Isle of Wight entertainment

Number of results: 149

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1. 

   

   Festive Fun at Osborne

   Type

   Type:

   Christmas

   East Cowes

   Christmas activities and festive fun at Osborne Visit Osborne this Christmas season for a barrel of laughs and festive fun!

   Enjoy festive activities including storytelling and music.

   Dates

   From:

   29 Nov 2025to21 Dec 2025
2. 

   

   An Evening with Football Legend Neil 'Razor' Ruddock - Isle of Wight

   Type

   Type:

   Talks

   Newport

   Don't miss the chance to see football legend Neil Ruddock in an exclusive live interview and audience Q&A, hosted by the renowned Sports and Entertainment presenter Kenzie Benali, having presented live at some of the biggest competitions in global…

   Dates

   From:

   29 Nov 2025to29 Nov 2025
3. 

   

   Santa Specials at Isle of Wight Steam Railway

   Type

   Type:

   Christmas

   HAVENSTREET

   Join us for a traditional festive event for all the family.

   Ride the train, explore the winter wonderland and visit Santa in his grotto.

   Watch the live entertainment and ride the traditional fairground rides. Every child receives a…

   Dates

   From:

   6 Dec 2025to7 Dec 2025

   From:

   13 Dec 2025to14 Dec 2025

   From:

   20 Dec 2025to24 Dec 2025
4. 

   

   Xmas Party Night Vol 1

   Type

   Type:

   Christmas

   Shanklin

   Celebrate your Christmas with a jam packed party at the Shanklin Hotel featuring UK no1 Kylie Tribute and Party Anthems Sax, Vocalist Celena.

   Doors open 19:00 hrs. Limited free parking. Sit down meal option. Rooms available for night £30.00.pp…

   Dates

   From:

   6 Dec 2025to6 Dec 2025
5. 

   

   Steeleye Span

   Type

   Type:

   Music

   Newport

   Together for fifty six years now, Steeleye Span changed the face of folk music forever by taking it into the world of gold discs and international tours. Now they return with Conflict, their first full studio album in over five years. All…

   Dates

   From:

   6 Dec 2025to6 Dec 2025
6. 

   

   Xmas Party Night Vol 2

   Type

   Type:

   Christmas

   Shanklin

   Celebrate your Christmas with a jam packed party at the Shanklin Hotel featuring UK no1 Abba Tribute and party DJ Dave Hollidge

   Doors open 19:00 hrs. Limited free parking. Sit down meal option. Rooms available for night £30.00.pp per night…

   Dates

   From:

   13 Dec 2025to13 Dec 2025
7. 

   

   West Wight Chilly Hilly

   Type

   Type:

   Sporting Event

   Freshwater

   West Wight Chilly Hilly is back in 2025 on Sunday 14th December! 

   What better way to begin winter festivities than with a 10 mile run in the spectacular West Wight countryside? Taking in cliff paths, beaches, wooded glades and spectacular…

   Dates

   From:

   14 Dec 2025to14 Dec 2025
8. 

   

   Christmas at The Royal Hotel

   Type

   Type:

   Christmas

   Ventnor

   A Christmas Break To Remember
   3 nights from £850.00 per person | 4 nights from £975.00 per person

   23rd - Saturday 27th December 2025
   The Royal is delighted to offer you the finest hospitality and festive entertainment, in the elegant setting of our…

   Dates

   From:

   23 Dec 2025to29 Dec 2025
9. 

   

   Isle of Wight Festival

   Type

   Type:

   Festival

   Newport

   The award winning Isle of Wight Festival is steeped in history and famed for mixing iconic legendary artists with the hottest up and coming acts.

   Dates

   From:

   18 June 2026to21 June 2026

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