Winter Wight Wheeler

Secondary header image
1 / 2
Secondary header image
Secondary header image

Winter Wight Wheeler
Not quite ready to book?

Save this event for later and come back to it when you're ready.

The Winter Wight Wheeler is the perfect Christmas gift. The 36 mile route is perfect for riders of all abilities and the 65 mile Island course will appeal to those with a love of the road.
36 Miles and 65 Miles
View details
Sun 5th Dec 2021
View logistics
Cowes, United Kingdom
View location
(2 Reviews)
All reviews
Perks of booking with Let's Do This

Best price guarantee


Official booking partner

We're #1 in customer satisfaction

The event experience

Based on location and reviews

Invite friends, earn credit

After booking your event, invite your friends to join you and you'll get £5 credit if they make it their first Let's Do This booking.

Where and when
Cowes Enterprise College, Crossfield Ave, Cowes PO31 8HB, UK
Start times
Sun 5th Dec 2021
36 Miles:
9:00am |
65 Miles:
Event summary
Here are the distances available for Winter Wight Wheeler
36 Miles
65 Miles
Route information
This event includes two routes, the 65 miles all the way around the Island route or the smaller 36 miles option.
Both routes include beautiful courses, quiet roads and amazing scenery, ensuring a scenic day of riding.
What's included
  • Fully marked and marshalled course
  • Feed stations
  • Finisher's medal
  • Chip-timed event
  • Drinks & snacks
  • Mechanical support
How to get there
Cowes Enterprise College, Crossfield Ave, Cowes PO31 8HB, UK
Get full directionsExternalLink
Ferry Info
Entrants can book their ferry cost hereExternalLink for a discounted price.
Please note: The cost of the ferry is not included in the price of entry.
Sailing: Crossing time is approx.1 hour.
After disembarking from the Red Funnel ferry, entrants will make the short mile journey to the start venue which will be signposted. They will cross the East Cowes Chain Ferry prior and after the ride, will return to the ferry.
Entrants will need to pay £1.50 passenger return cost, which they will also cross on the sportive ride. This will be covered under the ticket price. Please be patient with queuing - the times will include this journey.
Provisional Times for the ferry are as follows:
Outbound: Southampton – East Cowes
  • 06:00 Arrive 07:00
  • 07:30 Arrive 08:30
  • 09:00 (35mile route only) Arrive 10:00
Return: East Cowes to Southampton:
  • 12:00 Arrive 13:00
  • 13:30 Arrive 14:30
  • 15:00 Arrive 16:00
  • 16:30 Arrive 17:30
  • 18:00 Arrive 19:00
Event day logistics
07:45 - 10:45 Entrants can start anytime within this window
Start Times
There won't be a mass start with all riders, you will allocated a start time. These allocated start times are flexible, so on the day if you want to set off sooner or later, that will be possible.
Bag Drop
You'll be able to leave a small bag at registration while you ride. You should bring some warm clothes for before and after your ride.
Feed Station
There will be a feed station on both routes. You'll have a chance to refill your water bottle, refuel with gels, bars and mince pies for those big hills towards the finish.
Challenging Events Login
With your sign up for this event, you'll be able to login to the Challenging events portal where you can see further details about the event. Be sure to use the same email address you used when entering on Let's Do This. A race briefing document and video will be uploaded 10-7 days before the event day.
What happens if I want a refund or to cancel my entry to the Winter Wight Wheeler?
Please read the event organisers terms for cancellation and refunds here and
Are the ferries to get to the Winter Wight Wheeler flexible?
Yes. If you are booking a foot passenger ticket, these are just an open return so you can board any ferry on your return from the cycle ride.
Where do I need to go on race day for the Winter Wight Wheeler?
Exact locations will be confirmed closer to the event date, but all participants will take the ferry to the Isle of Wight to race on the day.
Can I switch to the shorter distance on the day for the Winter Wight Wheeler?
If you're worried you won't be able to complete the longer distance, you'll need to switch to the shorter route before you start. The routes will split off from each other immediately after the start.
How flexible are the start times for the Winter Wight Wheeler?
Super flexible. The start times are to ensure riders don't bunch up on the open roads. If you're ready to go, just head to the start line to be sent off in a small group.
Will there be a bag drop at the Winter Wight Wheeler?
Yes, you'll be able to leave a small bag at registration while you ride. You should bring some warm clothes for before and after your ride.
How can I find more information about the Winter Wight Wheeler?
Be sure to refer back to this event page for information regarding this event. 1-2 weeks before event day, you'll receive further information from the event organiser via email. You can also log on to the Challenging Events portal using the same email address you used when entering the event.
2 reviews
Did the race in 2021
Lovely route, good roads. Registering and getting a race number is a bit complicated. Would be good to have a few more entries but the weather may have put some people off.
Did the race in 2021
Absolutely loved it and it certainly was challenging! The views are incredible and the fantastic roads to ride on. Would have definitely liked more food stops though! I’d happily pay a higher ticket price to do the same but have more feed stations. Overall a great day with very friendly staff and riders. We’ll be back again :)
Event passed
Results & Photos

8th Floor, Orion House, 5 Upper St Martins Lane,

London, WC2H 9EA

Reg number 10083277

Follow Us