Christmas Tree Lighting Events In Southern Maryland 2025
Background Photo from Envato

SOUTHERN MARYLAND — One of the most exciting parts of the holiday season is visiting the events around the Southern Maryland counties. Charles, Calvert and St. Mary’s counties each have plenty of events to keep you busy during the season. Tree lightings are a traditional way to ring in the holidays and celebrate with your community.

We’ve compiled a list here of some of the tree lightings in each county. In addition to the official tree lightings at the courthouses, you’ll also find ceremonies at businesses and organizations. Local event boards are a great resource for finding tree lightings to attend.

Here’s our list so far:

Tree Lighting Events In Calvert County

Annual North Beach Christmas Market & Tree Lighting Ceremony

This event will take place on Friday, Nov. 28, from 4 to 7 p.m. on Bay Ave. in North Beach, to see the waterfront reveal of the season’s twinkling light display and holiday market. The market will feature food and beverage vendors, pop-up shops, cottage treats and artisan crafts. Mayor Mike Benton will begin the countdown at 6 p.m. to light the Christmas tree.

Annual North Beach Christmas Market & Tree Lighting Ceremony 2025
Source: Town of North Beach Facebook

Community Tree Lighting: Crab Pot & Buoy Christmas Tree

The ceremony for this popular and unique tree by the Calvert County Waterman’s Association will take place on Saturday, Nov. 29, at 6:30 p.m. next to J.C. Lore Oyster House. This tree lighting is also a fundraiser that invites community members to create their own buoys to hang on the tree. You can still participate by giving your buoy to an Association member or delivering it to the Calvert Marine Museum no later than Friday, Nov. 28. Buoys can be artistic, advertise a business or serve to remember a loved one.

Solomons Crab Pot & Buoy Christmas Tree 2025
Source: Calvert County Waterman’s Association Facebook

“Light Up the Town” Town Hall Tree Lighting in Chesapeake Beach

The town of Chesapeake Beach invites locals to join in on Sunday, Nov. 30, from 4 to 6 p.m. at the Chesapeake Beach Town Hall. In addition to the tree lighting, the event will include visits and photos with Santa, a local Christmas market, a performance by the Beach Elementary String Orchestra and more. Mayor Bruce Wahl will light the tree at sunset.

“Light Up the Town” Town Hall Tree Lighting in Chesapeake Beach 2025
Source: Town of Chesapeake Beach Facebook

Tree Lighting and Main Street Christmas at the Calvert County Courthouse

This event takes place from 4:30 to 6:30 p.m. at the Calvert County Courthouse Lawn at 175 Main St. in Prince Frederick. Festivities begin at 4:30 p.m. with live music, arts and crafts and visits with Santa. At 5 p.m., the annual tree lighting ceremony will take place on the courthouse lawn, creating a magical holiday atmosphere for the community, with greenery and decorations created by the Calvert County Garden Club.
Source: Calvert County Government website

Tree Lighting and Main Street Christmas at the Calvert County Courthouse 2025
Source: Calvert County Government website


Tree Lighting Events In Charles County

Light Up the Season at the Shops at Waldorf Center

This holiday celebration is on Nov. 28 from 6 to 8 p.m. The shops will host their annual tree lighting plus a new menorah lighting to celebrate Hanukkah, along with more holiday fun. The event organizers request that attendees bring a toy for the toy drive.

Light Up the Season at the Shops at Waldorf Center 2025
Source: Shops at Waldorf Center website

University of Maryland Charles Regional Medical Center’s Christmas Tree of Life

The University of Maryland Charles Regional Medical Center’s Christmas Tree of Life is the hospital’s annual tree lighting ceremony and an opportunity to recognize someone who has touched your life. Lights are purchased for the tree in honor of loved ones, and proceeds benefit the hospital. This year, the recipient is the Interventional Radiology Lab. The event takes place on Friday, Dec. 5, at 5:30 p.m. in UM Charles Regional Medical Center’s main lobby.

University of Maryland Charles Regional Medical Center’s Christmas Tree of Life 2025
Source: UM Charles Regional Medical Center

Kris Kringle Market at the Charles County Fairgrounds

Modeled after Germany’s famous markets, this annual event offers fireworks, light displays, food, handmade crafts from more than 180 local artisans, children’s activities, shopping, live music and more. The market will be held this year from Dec. 12–14. Entry is $5 for those 10 and older. The official tree lighting and arrival of Santa Claus will be held on Friday, Dec. 12, at 5 p.m.

Kris Kringle Market at the Charles County Fairgrounds 2025
Source: Charles County Fair

Olde Tyme Holiday Gathering and Tree Lighting in La Plata

Celebrate the season in the heart of La Plata on Sunday, Dec. 7, from 3 to 6 p.m. The Christmas tree will be displayed in the circle at Town Hall and will be officially lit during the event. You can also experience horse-drawn carriage rides, trolley rides, live music, a visit from Santa and more.

Olde Tyme Holiday Gathering and Tree Lighting in La Plata 2025
Source: Town of La Plata Facebook

Tree Lighting Events In St. Mary’s County

Leonardtown Christmas on the Square

Santa’s arrival will kick off Leonardtown’s Christmas on the Square and the annual tree lighting on Friday, Nov. 28, 2025, in the Town Square. The festivities begin at 4:30 p.m. with holiday music, entertainment, sleigh rides, train rides, hayrides, live nativity, balloon art, face painting, children’s crafts, hot drinks, food, holiday treats and other fun activities. This event is free and open to the public.

Leonardtown Christmas on the Square 2025
Source: Town of Leonardtown Facebook | Christmas in the Square 2023

Hollywood Volunteer Fire Department Annual Community Christmas Tree Lighting

Old St. Nick will be arriving at the Hollywood Volunteer Fire Department for the community tree lighting on Saturday, Nov. 29. Santa has been stopping by this fire department since 1956. Guests can take photos with Santa, enjoy light refreshments, fire truck rides, make magical reindeer dust, write letters to Santa and take home a festive goodie bag. Doors open at 5 p.m.

Hollywood Volunteer Fire Department Annual Community Christmas Tree Lighting 2025
Source: Ladies Auxiliary of Hollywood VFD Facebook

Holly Days Extravaganza at the Lexington Park Library

The Lexington Park Business Association, Inc. will host its annual event starting Dec. 6 from 5:30 to 6:30 p.m. The event will feature a community Christmas tree and menorah lighting, caroling sing-along, free hot chocolate provided by the Lexington Park Rotary Club, plus a “possible” visit from a familiar figure. The event will move indoors on Sunday, Dec. 7, from 1 to 4 p.m. for selfies with Santa, arts and crafts for kids of all ages and a holiday shopping village featuring local vendors.

Holly Days Extravaganza at the Lexington Park Library 2025
Source: Visit St. Mary’s website

Second District Volunteer Fire Department and Rescue Squad Fourth Annual Tree Lighting

The Second District Volunteer Fire Department and Rescue Squad Company will host its fourth annual Christmas tree lighting on Friday, Dec. 12, from 6 to 8 p.m. The event will feature twinkle lights, holiday music, fire truck rides, kids’ activities, raffles, a fire truck parade and, of course, Santa and Mrs. Claus will arrive on a fire truck.
Source: Second District Volunteer Fire Department and Rescue Squad Facebook

Second District Volunteer Fire Department and Rescue Squad 4th Annual Tree Lighting 2025
Source: Second District Volunteer Fire Department and Rescue Squad Facebook

Did we miss anything? Let us know!


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