Checkpoint Challenges Customer Photo No more scheduling conflicts! This revolutionary orienteering experience uses your smartphone as both map and compass, giving you the freedom to enjoy our courses whenever you choose.

Checkpoint Challenges

About Checkpoint Challenges

Do you like taking walks in the park or hiking but wish you could engage your mind too?

Set off on an extraordinary outdoor adventure with Checkpoint Challenges. Improve your map reading expertise as you navigate your own path between checkpoints!

Orienteering in the modern era...

Similar to traditional orienteering, each course is a series of points marked on a map that must be visited in order. Participants select their own paths between checkpoints, ultimately returning to the Start. However, instead of a large paper map, your phone displays only the current course segment with an integrated compass, progress updates, and hints to keep you from 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 Back Bay

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

Checkpoint Challenges Highlights

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

This sport teaches self-reliance and terrain discovery to the point where it could save lives. Orienteers acquire the skills and techniques to relocate themselves and to continue on to their destination, no matter what.
Health Fitness Revolution
Mapping Boston Common, 16 Charles St, Boston, MA

directions
Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Club

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Navigation Sport

Glenwood Navigation Sport Dorchester Center Navigation Sport Forest Hills Navigation Sport Fenway Kenmore Navigation Sport Medford Navigation Sport Brookline Navigation Sport West End Navigation Sport Malden Navigation Sport Point Shirley Navigation Sport Sommerville Navigation Sport Dorchester South Navigation Sport Back Bay Navigation Sport Winter Hill Navigation Sport Avon Hill Navigation Sport Quincy Market Navigation Sport Boston Navigation Sport Winthrop Beach Navigation Sport East Watertown Navigation Sport Fort Winthrop Historical Navigation Sport Charlestown Navigation Sport Glendale Navigation Sport Roxbury Crossing Navigation Sport Squantum Navigation Sport Dorchester Navigation Sport Uphams Corner Navigation Sport New Squantum Navigation Sport Old Cambridge Navigation Sport Faneuil Navigation Sport Dock Square Navigation Sport Aberdeen Navigation Sport South End Navigation Sport Chinatown Leather District Navigation Sport West Somerville Navigation Sport Roxbury Navigation Sport Cambridge Navigation Sport Cedar Grove Navigation Sport Beacon Hill Navigation Sport Mission Hill Navigation Sport Longwood Station Navigation Sport Winthrop Navigation Sport Coolidge Hill Navigation Sport Allston Brighton Navigation Sport Court Park Navigation Sport Brookline Village Navigation Sport Bay Village Navigation Sport Malden Centre Navigation Sport Beaconsfield Navigation Sport Va Boston Healthcare System Brockton Campus Navigation Sport Ashmont Navigation Sport Mount Auburn Navigation Sport Medford Hillside Navigation Sport South Bay Navigation Sport Reservoir Navigation Sport Everett Navigation Sport Chelsea Navigation Sport Allston Navigation Sport Hendersonville Navigation Sport Grove Hall Navigation Sport Coolidge Corner Navigation Sport Jamaica Plain Navigation Sport Savin Hill Navigation Sport Cottage Park Navigation Sport North Cambridge Navigation Sport North Brighton Navigation Sport Mount Ida Navigation Sport Forest Hills Navigation Sport Edgeworth Navigation Sport East Cambridge Navigation Sport Kendall Square Navigation Sport Admirals Hill Navigation Sport Fields Corner Navigation Sport Downtown Boston Navigation Sport Meeting House Hill Navigation Sport City Point Navigation Sport East Boston Navigation Sport Larchwood Navigation Sport Spring Hill Navigation Sport Huron Village Navigation Sport Mount Bowdoin Navigation Sport Somerville Navigation Sport Brighton Navigation Sport Orient Heights Navigation Sport Jeffries Point Navigation Sport North End Navigation Sport West Everett Navigation Sport South Boston Navigation Sport Cambridgeport Navigation Sport Downtown Financial District Navigation Sport Prospect Hill Navigation Sport Beachmont Navigation Sport Strawberry Hill Navigation Sport Dorchester North Navigation Sport Suffolk Downs Station Navigation Sport Wellington Navigation Sport East Somerville Navigation Sport Revere Navigation Sport Ten Hills Navigation Sport Inner Belt Navigation Sport Waterfront Navigation Sport Neponset Navigation Sport

Orienteering Meet

Suffolk Downs Station Orienteering Meet Prospect Hill Orienteering Meet Dorchester North Orienteering Meet Cedar Grove Orienteering Meet Dorchester Orienteering Meet South Boston Orienteering Meet South Bay Orienteering Meet Fort Winthrop Historical Orienteering Meet Aberdeen Orienteering Meet Fields Corner Orienteering Meet West Somerville Orienteering Meet Hendersonville Orienteering Meet Va Boston Healthcare System Brockton Campus Orienteering Meet Wellington Orienteering Meet Forest Hills Orienteering Meet Roxbury Crossing Orienteering Meet Brookline Orienteering Meet Chelsea Orienteering Meet Downtown Financial District Orienteering Meet Forest Hills Orienteering Meet Inner Belt Orienteering Meet Winter Hill Orienteering Meet Dorchester South Orienteering Meet Allston Brighton Orienteering Meet Brighton Orienteering Meet Medford Orienteering Meet East Boston Orienteering Meet Brookline Village Orienteering Meet Coolidge Hill Orienteering Meet East Cambridge Orienteering Meet Larchwood Orienteering Meet Court Park Orienteering Meet West Everett Orienteering Meet North Brighton Orienteering Meet Chinatown Leather District Orienteering Meet Everett Orienteering Meet Allston Orienteering Meet Revere Orienteering Meet Sommerville Orienteering Meet Somerville Orienteering Meet Ten Hills Orienteering Meet East Somerville Orienteering Meet Huron Village Orienteering Meet Orient Heights Orienteering Meet Cambridge Orienteering Meet Jamaica Plain Orienteering Meet Dorchester Center Orienteering Meet East Watertown Orienteering Meet Glendale Orienteering Meet Point Shirley Orienteering Meet New Squantum Orienteering Meet Mount Auburn Orienteering Meet Spring Hill Orienteering Meet Boston Orienteering Meet Old Cambridge Orienteering Meet Reservoir Orienteering Meet Cambridgeport Orienteering Meet Bay Village Orienteering Meet Beacon Hill Orienteering Meet Charlestown Orienteering Meet Downtown Boston Orienteering Meet Savin Hill Orienteering Meet Dock Square Orienteering Meet Jeffries Point Orienteering Meet Mount Ida Orienteering Meet City Point Orienteering Meet Meeting House Hill Orienteering Meet Fenway Kenmore Orienteering Meet Roxbury Orienteering Meet Squantum Orienteering Meet Ashmont Orienteering Meet Malden Orienteering Meet Back Bay Orienteering Meet North Cambridge Orienteering Meet Uphams Corner Orienteering Meet South End Orienteering Meet Glenwood Orienteering Meet Edgeworth Orienteering Meet Admirals Hill Orienteering Meet Longwood Station Orienteering Meet Avon Hill Orienteering Meet Winthrop Beach Orienteering Meet Waterfront Orienteering Meet West End Orienteering Meet Kendall Square Orienteering Meet Cottage Park Orienteering Meet Faneuil Orienteering Meet Quincy Market Orienteering Meet Grove Hall Orienteering Meet Coolidge Corner Orienteering Meet Mount Bowdoin Orienteering Meet Medford Hillside Orienteering Meet Strawberry Hill Orienteering Meet Beaconsfield Orienteering Meet Winthrop Orienteering Meet Beachmont Orienteering Meet Malden Centre Orienteering Meet North End Orienteering Meet Neponset Orienteering Meet Mission Hill Orienteering Meet

Orienteering Event

Allston Orienteering Event Admirals Hill Orienteering Event Chinatown Leather District Orienteering Event Larchwood Orienteering Event Medford Hillside Orienteering Event Fort Winthrop Historical Orienteering Event Brookline Village Orienteering Event South Bay Orienteering Event Coolidge Hill Orienteering Event Chelsea Orienteering Event Forest Hills Orienteering Event Ashmont Orienteering Event Beachmont Orienteering Event Orient Heights Orienteering Event Boston Orienteering Event Allston Brighton Orienteering Event Glendale Orienteering Event Forest Hills Orienteering Event Malden Centre Orienteering Event Everett Orienteering Event Court Park Orienteering Event Dorchester South Orienteering Event Cottage Park Orienteering Event North End Orienteering Event Bay Village Orienteering Event Va Boston Healthcare System Brockton Campus Orienteering Event Mount Bowdoin Orienteering Event Medford Orienteering Event Roxbury Orienteering Event City Point Orienteering Event East Somerville Orienteering Event Suffolk Downs Station Orienteering Event Dorchester North Orienteering Event Winter Hill Orienteering Event Downtown Financial District Orienteering Event South End Orienteering Event South Boston Orienteering Event Downtown Boston Orienteering Event Jeffries Point Orienteering Event Back Bay Orienteering Event East Watertown Orienteering Event Malden Orienteering Event Mount Auburn Orienteering Event Neponset Orienteering Event Quincy Market Orienteering Event Uphams Corner Orienteering Event Cambridgeport Orienteering Event Faneuil Orienteering Event Kendall Square Orienteering Event East Boston Orienteering Event Strawberry Hill Orienteering Event Point Shirley Orienteering Event Grove Hall Orienteering Event Beacon Hill Orienteering Event Dock Square Orienteering Event Savin Hill Orienteering Event Winthrop Beach Orienteering Event Brighton Orienteering Event Coolidge Corner Orienteering Event Somerville Orienteering Event Charlestown Orienteering Event Cedar Grove Orienteering Event Longwood Station Orienteering Event Mission Hill Orienteering Event Fenway Kenmore Orienteering Event Old Cambridge Orienteering Event Aberdeen Orienteering Event Edgeworth Orienteering Event Winthrop Orienteering Event Inner Belt Orienteering Event Dorchester Orienteering Event North Brighton Orienteering Event Huron Village Orienteering Event Dorchester Center Orienteering Event North Cambridge Orienteering Event Meeting House Hill Orienteering Event Brookline Orienteering Event West Everett Orienteering Event Jamaica Plain Orienteering Event Avon Hill Orienteering Event Beaconsfield Orienteering Event Cambridge Orienteering Event East Cambridge Orienteering Event Reservoir Orienteering Event Revere Orienteering Event Roxbury Crossing Orienteering Event Glenwood Orienteering Event Fields Corner Orienteering Event Sommerville Orienteering Event Hendersonville Orienteering Event Wellington Orienteering Event West Somerville Orienteering Event Spring Hill Orienteering Event Mount Ida Orienteering Event Squantum Orienteering Event Prospect Hill Orienteering Event New Squantum Orienteering Event Waterfront Orienteering Event Ten Hills Orienteering Event West End Orienteering Event

Map And Compass Reading

Larchwood Map And Compass Reading East Boston Map And Compass Reading Forest Hills Map And Compass Reading Chinatown Leather District Map And Compass Reading Everett Map And Compass Reading Ten Hills Map And Compass Reading Allston Brighton Map And Compass Reading Dorchester Center Map And Compass Reading Dorchester South Map And Compass Reading Reservoir Map And Compass Reading Kendall Square Map And Compass Reading South Boston Map And Compass Reading Faneuil Map And Compass Reading City Point Map And Compass Reading Waterfront Map And Compass Reading Beaconsfield Map And Compass Reading Somerville Map And Compass Reading Avon Hill Map And Compass Reading Brookline Village Map And Compass Reading Cedar Grove Map And Compass Reading Charlestown Map And Compass Reading Uphams Corner Map And Compass Reading Roxbury Crossing Map And Compass Reading Jamaica Plain Map And Compass Reading Cambridge Map And Compass Reading East Somerville Map And Compass Reading Meeting House Hill Map And Compass Reading Forest Hills Map And Compass Reading Court Park Map And Compass Reading Fenway Kenmore Map And Compass Reading Medford Hillside Map And Compass Reading Hendersonville Map And Compass Reading West Somerville Map And Compass Reading Winthrop Beach Map And Compass Reading Huron Village Map And Compass Reading Chelsea Map And Compass Reading Suffolk Downs Station Map And Compass Reading Boston Map And Compass Reading Grove Hall Map And Compass Reading Beacon Hill Map And Compass Reading Dorchester North Map And Compass Reading North End Map And Compass Reading Glendale Map And Compass Reading Malden Map And Compass Reading Inner Belt Map And Compass Reading Beachmont Map And Compass Reading South End Map And Compass Reading Wellington Map And Compass Reading Malden Centre Map And Compass Reading Mount Ida Map And Compass Reading Admirals Hill Map And Compass Reading Roxbury Map And Compass Reading Ashmont Map And Compass Reading North Cambridge Map And Compass Reading Fort Winthrop Historical Map And Compass Reading Prospect Hill Map And Compass Reading Coolidge Corner Map And Compass Reading Bay Village Map And Compass Reading Glenwood Map And Compass Reading Medford Map And Compass Reading Squantum Map And Compass Reading Cottage Park Map And Compass Reading Savin Hill Map And Compass Reading Cambridgeport Map And Compass Reading West End Map And Compass Reading Sommerville Map And Compass Reading Old Cambridge Map And Compass Reading Downtown Financial District Map And Compass Reading New Squantum Map And Compass Reading Strawberry Hill Map And Compass Reading Revere Map And Compass Reading Longwood Station Map And Compass Reading Back Bay Map And Compass Reading South Bay Map And Compass Reading Orient Heights Map And Compass Reading Winter Hill Map And Compass Reading Winthrop Map And Compass Reading Fields Corner Map And Compass Reading Quincy Market Map And Compass Reading Aberdeen Map And Compass Reading Neponset Map And Compass Reading Mission Hill Map And Compass Reading Spring Hill Map And Compass Reading Jeffries Point Map And Compass Reading Edgeworth Map And Compass Reading Brighton Map And Compass Reading Mount Bowdoin Map And Compass Reading Allston Map And Compass Reading West Everett Map And Compass Reading Coolidge Hill Map And Compass Reading Point Shirley Map And Compass Reading Brookline Map And Compass Reading Downtown Boston Map And Compass Reading East Cambridge Map And Compass Reading Dorchester Map And Compass Reading Mount Auburn Map And Compass Reading East Watertown Map And Compass Reading Va Boston Healthcare System Brockton Campus Map And Compass Reading Dock Square Map And Compass Reading North Brighton Map And Compass Reading