Checkpoint Challenges Customer Photo No need to adjust your schedule! This cutting-edge version of orienteering transforms your smartphone into a map and compass, giving you the freedom to tackle our courses at your convenience.

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 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.

You choose the time and the pace...

Our courses are available whenever you are, eliminating the need to wait for a club event. Participate competitively, with rankings for each leg of the course, or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or group of adventurers.


Checkpoint Challenges Brookline

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
Did this solo and really enjoyed it. Going to take some friends out next time!
Dave
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

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

Aerobic exercise releases chemicals in the brain that foster the growth of new brain cells. And when you use a map and connect it to landmarks, you stimulate growth between brain cells.
Harvard University Medical School
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Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Meet

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

Navigation Sport

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

Map And Compass Reading

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

Orienteering Club

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

Orienteering Event

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