Checkpoint Challenges Customer Photo No need to wait for a scheduled event! With this innovative approach to orienteering, your smartphone serves as both map and compass, letting you enjoy our courses anytime you like.

Checkpoint Challenges


About Checkpoint Challenges

Do you enjoy hiking or long walks in the park but also want to keep your mind stimulated?

Checkpoint Challenges will take you off the beaten path for an outdoor adventure like no other. Choose your own route between the marked points while perfecting your map reading skills.

Next Generation Orienteering

Like conventional orienteering, each course includes a sequence of map points that must be visited in order. Participants select their own routes between checkpoints, eventually returning to the Start. Instead of a full-size paper map, though, your phone will show only the current course segment, complete with an integrated compass, progress details, and hints to keep you oriented.

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 Montclair

What are people saying about Checkpoint Challenges?

Customer Reviews

Why did it take so long for this to be invented. Well done and thank you!
Ava
Did this solo and really enjoyed it. Going to take some friends out next time!
Dave
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer 2025

Checkpoint Challenges Highlights

  • Flat rate price
  • Compass Reading
  • Contest
  • Outdoors
  • Team building
  • Anytime
  • Competition
  • No reservations
  • GPS
  • Running
  • Active
  • Physical
  • Checkpoints
  • Enriching
  • Challenging
  • Race
  • Individuals or groups
Remarkably, even a single orienteering session improved spatial memory in our study participants. This suggests that participating in orienteering, even infrequently, could enhance spatial abilities, with the potential to delay their decline with age.
McMaster University Canada

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

Directory

Orienteering Meet

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

Orienteering Event

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

Orienteering Club

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

Navigation Sport

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

Map And Compass Reading

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