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

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 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.

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 Boston

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
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

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

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

Navigation Sport

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

Orienteering Meet

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

Orienteering Club

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

Map And Compass Reading

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