Here are your 2025 MyWhoosh Big Ride Challenge goals for June!
Each month we set our riders two challenges to keep them motivated through the year.


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's 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.
This month, no matter the overall distance goal you're aiming for in 2025, your first challenge is to complete your longest ride of the year. And if you like climbing then the second goal should be right up your (hilly) street! (Hint: kill two birds with one stone and nail both in just one ride…)
Scroll down the page for previous monthly challenges and extra inspiration!
June Challenges
CW Mini
1 Complete your longest ride of the year
2 Ride to a local viewpoint
CW Midi
1 Complete your longest ride of the year
2 Find and ride a new hill
CW Maxi & CW5000
1 Complete your longest ride of the year
2 Log a seasons best on a climb
Previous Months' Challenges
The Mini
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
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
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
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.
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Editor of Cycling Weekly magazine, Simon has been working at the title since 2001. He fell in love with cycling 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 two Olympic Games and many other international and UK domestic races. He became the 130-year-old magazine's 13th editor in 2015.
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