Thursday, December 11, 2025
Wednesday, December 10, 2025
Planning and Zoning Commission Meeting - Monday, December 15, 2025 at 4:00 p.m.
You can find all the supporting documents on the Town’s website https://leonardtown.somd.com/government/index.htm - Planning and Zoning Agenda and Minutes.
Monday, December 08, 2025
Monday, December 01, 2025
Town Council Meeting on Monday, December 8, 2025 at 4:00 p.m. with two Public Hearings: Annexation Petitions Case #39.25/Resolution 2-25 and Case #40-25/Resolution 3-25
The Town of Leonardtown will hold its Town Council meeting on Monday, December 8, 2025 at 4:00 p.m. with a Workshop on Wednesday, December 3, 2025 at 4:00 p.m.
4:15 PM Public Hearing - Case # 39-25 - Annexation Petition - Resolution 2-25- Hall Property- Map 0032, Parcel 96 - Jeanine Harrington
4:30 PM Public Hearing - Case # 40-25 - Annexation
Petition - Resolution 3-25- Johnson/Johnston Properties at Map 0041, Parcel
0235 and Map 0041, Parcel 0266 - Jeanine Harrington
Monday, November 24, 2025
Tuesday, November 18, 2025
Christmas on the Square Traffic Advisory Update
CHRISTMAS ON THE SQUARE AND ANNUAL TREE LIGHTING IN LEONARDTOWN PARKING & ROAD CLOSURE INFORMATION
Leonardtown, MD -The Town of Leonardtown is ringing in the holiday season on Friday, November 28th from 4:30pm – 8:30pm with the beloved Christmas on the Square and Annual Tree Lighting Ceremony. Event festivities start at 4:30pm and include live entertainment, sleigh & fire truck rides, balloon art, a living nativity, a holiday market, food and much more! You won’t want to miss Santa’s arrival and the lighting of the Christmas Tree at 7:00pm by the Leonardtown Volunteer Fire Department!
Thanks to the cooperative efforts of Town officials
& staff, the St. Mary’s County Sheriff’s Office, the St. Mary’s County
Emergency Management Division, Maryland State Police, Maryland State Highway, St.
Mary’s County Public Works, Leonardtown Volunteer Fire Department, Leonardtown
Volunteer Rescue Squad and other local volunteer fire departments and rescue
squads, plans are in place for increased safety and security.
Parking
Information
· Spectators are
encouraged to park at CSM, the Governmental Center, and the Leonardtown
Library/Garvey Senior Center and take advantage of the free shuttle service that
drops off /picks up at St. Aloysuis Church parking lot.
· Additional
parking can be found at St. Mary’s Ryken High School, the Blackbelt Academy lot
on Gregory Drive, and the grass lots on either side of Courthouse Drive near
Fenwick Street. These lots do not have shuttle service and attendees must walk
to the downtown area.
· Handicap parking
is available in Town at the Mattingley Gardiner Funeral Home parking lot on the
corner of Fenwick St. and Lawrence Ave. and in the public lot next to the Hair
Company on Washington Street. To access these lots, enter via Lawrence Ave. and
you will be directed to these lots (handicap decal/pass/license plate
required).
Closures
and Restrictions:
· Downtown Leonardtown Square – including Washington Street and Fenwick Street – will be closed to through traffic from 1:00pm – 9:00pm.
· Courthouse Drive, Guyther Drive, Camalier Drive, and portions of Park Avenue, Shadrick Street, Pope Street, and Church Street will also have extremely restricted access before and during the event.
· Residents living
around Tudor Hall should enter Town via Lawrence Avenue to access their
neighborhood.
There is no rain date for the event. In the event of
inclement weather, a decision will be by 9:00am on Friday, November 28, 2025.
The decision will be announced on VisitLeonardtownMD.com/ChristmasontheSquare and the Town of Leonardtown Facebook page.
Christmas on the Square is sponsored by the Commissioners of
Leonardtown, the Leonardtown Volunteer Fire Department, and the Leonardtown
Business Association. For further
information, please visit: VisitLeonardtownMD.com/ChristmasontheSquare.
Thursday, November 13, 2025
Planning and Zoning Commission meeting on Monday, November 17, 2025 at 4:00 p.m.
You can find all the supporting documents on the Town’s website once they have been posted at https://leonardtown.somd.com/government/index.htm - Planning and Zoning Agenda and Minutes.
The meeting video will be available the next day on the Town of Leonardtown YouTube channel (www.youtube.com – search for Town of Leonardtown) under the Planning and Zoning Commission playlist.
Tuesday, November 04, 2025
Veterans Day Parade - Traffic Advisory Update
2025 Veterans Day Parade and Parking
LEONARDTOWN, MD - The public is invited to salute America’s Veterans at the 2025
Veterans Day Parade in Leonardtown. The parade, sponsored by the Commissioners of Leonardtown and the Commissioners of St.
Mary’s County, takes place Tuesday, Nov. 11, 2025, at 10am and begins at St.
Mary’s Ryken High School and will proceed along Fenwick Street and through Town
Square.
Immediately following the parade, spectators are invited to Town Square for a Veterans Wreath Laying Memorial Ceremony.
In
the event of inclement weather, the parade will be canceled, and the Memorial
Ceremony will take place inside the Leonardtown Town Hall, 22670 Washington
Street in Leonardtown. The cancellation decision will be made by 8am Nov. 11,
and a cancellation notice will be posted at VisitLeonardtownMD.com/VeteransDay and Facebook (Facebook.com/TownofLeonardtown) pages as well as on
the St. Mary’s County Government website www.stmarysmd.com.
Parade
Participants Parking Information:
Parade
vehicles, including buses, floats, cars, trucks and motorcycles, should report
directly to the staging area at St. Mary’s Ryken High School between 7am and
8am All parade vehicles – except emergency vehicles – should be parked by 8am.
Marching
groups and other parade participants should park at Leonardtown Middle School
between 7:45am and 9:00am. The last shuttle leaves from the Middle School to
Ryken at 9:00am
Parents are asked to refrain from dropping their children at St. Mary’s Ryken High School, along the roadside or at the intersection for safety reasons.
Parking for Spectators:
Spectators
should park at the St. Mary’s County Fairgrounds, the St. Mary’s County
Governmental Center, or the College of Southern Maryland lots. Free shuttles
provided at these lots, follow the signs for the shuttle pick up location. At
the Governmental Center, spectators should use the lots adjacent to the Carter
State Office Building (23115 Leonard Hall Drive).
Handicapped Parking:
Spectators
requiring handicapped parking may take Washington Street and will be allowed to
park in the public lot beside the Hair Company. Additional handicap parking can
be found at the Mattingley Gardiner Funeral Home lot and can be accessed via
Lawrence Ave.
Road Closures:Washington Street and Fenwick Street leading into downtown Leonardtown will be closed to traffic from 8am until noon. Downtown parking and thru traffic will be limited to areas accessible from Lawrence Avenue only for residents, business owners, and employees. Deputies from the St. Mary’s County Sheriff’s Office will provide traffic control.
Town Council Meeting - Monday, November 10, 2025 at 4:00 p.m.
You can find information on Town Council meetings and supporting documents on BoardDocs at https://www.boarddocs.com/md/tolmd/Board.nsf/ and this month’s meeting once the meeting has been featured.
The link to BoardDocs can also be found on the Town’s website at on the left side panel of the front page under Quick Links. www.leonardtown.somd.com
The meeting will be live streamed on the Town of Leonardtown
YouTube channel www.youtube.com/c/TownofLeonardtown
In the event of any live streaming technical difficulties, the meeting will be
uploaded the next day on the YouTube channel for viewing.
Thursday, October 30, 2025
Tuesday, October 21, 2025
Wednesday, October 15, 2025
Town of Leonardtown Planning and Zoning Commission meeting - Monday, October 20, 2025 at 4:00 p.m.
You can find all the supporting documents on the Town’s website https://leonardtown.somd.com/government/index.htm - Planning and Zoning Agenda and Minutes.
The meeting video will be available the next day on the Town of Leonardtown YouTube channel (www.youtube.com – search for Town of Leonardtown) under the Planning and Zoning Commission playlist.
Wednesday, October 08, 2025
Due to Columbus Day holiday - Town Council Meeting moved to Tuesday, October 14, 2025 at 4:00 p.m.
You can find information on Town Council meetings and supporting documents on BoardDocs at https://www.boarddocs.com/md/tolmd/Board.nsf/ and this month’s meeting once the meeting has been featured.
The link to BoardDocs can also be found on the Town’s website at on the left side panel of the front page under Quick Links. www.leonardtown.somd.com
The meeting will be live streamed on the Town of
Leonardtown YouTube channel www.youtube.com/c/TownofLeonardtown. In the event of
any live streaming technical difficulties, the meeting will be uploaded the
next day on the YouTube channel for viewing.
Wednesday, September 24, 2025
A Busy & Exciting Oktoberfest First Friday Weekend in Leonardtown!
October 3rd – 5th, 2025
It is
shaping up to be a jam-packed First Friday Weekend in Leonardtown, and
you won’t want to miss it! From festive fall fun to live entertainment and
beloved annual traditions, there is something for everyone to enjoy. Here is
what’s happening around town:
Friday, October 3rd
Leonardtown kicks off the season with the 7th Annual Scarecrow Stroll!
Dozens of whimsical and creative scarecrows will be on display throughout town
for the entire month of October. Be sure to cast your vote for your favorite!
Stick around in the Square for a surprise performance at 5:30pm,
followed by an evening of live music with Wes Ryce from 6–8pm Bring a
chair, grab a bite, and soak in the fall vibes!
Saturday, October 4th
Start your Saturday morning with the Friends of the Poor Walk, hosted by
St. Vincent de Paul Society, taking place downtown from 9am–12pm While
no roads will be closed, drivers should watch for increased pedestrian traffic.
Brief delays may occur as walkers cross the streets.
Later in the day, the 57th Annual Blessing of the Fleet, coordinated by
the 7th District Optimist Club, gets underway at 12pm down at
Leonardtown Wharf. Please note:
- No public parking will be available at the
Wharf from 7am–10pm
- Traffic on Wharf Hill will be
restricted to handicap parking and Wharf residents only.
- Event attendees are encouraged
to park at the College of Southern Maryland and ride the convenient
trolley service to the Wharf.
Sunday, October 5th
Cap off the weekend with the always-popular Antique Tractor and Truck Parade
from 1–3pm in Leonardtown Square! Please be aware of the following road
closures:
- No parking in the Square and
surrounding areas starting at 11am until 3:30pm.
- No thru-traffic in the Square
starting at 12:30pm until 3:30pm.
And that’s not all—local businesses throughout Leonardtown will
also be hosting a variety of activities and specials, from live music and
touch-a-truck fun to unique events and seasonal promotions.
Thursday, September 18, 2025
Thursday, September 11, 2025
Wednesday, September 10, 2025
Friday, September 05, 2025
Tuesday, September 02, 2025
Wednesday, August 27, 2025
Tuesday, August 26, 2025
Public Art Survey - What would YOU like to see in our community? - Take the Survey
|
Leonardtown Public Art
Survey |
Friday, August 15, 2025
Thursday, August 14, 2025
Leonardtown is falling into fun!
Fall is right around the corner and Leonardtown's got you covered with events and activities for the whole family!
Check out our event calendar flyer or visit: www.VisitLeonardtownMD.com/EventsCalendar for more events!

Monday, August 11, 2025
Thursday, August 07, 2025
IMPORTANT NEWS – Trash and Recycling Collection for Singletree Neighborhood
We have learned that recycling collection was missed for the entire Singletree neighborhood.
We ask all residents to please keep your recycling toter out all day today as recycling will be collected after the normal trash collection route has been completed.We appreciate those who informed us as it helps us to get this issue resolved quickly.
Tuesday, August 05, 2025
Town of Leonardtown Town Council Meeting, Monday, August 11, 2025 at 4:00 p.m.
You can find information on Town Council meetings and supporting documents on BoardDocs at https://www.boarddocs.com/md/tolmd/Board.nsf/ and this month’s meeting once the meeting has been featured.
The link to BoardDocs can also be found on the Town’s website at on the left side panel of the front page under Quick Links. www.leonardtown.somd.com
The meeting will be live streamed on the Town of Leonardtown YouTube channel www.youtube.com/c/TownofLeonardtown In the event of any live streaming technical difficulties, the meeting will be uploaded the next day on the YouTube channel for viewing.
Friday, July 18, 2025
Notice: Wharf Dock Closure for Boat Regatta
Please be advised that due to the upcoming Boat Regatta taking place at the Leonardtown Wharf on Saturday, July 26th and Sunday, July 27th, docking will not be permitted at the Wharf between the hours of 6:00 AM and 6:00 PM on both days.
We appreciate your understanding and cooperation as we welcome this exciting event to our waterfront.
For questions or more information, please contact Leonardtown Town Hall at 301-475-9791.
About the Boat Regatta:
The Southern Maryland Boat Club Presents the Summer Boat Regatta at the Leonardtown Wharf on Saturday, July 26th and Sunday, July 27th. Enjoy seeing antique power boats race along Breton Bay. Heats run from 9am - 4pm on Saturday and 11am - 3pm on Sunday. For more information visit: http://www.southernmarylandboatclub.com
- Free admission
- Free put access during lunch
- Food truck on site
- Bring a lawn chair
Wednesday, July 16, 2025
Town of Leonardtown Planning and Zoning Commission meeting - Monday, July 21, 2025 at 4:00 p.m.
You can find the
supporting documents on the Town’s website at https://leonardtown.somd.com/government/index.htm
once the July agenda has been posted.
Tuesday, July 15, 2025
Traffic & Parking Advisory - July 15-16
TRAFFIC & PARKING ADVISORY
Park Avenue Milling & Paving Scheduled
(Weather Permitting)
The Town of Leonardtown advises residents and visitors that milling and paving work will take place on Park Avenue from Washington Street to Courthouse Drive (as shown on the attached map) beginning at 9:00 PM on Tuesday, July 15th through approximately 6:00 AM on Wednesday, July 16th.
During this time, traffic and parking will be restricted in the project area. Please use caution and follow posted signage and detours.
For questions:
Contact Town Hall during regular business hours at 301-475-9791
During the paving project, contact Capital Projects Manager Tony Wheatley at 301-904-3962
We appreciate your patience as we work to improve our roadways.
Friday, July 11, 2025
Leonardtown Needs Volunteers for Exciting Upcoming Events!
Leonardtown is gearing up for a fun-filled late summer and
we’re looking for enthusiastic volunteers to help make it all happen!
We need helping hands for Leonardtown’s Got Talent
(August 8 & 9 – afternoon and evening times), the September First Friday
Art & Entertainment Celebration (September 5, evening time), and the Sidewalk
Chalk Art Showcase (September 7, morning and afternoon times). From setting
up and greeting guests to supporting artists and performers, there are a
variety of ways to get involved!
Volunteering is a great way for high school students to
earn service hours, for new residents to get to know the community,
and for long-time locals to give back while being part of the action.
Interested? Reach out to Aris Nazarova at aris.nazarova@gmail.com
or 301-475-9791 to learn more and sign up. Come be part of the fun in
Leonardtown!
Wednesday, July 09, 2025
Monday, July 07, 2025
Traffic Advisory for Wednesday, July 9th
Funeral Procession to Honor Local Law Enforcement Officer
Leonardtown, MD – On Wednesday, July 9th, a funeral procession will take place in honor of a well-respected St. Mary’s County Sherriff’s officer, Mark Porter. The procession will start at Mattingley Gardiner Funeral Home, travel through the Downtown Leonardtown area, and continue to the Governmental Center, passing the St. Mary's County Sheriff’s Office before proceeding to Charles Memorial Gardens for interment.
Motorists are advised to
expect increased traffic and potential traffic stops in the downtown
area and along the route from approximately 10am – 1pm.
The Town of Leonardtown encourages residents and visitors to plan accordingly, allow extra travel time, and consider alternate routes during this period. We appreciate the community’s patience and respect as we honor the life and service of this dedicated officer.
Wednesday, July 02, 2025
Additional Trolley Running for Fourth at the Wharf
An additional, dedicated Trolley will run through the Square and down to the Wharf on Friday, July 4th from 3pm - 8pm for the Fourth at the Wharf Event. This Trolley will have a sign in the window to notify passengers.
This Trolley will stop at designated spots in the Downtown Area and make it's way to the Wharf on a loop.
Parking at the Wharf will be limited exclusively to Handicap Attendees. All other attendees must park in the Downtown Areas.
The Leonardtown Trolley is still expected to run it's designated route throughout Leonardtown and the neighborhoods from 5pm - 10pm.
Tuesday, July 01, 2025
Monday, June 30, 2025
The Town of Leonardtown is Going Mobile with Our New App, Hello Leonardtown
We are thrilled to share some exciting news with you – Leonardtown is stepping into the future of citizen engagement with a brand-new mobile app called Hello Leonardtown!
Hello Leonardtown is a great source of information for news, events, service interruptions and updates, and important links to the website. We can streamline important community communications and information to citizens in more efficient ways. The app is available for download in the Apple Store & Google Play Store.
Here’s what you can look forward to with our upcoming mobile app:
• News & Updates
• Important Road Closures & Traffic Advisories
• Upcoming Events
• And more...
To download the free app, go to the Apple App Store or Google Play Store and search Hello Leonardtown to find the app.
For updates and more information, call the Town of Leonardtown at 301-475-9791 or email
aris.nazarova@leonardtownmd.gov.
Monday, June 23, 2025
Wednesday, June 11, 2025
CANCELLED - Town of Leonardtown Planning and Zoning Commission Meeting - Monday, June 16, 2025
As there are no cased to be heard, the Planning and Zoning Commission meeting, scheduled for Monday, June 16, 2025 at 4:00 p.m. has been CANCELLED.
The next meeting is scheduled
to be held on Monday, July 21, 2025 at 4:00 p.m.
Friday, June 06, 2025
Tuesday, June 03, 2025
Town Council Meeting Monday, June 9, 2025 at 4:00 p.m. with two public hearings at 4:15 pm on Ord #229 and 4:30 pm on Ord #230
You can find information on Town Council meetings and supporting documents on BoardDocs at https://www.boarddocs.com/md/tolmd/Board.nsf/ and this month’s meeting once the meeting has been featured.
The link to BoardDocs can also be found on the Town’s
website at on the left side panel of the front page under Quick Links. www.leonardtown.somd.com
Tuesday, May 27, 2025
Leonardtown's Got Talent - Now Accepting Auditions!
Leonardtown’s Got Talent - Now Accepting Auditions!
Submit Your Talent by July 10th for a Chance to Shine on Stage
Leonardtown, MD – Do you have a hidden talent or a show-stopping skill? Now’s your chance to step into the spotlight! The Town of Leonardtown is excited to announce that audition submissions are officially open for the first-ever Leonardtown’s Got Talent — a community-wide talent competition designed to showcase the incredible performers of St. Mary’s County.
From now through July 10th, local residents are invited to submit a short audition video for a chance to perform live in Leonardtown’s Got Talent on August 9th. The winning act will earn the opportunity to open the stage at Leonardtown’s Labor Day Concert with fireworks, one of the town’s most anticipated annual concerts.
The competition is open to individuals and groups age 13 and older who reside in St. Mary’s County. All acts must be family-friendly, and performances can include a wide range of talents — from singing and dancing to comedy, magic, instrumental performances, and more.
How to Enter: Submit a 30–90 second audition video that introduces your act.
One submission per act (group members may not submit multiple entries for the same act).
Final performances (if selected) must be no longer than 5 minutes.
Submissions and full contest details are available online at:
www.VisitLeonardtownMD.com/talentshow
Performers will be evaluated based on skill, creativity, stage presence, and entertainment value by a panel of local performing arts professionals. So whether you’ve been performing for years or are ready to take your talents public for the first time, now is your moment. Submit your audition today and show Leonardtown what you’ve got!
Wednesday, May 21, 2025
Monday, May 19, 2025
Public Hearings: Town Council Meeting on Monday, June 9, 2025 at 4:15 p.m. on Ordinance 229, Chapter 78, Floodplain and Ordinance 230, Chapter 155, Zoning
The Commissioners of Leonardtown will hold a public hearing regarding proposed changes to Ordinance 229, Chapter 78,Floodplain at 4:15 p.m. and a public hearing regarding proposed changes to Ordinance 230, Chapter 155, Zoning on Monday, June 9, 2025, at the Town Office, 22670 Washington Street, Leonardtown, MD.
The public is invited to attend and/or send written comments to:
Commissioners of Leonardtown, P.O. Box 1, Leonardtown, MD 20650 to be received no later than June 9th, at 3:00 p.m.
Special accommodations will be made for persons with disabilities upon request.
DOCUMENTS LINKED BELOW
Ordinance Chapter 78, FloodplainThursday, May 15, 2025
Planning and Zoning Commission meeting, Monday May 19, 2025 at 4:00 p.m.
You can find all the supporting documents on the Town’s website https://leonardtown.somd.com/government/index.htm - Planning and Zoning Agenda and Minutes.
Tuesday, May 06, 2025
Town Council Meeting on Monday, May 12, 2025 at 4:00 p.m.
The Town of Leonardtown will hold it’s Town Council meeting on Monday, May 12, 2025 at 4:00 p.m. with a Workshop on Wednesday, May 7, 2025 at 4:00 p.m. See attached agenda.
You can find information on Town Council meetings and supporting documents on BoardDocs at https://www.boarddocs.com/md/tolmd/Board.nsf/ and this month’s meeting once the meeting has been featured.
The link to BoardDocs can also be found on the Town’s website at on the left side panel of the front page under Quick Links. www.leonardtown.somd.com
The meeting will be live streamed on the Town of Leonardtown YouTube channel www.youtube.com/c/TownofLeonardtown In the event of any live streaming technical difficulties, the meeting will be uploaded the next day on the YouTube channel for viewing.
















































