Pocomoke City is packed with family-friendly holiday celebrations this December. Below is a roundup of several events we’ve come across. You can always check our event calendar to see what’s going on here: https://www.pocomokearrowhead.com/events/category/community/ and feel free to submit events to: chip@pocomokearrowhead.com The Arrowhead will always share non-profit organization benefitting or hosted events, events held by businesses can be featured as an advertisement.
Breakfast With Santa – Junior Woman’s Club of Pocomoke
Saturday, December 6, 2025 | 8–11 AM
Lynnhaven Baptist Church
Hosted by the Junior Woman’s Club of Pocomoke City
The flyer states that families are invited to “Breakfast with Santa Claus,” featuring “delicious food,” “festive crafts,” and a “photo with Santa.” There is no charge for this event, and donations are welcome.
Christmas Breakfast for Dinner – The Great Pocomoke Fair
Friday, December 5 | 5–7 PM
2037 Broad St., Pocomoke, MD
The official flyer advertises: pancakes, eggs, bacon, and sausage.
Pricing listed: 10 and under $12 / 11 and up $15.
Additional activities include kids crafts, photo ops, and a nativity set.
The flyer also notes: “Come enjoy breakfast before the Mayor’s Old Fashioned Christmas Evening downtown.”
The Mayor’s Old-Fashioned Christmas Evening
Friday, December 5 | 5:30–8:30 PM
Hosted by the City of Pocomoke
The flyer lists:
• Pictures with Mr. & Mrs. Claus
• Bonfire & S’mores
• Hot Chocolate
• Hotdogs
• Ornament Making
• Cookie Decorating
• Reindeer Games
• Live Entertainment
• Christmas Karaoke with DJ Kay
6th Annual Christmas Toy Giveaway – All About Progress
Sunday, December 14 | 3–6 PM
Pocomoke Middle School
The flyer for this event lists it as the “6th Annual Christmas Toy Giveaway.”
It includes contact information for Brooks Croswell (443-856-8110) and notes an “Annual gently used clothing drive!” led by Tekeisha Dennis.
Attendees are invited to “Join us for gifts and refreshments!”
Della’s Closet Christmas Benefit – Cypress Roots Brewery
Friday, December 12 | 6–10 PM
148 Market St., Pocomoke
The flyer invites the public to support families by filling the Christmas tree with:
• New or gently used winter clothing
• Diapers and baby wipes
• New, unwrapped toys, games, and stuffed animals
Live music will be performed by Emily Guemple.
Holidays at the Museum & Pocomoke City
December 13 & 14
Delmarva Discovery Museum & Pocomoke Area Model Train Club
The flyer highlights:
• Visit with Santa
• Holiday Train Display
• Other entertainment
Museum hours: 11 AM–4 PM
Train Station hours: 12 PM–4 PM
It also specifies: Santa visits from 1–3 PM at the Delmarva Discovery Museum.
The Train Station location is listed as 824 4th St., Pocomoke City, MD 21851.
