Checkpoint Challenges Customer Photo Similar to orienteering, this physical and mental outdoor activity combines exercise and navigation into an engaging competition for active people of all skill and fitness levels.

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.

Orienteering in the Digital Age...

Much like traditional orienteering, each course consists of a series of points on a map that must be visited in sequence. Participants choose their routes between checkpoints and return to the Start. However, instead of using a large paper map, your smartphone will display only the current map segment with a compass overlay, progress updates, and hints to avoid getting lost.

Have fun on your schedule and at your speed...

Skip the club meet! our courses are ready whenever you are. Enjoy them competitively, with rankings for each segment, or as a recreational pastime. This enriching outdoor experience is ideal for active people and adventure groups alike.


Checkpoint Challenges Montclair

What are people saying about Checkpoint Challenges?

Customer Reviews

This was a really cool way to explore the park and it took me places I never would have gone otherwise!
Sophia
Went with my teenage kids and they were really intrigued and want to do this again. Novel way to enjoy the fresh air!
Bella
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer 2025

Checkpoint Challenges Highlights

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

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

Map And Compass Reading

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

Navigation Sport

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

Orienteering Club

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

Orienteering Event

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

Orienteering Meet

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