Community events

The Isle of Wight Literary Festival opens in Cowes with talks, food writing and an evening Fizz Quiz.

13:30–21:30 · Cowes (various locations) · Booking required

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Friday’s Isle of Wight Literary Festival programme in Cowes includes Robert Hardman, A N Wilson, Jill Dougherty and Penny Junor.

Starts 11:00; finish not advertised · Cowes (various locations) · Booking required

A low-cost Halloween afternoon dance at East Cowes Town Hall, with optional fancy dress, tea, cakes and prizes.

14:00–16:00 · East Cowes Town Hall · £2.00

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Saturday’s Cowes festival sessions include Ann Cleeves, Clare Balding, Stephen Sackur, Chris Galvin and Eric Lanlard.

Starts 10:30; finish not advertised · Cowes (various locations) · Booking required

Browse local makers at Brading Youth & Community Centre’s Saturday craft bazaar, with a café open during the event.

11:00–15:00 · Brading Youth & Community Centre

A free evening for 18 to 35-year-olds at Calbourne Water Mill, combining a bat walk, fire pit and time with the Biosphere community.

19:00–21:00 · Calbourne Water Mill · Free · Dogs welcome · Booking required

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Altitude Church’s free Autumnfest in Sandown includes inflatables, autumn crafts, games and lunch.

Starts 10:30; finish not advertised · The Bay Secondary School · Free

The literary festival closes in Cowes with Sunday talks featuring Mary Portas, Hugo Burnand, Ben Robinson and Clive Tyldesley.

Starts 10:30; finish not advertised · Cowes (various locations) · Booking required

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

A £6 community lunch at East Cowes Town Hall, including a meal, tea or coffee and gluten-free options.

12:00–14:30 · East Cowes Town Hall · £6.00 · Booking required

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Teams of up to five face Halloween questions and compete for prizes at Waterstones Newport on Wednesday 14 October.

18:00–19:30 · Newport · £3.00 · Booking required

A Wednesday open-mic evening hosted by Sebotage at Ventnor Royal British Legion Social Club, running from 7.30pm to 10pm.

19:30–22:00 · Royal British Legion Social Club Ventnor

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

An informal afternoon catch-up for people living with chronic illness at Town Choice Café Bar in Newport.

14:00–16:00 · Town Choice Café Bar · Free

Local performers transform into familiar music stars for a charity show at Newport’s Riverside Centre on Saturday 17 October.

19:30–23:00 · Newport · £11.55 · Booking required

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Try free fitness classes and weightlifting at Velocity Fitness Gym’s Sandown open day. Class booking is advised.

Starts 09:00; finish not advertised · Velocity Fitness Gym · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Meet makers and browse creative supplies at The Bees Needles in Northwood House, Cowes, with free entry, demonstrations, talks and an indoor artisan shopping area.

10:30–15:00 · Northwood House · Free New

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Waterstones Newport counts down to ACOTAR 6 with quizzes, activities and prizes from 21:30 on Monday 26 October.

21:30–23:59 · Newport · £5.00 · Booking required

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Collect ACOTAR 6 at Waterstones Newport just after midnight on Tuesday 27 October, following the previous evening’s fan party.

00:00–00:30 · Newport · £5.00 · Booking required

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

National Gallery masterpieces reproduced outdoors across Newport — free self-guided mile-long trail from 6 May–30 Oct 2026 (step-free route around town centre).

Ongoing · Newport · Free

Halloween Boogie Bingo mixes DJ tracks, singalongs, games and prizes at GG’s, with fancy dress encouraged on Friday 30 October.

19:00–22:30 · GG's · £12.50 · Booking required