Isle of Wight entertainment

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1. 

   

   Free guided tour at the Isle of Wight Donkey Sanctuary

   Type

   Type:

   Family

   St John's Road, Wroxall

   Join us for free guided tours in the school holidays.
   Our free tours take about 40 minutes and end with behind the scenes access and a chat with one of our expert donkey team!
   Booking online in advance advised, but limited places are available…

   Dates

   From:

   17 Oct 2026to1 Nov 2026
2. 

   

   NT LIVE - The Misanthrope

   Type

   Type:

   Nightlife

   Newport

   The Seagull with Sandra Oh at Quay Arts Award-winning actor Sandra Oh (Killing Eve) takes the title role in this sharp and contemporary reimagining of Molière’s classic dark comedy, filmed live on stage at the National Theatre.

   Alice is a…

   Dates

   From:

   18 Oct 2026to18 Oct 2026
3. 

   

   Jane Eyre (Conn Artists Theatre)

   Type

   Type:

   Nightlife

   Newport

   Jane Eyre at Quay Arts Orphaned. Oppressed. Unbreakable.

   Experience Charlotte Brontë’s timeless gothic romance in a captivating new stage adaptation by Conn Artists Theatre Company.

   Follow Jane Eyre’s journey from a cruel and difficult…

   Dates

   From:

   20 Oct 2026to20 Oct 2026
4. 

   

   Mysterious Fruit - FREE Family Drop In

   Type

   Type:

   Indoor

   Newport

   Free Family Drawing Workshop with Steve and Ella Baxter Get creative together in this free, expressive family drawing workshop with artists Steve and Ella Baxter.

   Inspired by the structures and shapes found in nature, work collaboratively to…

   Dates

   From:

   20 Oct 2026to20 Oct 2026
5. 

   

   HAVE A GO! — A DAY ON THE FARM

   Type

   Type:

   Days Out

   Main Rd, Alverstone

   School Holiday Farm Activities for Children at Isle of Wight Rare Breeds Give young animal lovers the chance to get outdoors, learn new skills and enjoy a hands-on farm experience at Isle of Wight Rare Breeds CIC. Designed for children aged eight…

   Dates

   From:

   21 Oct 2026to27 Oct 2026
6. 

   

   Hobbit's Quiz Night at Goddards Brewery

   Type

   Type:

   Nightlife

   Sandown

   Hobbit's Quiz Night at Goddards Brewery Put your general knowledge to the test at Hobbit’s Quiz Night at Goddards Brewery on Wednesday 21st October. Hosted by Quiz Master Hobbit, the evening promises a mix of classic trivia and fun challenges, with…

   Dates

   From:

   21 Oct 2026to21 Oct 2026
7. 

   

   Harp on Wight International Festival

   Type

   Type:

   Festival

   Ryde

   Annual harp festival with concerts and teaching workshops.

   Dates

   From:

   22 Oct 2026to26 Oct 2026
8. 

   

   Dark Woods Outdoor Cinema

   Type

   Type:

   Film

   Newport

   Robin Hill Outdoor Horror Cinema Prepare for two unforgettable nights of outdoor horror cinema as Robin Hill Adventure Park transforms its woodland into an atmospheric setting for some of the genre’s most iconic films.

   A giant 6m x 4m screen…

   Dates

   From:

   23 Oct 2026to24 Oct 2026
9. 

   

   Fiesta of the Dead at Blackgang Chine

   Type

   Type:

   Nightlife

   Ventnor

    Fiesta of the Dead at Blackgang Chine Celebrate Halloween with a colourful twist at Blackgang Chine's Fiesta of the Dead. Inspired by Mexico's Día de los Muertos, this vibrant after-dark celebration transforms the theme park into a luminous world…

   Dates

   From:

   23 Oct 2026to24 Oct 2026

   From:

   27 Oct 2026to29 Oct 2026
10. 

    

    Iain Lee - Imposter Syndrome

    Type

    Type:

    Nightlife

    Newport

    Iain Lee: 30 Years in Showbusiness Join TV and radio presenter Iain Lee as he celebrates 30 years in showbusiness with an entertaining evening of stories, memories and some of the more embarrassing moments from his career.

    Reflecting on three…

    Dates

    From:

    23 Oct 2026to23 Oct 2026
11. 

    

    Live Music from Something About Mondays

    Type

    Type:

    Nightlife

    Sandown

    Something About Mondays – Live at Goddards Brewery Something About Mondays return to Goddards Brewery on Saturday 24th October for an evening of upbeat live music and their distinctive take on Celtic rock ’n’ roll. Blending folk, rock and…

    Dates

    From:

    24 Oct 2026to24 Oct 2026
12. 

    

    Autumn & Halloween Wreath Workshops

    Type

    Type:

    Workshop

    Ryde

    Autumn and Halloween Wreath-Making Workshop at Island Craftworks Get creative this autumn with an Autumn and Halloween wreath-making workshop at Island CraftWorks in Ryde on the Isle of Wight. Perfect for welcoming the new season or adding a spooky…

    Dates

    From:

    24 Oct 2026to24 Oct 2026

    From:

    31 Oct 2026to31 Oct 2026
13. 

    

    Vibrate by Jo Larcombe

    Type

    Type:

    Nightlife

    Freshwater Bay

    Vibrate: An Evening of Story and Song at Dimbola, Isle of Wight Discover the fascinating and often surprising history of vibrators in Vibrate, an entertaining live performance combining storytelling, original songs and humour. Following a sold-out…

    Dates

    From:

    24 Oct 2026to24 Oct 2026
14. 

    

    Fan TC Con

    Type

    Type:

    Special Events

    Newport

    Comic Convention on the Isle of Wight Get ready for an unforgettable day of fun, and excitement as Fan TC Con returns to the Isle of Wight in 2026! Join us on Saturday 24 October at 1Leisure Medina in Newport for a celebration of all things film,…

    Dates

    From:

    24 Oct 2026to24 Oct 2026
15. 

    

    OWN A DINKY DONKEY FOR THE DAY!

    Type

    Type:

    Days Out

    Main Rd, Alverstone

    Miniature Donkey Experience at Isle of Wight Rare Breeds Ever wondered what it would be like to care for your very own miniature donkey? Young animal lovers can discover life as a donkey keeper for the day at Isle of Wight Rare Breeds CIC in…

    Dates

    From:

    24 Oct 2026to31 Oct 2026
16. 

    

    Spot the Pumpkins at Model Village Godshill

    Type

    Type:

    Halloween

    Godshill

    Pumpkin hunt at Godshill Model Village  Get into the Halloween spirit with a miniature pumpkin hunt at Godshill Model Village.

    During the October half-term, miniature pumpkins will be hidden throughout the Model Village for little visitors to…

    Dates

    From:

    26 Oct 2026to1 Nov 2026
17. 

    

    Pumpkin Carving at the Farm!

    Type

    Type:

    Halloween

    Main Rd, Alverstone

    Family Pumpkin Carving at Isle of Wight Rare Breeds Enjoy an autumnal family day out at Isle of Wight Rare Breeds CIC, where you can choose and carve your own pumpkin without the mess at home. This fun seasonal activity offers a chance to get…

    Dates

    From:

    26 Oct 2026to29 Oct 2026
18. 

    

    Spooktacular - Trick or Treat in the Woods

    Type

    Type:

    Halloween

    Newport

    Spooktacular Halloween at Robin Hill Get ready for three nights of spooky family fun as Robin Hill Adventure Park transforms its woodland into a colourful Halloween adventure.

    From 5pm to 9pm on 28, 29 and 30 October, explore the Trick or…

    Dates

    From:

    28 Oct 2026to30 Oct 2026
19. 

    

    Minibeast Academy: SPIDERS!

    Type

    Type:

    Indoor

    Newport

    SPIDERS! Art Workshop at Quay Arts Get creative this October half term with Emma and Kay from Minibeast Arts Academy in a fun-filled workshop celebrating the fascinating world of spiders!

    Help create a giant collaborative spider’s web…

    Dates

    From:

    28 Oct 2026to28 Oct 2026
20. 

    

    Spooky Stories & Halloween Fun with Peter J Murray

    Type

    Type:

    Halloween

    Freshwater Bay

    Halloween Family Evening at Dimbola with Peter J. Murray Enjoy a spooky evening of Halloween fun at Dimbola on Friday 30 October, with eerie storytelling, a pumpkin trail and a fancy-dress competition for all the family. Set within the atmospheric…

    Dates

    From:

    30 Oct 2026to30 Oct 2026

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