Checkpoint Challenges Customer Photo No need to adjust your schedule! This cutting-edge version of orienteering transforms your smartphone into a map and compass, giving you the freedom to tackle our courses at your convenience.

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

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

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

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

Orienteering Meet

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

Map And Compass Reading

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

Orienteering Event

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

Orienteering Club

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