All the 2025 MyWhoosh monthly challenges
Each month we set our riders two challenges to keep them motivated through the year. Here's what we got them doing in 2025
On the first day of each month we set our MyWhoosh Big Ride Challenge riders two extra challenges to take on. These vary every month, depending on the seasons and where a typical riders fitness is at that time of year.
They're easy to complete if you ride regularly, and most of them can be done on indoor trainers using training apps including MyWhoosh, as well as out on the road. Some challenges will focus on distance, or altitude gained, others on searching out new places to ride. They're designed to be a bit of fun, and keep everyone motivated through the year, no matter what annual total they're aiming for.
Take a look through the 2025 challenges below to see which challenge would most suit your level of riding.
Scroll down the page for previous monthly challenges and extra inspiration!
2025 monthly challenges
The Mini
December
1. Ride to some Christmas lights / decorations and take a picture
2. Ride on two consecutive days
November
1. Be active for 15 days
2. Find a funny W3W location and ride to it
October
1. Ring Bingo Autumn!: Find five things from the list - Pier, war memorial, Lighthouse, Zoo, Public bench in strange location, a ruin, Statue (non human), sundial
2. Complete a 1hr ride
September
1. Find and ride a bridleway or path
2. Complete a ride with 1,500ft of climbing
August
1. Ride to the coast
2. Complete a 50 mile week
July
1. Do a ride the distance of a Tour de France stage
2. Cross a border (Town, county, state or country)
June
1. Complete your longest ride of the year
2. Ride to a local viewpoint
May
1. Ride Bingo Spring! Find 5 things from the list below
Hospital, runway, bad cycling infrastructure, boat moorings, bike shop, milestone, library, POI or tourist attraction
2. Ride for three hours in one week
April
1. Find a spring scene and take a photo
2. Complete a 20 mile ride
March
1. Complete a one hour ride
2. Find and ride a new hill
February
1. Be active for five consecutive days
2. Complete a 10 mile ride
January
1. Join a group ride
2. Exercise ten times this month
The Midi
December
1. Ride to some Christmas lights / decorations and take a picture
2. Ride on three consecutive days
November
1. Be active for 20 days
2. Find a funny W3W location and ride to it
October
1. Ring Bingo Autumn!: Find six things from the list - Pier, war memorial, Lighthouse, Zoo, Public bench in strange location, a ruin, Statue (non human), sundial
2. Complete a 2hr ride
September
1. Do a 50 mile ride
2. Complete a ride with 3,000ft of climbing
August
1. Ride to the coast
2. Complete a 100 mile week
July
1. Do a ride the distance of a Tour de France stage
2. Cross a border (Town, county, state or country)
June
1. Complete your longest ride of the year
2. Find and ride a new hill
May
1. Ride Bingo Spring! Find 6 things from the list below
Hospital, runway, bad cycling infrastructure, boat moorings, bike shop, milestone, library, POI or tourist attraction
2. Ride for five hours in one week
April
1. Find a spring scene and take a photo
2. Complete a 30 mile ride
March
1. Ride four days in one week
2. Do a sunrise or sunset ride
February
1. Log a 40 mile week
2. Find and ride a new road
January 1. Join a group ride
2. Ride three times in one week
The Maxi
December
1. Ride to some Christmas lights / decorations and take a picture
2. Ride on four consecutive days
November
1. Do a night ride
2. Find a funny W3W location and ride to it
October
1. Ring Bingo Autumn!: Find seven things from the list - Pier, war memorial, Lighthouse, Zoo, Public bench in strange location, a ruin, Statue (non human), sundial
2. Complete a 3hr ride
September
1. Do a 75 mile ride
2. Complete a ride with 5,000ft of climbing
August
1. Ride to the coast
2. Complete a 150 mile week
July
1. Do a ride the distance of a Tour de France stage
2. Cross a border (Town, county, state or country)
June
1. Complete your longest ride of the year
2. Log a seasons best on a climb
May
1. Ride Bingo Spring! Find 7 things from the list below
Hospital, runway, bad cycling infrastructure, boat moorings, bike shop, milestone, library, POI or tourist attraction
2. Ride for seven hours in one week
April
1. Find a spring scene and take a photo
2. Complete a 50 mile ride
March
1. Gain 15k vertical feet in the month
2. Do a sunrise or sunset ride
February
1. Complete 750 minutes of riding
2. Find and ride a new road
January 1. Join a group ride
2. Complete a 30 mile ride
CW5000
December
1. Ride to some Christmas lights / decorations and take a picture
2. Ride on five consecutive days
November
1. Do a night ride
2. Find a funny W3W location and ride to it
October
1. Ring Bingo Autumn!: Find eight things from the list - Pier, war memorial, Lighthouse, Zoo, Public bench in strange location, a ruin, Statue (non human), sundial
2. Complete a 4hr ride
September
1. Do a 100 mile ride
2. Complete a ride with 8,000ft of climbingAugust
1. Ride to the coast
2. Complete a 200 mile week
July
1. Do a ride the distance of a Tour de France stage
2. Cross a border (Town, county, state or country)
June
1. Complete your longest ride of the year
2. Log a seasons best on a climb
May
1. Ride Bingo Spring! Find 8 things from the list below
Hospital, runway, bad cycling infrastructure, boat moorings, bike shop, milestone, library, POI or tourist attraction
2. Ride for 10 hours in one week
April
1. Find a spring scene and take a photo
2. Complete an 80 mile ride
March
1. Gain 20k vertical feet in the month
2. Do a sunrise or sunset ride
February
1. Complete 1,000 minutes of riding
2. Find and ride a new road
January 1. Join a group ride
2. Complete a 50 mile ride
This page will be updated at the start of each month with a new set of challenges for all our riders. You can also be notified of the monthly challenges via the Big Ride Challenge WhatsApp group
Sign Up For The MyWhoosh Big Ride Challenge
What are the MyWhoosh Big Ride Challenge distance targets?
The Mini - Ride 500 miles in a year.
The Midi - Ride 1,000 miles in a year.
The Maxi - Ride 2,500 miles in a year.
CW5000 - Ride 5,000 miles in a year.

Editor of Cycling Weekly magazine, Simon has been working at the title since 2001. He first fell in love with cycling in 1989 when watching the Tour de France on Channel 4, started racing in 1995 and in 2000 he spent one season racing in Belgium. During his time at CW (and Cycle Sport magazine) he has written product reviews, fitness features, pro interviews, race coverage and news. He has covered the Tour de France more times than he can remember along with the 2008 and 2012 Olympic Games and many other international and UK domestic races. He became the 134-year-old magazine's 13th editor in 2015 and can still be seen riding bikes around the lanes of Surrey, Sussex and Kent. Albeit a bit slower than before.
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