As the summer crowds drift away and the Island settles into a slower rhythm, autumn on the Isle of Wight arrives in a blaze of gold, amber and soft seaside light. It’s one of the most breathtaking and underrated times to visit and The Wight Concierge is here to help you experience it beautifully.

Nature at Its Most Magical

The Island’s woodlands, from Borthwood to Parkhurst Forest, transform into rich tapestries of copper leaves and dappled light. It’s the perfect season for slow forest walks, wildlife spotting and mindful digital detox breaks. Red squirrels are especially active this time of year, darting across branches as they gather food for winter.

Coastal paths are quieter too meaning uninterrupted views along the Tennyson Trail or dramatic cliff walks at Compton Bay, with pastel sunsets and salty air that feel restorative before winter arrives.

Pumpkin Picking at Westover Farm

Nestled in the scenic West Wight countryside near Calbourne, Westover Farm is set within an Area of Outstanding Natural Beauty offering a truly memorable seasonal outing.

• 10‑acre pumpkin patch where you pick pumpkins directly from the field
• 20+ varieties in every shape, size and colour — perfect for carving, cooking or décor
• Relaxed, family‑friendly vibe with wheelbarrows provided and dogs on leads welcome
• Free entry & parking with no booking required for most sessions
• On‑site refreshments — pumpkin‑spiced lattes, hot chocolates, toasties and jacket potatoes
• Special half‑term “Pumpkin Patch Playtime” sessions for younger children (booking required)

Top Tips: go early for best selection, wear suitable footwear, bring a camera, the farm is full of gorgeous photo backdrops. Make a day of it by pairing your visit with a woodland walk or pub lunch.

Half-Term & Family Experiences

Autumn half-term on the Isle of Wight is filled with wholesome adventures — from pumpkin patch play sessions at Westover Farm to woodland trail treasure hunts and cosy farm cafés serving hot chocolate and homemade bakes. The Wight Concierge can pre‑book family‑friendly activities, private transport, child‑friendly dining and even secure last‑minute tickets during busy school‑holiday weeks.

Stay the Autumn Slow Way

The Wight Concierge can arrange your island stay exactly how you imagine it — whether that’s a peaceful nature retreat, luxury bolthole with a log burner, or a half‑term itinerary filled with pumpkin patches, farm-to-table dining and woodland adventures. We also offer bespoke concierge services including private chefs, transport, reservations and itinerary planning.

Let the island work its autumn magic and let us make it seamless.

Explore our bespoke Autumn concierge services →