Annual Fall into St. Michaels has fun for all ages!
Events & Activities:
Fall into St. Michaels scheduled for the weekend of October TBD, 2023
St. Michaels, Maryland
The change of the season brings excitement and vibrant color to the Town of St. Michaels, as residents and businesses celebrate their annual harvest festival “Fall into St. Michaels”.
The Fall into St. Michaels festivities begin with the town-wide scarecrow contest on Saturday, October TBD. Participating area businesses are competing in the Third Annual St. Michaels Scarecrow Contest, where each sponsoring business will have the chance to win first place in one of the following three categories: Traditional, Whimsical or Humorous and will seek the coveted People’s Choice award. Walk along the streets of St. Michaels, where you’ll find the scarecrows displayed in front of participating businesses and hung along the telephone poles on Talbot Street. Visitors can vote for the People’s Choice award online. The People’s Choice winner will be announced on Monday and can be seen on the “Visit St. Michaels” Facebook page and www.stmichaelsmd.org.
The following weekend, the Fall into St. Michaels festivities go into full swing on Saturday with the start of the Annual Pumpkin Carving Contest held at the St. Michaels Community Center early Saturday morning. Participating businesses sponsor the pumpkins, which are carved by experienced and novice carvers alike, each striving for the top spot in one of the four pumpkin categories. The pumpkins are judged from 1:00 p.m.-1:30 p.m. and then will remain on display until 7:00 p.m. on Saturday and 10:00 a.m. thru 2:00pm on Sunday.
The Bay Hundred’s Annual Pumpkin Pie Competition will be held during the Pumpkin Carving Contest at the St. Michaels Community Center. The Pumpkin Pie Competition is open to professionals, home bakers and children. Each group will be judged on traditional or creative creations. Cash prizes will be awarded to top three winners in each category, and of course, bragging rights and a plaque go to the winners. Each contestant must submit 2-3 pies of the same recipe. The St. Michaels Community Center will be selling pieces and whole pies of those entered. Judging will begin at 10:00 am and sales will begin at 11:00am. Proceeds of the bake sale will benefit the programs and activities of the St. Michaels Community Center. Please contact Trish at the SMCC 410-745-6073 for more information or to register as an entrant. The St. Michaels Community Center is located on the corner of Railroad Street and Fremont Street.
Every year, dog owners from all over Maryland join the residents of St. Michaels, this year on the lawn at the St. Michaels Inn, for the annual Jack Russell Races. This year’s races are on Sunday, October TBD and will begin at 11:00 am. Registration is available online on the event Facebook Page and at 10 a.m. that morning at the event. The proceeds from the benefit will go to the St. Michaels Community Food Pantry and Pet Pantries of Talbot, Caroline and Dorchester Counties. The races will be broken down into categories: Jack Russell, Dachshund Dash and the famous “So Your Dog Thinks He’s a Jack” race. All dogs are welcome at the event, big or small, racing or not, to mingle with other dog lovers in Talbot County. Dogs under 25 pounds are welcome to race. The event will be held, rain or shine! Refreshments, including Coffee & Donuts and a Bloody Mary & Mimosa Bar, will be available on-site. There will be live raffles of items from area restaurants and retailers between races! No Dog? No Problem- Fun for humans, too!
The St. Michaels Museum at St. Mary’s Square will offer one of their signature walking tours. The walking tour is $10 per person and also includes admission to the museum. Please visit the museum’s website for more information and to reserve your space: www.stmichaelsmuseum.org
Lastly, as a way to give back during the harvest months, the St. Michaels Business Association is combining their “Fall into St. Michaels” festivities with their Second Annual Food Drive for the St. Michaels Food Pantry. The St. Michaels Food Pantry, which is housed in Christ Church, is supported through individual food and financial contributions as well as donations from area businesses and organizations. It serves Talbot County residents requiring food assistance. A satellite program on Tilghman Island operates out of the Tilghman United Methodist Church. The St. Michaels Food Pantry also provides complete Thanksgiving and Christmas dinners to those in need. “Many members of our community struggle with providing healthy, nutritious food for their families. We hope our first annual food drive is the first of many to come that will help fill the shelves of the St. Michaels Food Pantry and help Talbot County residents in need.” said Kim Hannon, Secretary of the St. Michaels Business Association. While the St. Michaels Food Pantry appreciates every single food donation, they strive to offer a variety of food items that help balance nutritional intake, especially important to children, seniors, those with health challenges and those with culturally diverse diets. Drop off your donation items at the St. Michaels Community Center on Railroad Ave. during the hours of the Pumpkin Carving & Pie Baking contest.
Shop. Eat. Play. Stay – Visit St. Michaels www.stmichaelsmd.org or call 410.745.0411.
