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 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 Winthrop

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
Went with my teenage kids and they were really intrigued and want to do this again. Novel way to enjoy the fresh air!
Bella
Always looking for something unusual to do with my girlfriend and this way a hit with both of us!
Noah
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

  • Team building
  • Running
  • Checkpoints
  • Compass Reading
  • Individuals or groups
  • Anytime
  • Race
  • Contest
  • Enriching
  • No reservations
  • GPS
  • Active
  • Physical
  • Outdoors
  • Competition
  • Challenging
  • Flat rate price
Instructors have discovered that orienteering identifies with each scholastic order, from math to history to ecological attention to public approach, and it does as such in new and intriguing manners.
Core Spirit Human & Planetary Enhancement

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Boston Common, 16 Charles St, Boston, MA

Directory

Map And Compass Reading

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

Orienteering Club

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

Orienteering Meet

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

Orienteering Event

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

Navigation Sport

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