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

Are you a fan of hiking or taking long walks in the park but like to keep your mind engaged as well?

Embark on a one-of-a-kind outdoor adventure with Checkpoint Challenges where you will forge your own trail between checkpoints while honing 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 South End

What are people saying about Checkpoint Challenges?

Customer Reviews

This is a must do for anybody who likes hiking, map reading, or orienteering!
Evan
Great idea! Can't wait to see more locations added.
James
Yes, I got lost, but I was soon back on track! I loved the whole experience but especially the helpful warning when I got too far off course :-)
Liam
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

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

Rendering Map

directions
Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Event

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

Orienteering Club

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

Map And Compass Reading

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

Orienteering Meet

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

Navigation Sport

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