This weekend in Milton, DE

Everything on around Milton this weekend, each one checked against where it was posted.

12 this weekend5 freeChecked Saturday, October 31

Saturday & Sunday, Oct 31–Nov 1

12 events, 5 free. All of this week's events →

Saturday, October 31Today

7 events

  • 7am

    Fall Town Wide Yard Sale

    Bridgeville · Town Hall, 101 N Main St

    Free

    Explore the town and discover what treasures await. Please note that the event has been rescheduled.

    Event website (opens in a new tab)
  • 8am

    Milford’s Farmers Market 2026

    Milford · Riverwalk Farmers Market, 1 S Walnut St

    Free

    An event centered on celebrating local growers and makers, presented in any weather. It offers a reliable way to support the people who cultivate and create in the community.

    Event website (opens in a new tab)
  • 3pm

    Trunk or Treat

    Milford · Moose Lodge #2316, 20142 Beaver Dam Rd

    Get a jump on trick-or-treating with a family Trunk or Treat at the Milford Moose. Kids can make the rounds in one spot for early seasonal fun.

    Event website (opens in a new tab)
  • 4pm

    Delmar COGOP Annual Trunks or Tables

    Laurel · Delmar Church of God of Prophecy, 35864 Traci Dr

    Free

    Experience a free evening of fun with candy, food, crafts, and games at Delmar Church of God of Prophecy.

    Event website (opens in a new tab)
  • 5pm

    Monster (S)Mash Pickleball Party

    Lewes · Dave Marshall Tennis & Pickleball, 18462 Plantations Blvd

    A festive pickleball party on indoor courts in Lewes, Delaware features open play, music, candy, and a costume contest to start the spookiest night of the year. A portion of the proceeds benefits local first responders. Delaware Sports Tourism provides ongoing support for the club.

    Event website (opens in a new tab)
  • 6pm

    Bridgevilleween! Downtown Trunk or Treat and Annual Trick or Treat

    Bridgeville · Town Hall, 101 N Main St

    Free

    Bridgevilleween brings downtown festivities with a trunk or treat taking place in the parking lot at Bridgeville Volunteer Fire Company. The community's traditional trick or treating is also part of the event.

    Event website (opens in a new tab)
  • 6pm

    Trunk or Treat

    Seaford · Grace Seaford Church, 805 Atlanta Rd

    Families will find a safe spot for kid-friendly trick-or-treating at Grace Seaford Church in Seaford. Volunteers decorate their car trunks and dress in costume to share the fun of the season, and all treats are individually wrapped.

    Event website (opens in a new tab)

Sunday, November 1

5 events

  • 11:30am

    Halloween Smash Tennis Match Play

    Lewes · Dave Marshall Tennis & Pickleball, 18462 Plantations Blvd

    Cap off the spooky weekend with doubles match play on clay in Lewes, Delaware. The format is a Fast Four doubles round robin that keeps matches quick and the action moving. This outdoor event is weather dependent. It is part of the USTA Adult Match Play Program. Delaware Sports Tourism is recognized for its continued support of the club.

    Event website (opens in a new tab)
  • 1pm

    Accepting Book and DVD/Blu-ray Donations

    Dover · Kent County Public Library, 497 S Red Haven Ln

    The library is accepting boxed donations of books and movies on DVD or Blu-ray, as long as items are in good condition. Donations are taken only during the first five days of each month from March through November 2026, and only during regular open hours. Please limit contributions to no more than 10 boxes per donor. Donations are not accepted in December, January, or February. Bring items in during open hours and do not place donations in the book drop, outside the building, or at the mobile unit. Copies of the full donation policy are available at the KCPL Circulation Desk. Thank you for your consideration and generosity.

    Event website (opens in a new tab)
  • 2pm

    The McCartney Experience - ENCORE PERFORMANCE! LOW TICKET ALERT

    Milton · Milton Theatre, 110 Union St

    An encore performance of The McCartney Experience brings a faithful tribute to Sir Paul McCartney to Milton Theatre. Led by Jed Duvall with an accomplished band, the show covers Beatles classics, Wings favorites, and solo hits for a set filled with familiar tunes. The production has been praised by MTV founder Tom Freston and Al Cieslak of The Kirk McEwen Show for capturing Paul’s sound and stage presence. Ticket availability is limited.

    Event website (opens in a new tab)
  • 4pm

    Classical Cape May - Music From Your Directors

    Cape May · Episcopal Church of the Advent, 652 Franklin St

    Free

    Classical Cape May spotlights its own leadership in an intimate program at the Episcopal Church of the Advent in Cape May. Co-directors Robert Bullington and Brenda Leonard perform alongside pianist Noriko Schneiderman in an afternoon of chamber music and song. The lineup includes Prokofiev’s expressive Cello Sonata and Butterworth’s A Shropshire Lad, plus additional works for baritone, cello, and piano. With artist fees underwritten by Cape May MAC, admission is free for all, and donations are welcomed. The concert lasts about an hour and is followed by a reception where guests can meet the musicians.

    Event website (opens in a new tab)
  • 9pm

    Sunday Social Jam Night

    Lewes · The Listening Booth, 18388 Coastal Hwy

    Wind down the weekend at The Listening Booth with a relaxed, community jam where anyone can step in and play. This is not a standard open mic, it is a collaborative session that welcomes seasoned performers and newcomers who just want to enjoy live music. Instruments and basic gear are on hand so participants can focus on the vibe. A rotating host and a different guest bartender keep things fresh each week, making Sunday nights a lively spot to make music and connect.

    Event website (opens in a new tab)