Checkpoint Challenges Customer Photo Forget about waiting for a scheduled event! This cutting-edge approach to orienteering turns your smartphone into both map and compass, so you can explore our courses anytime you wish.

Checkpoint Challenges


About Checkpoint Challenges

Do you enjoy walking in the park or going on hikes but want to keep your mind active at the same time?

Get ready for an outdoor adventure like no other with Checkpoint Challenges. Create your own route between the marked points while refining your map reading abilities!

Contemporary Orienteering...

Just like in classic orienteering, each course comprises a sequence of points on a map that must be visited sequentially. Participants determine their own routes between these checkpoints and eventually return to the Start. However, rather than using a full-size paper map, your smartphone will show only the current map segment with a built-in compass, progress tracking, and hints to help you stay on track.

You choose the time and the pace...

Our courses are available whenever you are, eliminating the need to wait for a club event. Participate competitively, with rankings for each leg of the course, or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or group of adventurers.


Checkpoint Challenges Dixie Plantation

What are people saying about Checkpoint Challenges?

Customer Reviews

Great idea! Can't wait to see more locations added.
James
Went with my teenage kids and they were really intrigued and want to do this again. Novel way to enjoy the fresh air!
Bella
Always looking for something unusual to do with my girlfriend and this way a hit with both of us!
Noah
Image © Checkpoint Challenges Customer 2025

Checkpoint Challenges Highlights

  • Active
  • Outdoors
  • Race
  • Challenging
  • Team building
  • Individuals or groups
  • Physical
  • Competition
  • GPS
  • No reservations
  • Flat rate price
  • Compass Reading
  • Checkpoints
  • Contest
  • Anytime
  • Running
  • Enriching

Orienteering can be a great way to reduce stress and improve your mental health. Being in nature and navigating through unfamiliar terrain can be calming and grounding. It can also help to improve your problem-solving skills, focus, and spatial awareness.
Dove Med


directions
Shillito Park, 3745 Shillito Park Rd, Lexington, KY

Directory

Orienteering Meet

Kingston Orienteering Meet Beaumont Park Orienteering Meet Hinda Heights Orienteering Meet Elkhorn Parks Orienteering Meet Northland Orienteering Meet Jonestown Orienteering Meet Cardinal Hill Orienteering Meet Sandersville Orienteering Meet Twin Oaks Orienteering Meet Baralto Orienteering Meet Brigadoon Orienteering Meet Little Georgetown Orienteering Meet Highlands Orienteering Meet Lakeview Acres Orienteering Meet Open Gates Orienteering Meet Cobbs Service Station Historical Orienteering Meet Frogtown Orienteering Meet Pinehurst Orienteering Meet Hermitage Hills Orienteering Meet Pine Meadows Orienteering Meet Warrenton Orienteering Meet Cadentown Orienteering Meet Sulphur Well Park Historical Orienteering Meet Lansdowne Orienteering Meet Stoneybrook Orienteering Meet Elk Chester Orienteering Meet Coletown Orienteering Meet Brighton Orienteering Meet Southland Orienteering Meet Bracktown Orienteering Meet Lexington Orienteering Meet Paynes Orienteering Meet Little Texas Orienteering Meet Garden Springs Orienteering Meet Lexington Park Historical Orienteering Meet Radcliffe Orienteering Meet East Hickman Orienteering Meet Hollywood Orienteering Meet Fort Spring Orienteering Meet Nicholasville Orienteering Meet Montclair Orienteering Meet Colony Orienteering Meet Eastland Orienteering Meet Deerfield Orienteering Meet Greendale Orienteering Meet Dixie Plantation Orienteering Meet Edgewood Historical Orienteering Meet Shawneetown Orienteering Meet Rockwood Orienteering Meet Catnip Orienteering Meet Keene Orienteering Meet Red Oak Historical Orienteering Meet Idle Hour Orienteering Meet Pisgah Orienteering Meet Gardenside Orienteering Meet Eastland Park Orienteering Meet Southeastern Hills Orienteering Meet Fairway Orienteering Meet Montrose Orienteering Meet Bryan Station Orienteering Meet Nealton Orienteering Meet Stonewall Estates Orienteering Meet Ashland Park Orienteering Meet Dixon Town Orienteering Meet Crestwood Orienteering Meet Mount Vernon Orienteering Meet Holiday Hills Orienteering Meet Union Mills Orienteering Meet Yarnallton Orienteering Meet Brookhaven Orienteering Meet Blueberry Hill Orienteering Meet Chevy Chase Orienteering Meet Liberty Heights Orienteering Meet Hi Acres Orienteering Meet Gaybourn Orienteering Meet Westmoreland Orienteering Meet Indian Hills Orienteering Meet South Elkhorn Orienteering Meet Walnut Hill Orienteering Meet Lexington Fayette Orienteering Meet Deep Springs Orienteering Meet Kenawood Orienteering Meet Logana Orienteering Meet Zandale Orienteering Meet Lexington Manor Orienteering Meet Nihizertown Orienteering Meet Monticello Orienteering Meet Viley Orienteering Meet Thoroughbred Acres Orienteering Meet Meadowthorpe Orienteering Meet Shadeland Orienteering Meet Walnut Hill Orienteering Meet Pinckard Orienteering Meet Brannon Orienteering Meet Cardinal Valley Orienteering Meet Jessamine Orienteering Meet Gamesway Orienteering Meet Van Meter Orienteering Meet Pricetown Orienteering Meet Wilmore Park Historical Orienteering Meet

Orienteering Club

Lakeview Acres Orienteering Club Catnip Orienteering Club Lansdowne Orienteering Club Pinehurst Orienteering Club Radcliffe Orienteering Club Kenawood Orienteering Club Pisgah Orienteering Club Viley Orienteering Club Yarnallton Orienteering Club Twin Oaks Orienteering Club Highlands Orienteering Club Warrenton Orienteering Club Beaumont Park Orienteering Club Shadeland Orienteering Club Nealton Orienteering Club Jonestown Orienteering Club Southeastern Hills Orienteering Club Southland Orienteering Club Monticello Orienteering Club Montrose Orienteering Club Lexington Orienteering Club Blueberry Hill Orienteering Club Chevy Chase Orienteering Club Edgewood Historical Orienteering Club Dixon Town Orienteering Club Brookhaven Orienteering Club Brannon Orienteering Club Bracktown Orienteering Club Crestwood Orienteering Club Ashland Park Orienteering Club Liberty Heights Orienteering Club Elkhorn Parks Orienteering Club Keene Orienteering Club Deep Springs Orienteering Club Cardinal Hill Orienteering Club East Hickman Orienteering Club Cobbs Service Station Historical Orienteering Club Hinda Heights Orienteering Club Jessamine Orienteering Club Idle Hour Orienteering Club Westmoreland Orienteering Club Gardenside Orienteering Club Cardinal Valley Orienteering Club Garden Springs Orienteering Club Holiday Hills Orienteering Club Pine Meadows Orienteering Club Walnut Hill Orienteering Club Stonewall Estates Orienteering Club Indian Hills Orienteering Club Greendale Orienteering Club Pricetown Orienteering Club Fort Spring Orienteering Club Nihizertown Orienteering Club Thoroughbred Acres Orienteering Club Wilmore Park Historical Orienteering Club Van Meter Orienteering Club Eastland Park Orienteering Club Union Mills Orienteering Club Frogtown Orienteering Club Nicholasville Orienteering Club Meadowthorpe Orienteering Club Gamesway Orienteering Club Bryan Station Orienteering Club Hi Acres Orienteering Club Sulphur Well Park Historical Orienteering Club Sandersville Orienteering Club Baralto Orienteering Club Little Texas Orienteering Club Hermitage Hills Orienteering Club Dixie Plantation Orienteering Club Northland Orienteering Club Pinckard Orienteering Club Paynes Orienteering Club Lexington Park Historical Orienteering Club Colony Orienteering Club Fairway Orienteering Club Eastland Orienteering Club Elk Chester Orienteering Club Red Oak Historical Orienteering Club Brigadoon Orienteering Club Gaybourn Orienteering Club Deerfield Orienteering Club Cadentown Orienteering Club Little Georgetown Orienteering Club Stoneybrook Orienteering Club Walnut Hill Orienteering Club Rockwood Orienteering Club Brighton Orienteering Club Open Gates Orienteering Club Lexington Manor Orienteering Club Mount Vernon Orienteering Club Lexington Fayette Orienteering Club Kingston Orienteering Club South Elkhorn Orienteering Club Hollywood Orienteering Club Zandale Orienteering Club Logana Orienteering Club Shawneetown Orienteering Club Montclair Orienteering Club Coletown Orienteering Club

Map And Compass Reading

Little Georgetown Map And Compass Reading Jessamine Map And Compass Reading Baralto Map And Compass Reading Twin Oaks Map And Compass Reading Nicholasville Map And Compass Reading Cardinal Hill Map And Compass Reading Rockwood Map And Compass Reading Indian Hills Map And Compass Reading Cobbs Service Station Historical Map And Compass Reading Wilmore Park Historical Map And Compass Reading Westmoreland Map And Compass Reading Beaumont Park Map And Compass Reading Walnut Hill Map And Compass Reading Nealton Map And Compass Reading Brannon Map And Compass Reading Monticello Map And Compass Reading Pinckard Map And Compass Reading Cadentown Map And Compass Reading Fairway Map And Compass Reading Liberty Heights Map And Compass Reading Ashland Park Map And Compass Reading Deep Springs Map And Compass Reading Montrose Map And Compass Reading Hinda Heights Map And Compass Reading Stoneybrook Map And Compass Reading Elk Chester Map And Compass Reading Highlands Map And Compass Reading Elkhorn Parks Map And Compass Reading Mount Vernon Map And Compass Reading Crestwood Map And Compass Reading Hollywood Map And Compass Reading Union Mills Map And Compass Reading Bryan Station Map And Compass Reading Lexington Map And Compass Reading Pricetown Map And Compass Reading Greendale Map And Compass Reading Pine Meadows Map And Compass Reading Lexington Park Historical Map And Compass Reading Kenawood Map And Compass Reading Little Texas Map And Compass Reading Van Meter Map And Compass Reading Southeastern Hills Map And Compass Reading Shadeland Map And Compass Reading Montclair Map And Compass Reading Edgewood Historical Map And Compass Reading Deerfield Map And Compass Reading Logana Map And Compass Reading Frogtown Map And Compass Reading Walnut Hill Map And Compass Reading Pinehurst Map And Compass Reading Stonewall Estates Map And Compass Reading Hermitage Hills Map And Compass Reading Nihizertown Map And Compass Reading Bracktown Map And Compass Reading Warrenton Map And Compass Reading Northland Map And Compass Reading Keene Map And Compass Reading Kingston Map And Compass Reading Coletown Map And Compass Reading Gamesway Map And Compass Reading Brigadoon Map And Compass Reading Brighton Map And Compass Reading Viley Map And Compass Reading Yarnallton Map And Compass Reading Gardenside Map And Compass Reading Shawneetown Map And Compass Reading Paynes Map And Compass Reading Cardinal Valley Map And Compass Reading Blueberry Hill Map And Compass Reading Fort Spring Map And Compass Reading Zandale Map And Compass Reading Radcliffe Map And Compass Reading Sulphur Well Park Historical Map And Compass Reading Idle Hour Map And Compass Reading Dixie Plantation Map And Compass Reading Lakeview Acres Map And Compass Reading Hi Acres Map And Compass Reading Eastland Map And Compass Reading Lexington Manor Map And Compass Reading Garden Springs Map And Compass Reading Pisgah Map And Compass Reading East Hickman Map And Compass Reading Southland Map And Compass Reading Gaybourn Map And Compass Reading Red Oak Historical Map And Compass Reading Open Gates Map And Compass Reading Lexington Fayette Map And Compass Reading Eastland Park Map And Compass Reading Sandersville Map And Compass Reading Holiday Hills Map And Compass Reading South Elkhorn Map And Compass Reading Thoroughbred Acres Map And Compass Reading Brookhaven Map And Compass Reading Colony Map And Compass Reading Jonestown Map And Compass Reading Catnip Map And Compass Reading Lansdowne Map And Compass Reading Chevy Chase Map And Compass Reading Meadowthorpe Map And Compass Reading Dixon Town Map And Compass Reading

Orienteering Event

South Elkhorn Orienteering Event Nealton Orienteering Event Eastland Orienteering Event Greendale Orienteering Event Cardinal Hill Orienteering Event Baralto Orienteering Event Beaumont Park Orienteering Event Hinda Heights Orienteering Event Hollywood Orienteering Event Brighton Orienteering Event Deerfield Orienteering Event Chevy Chase Orienteering Event Brigadoon Orienteering Event Pine Meadows Orienteering Event Pricetown Orienteering Event Dixon Town Orienteering Event Brookhaven Orienteering Event Lexington Orienteering Event Brannon Orienteering Event Walnut Hill Orienteering Event Coletown Orienteering Event Viley Orienteering Event Lexington Manor Orienteering Event Shadeland Orienteering Event Rockwood Orienteering Event Edgewood Historical Orienteering Event Sulphur Well Park Historical Orienteering Event Pisgah Orienteering Event Deep Springs Orienteering Event Red Oak Historical Orienteering Event Radcliffe Orienteering Event Open Gates Orienteering Event Dixie Plantation Orienteering Event Little Georgetown Orienteering Event Gaybourn Orienteering Event Westmoreland Orienteering Event Jonestown Orienteering Event Keene Orienteering Event Fairway Orienteering Event Meadowthorpe Orienteering Event Indian Hills Orienteering Event Wilmore Park Historical Orienteering Event Monticello Orienteering Event Cobbs Service Station Historical Orienteering Event Mount Vernon Orienteering Event East Hickman Orienteering Event Lansdowne Orienteering Event Montrose Orienteering Event Shawneetown Orienteering Event Logana Orienteering Event Nihizertown Orienteering Event Crestwood Orienteering Event Catnip Orienteering Event Hermitage Hills Orienteering Event Garden Springs Orienteering Event Pinckard Orienteering Event Twin Oaks Orienteering Event Idle Hour Orienteering Event Nicholasville Orienteering Event Elkhorn Parks Orienteering Event Ashland Park Orienteering Event Eastland Park Orienteering Event Kenawood Orienteering Event Stonewall Estates Orienteering Event Lexington Park Historical Orienteering Event Little Texas Orienteering Event Northland Orienteering Event Fort Spring Orienteering Event Yarnallton Orienteering Event Southland Orienteering Event Gamesway Orienteering Event Zandale Orienteering Event Montclair Orienteering Event Blueberry Hill Orienteering Event Gardenside Orienteering Event Walnut Hill Orienteering Event Sandersville Orienteering Event Bryan Station Orienteering Event Cardinal Valley Orienteering Event Lexington Fayette Orienteering Event Highlands Orienteering Event Warrenton Orienteering Event Cadentown Orienteering Event Stoneybrook Orienteering Event Lakeview Acres Orienteering Event Southeastern Hills Orienteering Event Holiday Hills Orienteering Event Bracktown Orienteering Event Frogtown Orienteering Event Liberty Heights Orienteering Event Hi Acres Orienteering Event Pinehurst Orienteering Event Elk Chester Orienteering Event Jessamine Orienteering Event Thoroughbred Acres Orienteering Event Union Mills Orienteering Event Paynes Orienteering Event Kingston Orienteering Event Van Meter Orienteering Event Colony Orienteering Event

Navigation Sport

Twin Oaks Navigation Sport Montclair Navigation Sport Edgewood Historical Navigation Sport Pricetown Navigation Sport Logana Navigation Sport Keene Navigation Sport Stonewall Estates Navigation Sport Monticello Navigation Sport Southeastern Hills Navigation Sport Shadeland Navigation Sport Dixie Plantation Navigation Sport Eastland Park Navigation Sport Baralto Navigation Sport Pinehurst Navigation Sport Sandersville Navigation Sport Kingston Navigation Sport Kenawood Navigation Sport Yarnallton Navigation Sport Northland Navigation Sport Bracktown Navigation Sport Walnut Hill Navigation Sport Stoneybrook Navigation Sport Warrenton Navigation Sport Nihizertown Navigation Sport Lexington Manor Navigation Sport Colony Navigation Sport Lakeview Acres Navigation Sport Bryan Station Navigation Sport Hinda Heights Navigation Sport Brighton Navigation Sport Meadowthorpe Navigation Sport Brigadoon Navigation Sport Westmoreland Navigation Sport Wilmore Park Historical Navigation Sport Fort Spring Navigation Sport Pinckard Navigation Sport Gardenside Navigation Sport Highlands Navigation Sport Union Mills Navigation Sport Gaybourn Navigation Sport Beaumont Park Navigation Sport Mount Vernon Navigation Sport Pisgah Navigation Sport Chevy Chase Navigation Sport Indian Hills Navigation Sport Nicholasville Navigation Sport Cardinal Valley Navigation Sport Dixon Town Navigation Sport Garden Springs Navigation Sport Deep Springs Navigation Sport Shawneetown Navigation Sport Zandale Navigation Sport South Elkhorn Navigation Sport Gamesway Navigation Sport Viley Navigation Sport Walnut Hill Navigation Sport Hollywood Navigation Sport Holiday Hills Navigation Sport Fairway Navigation Sport Lexington Park Historical Navigation Sport Ashland Park Navigation Sport Brannon Navigation Sport Blueberry Hill Navigation Sport Nealton Navigation Sport Crestwood Navigation Sport Hi Acres Navigation Sport Southland Navigation Sport Jonestown Navigation Sport Lexington Fayette Navigation Sport Lansdowne Navigation Sport Frogtown Navigation Sport Little Texas Navigation Sport Cardinal Hill Navigation Sport Elkhorn Parks Navigation Sport Elk Chester Navigation Sport Cobbs Service Station Historical Navigation Sport Van Meter Navigation Sport Greendale Navigation Sport Red Oak Historical Navigation Sport Little Georgetown Navigation Sport East Hickman Navigation Sport Hermitage Hills Navigation Sport Catnip Navigation Sport Coletown Navigation Sport Jessamine Navigation Sport Lexington Navigation Sport Deerfield Navigation Sport Sulphur Well Park Historical Navigation Sport Brookhaven Navigation Sport Thoroughbred Acres Navigation Sport Cadentown Navigation Sport Liberty Heights Navigation Sport Montrose Navigation Sport Pine Meadows Navigation Sport Paynes Navigation Sport Rockwood Navigation Sport Open Gates Navigation Sport Eastland Navigation Sport Radcliffe Navigation Sport Idle Hour Navigation Sport