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

Are you passionate about hiking or walking in the park but also looking to challenge your mind?

Checkpoint Challenges offers an unmatched outdoor adventure experience. Plot your unique course between checkpoints while working on 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.

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 Allston Brighton

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
Always looking for something unusual to do with my girlfriend and this way a hit with both of us!
Noah
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

Orienteering Event

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

Map And Compass Reading

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

Navigation Sport

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

Orienteering Club

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

Orienteering Meet

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