Author: Tammy Cohee

The Women & Girls Fund Award was established in 2004 to recognize and honor community members who have made outstanding contributions—whether professional or personal—toward understanding and addressing the needs of women and girls in the Mid-Shore region.

Hundreds of brave — and slightly chilly — souls are expected to gather at the Tred Avon Yacht Club on Saturday, February 7, 2026, for the fourth annual Oxford Plunge into the Tred Avon River, a mid-winter tradition that proves this small town has a very big heart. Participants of all ages will dash, dip, or dive into the icy waters in support of the Oxford Volunteer Fire Department and EMS (OVFD), which relies on donations to help fund life-saving equipment, training, and emergency services. Spectators are encouraged to line the waterfront, cheer on their favorite plungers, and enjoy the festive atmosphere complete with drinks, Doc’s Sunset Grille’s crab soup, and plenty of photo-worthy moments.

Families are invited to make memories at one of the region’s most beloved Christmas traditions: Breakfast with Santa, from 8–10am, Saturday, Dec. 13, at the waterfront Foxy’s Harbor Grille in St. Michaels. Limited tickets are just $10 per child, with advance purchase strongly recommended.

The Eastern Shore Writers Association (ESWA), in partnership with Kent Island’s Cult Classic Brewery, is proud to announce the first ever ESWA HOLIDAY BOOK FESTIVAL, taking place on Saturday, December 13, 2025.

The Chesapeake Bay Maritime Museum will celebrate the magic of the holiday season on Saturday, Dec. 13, inviting the community to experience Winter on the Chesapeake on its waterfront campus from noon-7pm.

Talbot Guide is excited to announce the winners of the ten giveaways held in November for our 25th Anniversary Celebration. Congratulations to all!
Winners & Prizes:

The Tilghman Watermen’s Museum announces its 2025 Holiday Display. For most of the year, the museum is committed to celebrating, documenting, preserving, and sharing the history, traditions, heritage, and culture of Tilghman Island. But in December, we are committed to all that plus holiday fun!