Delaware

New Castle County

Wilmington
  1. Downtown Wilmington Winterfest
  • Description: A holiday market, face painting, Santa visits, hot cocoa, music, and more at DE.CO Food Hall.
  • Dates: December 2, 9, 16, 23, 2023
  • Time: 11:00 AM – 4:00 PM
  • Location: 111 W. 10th St., Wilmington, DE 19801
  • Website: Downtown Wilmington Winterfest
  1. December Shop & Stroll in Bellefonte
  • Description: Explore Bellefonte with food trucks, sales, specials, Santa visits, and more.
  • Dates: December 16, 23, 2023
  • Time: 10:00 AM – 5:00 PM
  • Location: 803 Brandywine Blvd, Wilmington, DE 19809
  • Website: Shop & Stroll Bellefonte
  1. Santa at Hagley
  • Description: Visit Santa at Hagley for a holiday photo opportunity.
  • Date: December 2, 2023
  • Time: 10:30 AM – 3:30 PM (Santa on break from 1:00 PM to 1:30 PM)
  • Location: Hagley Museum, 200 Hagley Creek Road, Wilmington, DE 19807
  • Contact: Phone: (302) 658-2400
  • Website: Santa at Hagley
Newark
  1. Winterfest
  • Description: Enjoy holiday entertainment, roasting chestnuts, caroling, tree lighting, and ice carving demonstrations.
  • Date: December 2, 2023
  • Time: Evening
  • Location: Newark, DE
  • Website: Newark Winterfest
  1. Hodgson’s Craft Fair
  • Description: A vibrant craft fair with a variety of vendors.
  • Date: December 2, 2023
  • Time: 9:00 AM – 3:30 PM
  • Location: Paul M. Hodgson Vocational Technical High School, 2575 Glasgow Ave., Newark, DE 19702
  • Contact: Phone: (302) 834-0990, Fax: (302) 834-0598
  • Website: Hodgson’s Craft Fair
Milford
  1. Holiday Stroll
  • Description: Experience an old-fashioned yuletide in Historic downtown Milford with live entertainment and Santa Claus.
  • Date: TBA
  • Time: Evening
  • Location: Downtown Milford, DE
  • Website: Milford Holiday Stroll

Kent County

  1. Visit with Santa at HG
  • Description: An opportunity to meet Santa Claus.
  • Date: November 30 – December 4, 2023
  • Time: Varies
  • Location: Smyrna, DE
  • Website: Event Information
  1. No Sex Please, It’s Christmas!
  • Description: A theatrical performance at Patchwork Playhouse.
  • Date: December 1, 2023
  • Time: Varies
  • Location: Patchwork Playhouse, 140 Roosevelt Ave, Dover, DE
  • Website: Patchwork Playhouse
  1. Santa Paws 2023
  • Description: A festive event for pets and their owners.
  • Date: December 1, 2023
  • Time: 4:00 PM – 7:00 PM
  • Location: Smyrna, DE
  • Website: Santa Paws Information
  1. Harrington, DE Christmas Parade
  • Description: Annual Christmas parade in Harrington.
  • Date: December 1, 2023
  • Time: 7:00 PM – 9:00 PM
  • Location: Harrington Parks & Recreation, 114 E Liberty St, Harrington, DE
  • Website: Harrington Christmas Parade
  1. Share the Holiday Spirit 5K
  • Description: A 5K run to celebrate the holiday spirit.
  • Date: December 2, 2023
  • Time: 12:00 PM
  • Location: Dover, DE
  • Website: Holiday Spirit 5K

Sussex County

Sound Of Music

  • Date: Thursday, Nov 30, 2023 at 7:30pm
  • Location: Milton Theatre, Milton, DE
  • More Info
  1. Lewes Holiday Village and Market
  • Date: Friday, Dec 1, 2023, from 4:00pm to 7:00pm
  • Location: Lewes Historical Society, Lewes, DE
  • More Info
  1. The Life and Adventures of Santa Claus
  • Date: Friday, Dec 1, 2023 at 7:30pm
  • Location: Possum Point Players, Georgetown, DE
  • More Info
  1. Breakfast with Santa at Camp Arrowhead
  • Date: Saturday, Dec 2, 2023, at 9:00am
  • Location: Jane C Ashford Center, Lewes, DE
  • More Info
  1. Lewes Holiday Village and Market
  • Date: Saturday, Dec 2, 2023, from 9:00am to 4:00pm
  • Location: Lewes Historical Society, Lewes, DE
  • More Info
  1. Holiday House Tour of Lewes
  • Date: Saturday, Dec 2, 2023, from 10:00am to 4:00pm
  • Location: Lewes Historical Society, Lewes, DE
  • More Info
  1. Sunday Mass
  • Date: Sunday, Dec 3, 2023, at 7:30am
  • Location: Mary Mother of Peace Church, Millsboro, DE
  • More Info
  1. Sunday Service
  • Date: Sunday, Dec 3, 2023, at 8:00am
  • Location: St. Peter’s Episcopal Church, Lewes, DE
  • More Info
  1. Breakfast with Santa at Camp Arrowhead
  • Date: Sunday, Dec 3, 2023, at 9:00am
  • Location: Jane C Ashford Center, Lewes, DE
  • More Info

Maryland

Cecil County

  1. Cecil County Christmas Parade
  • Description: A parade featuring marching bands, vintage cars, floats, fire trucks, and more.
  • Date: December 2, 2023
  • Time: 12:00pm (noon)
  • Location: North East, Maryland
  • Website: Cecil County Parade

Pennsylvania

  1. Cookies with Santa at New Garden Township Park
  • Description: An evening with Santa featuring cookies and festive joy.
  • Date: December 4, 2023
  • Time: 5:00 PM – 7:00 PM
  • Location: New Garden Township Park, 8934 Gap Newport Pike, Landenberg, PA 19350
  • Contact: Phone: (610) 268-2915, Fax: (610) 268-0458
  • Website: Cookies with Santa