Checkpoint Challenges Customer Photo No need to wait for a scheduled event! With this innovative approach to orienteering, your smartphone serves as both map and compass, letting you enjoy our courses anytime you like.

Checkpoint Challenges


About Checkpoint Challenges

Do you like taking walks in the park or hiking but wish you could engage your mind too?

Set off on an extraordinary outdoor adventure with Checkpoint Challenges. Improve your map reading expertise as you navigate your own path between checkpoints!

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 Court Park

What are people saying about Checkpoint Challenges?

Customer Reviews

Why did it take so long for this to be invented. Well done and thank you!
Ava
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

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

Navigation Sport

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

Orienteering Event

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

Map And Compass Reading

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

Orienteering Club

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

Orienteering Meet

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