Checkpoint Challenges Customer Photo No need to wait for an event that fits your schedule! This innovative new take on orienteering uses your smartphone as both map and compass and allows you to enjoy any of our courses whenever you choose.

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.

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 Coolidge Hill

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

  • Race
  • Outdoors
  • Active
  • Challenging
  • Enriching
  • No reservations
  • Physical
  • Contest
  • Checkpoints
  • Competition
  • Individuals or groups
  • Anytime
  • Flat rate price
  • GPS
  • Running
  • Compass Reading
  • Team building
Scientists find unusual outdoor activity can help stave off dementia. Researchers studied orienteering, an outdoor sport that exercises mind and body and can also train the brain, helping fight cognitive decline. Now scientists say that the sport - which draws on athleticism, navigational skills and memory - could be useful as an intervention or preventive measure to fight cognitive decline related to dementia.
The Independent
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Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Event

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

Navigation Sport

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

Orienteering Club

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

Map And Compass Reading

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

Orienteering Meet

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