Things to do on the Isle of Wight in October

As the crisp winds of autumn start to paint the leaves shades of amber and gold, there’s no better time to set sail to the enchanting Isle of Wight with Wightlink. In October, this picturesque island transforms into a realm of breathtaking beauty and unique experiences that are sure to warm your heart.

Here’s our round up of the hidden gems and vibrant events that make October on the Isle of Wight a must-visit. Whether you’re a walking enthusiast, love spooky stuff or are simply seeking a tranquil escape, the Isle of Wight has something in store for you.

And don’t forget, kids travel for free to the Island during the school holidays with Wightlink.

This pick-your-own pumpkin patch at Westover Farm in Calbourne is set over 10 beautiful acres. There are over 20 varieties of pumpkins, squashes and gourds in various shapes, sizes and colours.

Grab a wheelbarrow and a pumpkin spiced latte then explore the patch to find your perfect pumpkin(s)! With the beautiful West Wight countryside as its scenic backdrop, the pumpkin patch is a picturesque autumn outing for the whole family.

The site is open every weekend in October and ever day in half term. Entry is free and no booking required (with the exception of Friday mornings when you can book on the Pumpkin Patch Playtime for children).

This month you’ll see a darker side of Wight, typically known for its sandy beaches, beautiful landscapes and fresh sea air. The Isle of Wight has a long, spooky history and is world-renowned for its paranormal activity, earning the title of the UK’s most haunted island. Head over to the Ghost Island website to learn more.

Isle of Wight Ghost Experience offer the chance to explore some of the Island’s most infamous haunted sites, from Ventnor Botanic Garden and Arreton Barns to picturesque Shanklin Old Village, awaits those brave enough to join Marc Tuckey and his team. These atmospheric, lantern-lit tours blend history, mystery and mischief, bringing the Island’s darkest tales to life.

The Island is also teeming with special events during half term. To really get into the ‘spirit’, check out the Hallowe’en events at various attractions. There’s a range of spooky fun for everyone:

Isle of Wight Steam Railway – Wizard Week

19–31 October

Havenstreet Station becomes a spellbound playground during Wizard Week. Meet the friendly witches of Havenstreet, lend a hand with their spell-making and try your luck at the spooky treasure trail. Illusionist Greg Chapman will be on hand to dazzle with tricks, while Professor Crump’s magic shows in the Barn Café keep the little ones mystified. Top it all off with a vintage steam train ride through the misty autumn woodlands and watch out for the crafty witch onboard with her mix of tricks and treats.

Arreton Barns – Halloween Pumpkin Hunt
18 October –1 November

The Spooktacular Pumpkin Hunt returns to Arreton Barns for 2025! Grab a map and set off along the eerie autumn trail to track down the hidden pumpkins, each one holding a clue to a spooky anagram. Crack it and you could be in with a chance of winning the coveted prize. It’s a fun, family-friendly adventure for all ages – no need to pre-book, just turn up and get hunting!

Robin Hill – Spooktacular

30–31 October

Two nights of family-friendly frights at Robin Hill’s Woodland Ponds await! Featuring a cheeky monkey fire show, dazzling pyrotechnics, live DJ sets and ghostly tractor train rides around the haunted trail. Explore illuminated woodlands, unleash your inner ghoul in the glow-and-throw UV powder arena and enter the costume competition to win the secret prize, before refuelling from the selection of hot food stalls and bar.

Blackgang Chine – Fiesta of the Dead

24–30 October

The UK’s oldest theme park transforms into a Day of the Dead celebration like no other. Wander through mesmerising neon displays, dance with the dead to unmissable DJ sets, marvel at fearsome fire-breathers and ride the adrenaline-fuelled attractions under the moonlight. Part carnival, part Halloween spectacular, Fiesta of the Dead is the perfect event for anyone who likes their scares served with a splash of salsa and a side of theme-park thrills.

This destination farm shop, food hall, butchery and lakeside café bar has gathered a solid following from discerning locals.

Set in stunning surroundings in the heart of the Arreton Valley, overlooking lakes dug by the Brown family’s great grandfather, it’s a beautiful place to visit for a few hours and to enjoy the freshest local produce in the café or explore the grounds. Pick up a few foodie souvenirs (and a pumpkin!) to take home with you, or to enjoy during your visit if you’re staying in self-catering accommodation.

Lace up your walking boots ready for the Isle of Wight Autumn Walking Festival, taking place from 4 – 12 October 2025. The Island is great for walking all year round, but in Spring and Autumn you can enjoy a festival of walks guided by experienced, passionate walkers with a great deal of knowledge about the Island and its stunning landscape and scenery.

This year’s Autumn event features a range of walks to join, from short haunted history routes to meandering coastal journeys – there are over 70 to choose from, perfect for all abilities and tastes. Most walks are free or with a donation to charity.

Autumn is the perfect time to explore the Isle of Wight’s wonderful woodlands. Trees turn from green to gold and when the sun shines through the canopy it bathes the woodland in an invitingly warm light.

Parkhurst Forest and Brighstone Forest are two particularly good spots to see the autumn leaves, and with trails winding through the whole forest you can easily while away a couple of hours. You might even want to try a spot of forest bathing while you’re there. To relax, practice being calm and quiet amongst the trees; listen to the sounds of the forest, observe nature around you and notice the small things – colours, shapes and shadows – while breathing deeply.

For an unforgettable day out, book yourselves onto the Isle of Wight Steam Railway which is based at Havenstreet, just three miles from Ryde. The locomotives and carriages have been restored to an immaculate condition and it’s a thoroughly immersive experience.

Climb aboard and create a new Golden Age of Steam as you puff through the countryside. Operating on various dates throughout October, you can watch out for deer and red squirrels as you pass through the autumnal woodland. It’s easy to do without a car; just cross on Wightlink’s FastCat from Portsmouth Harbour and jump on the electric train to Smallbrook Junction. Here you can board one of the steam trains (check ahead for winter timetables).