Helderberg to Hudson, Runners on mohawk hudson bike trail, Photo By John Murray
What Are Race Challenges?
For the purposes of this article “Race Challenges” will refer to any program or series of multiple events, where more than one race earns the runner a bigger award than if they had participated in a singular event. Some of these races may be done over the weekend, or upwards of a year. Many of these race challenges will cover multiple races, including but not limited to 5k, 10k, 15k, Half Marathons, and even multiple Full Marathons.

Challenge Yourself to run More!,
Photo By John Murray
These may be much harder than your typical running event. Some might be just another fun running challenge idea, and some absolutely are not for the the average person, but if you can complete even one of these you’ll have some bragging rights amongst your friends and family!
Walt Disney World in Florida Offers 2 Amazing Challenges

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The Disney Dopey and Goofy challenges are popular race events that take place during the Walt Disney World Marathon Weekend.
These races are in excessively high demand, so if you want to run these, ensure you book at least 2 years out. Every time I have gone to look, they have been sold out entirely, each year. Plan accordingly for these events to ensure the best experience.
Here’s a detailed breakdown of what participants can expect:
Dopey Challenge
The Dopey Challenge is the ultimate runDisney challenge, involving four races over four consecutive days:
- 5K (3.1 miles)
- 10K (6.2 miles)
- Half Marathon (13.1 miles)
- Marathon (26.2 miles)
Participants Receive:
- 5 Finisher Medals: One for each race plus a medal for completing the Dopey Challenge.
- 5 Participant Shirts: One for each race.
- On-Course and Post-Race Refreshments: Hydration and nutrition stations are available during the races and at the finish line.
- Digital Expo & Event Guide: An online resource providing race details, maps, and schedules.
- Downloadable Finisher Certificate: A certificate to commemorate your achievement.
Goofy Challenge
The Goofy Challenge is slightly less demanding, requiring participants to complete:
- Half Marathon (13.1 miles)
- Marathon (26.2 miles)
Participants Receive:
- 3 Finisher Medals: One for each race plus a medal for completing the Goofy Challenge.
- 3 Participant Shirts: One for each race.
- On-Course and Post-Race Refreshments: Similar to the Dopey Challenge, refreshments are provided.
- Digital Expo & Event Guide: Access to event information and updates.
- Downloadable Finisher Certificate: A certificate for your participation.
Additional Benefits
Both challenges offer several perks:
- Entertainment: Disney characters, music, and other entertainment throughout the course.
- Support: Water stops, medical tents, and volunteer support to ensure a safe and enjoyable race.
- Photo Opportunities: Professional photographers are present to capture your experience, and photos can be purchased post-race.
For more detailed information, including registration and preparation tips, you can visit the official runDisney website.
NYC NYRR Race Challenges!
Go Big or Go Home.
New York City is home to some of the best and finest races you will ever get to experience, most well know for the NYC Marathon. New York Road Runners (NYRR), the lead race organizer in the city, offers spectacular events every single weekend.
NYRR 5 Borough Series
The NYRR 5 Borough Series, organized by the New York Road Runners, is a collection of five races held across New York City’s five boroughs, celebrating the unique character and community of each area. Here’s a detailed overview:
Races and Schedule
- United Airlines NYC Half: Takes place in March, starting in Brooklyn and ending in Central Park.
- RBC Brooklyn Half: Held in May, this race takes runners through the vibrant streets of Brooklyn and finishes at the iconic Coney Island.
- NYRR Queens 10K: Scheduled in June, this 10K race is set in Flushing Meadows Corona Park, showcasing Queens’ diverse culture.
- New Balance Bronx 10 Mile: Occurs in September, offering a tour through the Bronx, highlighting its rich history and landmarks.
- NYRR Staten Island Half: The final race in October, this half marathon offers stunning views of New York Harbor and the Verrazzano-Narrows Bridge.
Participant Benefits
- Finisher Medals: Participants receive a unique medal for each race completed, with a special series medal for those who finish all five events.
- Participant Shirts: Each race offers a distinct race-themed shirt.
- On-Course and Post-Race Refreshments: Hydration and nutrition stations are available during the races and at the finish lines.
- Digital Race Guides: Detailed information about each race, including course maps and schedules.
- Downloadable Finisher Certificates: Certificates to commemorate your achievement for each race.
Registration and Fees
- Registration: Typically opens several months before each race, and spots can fill quickly, especially for popular races like the Brooklyn Half and NYC Half.
- Entry Fees: Vary by race, with discounts often available for NYRR members.
- Requirements: Open to runners of various age groups and skill levels, with specific categories and awards for different age brackets.
Additional Information
- Training Plans: NYRR provides training plans and resources to help runners prepare for each race, tailored to different distances and skill levels.
- Community Involvement: The series highlights NYRR’s commitment to community and inclusivity, with programs to support youth and local runners.
- Special Events: Includes pre-race expos, post-race celebrations, and opportunities to meet professional athletes and running coaches.
For more information, you can visit the NYRR official website.
NYRR 9+1 Program
The NYRR 9+1 Program is a unique initiative by the New York Road Runners (NYRR) that offers guaranteed entry to the TCS New York City Marathon for the following year.
Here are the key details of the program:
Program Requirements
- Nine Races: Participants must complete nine designated NYRR races within a calendar year. These races must be NYRR marathon-qualifying events.
- For Qualifying Race ideas, Read “JMA Picks For Best Races in NYC“. Which includes Several NYRR 9+1 Qualifying Races!
- One Volunteer Opportunity: In addition to completing nine races, participants must volunteer at one NYRR event. This can include a variety of roles such as helping at races, administrative tasks, or supporting community events.
- Active NYRR Membership: Participants must maintain an active NYRR membership through December 31st of the year they complete their 9+1 requirements.
Registration and Eligibility
- Guaranteed Entry: Successfully completing the 9+1 Program provides a non-complimentary guaranteed entry to the following yearโs TCS New York City Marathon. For example, completing the program within one calendar year grants entry to the marathon for the following calendar year.
- Application Process: After meeting the requirements, participants must apply for their guaranteed entry during the designated application period. Failure to claim the entry during this period means forfeiting the guaranteed spot.
- Non-Transferable: Entries earned through the 9+1 Program are non-transferable and non-deferrable, meaning they cannot be transferred to another person or deferred to a later year.
Participant Benefits
- Race Participation: Engage in a variety of races throughout the year, ranging from shorter distances to half marathons, allowing for comprehensive training and community engagement.
- Community Involvement: Volunteering helps participants give back to the running community and experience events from a different perspective.
- NYRR Support: Access to NYRR resources, including training programs, race day support, and member-exclusive events and perks.
How to Get Started
- Join NYRR: Ensure your membership is active and remains so through December 31st of the qualifying year.
- Plan Your Races: Select and register for nine qualifying races. Check the NYRR race calendar for eligible events.
- Volunteer: Choose and register for a volunteer opportunity via the NYRR website.
- Track Progress: Keep track of your race completions and volunteer activity through your NYRR member account.
For more detailed information, including registration steps and deadlines, visit the NYRR official website.
A.R.E 29.3 Race Challenge

The A.R.E. 29.3 Race Challenge. organized by ARE Event Productions, is a three part race series. This series will take runners across New York State’s Capital District, from Schenectady to Albany, and several of her beautiful suburbs and waterways.
Races and Schedule
- Electric City 10k: Held around March, this Race will send runners around Mohawk River through Scotia and Glenville, and back through the historic Stockade district of Schenectady.
- Helderburg to Hudson Half: Runners will run the Helderburg’s, down the Mohawk-Hudson Bike Trail, towards Albany Harbor and Amphitheater at Corning Preserve.
- Miles on The Mohawk 10 mile: Miles on the Mohawk is a scenic run, along side the Mohawk-Hudson bike trail from historic and quant Maybee Farm, past iconic locks on the Hudson, into Mohawk Harbor in Schenectady, NY.
Participant Benefits
- Finisher Medal: Runners will receive a unique 3 Piece Finishers Medal for completing the combined races.
Additional Information
You can learn More about A.R.E. Event Promotions and their upcoming events here at ARE Event Promotions Website.
B.A.A. Distance Medley

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The B.A.A. Distance Medley, organized by the Boston Athletic Association, is a three-race series that spans the year, combining the Boston 5K, 10K, and Half Marathon. Here’s a detailed overview:
Races and Schedule
- Boston 5K: Typically held in April, coinciding with the Boston Marathon weekend.
- Boston 10K: Scheduled in June.
- Boston Half Marathon: Takes place in November.
Participant Benefits
- Finisher Medals: Participants receive a unique finisher’s medal for each race they complete, plus a special commemorative medal for finishing the entire series.
- Participant Shirts: Adidas shirts for each event, featuring the iconic B.A.A. unicorn logo.
- Guaranteed Entry: By registering for the Distance Medley, participants secure their spot in all three races.
- Exclusive Access: Access to the B.A.A. Distance Medley tent, featuring amenities and meet-and-greets with professional athletes.
- Race Day Experiences: Pre- and post-race refreshments, training advice from top coaches, and personalized bib numbers.
- Leaderboards: Participants are featured on the B.A.A. Distance Medley leaderboards, showcasing top competitors throughout the series.
- Photo Opportunities: Customized photo opportunities during each race.
Registration and Fees
- Registration Period: Opens in January and is first-come, first-served, limited to 3,000 participants.
- Entry Fee: $240 for the series, which includes guaranteed entry into all three races.
- Requirements: Participants must be 14 years or older on race day of the final event.
Additional Information
- Training Plans: The B.A.A. provides training advice and plans to help participants prepare for the series.
- Charity Involvement: The B.A.A. Half Marathon partners with the Dana-Farber Cancer Institute and the Jimmy Fund, raising substantial funds for cancer research.
- Age Groups: Participants are categorized into age groups for scoring and awards, based on their age on the day of the final event.
The B.A.A. Distance Medley is designed to provide a comprehensive racing experience that challenges runners across different distances while offering a range of benefits and support to enhance their performance and enjoyment.
For more information, you can visit the official Boston Athletic Association website.
Lake Tahoe Triple Marathon

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The Tahoe Triple Marathon is an intense multi-day running event that takes place around the stunning Lake Tahoe, covering a total of 78.6 miles over three consecutive days.
Here’s a detailed overview:
Dates and Schedule:
- Day 1: Lakeside Marathon
- Day 2: Cal-Neva Marathon
- Day 3: Lake Tahoe Marathon- The event typically occurs in mid-October. For example, the 2023 event took place from October 13-15.
Location:
- The races take place in two states, California and Nevada, circumnavigating the 72-mile shoreline of Lake Tahoe with an additional 6-mile overlap.
Race Logistics:
- Each dayโs race starts at a different location around the lake, with participants being transported to the start lines from the Beach Retreat & Spa. Participants are responsible for arranging their transportation back to the hotel after the first two races.
Time Limits:
- There is a 6-hour time limit for the marathons on Friday and Saturday. Early starts can be arranged for slower anticipated finishers.
Participant Benefits
- Finisher Medals and Shirts: Participants receive a finisherโs medal and shirt for each marathon completed.
- Special Awards: $500 special award for the first male and female open winners, with additional awards for masters (40+) winners.
- Commemorative Items: Finishers also receive a license plate holder, a commemorative plaque, and a special racing singlet.
- Additional Option: Participants can opt for the Super Tahoe Triple, which includes the first two marathons followed by the 72-mile Midnight Express Ultra Marathon starting Saturday night.
Registration and Fees
- Registration: Limited to 200 runners, with an entry fee that covers participation in all three races and the associated benefits.
- Accommodations: Participants can find various lodging options around Lake Tahoe, and there are also camping facilities available.
Challenges and Preparation
- Altitude: The races are run at high altitude, adding to the physical challenge.
- Terrain: The courses are known for their scenic beauty but also their challenging terrain, including significant elevation changes.
- Weather: Conditions can vary, so participants should be prepared for a range of weather scenarios.
For more detailed information, including registration and updates, you can visit the official Lake Tahoe Marathon website.
HMF Hartford Marathon foundation

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Offering 3 different options by means of challenges you can do from the great state of Connecticut, these events are fairly centralized within the state, however, driving from one side to the other isn’t too bad on the average driver.
The Hartford Marathon Foundation’s River Run Challenge is a unique event that combines three races across Connecticut, designed to take runners through scenic routes along local rivers. Here are the key details:
River Run Challenge
The River Run Challenge includes three races:
Burlington to Collinsville Classic 10K:
- Date: May 5, 2024
- Course: This race follows a point-to-point route along the Farmington River, starting in Burlington and ending in Collinsville.
- Features: Flat and shaded course, finishing in downtown Collinsville.
- Perks: Participants receive a technical shirt, custom finisher medal, and post-race refreshments including delicious food from Lisaโs Crown & Hammer.
Riverfront 5K:
- Date: June 27, 2024
- Course: Held in Hartford, this evening race runs along paved trails within the Riverfront Recapture park system.
- Features: The course loops back along the Connecticut River.
- Perks: Participants enjoy a post-race celebration with craft brews from New England Brewing Company and food from Bearโs Smokehouse BBQ.
Old Wethersfield 5K & 10K:
- Date: August 18, 2024
- Course: The race offers both a 5K and a 10K option, running through historic streets with a scenic finish at Wethersfield Cove.
- Features: Participants can choose either distance.
- Perks: Includes a technical shirt and fresh fruit and snacks post-race.
Registration and Benefits
- Commemorative Medal: Completing all three races earns runners a special River Run Challenge finisher medal.
- Shirts and Medals: Each race provides its own technical shirt and finisher medal.
- Community Support: The event encourages participants to donate nonperishable food items to support local food banks and community programs.
- Registration: Participants can register for each race individually or streamline the process by registering for all three at once. Online registration remains open until 30 minutes before race start or until the race sells out.
Additional Information
- Capacity: Each race has a participant cap, so early registration is encouraged to secure a spot.
- Volunteer Opportunities: Volunteering at the events is encouraged and helps support the smooth running of the races.
- Charity Beneficiaries: Proceeds support the Hartford Marathon Foundationโs Susie Beris, MD Youth Running Program and local food banks.
For more information and to register, you can visit the Hartford Marathon Foundation website.
Shoreline Challenge
The Hartford Marathon Foundation’s Shoreline Challenge is an engaging race series that showcases the scenic beauty of Connecticut’s shoreline.
The Shoreline Challenge comprises three distinct races:
Mystic Half Marathon & 10K:
- Date: May 19, 2024
- Location: Mystic, CT
- Course: The race runs from Olde Mistick Village, past historic ships, through downtown Mystic, and finishes at Mystic Aquarium. Participants enjoy scenic views and receive a short sleeve technical shirt and custom finisher medal.
L+M Summer Stride 5K & 10K:
- Date: July 20, 2024
- Location: New London, CT
- Course: The 5K offers a flat, scenic route along Pequot Avenue, while the 10K is a double loop course with ocean views. Post-race, participants can enjoy local ice cream from Michaelโs Dairy.
Surftown Half Marathon, Relay & 5K:
- Date: September 8, 2024
- Location: Westerly, RI
- Course: The half marathon includes neighborhoods of Watch Hill and Weekapaug, running along the coastline. The 5K follows a flat, fast course through the Misquamicut beach community. Finishers receive a beach-themed medal, a technical shirt, and enjoy a post-race party with chowder and beer.
Participant Benefits
- Commemorative Medal: Completing all three races earns participants a special Shoreline Challenge medal.
- Race Shirts and Medals: Each race provides a high-quality technical shirt and a custom finisher medal.
- Community Support: Participants are encouraged to donate nonperishable food items to support local food banks and community programs at each race.
- HMF FitKids: Family-friendly events are included, with runs for kids aged 2-11.
Registration and Logistics
- Registration: Participants can register for each race individually or all three as part of the Shoreline Challenge. Early registration is recommended to secure a spot.
- Packet Pickup: Requires a photo ID. Options are available to have packets mailed for an additional fee.
- Charity: Proceeds support the Hartford Marathon Foundationโs Susie Beris, MD Youth Running Program and local food banks.
For more details and to register, visit the Hartford Marathon Foundation website.
Connecticut Double
The Hartford Marathon Foundation’s Connecticut Double is an exciting race challenge designed to push participants through two significant events: The UConn Health Half Marathon and The Eversource Hartford Marathon. Here are the key details:
Event Details
UConn Health Half Marathon
- Date: June 1, 2024
- Location: Simsbury, CT
- Course: This half marathon features a scenic route through Simsbury, offering participants a beautiful and challenging course to start the Connecticut Double.
Eversource Hartford Marathon
- Date: October 19, 2024
- Location: Hartford, CT
- Course: The premier marathon event in Connecticut, The Hartford Marathon provides a well-organized race experience, starting and finishing under the iconic Arch in Hartford. This marathon is known for its excellent support and festive atmosphere.
Participant Benefits
- Commemorative Medal: Completing both races earns participants a special Connecticut Double finisher medal.
- Race Shirts and Medals: Participants receive a high-quality technical race shirt and a custom finisher medal for each event.
- Post-Race Celebrations: Enjoy post-race food, ice-cold craft beer, and various festivities after each race.
- Support and Encouragement: The challenge provides support and encouragement throughout the journey, helping participants achieve their goals.
Registration and Logistics
- Registration: Participants can register for each race individually or opt for the bundle registration to simplify the process.
- Packet Pickup: Packet pickup is available prior to each race day. For convenience, participants can also opt to have their race packets mailed to them for an additional fee.
- Requirements: Participants must be at least 12 years old for the half marathon and 16 years old for the full marathon. All participants must sign a waiver and show a photo ID at packet pickup.
Community Involvement
- Charity Support: The Hartford Marathon Foundation encourages participants to donate nonperishable food items to support local food banks and other community programs.
- Inclusive Events: The events are designed to be inclusive, offering virtual options and accommodating participants of various ages and abilities.
For more detailed information and to register, you can visit the Hartford Marathon Foundation’s official website.
Add Your Feedback!
Have you completed one or more of these events? Which ones do you recommend and suggest people avoid? Let us know below!
Submit A Race to This Comprehensive List!
We are looking to continue working on this list, if you know an event, or even run an event and would like to see it added, we have a contact page The Press Room , Where you can send us a message and let us know what we missed!
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