Family events in Sussex County, DE

Things to do with kids around Sussex County this week, each one checked against where it was posted.

19 this weekChecked Wednesday, October 21

Family events this week

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

Wednesday, October 21Today

2 events

  • 10:30am

    Little Jays Storytime with Miss Carla

    Seaford · Seaford District Library, 600 N Market Street Ext

    At the Seaford Library, Carla leads a storytime with engaging read-alouds, interactive games, and craft-making, along with opportunities to connect with friends. The session blends books, play, and creative projects in a welcoming setting.

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  • 6pm

    Wednesday Game Night – Tunes & Trivia

    Lewes · Lefty's Alley & Eats, 36450 Plaza Blvd

    Free

    Lefty’s Alley & Eats hosts a free weekly game night that welcomes all ages, mixing music knowledge with friendly competition. Jersey John leads rounds of Name That Tune, trivia, and Jersey Feud, keeping the pace lively and lighthearted. Expect music-focused challenges, laughs, and chances at prizes, along with food and drinks to round out the night.

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Thursday, October 22

2 events

  • 10am

    Healthy Neighbor Days

    Milford · Calvary Church, 301 SE Front St

    Free

    Healthy Neighbor Days brings accessible care and support to Calvary Church in Milford, hosted by Bayhealth. Everyone is welcome to receive complimentary food and take advantage of mobile health services, and there is no sign-up required. As part of the Go Pink initiative, the Bayhealth Cancer Institute will offer free clinical breast exams on the mobile unit, with the possibility of a same-day screening mammogram when advised.

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  • 3pm

    Spookfest

    Millsboro · Sun Outdoors Rehoboth Bay, 20628 Long Beach Dr

    The Halloween celebration continues with the third of four weekends, featuring Magic Pumpkin Seeds, outdoor movies beneath the night sky, Pumpkin Chunk fun, site decoration contests, and trick or treating.

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Friday, October 23

6 events

  • 10:30am

    Music with Miss Maria

    Seaford · Seaford District Library, 600 N Market Street Ext

    Miss Maria leads a live, interactive class for children and their caregivers, hosted by the Seaford Library. The session features music and movement that encourage participation and shared fun for little ones and their grownups.

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  • 4pm

    Fantastic Friday Crafts

    Seaford · Seaford District Library, 600 N Market Street Ext

    Seaford Library hosts a weekly Friday craft time for children led by Miss Carla. Each session features a new hands-on project, giving kids the chance to create something different every week. For details on the featured craft, please check the library's calendar.

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  • 5pm

    Ranger Spooktakular Weekend

    Lincoln · Jellystone Park Delaware Beaches, 8295 Brick Granary Rd

    Jellystone Park has fallen under a spell, turning into a haunted setting filled with scary activities and eerie decorations. Those who dare can decorate their own site to deepen the spooky vibe. Younger visitors should take care, as the thrills are meant to deliver a serious scare.

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  • 5pm

    Trunk R Treat 2026

    Rehoboth Beach · Sussex Family YMCA, 20080 Church St

    Celebrate the start of the Sea Witch Festival season with a family-friendly trunk or treat from Sussex Family YMCA. Explore festively decorated trunks, collect sweet treats, and enjoy a cheerful Halloween atmosphere that invites families to make memories together.

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  • 6pm

    Outdoor Halloween Movie Night

    Bridgeville · T. S. Smith Orchard Point Market, 9045 Redden Rd

    The Outdoor Halloween Movie Night series wraps up with a spooky screening of Goosebumps at T.S. Smith Orchard Point Market. This family-friendly evening encourages Halloween pajamas and costumes. Bring a blanket or lawn chair to get comfortable under the stars, and enjoy snacks and drinks available at the market during the film.

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  • 6:30pm

    Pokemon TCG VCG and Go Event

    Milford · The Lair, 4 Park Ave

    Free

    Learn the basics of Pokemon TCG, Pokemon VCG, and Pokemon GO in a welcoming, family friendly setting at The Lair. Players can get guidance and then face other participants when they feel ready. There is no entry fee. Outside food and drinks are not permitted, and snacks and beverages are available for purchase at The Lair’s snack bar. Calling ahead to reserve a seat is requested to help with headcount. All tournament play takes place in the new shop, The Lair, located just behind the main shop, Red Bandana. Convenient public parking is available in the lot between The Lair and Park Place.

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Saturday, October 24

4 events

  • 10am

    Saturday Chess Club

    Lewes · Lewes Public Library, 111 Adams Ave

    Casual, community chess in a welcoming setting invites participants of all ages and skill levels, from first-time learners to seasoned players. It offers a chance for children through seniors to sharpen their game and connect with neighbors. Come every week or stop by whenever it fits your schedule. Registration is not needed, and all necessary equipment will be on hand.

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  • 11am

    Family Fall Fest

    Dagsboro · 30747 Dupont Blvd

    This family-friendly fall festival features free raffle prizes and trick-or-treating for children. It offers a simple way to enjoy the season together.

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  • 3pm

    Trunk Or Treat

    Dagsboro · Parsons Farms Produce, 30381 Armory Rd

    The annual Trunk or Treat returns with family friendly fun. Expect games and plenty of treats for all ages, and bring costumes and candy buckets to enjoy the festivities.

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  • 6pm

    Laurel Community Trunk or Treat

    Laurel · Bryan's Bowling Center, 1103 S Central Ave

    Free

    Bryan’s Bowling Center, the Town of Laurel, and a local community team present a larger community trunk or treat that brings neighbors together for Halloween fun at the Bryan’s Bowling Center parking lot. Activities include candy, DJ music, face painting, games, bounce houses, costume contests, and trick or treating from decorated trunks. Admission is free. Families are welcome and costumes are encouraged. Local businesses, organizations, families, and community members interested in hosting a trunk can call 302-875-7400 Ext. 7479 for details.

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Sunday, October 25

2 events

  • 12pm

    Fall-Ween Fest

    Millsboro · Sussex Amvets Post 2, 32592 Long Neck Rd

    At AMVETS Post 2, families can enjoy a fall and Halloween themed fest featuring trunk or treat, candy, pumpkins, vendors, raffles, horse bingo, and games. Everyone is welcome, and costumes are encouraged for a festive atmosphere.

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  • 2pm

    UJ Kid's Carnival

    Millville · Captain's Quarters Arcade & Go Karts , 35287 Atlantic Ave

    UJ Kids Carnival offers an afternoon of family-friendly fun with carnival games, face painting, raffles, a live mermaid, hula hoop activities, popcorn, and more in support of Unstoppable Joy. Held at Captain's Quarters Arcade & Go Karts at the Millville Boardwalk, the festivities happen rain or shine with a mix of indoor and outdoor attractions. Admission is $5 per child, and parents as well as children under one attend for free. During the event, Captain's Quarters will contribute 20% of all arcade and go-kart sales to the cause. Sponsorship opportunities are available.

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Monday, October 26

3 events

  • 10am

    Shoe Drive

    Rehoboth Beach · Rehoboth Beach Public Library, 226 Rehoboth Ave

    Clear out your closet and put gently worn shoes to good use through a community shoe drive organized by the Rehoboth Beach Public Library in partnership with Funds2Orgs. Donations of adult and children’s footwear are welcome, including sneakers, boots, sandals, and dress shoes, as long as pairs are clean and still wearable. Each pair collected helps advance the library’s capital campaign while giving shoes a second life. Drop off donations at participating locations such as the Rehoboth Beach Public Library, RISE Fitness + Adventure, and Rehoboth Beach Running Company. To make sorting easier, please keep pairs together by tying the laces or securing them with a rubber band. Shoes tucked away in the back of the closet can make a meaningful impact when passed along to someone else, and every contribution strengthens community support for the library.

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  • 5:30pm

    L.E.A.P. - Read to the Dogs!

    Lewes · Lewes Public Library, 111 Adams Ave

    Spend time at the library reading aloud to dogs. Bring a book from home, or choose one available there.

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  • 6pm

    Medley Mondays: Interactive Musical Bingo

    Lewes · Lefty's Alley & Eats, 36450 Plaza Blvd

    Free

    Interactive Music Bingo brings a lively spin to the classic game at Lefty’s. Rather than numbers, participants listen for familiar songs, match them to their bingo cards, and are welcome to sing or dance along. Look for theme-based rounds, great music, playful twists on the rules, and lots of laughs. Prizes are awarded each week. It is free to participate and suitable for all ages.

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