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