23rd Annual
Run + Walk = Fun
April 14, 2018 8:30am
Leonardtown, MD
 Register  Tell Me More


There are ③ ways to register

Pre-registration $30, Race day registration $40, Children six and under free.

Register on-line and pay with a credit card.

Start a fundraising page and have others pledge toward your fundraising goal.

Download a paper registration form to return to the Hospice office.


5K Run, 10K Run, 5K Fun Walk. Something for everyone.

Race Results


5K Run

One loop through streets of historic Leonardtown, MD.


10K Run

One loop stretching around a rural, country road course.


5K Fun Walk

One loop through streets of historic Leonardtown, MD


Defender's Cup

A 5K Run Team Competition

5K Run

One loop through the streets of beautiful and historic Leonardtown, MD.


5K Run Turn by Turn Directions

  • Leave Start on Leonard Hall Drive
  • Left on Hollywood Road
  • Right on Doctors Crossing Way
  • Right on Miss Bessie Drive
  • Right on Moakley Street
  • Follow to end to turnaround cone
  • Stay straight on Moakley until the next turnaround cone
  • Right on Miss Bessie Drive
  • Left on Doctors Crossing Way
  • Left on Hollywood Road
  • Right on Baldridge
  • Left on Leonard Hall Drive to Finish

10K Run

One loop stretching around rural, country road course.

Fun Walk

One loop through the streets of beautiful and historic Leonardtown, MD.

5K Walk Map

5K Walk Turn by Turn Directions

  • Leave Start on Leonard Hall Drive
  • Left on Hollywood Road
  • Continue Straight on Washington Street
  • Left on Courthouse Drive
  • Right on Camalier Drive
  • Left on Tudor Place
  • Left on Breton Bay Drive
  • Right on Camalier Drive
  • Right on Court House Drive
  • Left on Fenwick Street
  • Right on Washington Street
  • Continue Straight on Hollywood Road
  • Right on Baldridge
  • Left on Leonard Hall Drive to Finish

Defender's Cup

A 5K Run Team Competition.



A tribute to the men and women who work in support of our National Defense. A trophy sponsored by some of the Nations top Defense Contractors – companies that are committed to providing safety and security for our Troops and our Country in an unpredictable world.

Initially born out of appreciation of the Navy’s presence at the Patuxent River Naval Air Station in Southern Maryland- since its inauguration the Defender’s Cup competition has evolved into a popular and patriotic event competed for by both Military and Civilian teams from all over the region. The Defender’s Cup honors and commemorates the hard work, sacrifice and commitment of the men and women who Protect our Liberty, Guarantee our Freedom, and Safeguard our Future.

The winning Team will have their name and year engraved on a plate which is permanently attached to the trophy. In addition, the winning team is allowed to hold the trophy for one year.


This 5K Run Team Trophy competition is open to teams comprised of either Active/Retired and/or Reserve/National Guard Duty Military personnel (Army, Navy, Air Force, Marines, Coast Guard) Department of Defense (DoD) Civil Servants, Defense Contractor Employees and immediate family members who are amateur runners. CAC card, military identification, proof of employment and proof of identity for immediate family members will be required for application.

Teams must designate a Captains/POC who should contact the Defender’s Cup Coordinator to register their team for the event.

All teams must have at least 4 participants and there must be (at least) 1 female member per team.

An organization may field multiple teams.

The winning team will be determined by the fastest mean time of the teams top four runners in the 5K run event (must include the female entrant’s time).

5K Run Turn by Turn Directions

  • Leave Start on Leonard Hall Drive
  • Left on Hollywood Road
  • Right on Doctors Crossing Way
  • Right on Miss Bessie Drive
  • Right on Moakley Street
  • Follow to end to turnaround cone
  • Stay straight on Moakley until the next turnaround cone
  • Right on Miss Bessie Drive
  • Left on Doctors Crossing Way
  • Left on Hollywood Road
  • Right on Baldridge
  • Left on Leonard Hall Drive to Finish

Frequently Asked Questions

You hav got questions. We have answers.

Leonardtown is located in historic St. Mary's County, MD about 60 miles south of Washington, D.C.

The event is held at the St. Mary's County Governmental Center. The nearest address to the Start/Finish line is 23110 Leonard Hall Drive, Leonardtown, MD 20650
Anyone can form a team. It's as simple as getting friends, family or co-workers together and designating/indicating a team name on the entry form.
Yes. Well behaved dogs on leashes are permitted.
Pre-Registration is recommended and most popular, but same day registration is available from 7:00 a.m. - 8:00 a.m.
The Run and Fun Walk will be held "Rain or Shine".
Race results are announced after completion of the race. Awards will be presented at that time. Race results will be posted on this web site within 24 hours.
Children 6 and under are permitted free. (Parents or legal guardians must sign a waiver releasing Hospice and all event sponsors).
Race packet pickup is available on the Friday before Race Day from 9am - 4pm at the Leonard Hall Drill Hall on the grounds of the St. Mary's County Governmental Center on Leonard Hall Drive in Leonardtown. Race Packets may also be picked up on Race Day in the Drill Hall (same location as Race Day Registration).
We encourage everyone to arrive early. Race day registration begins at 7:00 a.m. Please arrive no later than 8:00 a.m. to pick up your race packet.
Parking is available at the Governmental Center and at St. Mary's Hospital. PLEASE CARPOOL if possible. Reducing the amount of traffic in and around the Governmental Center will increase the efficiency and safety of the race.
No, All parking is within walking distance of the start line.


We couldn't have this event without the support of our sponsors.
Find out how your company can become a sponsor.


A brief history of the Run & Fun Walk.

  • 1st March 24, 1996

    Our Humble Beginnings

    The 1st Annual Maryland Day Run & Fun Walk was held on Sunday, March 24, 1996 at St. Mary's Ryken High School.

  • 2nd March 22, 1997

    On The Move

    The Run & Fun Walk moves to it's current location at the Governmental Center in Leonardtown.

  • 3rd March 21, 1998

    Third time's the charm.

  • 4th March 28, 1999

    Maryland my Maryland.

  • 5th March 25, 2000

    No Y2K problems here. Held on Maryland Day.

  • 6th March 24, 2001

    Saturday Evening Post

    A new 10K run and a Norman Rockwell inspired logo for the 6th Annual Run & Fun Walk.

  • 7th March 23, 2002

    Our True Colors

    2002 brought a patriotic theme as we remember the events of 9/11 and honor those who were lost.

  • 8th March 29, 2003

    Going The Distance

    We never run alone.

  • 9th March 27, 2004

    Running side by side.

  • 10th April 9, 2005

    A New Spring

    The Run & Fun Walk moves to April.

  • 11th April 8, 2006

    A Starfish is Born

    The iconic Starfish logo makes its debut as the official brand of the Run & Fun Walk.

  • 12th April 21, 2007

    The Old Line State

    Maryland flag inspired colors for this year's theme.

  • 13th April 18, 2008

    Lucky 13

    Nothing but good luck for the 13th Annual Run & Fun Walk

  • 14th April 18, 2009

    Feeling Fit

    Working harder, getting stronger.

  • 15th April 17, 2010

    A Banner Year

    Finish strong.

  • 16th April 16, 2011

    Golden Event

    The 16th was held on the 16th. We celebrated by hitting the road.

  • 17th April 14, 2012

    Love Is All You Need

    A Beatles inspired theme from the Summer of Love.

  • 18th April 13, 2013

    Award Winning

    We thought we deserved a medal.

  • 19th April 12, 2014

    Carrying The Torch

    Inspired by the Olympics we're going for the gold.

  • 20th April 11, 2015

    Hitting Our Stride

    Celebrating 20 years.

  • 21st April 9, 2016

    Viva Las Vegas

    We got lucky with the weather but that's how we roll.

  • 22nd April 8, 2017

    Maryland Pride

    Running for Maryland and St. Mary's County.

  • 23rd April 14, 2018

    Looking toward the future

    Join us on April 14th for the 23rd Annual Run & Fun Walk.

The Run & Fun Walk began in 1996 and has raised over $600K for Hospice of St. Mary’s County. 100% of net proceeds benefit Hospice of St. Mary’s in providing comfort, care and support of the terminally ill.

We are Southern Maryland’s biggest and best running event featuring our "World Famous Brunch", music and fun. We welcome children, strollers/baby joggers and pets.

Your presence at this event will make a difference.

2017 In Memory Of

Agnes Cecelia Wheeler, Agnes Yates, Ann Kalmus, Ann Kalmus, Helen McKeown, Ann Smith, Anna Laura Richie, Anne D'auray Tracy, Annelore & Jim Alfiere Jr, Annette Cundiff, Annette Higgs, Art Eckardt, Art Laquay/jerome Haynes, Audrey Ritter, Aunt Reds, Barbarawheatley, Benjamin Johnson, Benjamin P. Johnson, Jr., Bert Johnson, Bertha Webb, Betty Ann Kolwey, Jeanne Payne, Betty Bush, Betty Storrs, Betty Walker, Bonnie Gallant, Brenda Bennett, Brogan Ruppert, Bernie Smith, Brogan Ruppert, Maddie Major, Erin Catterton, Buddy & Piggy Joy, Capt John D. Langford, Carl (Chip) Nester, Carolyn Johnston, Cass Kelly, Catherine I. Armstrong, Catherine Norris, Jeanne Payne, Betty Kolwey, Cathleen Mooney, Cecelia D. Young, Charles Bertram Johnson, Charles Holt, Charles P. Howard, Charlie Howard, Chester Pile, Cindy Paige Jacobs, Claire Glasgow, Michael Glasgow, Cleo Barr, Coach Joe, Cora Thomas, Cyndi Scheffler, Dad, Dail Rondeau, Dan Greene, Daniel Greene, Darlene Aud Sweeney, Darrell Dewey, David Beakes, David Pitts, Deedy Garner, Deseray Edwards, Diane Haderly, Dickie Mattingly, Donald Green, Donnie Wolfe, Dora Howard, Dorothy Young, Doug Verbic, Dr. James Patrick Jarboe, Dwayne Oswald, Ebeling & Maslowski Famil, Ebeling Family, Ed Kaleta, Melinda Kohn, Pat Woodburn, Edward & Rosalee Gutzler, Edward &rosalee Gutzler, Elizabeth Brown, Ellen Crowell, Al Crowell, Elmo & Margaret Bates, Emmitt Tillett, Ernie Livingston, Eugene Moats, Florence Demko, Floyd S. Hepler, Sr, Footprints For Faith, Ford And Renee Kalil, Frances Abell, Frances Freeman, Francis Herbert, Gail Holt, Gaile Turnbull, Gene Cusic, Jr., Gene Girard Wayne Allen, George Davis, George Mcwilliams Iii, Gisela W. Freeman, Gloria And David Piggot, Grandma Betty, Grandma Billie, Grandma Hilda, Grandparents, Gregory Trossbach, Harriet Norris, Helen Anthony, Helen Foster, Hilda Mattingly, Hugh Laurie, J. Abell Longmore, Jr., J. Richard Mattingly, Jack Reeves, Jackie Tennyson, James "sonny" Bartz, James & Bertha Clarke, James And Bertha Clarke, James Concannon, James Hiles, James L. Wheeler, James Leonard Wheeler Sr., James Raley, James Sames, Janice L. Cain, Jean Dayton, Jim Dayton, Jean Hartman, Jeanne Gatton, Jeanne Payne, Betty Ann Kolwey, Jeff Mueller, Jenny Armstrong, Jerry Ryan, Jim & Dorothy Green, Jim Sanborn, Jimmy Bogie, Jimmy Quade, Jl Mattingly, Joann And Phillip, Joe Griffin Jr., Joe Potanka, John And Lucille Forman, John And Marie Grant, John Gass, John Langford, John Leroy, John P. Bystrowski, John Peters, John Quade, John Terry, John Timothy Modic, John W Bowling Sr., Joseph E. Milburn, Sr., Joyce D. Johnson, Joyce Sindlinger, June Hobbs, Kathleen Walthall, Michael Kerwin, Kevin Lent, Kevin Lent, Vernon Ford, Kim Cullins, Larry Bush, Laruby Frederick, Leo & Hilda Weiland, Judy Hurley, J. Abell Longmor, Leonard Sohn, Lois Abell, Lois Gaulke, Lonnie Morris, Louis Stewart, Mac Bollman, Mann Unkle, Margaret & Elmo Bates, Margaret (Ginny) Gray, Marian Slade, Marianne Duepner, Mark Buhl, Martha Johnson, Martha Lopez, Mary (Mom Mom) Mitchell, Mary Anita Russell, Mary Ann Bassford, Mary Ann Fischer, Mary Loretta Lawrence, Mary Margaret Coyne, Mary Rita Dean, Mary Saunders, Mary Tippett, Mary Trossbach, Medstar, Melinda Faye Kohn, Melinda Gatton Kohn, Melinda Kohn, Pat Woodburn, Melodie Abell, Melodie Dakis, Melvin & Mary Billie Yost, Melvin Yost Sr., Michael Glasgow, Michele Long, Michelle Long, Mike Nolan, Sam, Aunt Helen, Mom, Mom & Dad, Mom And Sam, Mom Mom Dillon, Mom-mom, Monique Hutchins, My Grandparents, My Great-grandparents, My Mom, Alma Johnson, Nace & Doris Mattingly, Nace And Doris Mattingly, Nancy E Bosak, Nancy Farrell, Nancy Nutter, Nolan Scully, Papa Joe Gillis, Paula E. Gibson, Paula Mcnutt, Pearl, Peggy Burke, Peggy Chaney, Tim Wilson, Pete And Arline Duquette, Phyllis J. Thomas, Rainey Voellinger, Raul Pernisco, Ray Krasnesky, Rebecca Lindquist, Renee Sue Sanders, Richard J Love, Robert H. Morris, Robert L. Morgan, Robert Whitley, Rod Stewart, Ronnie Pope, Rose & Louis Dilonardo, Roy Davis, Roy Simpson, Russell & Aurilee Maddox, Sam And Lucy Disabatino, Sam Spalding Sr, Sam Spalding, Jr, Sandra K. Veazey, Sandy Knott, Savanna Sofia Turbush, Shawn Cavanagh, Susandennis, Shirley Hogan, Skip Roberts, Sofie Turbush, Sonney Thompson, Sophie Croisetiere, Steven Alan Cusic, Jr., Sue Kauffman, Susan Evans, Sybil Lowery, Thelma Levin, Theresa Hayden (granny), Tim Wilson, Toby Bowman, Tom Dulyachinda, Tommy Burger & Danny Dean, Vera Colona, Joyce Coombs, Vernon Ford, Vernon Freeland, Veronica Kolterjahn, Vickie Enoch, Vince Lentini, Virginia Abell, Willie (Andrew) Green, Winifred Rudman

Our Amazing Volunteer Team

Figuring it out as we go...

Brian Buker

Cone Ninja

Katy Crowell

Really Does All The Work

Mike Dailey

Air Support

Jim Dicus

The Face

Jennifer Overstreet

Class President

Jamie Thomas

Chief Nerd

Jeff Thomas

Running Man

You can check out any time you like, but you can never leave...

Contact Us

We'd love to hear from you.