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 Beaconsfield

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 2025

Checkpoint Challenges Highlights

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

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
directions
Boston Common, 16 Charles St, Boston, MA

Directory

Map And Compass Reading

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

Navigation Sport

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

Orienteering Meet

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

Orienteering Club

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

Orienteering Event

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