Holiday Events in Talbot County

‘Tis the season to be transported to another world, where life ambles at a more leisurely pace, the hospitality is warm and welcoming, and the cozy, luxurious accommodations and eateries fill you with the festive spirit.

The communities of Talbot County, Maryland transform into a festive wonderland during the winter holiday season. With twinkling lights illuminating town streets, candlelit dinners by warm fireplaces, horse-drawn carriage rides, and shops decorated for Christmas, you’re sure to be jolly and ready to join in the many holiday events and activities. Read on to plan your visit to Talbot County and explore the many festivities offered.

Here is our 2025 line-up of holiday events for Talbot County, Maryland.