This weekend in Sussex County, DE

Support artisans and local growers at a gathering that happens rain or shine. Make it part of your Saturday morning routine.

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.

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.

An adults-only workshop where participants decorate and plant mini pots with a spooky, classic-horror twist. Several design options are available, and the display image shows just one example. Please register in advance to reserve a spot.

Spend an afternoon focused on fun, food, and winning while raising funds for two organizations that serve the community. Discover a variety of local gifts and prizes, enjoy food available on site, and try your luck with a 50/50 drawing. Participation is $35 per paddle, $50 for an all-in paddle, and $5 for each additional paddle. No advance registration is required, and payment is accepted at the door. Quarters are used for bidding, and attendees may come with friends. Proceeds support Milford Rotary and Compassionate Hearts, reinforcing a simple goal... shop local, win local, give local.

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.

Over Time brings an energetic set to the Sea Witch Festival in Rehoboth Beach, Delaware. Upbeat songs with guitars, keys, drums, and horns take center stage.

A hands-on cupcake decorating class at Lewes Public Library features Biamby Sweet Treats. Participants learn how to create Halloween-themed designs and decorate one dozen cupcakes, six vanilla and six chocolate, to take home. The fee is $50 per person. Pre-registration is required, and payment is needed to reserve a spot. Space is limited.

A show will be presented at The Crab Barn for attendees to enjoy.

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.

The haunted trail returns for three weekends of thrills, delivering screams, startling surprises, and eerie fun around every bend. Test your courage as you make your way through the dark path and see how brave you can be. Open to the public, with paid admission.

Mr. Moribund's Theatre of Terror celebrates its 11th season at Riverfront Theater with a screening of the 1959 film The Manster. This movie party and variety show captures the spirit of a classic late night horror host program recorded before a studio audience. The film presentation is intercut with commercial breaks, comedy segments, live music and other performances, plus an audience participation contest. Before the show, the lobby features unique vendors and a Moribund Merch booth. Each installment is family friendly, with films that avoid excessive gore and other unsuitable content so the experience can be enjoyed together. Remember, you are loved. You are important. You matter. Do not give up. Crisis hotline: text START to 741-741.

Poser makes a return appearance at a favorite local spot in Fenwick. The comeback brings a familiar vibe to a venue popular with locals.

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.

Modern Beauty Alchemy celebrates its grand opening with a community-focused event that spotlights beauty, artistry, and local partners. Guests can explore the salon and meet the team of designers, who will be available to discuss hair, color, curls, extensions, lashes, nails, facials, corrective skincare, waxing, and more. No salon services will be performed during the event. This time is set aside for questions, informal consultations, and learning about offerings to help match each person with the right Modern Beauty Alchemy professional. The celebration features mocktails from Drunk On Love, an exclusive tiny tattoo flash sheet from Irish Buddha Tattoo with tattoos available by appointment and a nonrefundable deposit, and services from Haley Holloway offering Botox at $10 per unit and lip flips for $75 with appointments requiring a nonrefundable deposit paid directly to the artist. Grit & Grace Permanent Jewelry will provide permanent jewelry on site. Artwork from local creators will be displayed throughout the salon, and every piece shown will be available for purchase. Designed as more than a salon, Modern Beauty Alchemy presents a collaborative space where beauty, science, education, artistry, and community come together.

Freddie’s is showing the Bengals vs. Ravens on big screens with game day specials to match. Enjoy a half pound hot dog with fries for $10, two pretzel sticks with cheese for $8, and draft beers for $4. Lunch and dinner are served all day, creating an easy place to settle in for the action.

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.

Enjoy a dinner-and-concert experience featuring the Jamie McLean Band. A single $82 ticket covers a full meal along with the performance, while beverages are available for separate purchase. Gratuity is not included, and tickets are non-refundable. Known for blending New Orleans flavor with roots, rock, blues, and soul, the band has toured alongside Gregg Allman, Aaron Neville, Tedeschi Trucks Band, Marcus King, Los Lobos, Taj Mahal, Marc Broussard, and others. They are on the road behind a new album on Harmonized Records produced by Ken Coomer of Wilco. Recent write-ups highlight upbeat, catchy songs with a warm optimism and a sound that is both energetic and sincere.

Sunday Social Jam Night turns The Listening Booth into a relaxed, community jam where anyone can get involved. Experienced players and newcomers alike are welcome to collaborate or simply enjoy the live groove. Gear is provided, making it easy to step up and play. A rotating host and guest bartender keep things fresh each week, creating a welcoming space that celebrates music, spontaneity, and friendly connections.