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2026 Hall-O-Weekend Fall Festival

October 24, 2025 @ 6:30 pm - October 25, 2025 @ 3:00 pm
Looking for things to do for Halloween this weekend in Connecticut? Join us in Downtown Milford for a free Halloweekend event October 24–25 with costumes and family fun.

Looking for a not-so-scary Halloween event for free in the New Haven County?

Join us October 23–24th in Downtown Milford for the 17th Annual Hall-O-Weekend, presented by the Downtown Milford Business Association. Families, kids, and visitors can enjoy a not-so-scary Halloween celebration filled with trick-or-treating, costume parades, outdoor movie nights, hay mazes, and festive activities throughout downtown Milford.

See the detailed schedule below for October 23-24th and enjoy all the Halloween fun in Downtown Milford.

Friday, October 23rd

  • Time: 6:30 PM
  • Location: Gazebo on the Milford Green, Downtown Milford, CT
  • Movie: Hocus Pocus 2
  • Screen Presented by Big Screens
  • What to bring: Bring your chairs, blankets, and snacks. Enjoy a relaxed, festive, and Halloween experience in Milford, CT
  • Exclusive offer: A Halloween baking goods box is available for pre-order for outdoor movie night through Scratch Baking .

Saturday, October 24th:

  • Step Into Halloween: Downtown transforms into a Halloween playground full of costumes, spooky-but-not-scary adventures, parades, hay maze, music, crafts, and treats for all ages.
  • Magic Around Every Corner: Streets and shops buzzing with laughter, decorations, interactive experiences, and opportunities to explore Downtown Milford Businesses.
  • Make Memories: Kids, families, and neighbors experience traditions, photo-worthy moments, and Halloween excitement they’ll remember all season.

Important note: Pick up your Trick or Treat map on the Green at the Downtown Milford Business Association (DMBA) booth.

Saturday October 24th Highlights:

  • 10am: Not-So-Scary Storytime at the Gazebo with Mermaid Books
  • 11:30am: Spooky kids’ yoga with Just Be Yoga and Wellness at the Gazebo
  • 12pm: Costume Parade led by Brian Smith (a.k.a Captain Kidd!)
  • 10am – 3pm: Hay Maze, pumpkin patch, face-painting, arts & crafts, vendors and activities on the green
  • 12am – 2pm: Trick-or-treat through participating downtown businesses, including:
  • Downtown Milford Participating Storefronts

See Past Years in Action: Visit our Facebook page for more photos and highlights @DowntownMilfordBusinessAssociation

Halloween event in Downtown Milford experience from previous years Halloween event in Downtown Milford experience from previous years Halloween event in Downtown Milford experience from previous years Halloween event in Downtown Milford experience from previous years

 

 

Looking to be a vendor on October 25? Follow the links below:

Hall-O-Weekend – October 25th, 10-3pm

Vendor sign-up link: https://forms.gle/sDmmM9TNipT944Ex7

Payment link: https://downtown-milford-business-association.myshopify.com/products/hall-o-weekend-vendor-fees

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