This weekend in Milton, DE

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

Saturday & Sunday, Sep 19–20

15 events, 2 free. All of this week's events →

Saturday, September 19 15 events
  • 8am

    Rehoboth Beach Yoga with Dimitra Yoga

    4 Prospect St, Rehoboth Beach · verified Sep 13
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    Start the day with an all-levels yoga class on the sand at Rehoboth Beach. With ocean air and open sky all around, the practice offers a refreshing, energizing way to move, breathe, and reconnect in a natural setting. The class meets near the south end of the beach, one block beyond the boardwalk, with the setup on the right side of the shoreline. Bring a beach towel or mat, water, and sunscreen. Advance registration is encouraged. Cash is accepted, and exact change is appreciated. This class is weather dependent.

    Event website ↗
  • 8:30am

    2026 AIDS Walk Delaware: Bandstand, Rehoboth Beach

    Rehoboth Beach Bandstand, 3 Rehoboth Ave, Rehoboth Beach · verified Sep 13
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    AIDS Walk Delaware marks its 40th year at the Rehoboth Beach Bandstand, honoring decades of advocacy, remembrance, education, and support for people living with HIV. This community walk brings people together to raise awareness, challenge stigma, and uplift those affected. The day flows from check-in to announcements and then the walk itself. Participants can take part at two sites, with options in Wilmington at Brandywine Park or in Rehoboth Beach at the Bandstand near the boardwalk. Every step helps fund vital HIV prevention, testing, care, and support services across Delaware. Many walk in memory of someone, in solidarity with loved ones, or to help build a healthier future.

    Event website ↗
  • 9am

    Harvest Hustle 5K run/1K walk

    Ft. Miles, Cape Henlopen State Park, 33392 W Austin St, Lewes · verified Sep 13
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    Friends and families come together for a community event with heart. Lace up and hit the pavement, and know that every step helps advance a mission to empower older adults to live independently at home for as long as possible.

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  • 10am

    120th Anniversary Celebration

    219 Rehoboth Ave, Rehoboth Beach · verified Sep 13
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    A 120th birthday celebration for the Rehoboth Beach Vol Fire Co includes chances to see both newer and antique apparatus, meet Sparky the Fire Dog, and tour the museum. The RBVFC Auxiliary is celebrating a birthday too, and guests can enjoy a slice of birthday cake.

    Event website ↗
  • 10:30am

    Loyalist on the Lawn

    102 Kings Hwy, Lewes · verified Sep 13
    Free

    At the Zwaanendael Museum, a costumed interpreter portrays an officer from the Loyal American Regiment and shares what uniforms, equipment, and daily life were like for a Loyalist from Lewes during the Revolutionary War. The museum also offers rotating activities and additional programs connected to this history. There is no cost to participate, and it is suitable for all ages. For more information, call (302) 645-1148 or email zmuseum@delaware.gov.

    Event website ↗
  • 1pm

    Backlash Fest 2026

    30367 Hickory Hill Rd, Millsboro · verified Sep 13
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    Backlash Fest 2026 brings a full day of live performances and community fun, presented by Bottle & Cork in Dewey Beach. The lineup features The British Invasion Years, A ’60s Musical Revolution, with special guests HeadHigh, Rogue Agents, and Clayton Eberly, and Mikey G as host. Attendees can enjoy music alongside local vendors, food, games, and a welcoming festival atmosphere in support of a good cause. Guests are encouraged to bring chairs and share the experience with friends. Event partners include J&A Electrical Services, Shore Water Refining, Long Neck Dispensary, Betterliving of Delmarva, George Hoffman Heating & Air Conditioning, AC Dreamscapes, J and C Home Exteriors, and Christina’s Cuts by the Coast. For those planning an overnight stay, Avid hotel Millsboro offers accommodations with a discounted room rate for Backlash 2026.

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  • 3pm

    Vine & Brine: An Oyster & Wine Tasting Cruise

    209 Anglers Rd, Lewes · verified Sep 13
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    A scenic tasting cruise along the Lewes-Rehoboth Canal pairs fresh Nancy James Oysters with White Haven Sauvignon Blanc while experts guide guests through complementary flavors. The experience blends relaxed views with hands-on learning about wine and oyster pairing and includes onboard education focused on coastal conservation. Guests also have the option to purchase featured wines and oysters. Cape Water Tours supports Delaware Sea Grant and the Delaware Center for Inland Bays through this fundraiser, with a portion of ticket sales and all alcohol proceeds benefiting the Center for Inland Bays to help protect and conserve local coastal resources.

    Event website ↗
  • 5pm

    🎤 BATTLE AT THE BAY : The Grand Finale 🎶

    20628 Long Beach Dr, Millsboro · verified Sep 13
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    After a high-energy ten-week run, the competition reaches its grand sing-off finale as the ten winners from earlier rounds return to battle for the top spot. Expect soaring vocals, standout stagecraft, and the kind of head-to-head excitement only a true karaoke showdown can deliver. One performer will be crowned champion and receive a five-night stay in 2027. The night promises wall-to-wall performances that keep the room singing, clapping, and dancing, celebrating community, talent, and the shared joy of music as the final note decides it all.

    Event website ↗
  • 5pm

    West Side Creative Market

    19826 Central Ave, Rehoboth Beach · verified Sep 13
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    West Side Creative Market brings a seasonal outdoor artist market to West Rehoboth, presented by the Developing Artist Collaboration. Each event gathers more than 20 local artists alongside live music, food trucks, games and hands-on art projects, and the DAC Creative Cocktail Bar, creating a lively open-air setting. Every visit offers something new, with opportunities to stroll the block for Fresh Art Pop-Up shows at the Artpothecary and to see the West Rehoboth historical mural nearby. The market runs on Mondays and Fridays in the summer, and also on Saturdays in September. Biking is encouraged since the location sits just off the Junction and Breakwater Trail, and free parking can be found along Canal Crossing. For a deeper dive, guided Creative Market Tours introduce artists, highlight the broader ecosystem, and share the story of this growing creative community.

    Event website ↗
  • 7pm

    Robin & the Hoods at First State Brewing

    First State Brewing Company (Rehoboth Beach, DE), 19266 Coastal Highway; Unit 1, Rehoboth Beach · verified Sep 13
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    Classic rock favorites from the 1960s through the 1990s take center stage, with a hint of country in the mix. The group features Robin Rohr on lead vocals and bass guitar, Chuck Cinaglia on vocals and lead guitar, and Paul Galonsky on drums.

    Event website ↗
  • 7pm

    The Great Chasers @ Arena's

    Arena's Restaurant (Deli Downtown Rehoboth), 149 Rehoboth Ave, Rehoboth Beach · verified Sep 13
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    Kagan Nuss and Johnny Rags, performing as The Great Chasers, present a piano and saxophone set at Arena's Restaurant (Deli Downtown Rehoboth). The program features music by Billy Joel, Ray Charles, and Elton John, plus upbeat favorites from the 1950s. Sandwiches and beverages are available from the restaurant.

    Event website ↗
  • 8:30pm

    Bethany Blues Lewes

    Bethany Blues of Lewes, 18385 Coastal Hwy, Lewes · verified Sep 13
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    The Jimmies 80s Flashback Band turns Bethany Blues into an 80s time capsule with a high-energy set packed with the era’s signature hooks and anthems. Covering New Wave, pop, rock, punk, and hair metal, the performance delivers a lively soundtrack with plenty of sing-along moments.

    Event website ↗
  • 9pm

    Dj Malachi

    57 Baltimore Ave, Rehoboth Beach · verified Sep 13
    Free

    DJ Malachi takes the decks for a night filled with hits. The series continues every Saturday throughout the summer with weekly DJ sets. There is no cover charge.

    Event website ↗
  • 9pm

    Saturday Follies Drag Show

    3 S 1st St, Rehoboth Beach · verified Sep 13
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    Freddie's Follies hosts a lively drag showcase featuring a talented roster of queens delivering high-energy performances that keep the audience engaged. It highlights personality, originality, boldness, and skill throughout the show. There is a $5 cover at the door, and table reservations are available.

    Event website ↗
  • 11pm

    Late Night Karaoke

    3 S 1st St, Rehoboth Beach · verified Sep 13
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    Answer the call for karaoke. Pick the songs you love, step up to the microphone, and give it everything you have. It is easy to jump in and the emphasis is on having fun. Make sure not to miss it.

    Event website ↗
Sunday, September 20 0 events

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