What’s On Guide

Don’t miss any events during your visit

Our what’s on guide is updated throughout the year, bringing you events to suit all ages and interests across the Isle of Wight. Annual favourites include the Isle of Wight Festival and Cowes Week, the famous Round the Island Yacht Race, Walk the Wight and of course the Garlic Festival.

Every month brings countless opportunities to enjoy live music at venues across the Island, from pubs like The Spyglass Inn to The Wight Proms and Jack Up Events. During the summer months, don’t miss our historic town carnivals and local favourites, such as The Chale Show and the Royal Isle of Wight County Show.

Many of our leading attractions also host special events to keep you entertained, including the Isle of Wight Steam Railway, Blackgang Chine, Robin Hill and The Needles Landmark Attraction.

Our Isle of Wight events guide is always packed with diverse and entertaining activities, so you don’t need to miss a thing.

What's on all year round

Halloween Spooktacular at Shanklin Chine

Shanklin Chine

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Shanklin
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9 October - 1 November 2026
Get ready for a hair-raising Halloween Spooktacular! This October, Shanklin Chine will be holding a month-long celebration of all things spooky! Explore the haunted grounds decked out with eerie decorations, animatronics and live actors bringing frightful surprises around every corner. From werewolves to wyverns, you never know what lurks in the shadows! On weekends, enjoy live music featuring your favourite spooky tunes, and don’t forget to come in costume – fancy dress is highly encouraged
Witches, Wands and Whistles

Isle of Wight Steam Railway

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Havenstreet
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17 - 31 October 2026
This October, the Isle of Wight Steam Railway is going all out for Halloween! The Havenstreet station will be transformed into a spooky steam railway, packed with witches, wizards, magic, creepy characters and plenty of Halloween surprises. Even the train has had a makeover – all aboard the Halloween Express! Keep your eyes peeled for the spooky displays along the route.
Isle of Wight Steam Railway - Wizard Week
Spooky Hiding Spiders and Pumpkin Picking
Wootton
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17 - 31 October 2026
Briddlesford’s calf barn gets a spooky makeover. Keep your eyes peeled for cheeky hiding spiders… and pick the perfect pumpkin for Halloween.
Halloween Adventure Trail
Sandown
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17 October - 1 November 2026
Something strange is stirring at Wildheart this Halloween… The creatures that time forgot have a warning to share, but their message has been scattered along a mysterious trail! Can you follow the clues, find the missing letters and piece together their secret message? With a buy one get one free child ticket offer, get the family together for a fun-filled Halloween adventure.
Half-Term Halloween Fun at The Isle of Wight Donkey Sanctuary
Wroxall
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17 October - 1 November 2026
Spooky season has come around again and it’s time for some Halloween fun at the Isle of Wight Donkey Sanctuary. Meet the gang, follow the family pumpkin trail through the paddocks and watch the donkeys tuck into their favourite seasonal snack – pumpkins! With autumn treats in the café, it will be a day to remember for all the family.
Half-Term Halloween Fun at The Garlic Farm

The Garlic Farm

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Newchurch
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17 October - 1 November 2026
Are you vampire ready? With all the garlicky protection you need, where better to hang out when the ghosts and ghouls are around than The Garlic Farm? Take the Spooky Halloween Trail through the farm and woodlands and enjoy all the crafts with no mess at home. Pick your pumpkin and get carving in the trailer workshop with tools provided.
Half-Term Halloween Fun at The Garlic Farm
Halloween Half-Term at Carisbrooke Castle

Carisbrooke Castle

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Carisbrooke
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17 October - 1 November 2026
Gather your little monsters for a ghoulishly good day out at Carisbrooke Castle this October half-term. Join the Great Pumpkin Party to celebrate the season with family activities including interactive storytelling, spooky games and themed trails, perfect for the whole family. And it wouldn’t be Halloween without costumes, so why not take part in the daily fancy dress competition whilst you are there?
Halloween Pumpkin Hunt
Arreton
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19 October - 1 November 2026
The Spooktacular Halloween Pumpkin Hunt returns to Arreton Barns! Grab a map and set off along the eerie autumn trail to track down the pumpkins, each one holding a clue to a spooky anagram. It’s a fun, family-friendly adventure. No need to prebook, just turn up and get hunting.