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Isle of Wight Big Weekender

Windmill Cycle Club Special Event

Isle of Wight Big Weekender

Event Status:



Mike Higgs

Start Date:


June 25, 2021

Ride Start:

Grange Farm, Brighstone, Isle of Wight

Start Time:

Day 1 - 2pm ish.


On June 21st, if everything goes according to plan, all current Government restrictions on social movement and interaction will be removed. So, we are GAME ON.

All riders have been notified of the new plan and there are no places left at this time. Keep an eye out for the 2022 shout... we will be back!

The daily plan descriptions below remain in place - more route maps will be made available as soon as the fettling stops!


Day One

Friday 25th June 2021

Travel to the Island on the MIDDAY Southampton to East Cowes Ferry.

Arrive at Grange Farm, on the south side of the island, by 1pm with a view to start riding at 2pm.

Hit the trails for a gentle 20 miler, taking in some of the amazing singletrack and open bridleway on the island.

Return to Grange Farm for a BYO BBQ into the evening. Don't forget your buns!

The route is being fettled, but here's where we are at the moment.

Route Overview Video
Google Map Link to Ride Start:

Plotaroute Map Details

Please click here


Day Two

Saturday 26th June 2021

The BIG ONE. A whole day of riding with a decent stop for lunch at the Pedallers Cafe cos it's Fab!.

A long day in the saddle, but always rewarded by the amazing views and varied trails.

There will be medium and short options allowing riders the choice to head back after lunch or press on for a loop that will be about 55 miles.

Saturday evening meal at The Three Bishops Pub in Brighstone (confirmed).

The route is now locked & loaded.

Route Overview Video
Google Map Link to Ride Start:

Plotaroute Map Details

Please click here


Day Three

Sunday 27th June 2021

Traditionally, Day 3 on the IOW BIG WEEKENDER has offered the choice of more riding or exploring the island for those who haven’t been there before.

There is a planned ride for those who just can’t get enough! It will be no more than 22 miles, considering the previous day will have taken its toll on legs.

Head back to Southampton via East Cowes in the late afternoon to be back in Hitchin about 8pm on Sunday evening.

The route is still being fettled, but here's where we are at the moment.

Route Overview Video
Google Map Link to Ride Start:

Plotaroute Map Details

Please click here
Event Accommodation Details:

Address: Grange Farm, Military Rd, Brighstone, Newport PO30 4DA

Grange Farm offers a mix of accommodation from converted barns & cottages, comfortable static caravans, log cabins and camping grounds for tents and camper vans. We've booked their converted barns with a view to adding a Static Caravan if rider numbers demand.

Those Windmillers sharing the converted barns and cottages will pay an equal share of the total accommodation cost. Those who prefer to camp, should make their own arrangements with Grange Farm directly.

The farm is located on the south side of the island, within walking distance of a couple of lovely pubs where we'll eat on Saturday night.

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To register your interest in this event, please join our Facebook Group

Additional Useful Event Information: Each event is different, so this is a general 'heads-up'.


Service your bike, or at a minimum check that it has newish brake pads and the gears are fine. Fingers crossed for sunshine, or at least not pouring rain – this trip will anyway go ahead regardless. Just check the weather forecast before heading off, and adjust your clothes accordingly
Try to get as many cycle miles in as you can, pre-trip.
Bring some warmer clothes, and a spare layer/rain jacket to carry on the ride. Weather can quickly change, and don't underestimate the potential for a cold wind on top of the hills. Given a lot of the riding is fairly remote, make sure you ride with enough water and snacks.

What to bring

Must have spare bits for your bike:
Rear mech hanger (this tends to be unique to your bike, and can easily be damaged by a rock); chain link (hard to fix a broken chain without it); inner tubes; pump; if running tubeless tyre patch/stans fluid/CO2 inflator & cartridges.
Nice to have spare bits:
Extra set of brake pads, spare gear cable; oil lube; cycle energy gels are great for tired legs on long rides. They really can make the difference between finishing a ride or crashing out. Always have some spare with you.

We've built up a great list of essential equipment through trial, error and experience out on the trails. Click here to visit out Essential Equipment page.