MORE CONTESTS
We’ve got something for everyone.
Attend the auction and bid on your favorite one. Proceeds benefit agricultural education programs! Sunday, September 20, 2026 at 2pm in the South Side Tire & Auto Beef Barn (Building 18).
Local artists receive a project and are partnered with sponsors. Completed projects are displayed in downtown merchant windows. In the weeks leading up to the Fair, the public is invited to view the projects and even participate by selecting their favorite project and merchant display through the Fair’s Facebook page. The projects are brought back to the Fair and auctioned off to the highest bidder on Sunday at 2 p.m. in the South Side Tire & Auto Show Ring. (Bldg. 18).
2025
Artist – Facebook Most Likes
1st: Karen Dobbs
2nd: Julie Fogle
3rd: Joy Lineberry
Artist – Highest Bid at Auction
1st: Chuck Buckler
2nd: Kathy Frye
3rd: Sarah Hooper
Merchant – Facebook Most Likes
1st: Woodsboro Bank, East Street
2nd: Visit Frederick Tourism Office
3rd: Belleza Hair & Nail Studio
Merchant – Official Judges Choice
1st: Belleza Hair & Nail Studio
2nd: Dancing Bear
3rd: Bailey’s Treasures
Sponsored by Ruppert Landscape
This contest shows diversity of agriculture in Frederick County. This program is dedicated to educating the public about landscaping within the ag industry as well as promote the landscaping industry before an audience of 240,000 spectators.
Various sites on the grounds have been designated to be temporarily beautified with landscape designs by both students and professional landscapers. Not only will these areas be greatly enhanced but, they will also provide ideas and educational information to spectators.
Landscapers are encouraged to use the theme when designing their areas. The contest has two divisions–one for students and one for professionals. In addition to improving the grounds, the landscapers have the opportunity to earn cash prizes. Prizes will be awarded at the Agriculture Awards Ceremony in the South Mountain Creamery Arena (Bldg. 32) at 7 p.m. on the first Friday of the Fair.
This is an excellent way for landscaping companies to advertise in front of a captive audience.
2025 Ruppert Landscape Contest Winners
1st: Hawkins Landscaping
2nd: Ponds by Bee Landscaping
3rd: J T Hood Landscaping
Novice Division
1st: Rocky Ridge Youth Club
2nd: Rabbit Raisers
3rd: Frederick County Career & Technology Center
2024 Ruppert Landscape Contest Winners
1st: Hawkins Landscaping
2nd: Ponds by Bee Landscaping
3rd: J T Hood Landscaping
Novice Division
1st: Rabbit Raisers
2nd: Rocky Ridge 4-H Club
3rd: Rocky Ridge Youth Club
2023 Ruppert Landscape Contest Winners
1st: Ponds by Bee Landscaping
2nd: Hawkins Landscaping
3rd: J T Hood Landscaping
Novice Division
1st: Linganore HS FFA
2nd: Rabbit Raisers
3rd: Patti Hubbard
2022 Ruppert Landscape Contest Winners
1st: Ponds by Bee Landscaping
2nd: Hawkins Landscaping
3rd: Bartz Landscaping
Novice Division
1st: Linganore HS FFA
2nd: Frederick Career & Technology Center
3rd: Middletown FFA
2021 Ruppert Landscape Contest Winners
Professional Division
1st: Hawkins Landscaping
2nd: Ponds by Bee Landscaping
3rd: J.T. Hood Landscape & Hardscape
Novice Division
1st: Linganore HS FFA
2nd: Frederick Career & Technology Center
3rd: Rocky Ridge 4-H Club
2019 Ruppert Landscape Contest Winners
Professional Division
1st: Hawkins Landscaping
2nd: J.T. Hood Landscape & Hardscape
3rd: Newlawns, Inc.
Novice Division
1st: Walkersville 4-H Club
2nd: Linganore HS FFA
3rd: Middletown FFA
2018 Ruppert Landscape’s Autumn Classic Landscape Contest Winners
Professional Division
1st: Hawkins Landscaping
2nd: Newlawns, Inc.
3rd: EB & Son Landscaping, LLC
Novice Division
1st: Walkersville 4-H Club
2nd: Frederick Career & Technology Center
3rd: Rocky Ridge 4-H Club
2017 Classic Landscape Contest Winners
Professional Division
1st: Hawkins Landscaping
2nd: HL Design Landscaping
3rd: Newlawns, Inc.
Novice Division
1st: Linganore HS FFA
2nd: Rocky Ridge 4-H Club
3rd: Middletown Valley
2016 Classic Landscape Contest Winners
Professional Division
1st: Hawkins Landscaping
2nd: New Lawns
3rd: Barrick & Sons
Novice Division
1st: Rocky Ridge 4-H Club
2nd: Linganore HS FFA
3rd: Frederick County Career & Technology FFA
Antique Cars
The annual parade of antique cars will be on Old Timer’s Day, Thursday. The parade will begin at approximately 1:15 p.m., depending on the number of horse races scheduled that day.
Horse Drawn
The 50th (2025) parade of carriages, carts, buggies and horse drawn implements at the Great Frederick Fair will be held on the 2nd Saturday.
The parade will begin at approximately 1:30 p.m., depending on the number of horse races scheduled that day.