Family events in Centreville, MD

● Listings verifiedThursday, September 17 · every listing checked against its source by our Centreville editors

Family events this week

10 picks that work with kids in tow. All events →

Thursday, September 17 1 event
  • 11am

    Kickball & Playground at Rock Hall Park

    6007 N Main St, Rock Hall · verified Sep 13
    See details

    A family-friendly kickball meetup at Rock Hall Park brings everyone together for a casual game at the ball fields and time outside. No experience is needed, and parents are welcome to play. Teams are formed on site to keep the atmosphere relaxed. A playground sits next to the fields for younger children, so everyone can participate at a comfortable pace. Consider bringing a picnic lunch or snacks, water, and a chair or blanket. There is room to spread out, play, and connect with friends. Any homeschooling family is welcome to attend, and there is no requirement to be part of Peaceful Worldschoolers or PAX Academy.

    Event website ↗
Friday, September 18 2 events
  • 6:30am

    Dogs in the Drive-Thru

    1845 Main St, Chester · verified Sep 13
    See details

    Chick-fil-A Kent Island is celebrating four-legged friends with a drive-thru treat. Bring your dog along when placing an order in the drive-thru and receive a small gift with a purchase, available while supplies last.

    Event website ↗
  • 7pm

    Pony Express Speed Show Series - Show #5

    Queen Anne's County 4-H Fair, 106 Dulin Clark Rd, Centreville · verified Sep 13
    See details

    The fifth show in this speed series offers five classes, including Barrels, Texas Barrels, Poles, and Plug or a class to be announced. Entries are $20 each. Riders of all ages are welcome, with divisions for lead line, junior, intermediate, senior, and adult. Points earned at this show count toward year-end high point awards. The event follows 4-H Horse and Pony Rules and invites support for the Queen Anne’s County Pony Express 4-H club. The series continues through spring and fall with scheduled rain dates.

    Event website ↗
Saturday, September 19 4 events
  • 8:30am

    2026 We R Family Annual Crab Feast

    Fisherman's Crab Deck, 3032 Kent Narrows Way S, Grasonville · verified Sep 13
    See details

    A full-day outing blends shopping, seafood, and waterfront time. It starts at Queenstown Premium Outlets to browse for bargains, continues at Fisherman's Crab Deck for a crab feast, and wraps up at National Harbor, MD, with choices that include a stroll by the water, gaming at MGM Casino Resort, or more shopping at Tanger Outlets.

    Event website ↗
  • 9am

    Benedictine's Chrome City Fundraiser Car & Motorcycle Show 2026

    14299 Benedictine Ln, Ridgely · verified Sep 13
    Free

    Benedictine’s Chrome City car and motorcycle show raises funds to support children and adults with intellectual and developmental disabilities and autism, helping them pursue their fullest potential. The event highlights custom and classic cars, hot rods, and motorcycles, and includes a mile-long cruise along the lane on the Benedictine campus. Spectators are welcome at no charge. Vehicle entry is $35 with online registration or $40 when registering on the day, and each registration includes a commemorative T-shirt. The first 50 cars to register will also receive a car plaque. Food and beverages will be available for purchase from Uncle Bernie’s Steak Shack, Walker Family Seafood, Isiah’s Ice Cream, Batty’s Brews, Smokin on the Shore, Jimmys Fat Rolls, Belly Bustin Grill, Shore Pop Kettle Corn, and Pages & Pours. For more information, contact Amy Pippin at 410-634-2292 or amy.pippin@benschool.org.

    Event website ↗
  • 9:30am

    Log Canoe Spectator Cruise

    213 N Talbot St, St Michaels · verified Sep 13
    See details

    A cruise aboard the PATRIOT offers views of traditional log canoe racing on the Miles River. From the deck, participants see these distinctive Chesapeake vessels under sail while experienced sailors describe the tactics, traditions, and action as it unfolds. It is suitable for longtime fans and for those new to this time honored tradition. The cruise follows PATRIOT’s standard cancellation and refund policies. If the races are canceled or the schedule changes, the boat still travels the Miles River and an experienced log canoe sailor provides insights throughout the trip.

    Event website ↗
  • 11am

    ESSM 1st Annual Car Show

    Cult Classic Brewing, 1169 Shopping Center Rd, Stevensville · verified Sep 13
    See details

    Cult Classic Brewing hosts a first-year car show raising funds for Amy’s Army. Cars, trucks, and bikes of any make or model are invited to participate, with a $15 registration fee for cars and motorcycles. Expect rows of standout vehicles, vendor booths, raffles, trophies, and family-friendly activities, all in support of a local charity. Redline Performance and Chesapeake Classic Restorations are sponsoring the trophies and taking part. Show off your ride, connect with fellow enthusiasts, and help direct every dollar raised to Amy’s Army.

    Event website ↗
Sunday, September 20 1 event
  • 9am

    Easton, MD Cars & Coffee

    Easton VFW Post 5118, 367 Glebe Rd, Easton · verified Sep 13
    See details

    This relaxed gathering features coffee, conversation and a variety of automobiles in a welcoming setting. It is open to everyone and to vehicles of every kind. The event takes place at Easton VFW Post 5118, with updates shared as they become available.

    Event website ↗
Tuesday, September 22 1 event
  • 5pm

    Every Tuesday

    Rita's Italian Ice & Frozen Custard, 210 Kent Lndg, Stevensville · verified Sep 16
    See details

    Every Tuesday, weather permitting, Rita’s Italian Ice & Frozen Custard on Kent Island becomes a casual cruise-in spot where vintage and specialty rides roll in and park for everyone to check out. The mix of cars changes from week to week, creating a relaxed scene for enthusiasts and curious onlookers alike. Keep an eye out for Super Tuesday Benefit Cruise Nights as part of the series. Vehicles parked on the lot that qualify as old rides receive a buy one, get one offer from Rita’s, except during the benefit nights.

    Event website ↗
Wednesday, September 23 1 event
  • 6pm

    Music Bingo

    Rams Head Shore House, 800 Main St, Stevensville · verified Sep 13
    See details

    Enjoy a round of music bingo hosted by DJ Juice. Listen to each track, mark the matching song title on your card, and try to be the first to call bingo. Fun for participants of all ages.

    Event website ↗

Hosting something in Centreville? — Get your event listed in the directory and in the newsletter.

More events near Centreville

BaseLocal covers 900+ communities — these are next door.