Orienteering Event near Roosevelt Island, Ny

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

Do you enjoy walking in the park or going on hikes but want to keep your mind active at the same time?

Get ready for an outdoor adventure like no other with Checkpoint Challenges. Create your own route between the marked points while refining your map reading abilities!

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.

Your schedule, your tempo...

There's no need to wait for a club meet, as our courses are always available. Whether you enjoy the competitive rankings for each leg or prefer a leisurely recreational activity, this enriching outdoor sport is ideal for active individuals and adventurous groups.

Checkpoint Challenges Roosevelt Island

What are people saying about Checkpoint Challenges?

Customer Reviews

Great idea! Can't wait to see more locations added.
James
Went with my teenage kids and they were really intrigued and want to do this again. Novel way to enjoy the fresh air!
Bella
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer 2025

Checkpoint Challenges Highlights

  • Compass Reading
  • Contest
  • Anytime
  • Team building
  • Race
  • Running
  • Individuals or groups
  • Physical
  • No reservations
  • Competition
  • Outdoors
  • Flat rate price
  • Checkpoints
  • Enriching
  • Active
  • GPS
  • Challenging
After surveying 158 people ages 18 to 87, researchers concluded that orienteering may be more beneficial than physical activity alone. That's because exercising while navigating activates the parts of the brain our ancestors used for hunting and gathering, but which are largely dormant now as people rely on GPS to find their way around.
Time Magazine

directions
Central Park Ramble, 11 W 72nd St, New York, NY

Directory

Orienteering Meet

Hudson Heights Orienteering Meet Meatpacking District Orienteering Meet Konaande Kongh Historical Orienteering Meet Mill Brook Houses Orienteering Meet Queensbridge Houses Orienteering Meet Alphabet City Orienteering Meet Flatiron District Orienteering Meet Seneca Village Historical Orienteering Meet Astoria Orienteering Meet Little Italy Orienteering Meet Delano Village Orienteering Meet Cliffside Park Orienteering Meet Hudson Square Orienteering Meet Nomad Orienteering Meet Kips Bay Orienteering Meet Harsenville Historical Orienteering Meet Grantwood Orienteering Meet Weehawken Orienteering Meet Union Square Orienteering Meet Midtown West Orienteering Meet Upper East Side Orienteering Meet Phipps Houses Orienteering Meet Nolita Orienteering Meet Greenwich Village Orienteering Meet Franklin Houses Orienteering Meet Taino Towers Orienteering Meet Sutton Place Orienteering Meet Manhattan Orienteering Meet Washington Square Village Orienteering Meet James Weldon Johnson Houses Orienteering Meet Upper West Side Orienteering Meet Gramercy Park Orienteering Meet Steinway Orienteering Meet Blissville Orienteering Meet Sunnyside Gardens Orienteering Meet Patterson Houses Orienteering Meet East Village Orienteering Meet Hunters Point Orienteering Meet Park West Village Orienteering Meet Rose Hill Orienteering Meet Bowery Orienteering Meet Charlotteville Historical Orienteering Meet Esplanade Gardens Orienteering Meet Sugar Hill Orienteering Meet Hamilton Houses Orienteering Meet Times Square Orienteering Meet Guttenberg Orienteering Meet Lionel Hampton Houses Orienteering Meet Port Morris Orienteering Meet Carmansville Historical Orienteering Meet Tudor City Orienteering Meet Long Island City Orienteering Meet San Juan Hill Orienteering Meet West Village Orienteering Meet Manhattanville Orienteering Meet Stuyvesant Town Orienteering Meet University Village Orienteering Meet Ravenswood Houses Orienteering Meet Astoria Heights Orienteering Meet Babbitt Orienteering Meet Roosevelt Island Orienteering Meet Fairview Orienteering Meet East Harlem Orienteering Meet Peter Cooper Village Orienteering Meet Hoboken Orienteering Meet Riverbend Houses Orienteering Meet Chelsea Orienteering Meet Koreatown Orienteering Meet Lower Manhattan Orienteering Meet Upper Manhattan Orienteering Meet Mount Morris Park Historic District Orienteering Meet Edgewater Orienteering Meet Hamilton Heights Orienteering Meet Loisaida Orienteering Meet Rhinelander Gardens Historical Orienteering Meet Woodside Houses Orienteering Meet Le Petit Senegal Orienteering Meet Lower East Side Orienteering Meet Union City Orienteering Meet Yorkville Orienteering Meet Harlem River Houses Orienteering Meet Carnegie Hill Orienteering Meet New Durham Orienteering Meet Stanley Isaacs Houses Orienteering Meet Gracie Square Orienteering Meet Gashouse District Orienteering Meet Plaza Borinquen Orienteering Meet West New York Orienteering Meet Midtown East Orienteering Meet Diamond District Orienteering Meet Morningside Heights Orienteering Meet Harlem Orienteering Meet North Bergen Orienteering Meet Midtown Manhattan Orienteering Meet Murray Hill Orienteering Meet Soho Orienteering Meet Sunnyside Orienteering Meet Greenpoint Orienteering Meet Mott Haven Orienteering Meet Noho Orienteering Meet

Navigation Sport

Sunnyside Gardens Navigation Sport Noho Navigation Sport Hoboken Navigation Sport Manhattan Navigation Sport Union Square Navigation Sport Ravenswood Houses Navigation Sport Queensbridge Houses Navigation Sport Harlem River Houses Navigation Sport Midtown East Navigation Sport Phipps Houses Navigation Sport Park West Village Navigation Sport Guttenberg Navigation Sport Midtown Manhattan Navigation Sport Rhinelander Gardens Historical Navigation Sport Bowery Navigation Sport Lower Manhattan Navigation Sport Stuyvesant Town Navigation Sport Woodside Houses Navigation Sport Carnegie Hill Navigation Sport Nolita Navigation Sport Greenwich Village Navigation Sport Little Italy Navigation Sport New Durham Navigation Sport Mill Brook Houses Navigation Sport Flatiron District Navigation Sport University Village Navigation Sport Hunters Point Navigation Sport Blissville Navigation Sport Babbitt Navigation Sport Sutton Place Navigation Sport Loisaida Navigation Sport Plaza Borinquen Navigation Sport Peter Cooper Village Navigation Sport Patterson Houses Navigation Sport Meatpacking District Navigation Sport Diamond District Navigation Sport Sugar Hill Navigation Sport James Weldon Johnson Houses Navigation Sport Midtown West Navigation Sport Tudor City Navigation Sport Konaande Kongh Historical Navigation Sport Mott Haven Navigation Sport Upper West Side Navigation Sport Hamilton Heights Navigation Sport Edgewater Navigation Sport Yorkville Navigation Sport Riverbend Houses Navigation Sport Upper East Side Navigation Sport East Village Navigation Sport West New York Navigation Sport Upper Manhattan Navigation Sport Long Island City Navigation Sport Union City Navigation Sport Harlem Navigation Sport Koreatown Navigation Sport Sunnyside Navigation Sport Le Petit Senegal Navigation Sport Alphabet City Navigation Sport Lionel Hampton Houses Navigation Sport Franklin Houses Navigation Sport Lower East Side Navigation Sport Nomad Navigation Sport Taino Towers Navigation Sport Stanley Isaacs Houses Navigation Sport Times Square Navigation Sport Weehawken Navigation Sport North Bergen Navigation Sport Delano Village Navigation Sport Mount Morris Park Historic District Navigation Sport West Village Navigation Sport Gracie Square Navigation Sport Esplanade Gardens Navigation Sport Astoria Heights Navigation Sport Gramercy Park Navigation Sport Seneca Village Historical Navigation Sport Rose Hill Navigation Sport Charlotteville Historical Navigation Sport East Harlem Navigation Sport Gashouse District Navigation Sport Fairview Navigation Sport Steinway Navigation Sport Morningside Heights Navigation Sport Chelsea Navigation Sport Harsenville Historical Navigation Sport Carmansville Historical Navigation Sport Astoria Navigation Sport Kips Bay Navigation Sport Washington Square Village Navigation Sport Roosevelt Island Navigation Sport Soho Navigation Sport Hudson Heights Navigation Sport Grantwood Navigation Sport Greenpoint Navigation Sport Cliffside Park Navigation Sport Port Morris Navigation Sport San Juan Hill Navigation Sport Manhattanville Navigation Sport Murray Hill Navigation Sport Hamilton Houses Navigation Sport Hudson Square Navigation Sport

Map And Compass Reading

Rhinelander Gardens Historical Map And Compass Reading Astoria Map And Compass Reading Roosevelt Island Map And Compass Reading Weehawken Map And Compass Reading Union City Map And Compass Reading Soho Map And Compass Reading Rose Hill Map And Compass Reading Ravenswood Houses Map And Compass Reading San Juan Hill Map And Compass Reading Lionel Hampton Houses Map And Compass Reading Little Italy Map And Compass Reading Peter Cooper Village Map And Compass Reading Diamond District Map And Compass Reading Hunters Point Map And Compass Reading Konaande Kongh Historical Map And Compass Reading Gramercy Park Map And Compass Reading Taino Towers Map And Compass Reading Carmansville Historical Map And Compass Reading Stanley Isaacs Houses Map And Compass Reading Upper West Side Map And Compass Reading Phipps Houses Map And Compass Reading Cliffside Park Map And Compass Reading Queensbridge Houses Map And Compass Reading Seneca Village Historical Map And Compass Reading Times Square Map And Compass Reading Greenwich Village Map And Compass Reading Harlem River Houses Map And Compass Reading Nolita Map And Compass Reading Greenpoint Map And Compass Reading East Village Map And Compass Reading Mott Haven Map And Compass Reading Noho Map And Compass Reading Hudson Heights Map And Compass Reading Harlem Map And Compass Reading Yorkville Map And Compass Reading Woodside Houses Map And Compass Reading Midtown Manhattan Map And Compass Reading New Durham Map And Compass Reading Sutton Place Map And Compass Reading Franklin Houses Map And Compass Reading Midtown East Map And Compass Reading Esplanade Gardens Map And Compass Reading Sugar Hill Map And Compass Reading Hamilton Heights Map And Compass Reading Fairview Map And Compass Reading Harsenville Historical Map And Compass Reading Flatiron District Map And Compass Reading Long Island City Map And Compass Reading Manhattanville Map And Compass Reading James Weldon Johnson Houses Map And Compass Reading Hudson Square Map And Compass Reading Mill Brook Houses Map And Compass Reading Upper East Side Map And Compass Reading Mount Morris Park Historic District Map And Compass Reading Nomad Map And Compass Reading North Bergen Map And Compass Reading Gashouse District Map And Compass Reading Park West Village Map And Compass Reading Lower Manhattan Map And Compass Reading Plaza Borinquen Map And Compass Reading Murray Hill Map And Compass Reading Tudor City Map And Compass Reading Hoboken Map And Compass Reading Union Square Map And Compass Reading Port Morris Map And Compass Reading Babbitt Map And Compass Reading West New York Map And Compass Reading Midtown West Map And Compass Reading Steinway Map And Compass Reading Blissville Map And Compass Reading Charlotteville Historical Map And Compass Reading Bowery Map And Compass Reading Delano Village Map And Compass Reading East Harlem Map And Compass Reading Meatpacking District Map And Compass Reading Gracie Square Map And Compass Reading Astoria Heights Map And Compass Reading Chelsea Map And Compass Reading Guttenberg Map And Compass Reading Upper Manhattan Map And Compass Reading Morningside Heights Map And Compass Reading West Village Map And Compass Reading Washington Square Village Map And Compass Reading Sunnyside Gardens Map And Compass Reading University Village Map And Compass Reading Riverbend Houses Map And Compass Reading Koreatown Map And Compass Reading Hamilton Houses Map And Compass Reading Le Petit Senegal Map And Compass Reading Sunnyside Map And Compass Reading Grantwood Map And Compass Reading Edgewater Map And Compass Reading Stuyvesant Town Map And Compass Reading Alphabet City Map And Compass Reading Loisaida Map And Compass Reading Kips Bay Map And Compass Reading Manhattan Map And Compass Reading Patterson Houses Map And Compass Reading Lower East Side Map And Compass Reading Carnegie Hill Map And Compass Reading

Orienteering Event

Grantwood Orienteering Event Long Island City Orienteering Event Kips Bay Orienteering Event Meatpacking District Orienteering Event East Harlem Orienteering Event Hunters Point Orienteering Event Manhattan Orienteering Event Franklin Houses Orienteering Event New Durham Orienteering Event Nomad Orienteering Event Midtown West Orienteering Event Midtown East Orienteering Event Taino Towers Orienteering Event Yorkville Orienteering Event Fairview Orienteering Event Port Morris Orienteering Event Sunnyside Gardens Orienteering Event Greenwich Village Orienteering Event Delano Village Orienteering Event Mount Morris Park Historic District Orienteering Event Hudson Heights Orienteering Event Bowery Orienteering Event Phipps Houses Orienteering Event Noho Orienteering Event Weehawken Orienteering Event Harsenville Historical Orienteering Event Midtown Manhattan Orienteering Event Hoboken Orienteering Event Patterson Houses Orienteering Event Lionel Hampton Houses Orienteering Event Carmansville Historical Orienteering Event Carnegie Hill Orienteering Event Blissville Orienteering Event North Bergen Orienteering Event Lower Manhattan Orienteering Event University Village Orienteering Event Upper Manhattan Orienteering Event Riverbend Houses Orienteering Event West New York Orienteering Event Little Italy Orienteering Event Park West Village Orienteering Event Rose Hill Orienteering Event Alphabet City Orienteering Event Harlem Orienteering Event Woodside Houses Orienteering Event Hamilton Houses Orienteering Event Guttenberg Orienteering Event Plaza Borinquen Orienteering Event Gashouse District Orienteering Event Mott Haven Orienteering Event Roosevelt Island Orienteering Event Queensbridge Houses Orienteering Event Babbitt Orienteering Event Chelsea Orienteering Event Hamilton Heights Orienteering Event Sutton Place Orienteering Event Cliffside Park Orienteering Event Esplanade Gardens Orienteering Event Washington Square Village Orienteering Event Greenpoint Orienteering Event San Juan Hill Orienteering Event Upper West Side Orienteering Event Lower East Side Orienteering Event Steinway Orienteering Event Gracie Square Orienteering Event Konaande Kongh Historical Orienteering Event Murray Hill Orienteering Event Sunnyside Orienteering Event Astoria Orienteering Event Soho Orienteering Event Koreatown Orienteering Event East Village Orienteering Event Harlem River Houses Orienteering Event James Weldon Johnson Houses Orienteering Event Union Square Orienteering Event Gramercy Park Orienteering Event Diamond District Orienteering Event Seneca Village Historical Orienteering Event Sugar Hill Orienteering Event Rhinelander Gardens Historical Orienteering Event Nolita Orienteering Event Le Petit Senegal Orienteering Event Upper East Side Orienteering Event Manhattanville Orienteering Event Union City Orienteering Event Stuyvesant Town Orienteering Event Charlotteville Historical Orienteering Event Morningside Heights Orienteering Event Hudson Square Orienteering Event Mill Brook Houses Orienteering Event Times Square Orienteering Event Loisaida Orienteering Event Ravenswood Houses Orienteering Event Edgewater Orienteering Event Peter Cooper Village Orienteering Event Flatiron District Orienteering Event Stanley Isaacs Houses Orienteering Event West Village Orienteering Event Astoria Heights Orienteering Event Tudor City Orienteering Event

Orienteering Club

Charlotteville Historical Orienteering Club Peter Cooper Village Orienteering Club Franklin Houses Orienteering Club Mott Haven Orienteering Club Upper West Side Orienteering Club Park West Village Orienteering Club Delano Village Orienteering Club Upper East Side Orienteering Club Times Square Orienteering Club Edgewater Orienteering Club Manhattan Orienteering Club Taino Towers Orienteering Club Harlem Orienteering Club Riverbend Houses Orienteering Club Loisaida Orienteering Club Le Petit Senegal Orienteering Club Gashouse District Orienteering Club Soho Orienteering Club Diamond District Orienteering Club Tudor City Orienteering Club Carnegie Hill Orienteering Club James Weldon Johnson Houses Orienteering Club Grantwood Orienteering Club Fairview Orienteering Club Sutton Place Orienteering Club Rose Hill Orienteering Club Mill Brook Houses Orienteering Club East Harlem Orienteering Club Nolita Orienteering Club Sunnyside Orienteering Club Murray Hill Orienteering Club Morningside Heights Orienteering Club Astoria Orienteering Club University Village Orienteering Club Lionel Hampton Houses Orienteering Club Long Island City Orienteering Club Seneca Village Historical Orienteering Club East Village Orienteering Club Hunters Point Orienteering Club Flatiron District Orienteering Club Carmansville Historical Orienteering Club Koreatown Orienteering Club Hoboken Orienteering Club Little Italy Orienteering Club Meatpacking District Orienteering Club Cliffside Park Orienteering Club Ravenswood Houses Orienteering Club Hudson Heights Orienteering Club Port Morris Orienteering Club Yorkville Orienteering Club Manhattanville Orienteering Club Stanley Isaacs Houses Orienteering Club Hamilton Houses Orienteering Club Kips Bay Orienteering Club Hamilton Heights Orienteering Club Union City Orienteering Club Chelsea Orienteering Club Gramercy Park Orienteering Club Weehawken Orienteering Club Noho Orienteering Club Sugar Hill Orienteering Club Woodside Houses Orienteering Club Queensbridge Houses Orienteering Club Sunnyside Gardens Orienteering Club Patterson Houses Orienteering Club Stuyvesant Town Orienteering Club Greenpoint Orienteering Club Bowery Orienteering Club Astoria Heights Orienteering Club Harlem River Houses Orienteering Club Guttenberg Orienteering Club San Juan Hill Orienteering Club Hudson Square Orienteering Club Alphabet City Orienteering Club Midtown Manhattan Orienteering Club Roosevelt Island Orienteering Club Esplanade Gardens Orienteering Club Phipps Houses Orienteering Club Rhinelander Gardens Historical Orienteering Club Union Square Orienteering Club West Village Orienteering Club Upper Manhattan Orienteering Club Blissville Orienteering Club Washington Square Village Orienteering Club New Durham Orienteering Club Nomad Orienteering Club Gracie Square Orienteering Club Plaza Borinquen Orienteering Club West New York Orienteering Club Steinway Orienteering Club Babbitt Orienteering Club Greenwich Village Orienteering Club Harsenville Historical Orienteering Club Lower East Side Orienteering Club Lower Manhattan Orienteering Club Midtown East Orienteering Club Mount Morris Park Historic District Orienteering Club North Bergen Orienteering Club Konaande Kongh Historical Orienteering Club Midtown West Orienteering Club