorfilmfest.com.

 

Sat, Nov. 1st 8am-12pm - Kappa Sigma’s Pancake Breakfast to benefit Veterans at Emmanuel Episcopal Church, 101 N. Cross St., Chestertown; $5/donation for all you can eat breakfast; bking3@washcoll.edu.

 

Sat, Nov. 1st 11am-5pm - Kent Island Car Show at 109 Cockey Lane, Stevensville; Call 410-604-2100; www.stevensvilleartsandentertainment.org.

 

Sat, Nov. 1st 3:30pm-6pm - All You Can Eat Oyster & Ham Dinner at Masonic Lodge #180, 408 Railroad Ave., Centreville; Bake sale table, 50/50; $38/adult, $15/ages 5-12, under age 5 free; Hosted by Centreville Holding Corp.

 

Sat, Nov. 1st 1:30pm - Halloween Parade on High St. in downtown Chestertown; Hosted by Chestertown Lions Club; Sign ups 12pm-1:15pm; Line up at Sacred Heart Church; Live music, marching bands, floats, performers, candy, costumes; Rain date is Nov. 2nd at 3pm, Rain date sign ups 1:30pm-2:45pm; www.chestertownlions.org.

 

Sat, Nov. 1st 10am-2pm - QAC Historical Society historic museum houses, Tucker House and Wright’s Chance, will be open to the public; Free admission; Donations appreciated; Houses are not ADA compliant; Tucker House, 124 S. Commerce St., Centreville; Wright’s Chance, 119 S. Commerce St., Centreville; Call 443-994-7505; qachsociety@gmail.com.

 

Sat, Nov. 1st 7pm-10pm - “Del-Mar” 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; vfwpost652@gmail.com.

 

Sat, Nov. 1st 11am-5pm - Kent Island Car Show at 109 Cockey Lane, Stevensville; Call 410-604-2100; www.stevensvilleartsandentertainment.org.

 

Sat, Nov. 1st 9am-12pm - Join The Republicans of Kent at the Farmers Market in front of 227 High St.; Kent Republican Headquarters, 302 Park Row, Chestertown; Register to vote; Change party affiliation; Volunteers welcome; Call 410-924-4442; www.gopofkent.com; www.kentcountyrcc.com.

 

Sat, Nov. 1st 8pm - Low Lily at The Mainstay, N. 5753 Main St., Rock Hall; Ticket $20/advance, $25/door; Call 410-639-9133; www.mainstayrockhall.org.

 

Sat, Nov. 1st 1pm - “Home” Artists Talk at Kent Cultural Alliance, 101 Spring Ave., Chestertown; Featuring resident artists Claudio Beorchia, Peter Bruun & Rachel Seburn; Exhibit runs through Dec. 13th; www.kentculture.org.

 

Sat, Nov. 1st - QAC Historical Society Exhibit “The Life and Work of Thomas McKenney”; Runs through Dec.; Group tours and exhibit viewings also by appointment; 124 S. Commerce St., Centreville; Call 443-994-7505; qachsociety@gmail.com.

 

Sat, Nov. 1st - Deadline for Women & Girls Fund Grant Applications; Grant recipients announced April 2026; Instructions and link to online application at www.womenandgirlsfund.org/grant-guidelines; Call 410-770-8347; info@womenandgirlsfund.org.

 

Sun, Nov. 2nd 2pm-3pm - “Stop the Bleed” Kent Co. Community Class at The Mainstay, 5753 Main St., Rock Hall; Life-Saving Bleeding Control Training; Free personal STB Kit for all pre-registered attendees; Seating limited to 40 people; Register at www.umm.edu/stopthebleed.

 

Sun, Nov. 2nd 9am-2pm - The Galena Lions Club Car Show at Massey Aerodrome, 33541 Maryland Line Rd., Massey; Rain date Nov. 9th; $20/pp, family friendly; Door prizes, 50/50; DJ Music, food & beverages; Awards 2pm; Call 410-708-6451 or 484-708-0704; www.masseyaero.org.

 

Sun, Nov. 2nd 2am - Daylight Saving Time ends and Standard Time begins; Set clocks back one hour.

 

Sun, Nov. 2nd 8am - Guided Birding Tour at Blackwater National Wildlife Refuge, 2145 Key Wallace Dr., Cambridge; Expert birder Terry Allen; Tour via personal vehicle, stopping at various spots; Tours last 3-4 hours; Binoculars & field guides are highly recommended; Free; Call 410-228-2677; www.fws.gov/refuge/blackwater.

 

Mon, Nov. 3rd 7pm - Live Playwrights’ Society at Garfield Center for the Arts, 210 High St., Chestertown; Call 410-810-2060; www.garfieldcenter.org.

 

Mon, Nov. 3rd 9:30am - 86 Kent Island Classic Best Ball Charity Tournament at Blue Heron Golf Course,  3270 Romancoke Rd., Stevensville; Ages 21 and older; $86.86 per player includes 18 holes with a cart and post golf tacos; Prizes, trophies, food, and more; Registration 9am; www.86ki.com.

 

Mon, Nov. 3rd 7pm - Town of Galena Mayor & Council Meeting at 101 S. Main St., Galena; Call 410-648-5151; www.townofgalena.com.

 

Tues, Nov. 4th - Election for the Chestertown Mayor and the First and Third Ward Council members; Details at www.chestertown.gov.

 

Wed, Nov. 5th - Author, Educator & Child Development Expert  Deborah Farmer Kris at Kent School, 6788 Wilkins Lane, Chestertown; Day of readings  and workshops; www.kentschool.org.

 

Wed, Nov. 5th 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, Nov. 6th 5pm - Generative Workshop: Letter to My Gender with John Jarboe at Washington College, Rose O’Neill Literary House, Washington Ave., Chestertown; www.washcoll.edu.

 

Fri, Nov. 7th 8pm - First Friday with Joe Holt, Sharon Sable & Shawn Qaissaunee at The Mainstay, N. 5753 Main St., Rock Hall; Ticket $20/advance, $25/door; Call 410-639-9133; www.mainstayrockhall.org.

 

Fri-Sun, Nov. 7th-Nov. 23rd - “Clyde’s” 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; www.churchhilltheatre.org.

 

Fri, Nov. 7th 5pm-7pm - First Friday Celebration in Downtown Chestertown; Extended shopping hours and specials; www.downtownchestertown.org.

 

Fri, Nov. 7th 9:30am - 4th Annual Chesapeake Conservation Classic Sporting Clay Fundraiser at Hopkins Hunting & Sporting Clays, 13003 Turners Creek Rd., Kennedyville; Registration 8:30am; $150/participant; Presented by MD DU in cooperation with Delmarva Power; Call 301-481-1266 or 410-804-4653 or email bpricemdducks@aol.com or scottjasion@gmail.com.

 

Sat, Nov. 8th 5:30pm - “A Night at the Races” video horse races at Betterton Fire House, 2 Howell Point Rd., Betterton; 12 races; $15 admission at door; Ages 21 and older; No smoking; Benefits local charities; Bring a nonperishable food item donation for Kent County Christmas Baskets.

 

Sat, Nov. 8th 9am-4pm - Safe Sitter Course at UM Shore Medical Center, 100 Brown St., Chestertown; Ages 11-13; $50/pp includes instructional kit; Registration required & encouraged; To register, email gladys.peeples@umm.edu; www.umms.org/shore.

 

Sat, Nov. 8th 9am-2pm - Fall Craft Show at Queen Anne-Hillsboro Vol. Fire Co., 13512 First St., Queen Anne; Homemade crafts; Vendors wanted; Contact Dolly at stars251.ds@gmail.com or call/text 410-920-9146.

 

Sat, Nov. 8th 12pm - Veterans Day Parade from the Rock Hall Ball Park on N. Main St., to the Legion Post on Sharp St.; One mile; Call 484-268-4466.

 

Sun, Nov. 9th 7am-9am - Bay Bridge Run 2025; Run or walk the Chesapeake Bay Bridge, 6.2 miles; www.thebaybridgerun.com.

 

Sun, Nov. 9th 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/adult, $6/ages 6-12, ages 5 & under free; Call 410-778-6100.

 

Sun, Nov. 9th 5pm-6:30pm - Kent County Drum Circle at Airy Hill Stables, 7886 Airy Hill Rd., Chestertown; Social Hour 5pm; Drumming 5:30pm-6:30pm; Fun, community, stress relief through drumming; All adults & teenagers welcome; No experience required; Bring any type of percussion instrument (drum, tambourine, plastic bucket, two sticks); Buckets & drumsticks available if needed; Dress appropriate for weather.

 

Sun, Nov. 9th 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; www.mountharmon.org.

 

Sun, Nov. 9th 5pm - Veteran’s Day Dinner at Rock Hall American Legion Post 228, 21423 Sharp St., Rock Hall; Social hour 4pm; Free for all veterans and one guest; Limited seating; Rsvp to 410-245-0459 before Nov. 1st; Thank you for your service.

 

Wed, Nov. 12th 7pm - Open Mic Night at The Mainstay, 5753 N. Main St., Rock Hall; Admission is free; www.mainstayrockhall.org.

 

Wed, Nov. 12th 7:30pm - “Unstoppable” celebrating Broadway’s leading ladies at Hotchkiss Hall, Washington College, 300 Washington Ave., Chestertown; Free admission; Call 410-810-5046; mnelson4@washcoll.edu.

 

Wed, Nov. 12th 12pm-1:30pm - WC-ALL Learn at Lunch “Walking Simply: The Camino De Santiago” at Washington College, Hodson Hall, Washington Ave., Chestertown; $25/WC-All member, $30/others; Must register; www.advancement.washcoll.edu.

 

Thurs, Nov. 13th 5:30pm-7:30pm - Members Only Preview Night for Much More Than Just A Used Book Sale at the Kent County Public Library, 408 High St., Chestertown; Shop mint condition and gently used dvds, video games, books, journals, puzzles, and more; Most items $2 or less; Benefits the Library; www.friendsofthekcpl.org.

 

Fri, Nov. 14th 8am - Guided Birding Tour at Blackwater National Wildlife Refuge, 2145 Key Wallace Dr., Cambridge; Expert birder Terry Allen; Tour via personal vehicle, stopping at various spots; Tours last 3-4 hours; Binoculars & field guides are highly recommended; Free; Call 410-228-2677; www.fws.gov/refuge/blackwater.

 

Fri-Sun, Nov. 14th-16th - Waterfowl Festival in Easton; Vendors, art, Dock Dogs competitions, goose and duck calling contests, musicians, food, and so much more; Nov. 13th Premier Night & Decoy Auction at Tidewater Inn, Easton; Details and ticket info at www.waterfowlfestival.org.

 

Fri-Sun, Nov. 14th-16th - Much More Than Just A Used Book Sale at the Kent County Public Library, 408 High St., Chestertown; Shop mint condition and gently used dvds, video games, books, journals, puzzles, and more; Most items $2 or less; Fri. 10am-8pm, Sat. & Sun. 10am-3pm; Sun. $5 box sale and specials; Benefits the Library; www.friendsofthekcpl.org.

 

Fri, Nov. 14th 5pm-7pm - Annual Holiday Show & Sale at RiverArts, 200B High St., Chestertown; Unique, handcrafted works by local artists and artisans; Fine art, pottery, jewelry, textiles, ornaments and much more; Runs through Dec. 22nd; Call 410-778-6300; info@chestertownriverarts.org; www.ctownra.org.

 

Sat., Nov. 15th 1pm - Purse Bash at Rock Hall Vol. Fire Co., 21500 Rock Hall Ave., Rock Hall; Doors open 12pm; $25/pp; Lite fare menu; Other chances to win purses, raffles and 50/50; Must be 18 to purchase a ticket, enter event and claim prizes; For tickets call 443-480-2785 or 410-708-6519.

 

Mon, Nov. 17th 6pm - Town of Galena Park & Tree Committee Meeting at 101 S. Main St., Galena; Call 410-648-5151; www.townofgalena.com.

 

Tues, Nov. 18th 6pm - Chevrolet Corvette Fans “No” Club Corvette Enthusiasts meet at Procolino’s, Kent Plaza, Chestertown, every third Tues. of the month at 6pm, March through November, weather permitting; No dues, rules, regs, by-laws, officers, agenda; A social gathering of like-minded Corvette enthusiasts; m.waal@breezeline.net.

 

Tues, Nov. 18th 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; www.queenannescountyarts.com.

 

Wed, Nov. 19th 7:30pm - Horizons, A Chorus Concert at Hotchkiss Hall, Washington College, 300 Washington Ave., Chestertown; Free admission; Call 410-810-5046; mnelson4@washcoll.edu.

 

Sat, Nov. 22nd 8pm - A Night at the Opry at The Mainstay, N. 5753 Main St., Rock Hall; Ticket $20/pp; Call 410-639-9133; www.mainstayrockhall.org.

 

Sun, Nov. 23rd 4pm - Opera on the Chesapeake at The Mainstay, N. 5753 Main St., Rock Hall; Ticket $20/pp; Call 410-639-9133; www.mainstayrockhall.org.

 

Sun, Nov. 23rd 2pm - Catalyst Quartet at the Ebenezer Theater at the Prager Family Center for the Arts,17 S. Washington St., Easton; Grammy Award winners; Presented by Chesapeake Music; Tickets at www.chesapeakemusic.org.

 

Sun, Nov. 23rd 4pm - Opera on the Chesapeake at The Mainstay, N. 5753 Main St., Rock Hall; Ticket $20/pp; Call 410-639-9133; www.mainstayrockhall.org.

 

Sun, Nov. 23rd 8am - Guided Birding Tour at Blackwater National Wildlife Refuge, 2145 Key Wallace Dr., Cambridge; Expert birder Terry Allen; Tour via personal vehicle, stopping at various spots; Tours last 3-4 hours; Binoculars & field guides are highly recommended; Free; Call 410-228-2677; www.fws.gov/refuge/blackwater.

 

Sat, Nov. 29th 9am-3pm - Chestertown A&E Holiday Art Walk in downtown Chestertown; Live music; Call 410-778-3700; www.chestertown.gov/ae-district.

 

Sun, Nov. 29th 8am - Guided Birding Tour at Blackwater National Wildlife Refuge, 2145 Key Wallace Dr., Cambridge; Expert birder Ron Ketter; Tour via personal vehicle, stopping at various spots; Tours last 3-4 hours; Binoculars & field guides are highly recommended; Free; Call 410-228-2677; www.fws.gov/refuge/blackwater.

 

Sat, Nov. 29th - Hometown Holiday in downtown Chestertown; Santa and Mrs. Claus arrive on a firetruck; Holiday music and fun; www.mainstreetchestertown.org.

 

Sat-Sun, Nov. 29th-Jan. 11th - Spark! Places of Inspiration Exhibit at Kennard African American Cultural Heritage Center, 410 Little Kidwell Ave., Centreville; www.mdhumanities.org/programs/museum-on-main-street/spark or www.kennardheritage.com.

 

Wed, Dec. 3rd 6:30pm-9pm - Town of Centreville Christmas Tree Lighting at the Courthouse Green, downtown Centreville; www.townofcentreville.org.

 

Fri, Dec. 5th 6pm-8pm - Members & Guest Holiday Gathering at Wrights Chance, 119 S. Commerce St., Centreville; Fun, food, holiday parade, and more; QAC Historical Society; www.qachistoricalsociety.org.

 

Fri & Sat, Dec. 5th & 6th - Dickens of a Weekend in downtown Chestertown; Victorian holiday extravaganza; Beers & bonfires,Carriage Rides, Heritage Village, London Row food & gift vendors; Tiny Tim’s Corner & Petting Zoo, Holiday Home Tour, Traditional Victorian Tea, Run Like The Dickens 5K, Main Stage Live Performances & Strolling Entertainment; Details & full schedule available at www.dickenschestertown.org.

 

Sat & Sun, Dec. 6th & 7th 11am-3pm - Holiday Train Show at 3 Third Ave., Betterton; Free admission, family friendly; Largest train art display in Kent County; Sponsored by Mayor & Council and Betterton Community Dev.; Donations appreciated; Call 410-348-5522.

 

Sat, Dec. 6th - Crab Basket Tree Lighting Ceremony in Rock Hall; Santa arrives by boat at the Bulkhead at 6pm and travels by fire truck to Main Street to light the basket trees at 7pm; Holiday music; Bring your camera for photos with Santa; Free hot chocolate; Cookie walk at Raum Chapel; www.rockhallmd.com.

 

Sat, Dec. 6th 4:30pm-6pm - Historic Stevensville Holiday Lights Annual Christmas Tree Lighting, 109 Cockey Lane, Stevensville; www.facebook.com/historicstevensville.

 

Sat, Dec. 6th 5pm-6pm - Queenstown Christmas Tree Lighting & Cookie Walk at Town Square, 7013 Main St., Queenstown; www.queenstown-md.com.

 

Sat & Sun, Dec. 6th & 7th 11am-3pm - Yuletide Festival at Mount Harmon, 600 Mount Harmon Rd., Earleville; $10/pp, $5/FOMH members; Call 410-275-8819; www.mountharmon.org.

 

Sun, Dec. 7th 3pm - QA’s Chorale Holiday Concert “A Classic Christmas” at Todd Performing Arts Center at Chesapeake College, 1000 College Cir, Wye Mills; For details, visit www.qachorale.org.

 

Sun, Dec. 7th 10am-2pm - Massey Open Hangar Party & Fly-In at Massey Aerodrome, 33541 Maryland Line Rd., Massey; Rain or shine; Airport, air museum and hangars open; Antique and show cars; Optional to bring a covered dish to share; Call 410-928-5270; www.masseyaero.org.

 

Thurs-Sun, Dec. 11th-14th - 39th Annual Christmas in St. Michaels; Family friendly events all weekend; Holiday meals, music, shopping, tour of homes & lighted boat parade; For tickets visit www.christmasinstmichaels.org/events.

 

Thurs, Dec. 11th 5pm - Gingerbread House Preview Cocktail Party at St. Michaels Community Center, 103 Railroad Ave, St. Michaels; Limited $75 tickets available for advanced purchase online at www.christmasinstmichaels.org.

 

Fri & Sat, Dec. 12th & 13th - A Celtic Christmas Concert with Chester River Chorale at Presbyterian Church, 905 Gateway Dr., Chestertown; Fri. 7:30pm, Sat. 4pm; Reserve tickets at www.chesterriverchorale.org/performances/chester-river-holiday-2025.

 

Sun, Dec. 14th 8am - Guided Birding Tour at Blackwater National Wildlife Refuge, 2145 Key Wallace Dr., Cambridge; Expert birder Terry Allen; Tour via personal vehicle, stopping at various spots; Tours last 3-4 hours; Binoculars & field guides are highly recommended; Free; Call 410-228-2677; www.fws.gov/refuge/blackwater.

 

Fri-Sun, Dec. 18th-20th - “A Christmas Carol” 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; www.churchhilltheatre.org.

 

Sat, Dec. 27th 8am - Guided Birding Tour at Blackwater National Wildlife Refuge, 2145 Key Wallace Dr., Cambridge; Expert birder Ron Ketter; Tour via personal vehicle, stopping at various spots; Tours last 3-4 hours; Binoculars & field guides are highly recommended; Free; Call 410-228-2677; www.fws.gov/refuge/blackwater.