Checkpoint Challenges Customer Photo It's no longer necessary to plan around an event! This modern take on orienteering leverages your smartphone for navigation, enabling you to explore our courses whenever it suits you.

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.

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.

Enjoy whenever you want at your own pace...

There is no need to wait for a club meet as our courses are available whenever you are. Enjoyed as either a competitive sport, with rankings for each leg of the course, or a recreational activity, this enriching outdoor pursuit is prefect for any active person or group of adventurers.


Checkpoint Challenges Dock Square

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
Great idea! Can't wait to see more locations added.
James
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

After surveying 158 people ages 18 to 87, researchers concluded that orienteering may be more beneficial than physical activity alone. That's because exercising while navigating activates the parts of the brain our ancestors used for hunting and gathering, but which are largely dormant now as people rely on GPS to find their way around.
Time Magazine

Mapping Boston Common, 16 Charles St, Boston, MA
directions
Boston Common, 16 Charles St, Boston, MA

Directory

Navigation Sport

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

Orienteering Event

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

Orienteering Club

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

Orienteering Meet

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

Map And Compass Reading

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