Checkpoint Challenges Customer Photo It's no longer necessary to plan around an event! This modern take on orienteering leverages your smartphone for navigation, enabling you to explore our courses whenever it suits you.

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.

Next Generation Orienteering

Like conventional orienteering, each course includes a sequence of map points that must be visited in order. Participants select their own routes between checkpoints, eventually returning to the Start. Instead of a full-size paper map, though, your phone will show only the current course segment, complete with an integrated compass, progress details, and hints to keep you oriented.

Select your own time and pace...

No need to wait for club meetings as our courses are available whenever you're ready. Engage in competitive action with rankings for each leg or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or adventurous group.

Checkpoint Challenges Prospect Hill

What are people saying about Checkpoint Challenges?

Customer Reviews

Great idea! Can't wait to see more locations added.
James
Did this solo and really enjoyed it. Going to take some friends out next time!
Dave
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

The main finding of this study was that Orienteering was more effective than Hiking in terms of developing gait and cognitive adaptations.
Science Direct

Rendering Map
directions
Boston Common, 16 Charles St, Boston, MA

Directory

Navigation Sport

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

Orienteering Meet

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

Map And Compass Reading

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

Orienteering Club

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

Orienteering Event

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