This weekend in Millsboro, DE

● Listings verified — Friday, October 2 · every listing checked against its source by our Millsboro editors

Saturday & Sunday, Oct 3–4

21 events, 1 free. All of this week's events →

Saturday, October 3 20 events
  • 7am

    Flea Market

    Hebron Train Depot, 101 NW Railroad Ave, Hebron · verified Sep 27
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    A flea market is planned, with 10x10 vendor spaces available for $10.

    Event website ↗
  • 8:30am

    Coffee and Conversation with Pharmacist

    921 N Dupont Blvd, Milford · verified Sep 27
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    An open conversation at Milford Rx Pharmacy explores sleep supplements, including what works, what does not, and what is safe. The session focuses on melatonin, covering potential benefits, safety considerations, and long term use. Participants can bring questions and share experiences. Coffee, tea, and light refreshments will be available after the discussion. Space is limited to 10 attendees, so an RSVP is required through the ticket section. If you register and later cannot attend, please cancel so the spot can be offered to someone else.

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  • 9am

    Express Pet Health

    Brandywine Valley SPCA - Georgetown Animal Health Center, 22918 Dupont Blvd, Georgetown · verified Sep 27
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    Keep pet care simple with an Express Pet Health clinic in Georgetown. This walk-up event at the Georgetown Animal Health Center provides affordable preventive services delivered by trusted veterinary and wellness teams, and no appointment is required. The program runs monthly and is also available at Animal Health Centers in Malvern, Pennsylvania, as well as Dover and New Castle, Delaware.

    Event website ↗
  • 9am

    Fall Craft Fair

    CHEER Community Center, 20520 Sand Hill Rd, Georgetown · verified Sep 27
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    This annual craft fair is a favorite stop for finding holiday presents, birthday and wedding surprises, home accents, or a unique treat for yourself. Vendor spots are filled as of July 2026. For questions, contact Robin Greene at 302-515-0001 x1162.

    Event website ↗
  • 9am

    Delmarva Riders 6th Annual Tucker Bike Benefit

    Rommel Harley-Davidson Delmarva, 2410 N Salisbury Blvd, Salisbury · verified Sep 27
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    The sixth annual Tucker Bike Benefit from Delmarva Riders begins with registration at Rommel Harley-Davidson Salisbury. Breakfast sandwiches will be available for purchase while DJ Mikey keeps the music going, followed by a police-escorted ride to Pittsville Volunteer Fire Department. There, the benefit continues with a cash bar and BBQ chicken dinners, a Chinese auction and a 50/50 raffle. Entertainment includes DJ Mikey along with a live performance by Rockoholics. Atlantis Tattoo will be offering tattoos, children can enjoy a complimentary bounce house, and vendors will be on site. All proceeds support a local Delmarva resident battling cancer.

    Event website ↗
  • 9:30am

    St. George's UMW Fall Vendor Market

    Millville Fire Station #1, 266 Atlantic Ave, Millville · verified Sep 27
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    Celebrate the season at an annual autumn vendor market. Vendors seeking details or wishing to participate should email Tara Bowden at stgeorgesvendorevents@gmail.com. She is the only point of contact for vendor inquiries.

    Event website ↗
  • 10am

    Saturday Chess Club

    Lewes Public Library, 111 Adams Ave, Lewes · verified Sep 27
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    A friendly community chess gathering welcomes players of every age and skill level for relaxed, over-the-board play. Newcomers and experienced players can practice, learn, and connect with fellow enthusiasts, from children discovering the game to seniors who have been at it for years. Attend regularly or drop in when it works for you. No registration is needed, and all boards and pieces are supplied.

    Event website ↗
  • 10am

    Wings & Wheels 2026

    Delaware Coastal Airport, 21553 Rudder Ln, Georgetown · verified Sep 27
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    Recognized by Southern Delaware Tourism as the best event of 2025, this family friendly festival brings World War II era and other military aircraft, a car show, and Air Force assets to Delaware Coastal Airport. Visitors can explore food, craft, and information vendors, listen to music, and take part in activities for children.

    Event website ↗
  • 10:30am

    Loyalist on the Lawn

    Zwaanendael Museum, 102 Kings Hwy, Lewes · verified Sep 27
    Free

    At the Zwaanendael Museum, meet a costumed historian portraying an officer of the Loyal American Regiment and explore what a Loyalist from Lewes wore, carried, and experienced during the Revolutionary War. The program includes rotating activities and additional offerings suitable for all ages, and there is no fee to participate. On select occasions, guest interpreters lead special sessions, including a visitor from the John Dickinson Plantation and HCA’s volunteer coordinator with demonstrations related to historic pigments and materials. For questions, call (302) 645-1148 or email zmuseum@delaware.gov.

    Event website ↗
  • 11am

    Petco Adoption Event

    Petco (Rehoboth Beach), Rehoboth Beach · verified Sep 27
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    Humane Animal Partners will be at Petco in Rehoboth Beach with adoptable dogs and cats as part of its first Saturday adoption series. Attendees can meet the animals and get information about HAP's affordable wellness services, vaccination clinics, and spay and neuter options for cats. It is a welcoming setting to connect with potential companions and explore resources for caring for a new pet.

    Event website ↗
  • 12pm

    2nd Annual Chili Cookoff

    Sun Outdoors Rehoboth Bay, 20628 Long Beach Dr, Millsboro · verified Sep 27
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    Turn up the heat at the 2nd Annual Chili Cook-Off, where chefs and home cooks compete for top honors. Enter a pot for $10 and aim for Hottest Chili, Most Original Recipe, or the People’s Choice award that comes with a cash prize. Not cooking? Taste your way through the entries and help choose the crowd favorite for $5. Bring friends, an appetite, and plenty of team spirit for a lively, flavor-packed showdown.

    Event website ↗
  • 1pm

    Jimmy's Grille (Dewey Beach)

    Jimmy's Grille , 113 Dickinson Ave, Dewey Beach · verified Sep 27
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    An acoustic trio makes its first appearance at Jimmy's Grille in Dewey Beach with a live acoustic set to mark the debut.

    Event website ↗
  • 2pm

    Bleeding While Leading Restoration Clinic & Book Release

    Lewes Public Library, 111 Adams Ave, Lewes · verified Sep 27
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    This event offers a two-hour trauma-informed restoration clinic alongside a celebration marking the release of the Bleeding While Leading book and its companion journal.

    Event website ↗
  • 4pm

    Dusty Vinyl Band

    Brew River, 502 W Main St, Salisbury · verified Sep 27
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    Enjoy a real-time musical performance, with artists playing live for listeners.

    Event website ↗
  • 5pm

    Vinny & Paul

    The Salted Rim, Millville, De, 35553 Atlantic Ave, Millville · verified Sep 27
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    This event features food, brews, and music at The Salted Rim.

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  • 6pm

    VFW Post 7234 Oceanview

    VFW Post 7234, 29265 Marshy Hope Way, Ocean View · verified Sep 27
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    Robin, Chuck and Paul are back with a set packed with classic rock from the 1960s through the 1990s, plus a little country in the mix. The trio will perform familiar tunes from across four decades.

    Event website ↗
  • 6pm

    Star Wars Unlimited Weekly Tournament

    Portals Games & Comics, Salisbury · verified Sep 27
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    This weekly Star Wars Unlimited tournament features constructed play. Players compete in three Swiss rounds, each lasting 50 minutes and played as a best-of-three. Entry is $5.

    Event website ↗
  • 7pm

    Roger Daltrey

    Freeman Arts Pavilion, 31822 Lakeview Dr, Selbyville · verified Sep 27
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    Amy Helm sets the tone before Roger Daltrey steps into a close-up setting that blends beloved songs from The Who with deeper cuts and highlights from his solo work. Backed by a semi-acoustic, rock-driven band, he reimagines iconic tracks with a more personal touch while sharing candid stories that open a window into rock history. Expect surprises in the set, memorable tales from the road, and the unmistakable voice that helped define a generation, all delivered in a setting designed to feel up close and personal.

    Event website ↗
  • 9pm

    Saturday Follies Drag Show

    Freddie's Beach Bar , 3 S 1st St, Rehoboth Beach · verified Sep 27
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    Freddie’s Follies turns Saturday nights into a weekly drag celebration, with a vibrant lineup of queens delivering crowd-pleasing performances. Each show spotlights personality, originality, boldness, and talent in equal measure. Admission is a $5 cover at the door.

    Event website ↗
  • 11pm

    Late Night Karaoke

    Freddie's Beach Bar , 3 S 1st St, Rehoboth Beach · verified Sep 27
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    Late night karaoke invites you to take the mic, request the songs you love, and sing your heart out. The setup is simple and focused on having fun.

    Event website ↗
Sunday, October 4 1 event
  • 7:30pm

    Earth Jam Band

    Milton Theatre, 110 Union St, Milton · verified Sep 27
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    Earth Jam Band brings a charged mix of classic rock and soul to Milton Theatre, powered by a lineup with deep ties to Delaware and the wider Delmarva scene. Since launching in 2023, the group has quickly become a favorite on the Delmarva beaches, drawing devoted fans with lively performances of songs by the Doobie Brothers, Creedence Clearwater Revival, The Guess Who, and Grand Funk, alongside soul staples from Stevie Wonder, The Spinners, and Marvin Gaye. The ensemble features Robbie LaBlanc on guitar and lead vocals, an international recording artist with past ties to Atlantic Records, Felix Cavaliere of the Young Rascals, and Bad River. Michael Daisey handles drums and shares lead vocals with credits that include Boyz of Summer, The Wise Guys, and The Five-8. Kevin Walsh takes lead guitar, known for work with Shytown, Melton Brothers, Stone Shakers, and Vinyl Shockley. Keyboardist Scott Schoem brings experience from DC Legends Nayas, Denise Henderson, The Fellas, Muskrat Lightning, and LCB. Longtime local musician Chatty Cooper adds percussion, with history in Scuzzy Frog, Vandy, Robbin Thompson, and Junior Wilson and Chatty. On bass and vocals, Todd Vukmanic anchors the groove with background in The Rutabagas, The Moonlight Mutts, and Red Eye Kings. Expect a high-energy show that channels the region’s rock roots with a set of familiar favorites and soulful grooves.

    Event website ↗

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