Isle of Wight entertainment

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1. 

   

   Boxing Day Specials at Isle of Wight Steam Railway

   Type

   Type:

   Christmas

   Havenstreet

   Boxing Day at Isle of Wight Steam Railway After the indulgence of the festive season enjoy a relaxing train journey through the stunning Isle of Wight countryside on Boxing Day. Settle back in a cosy carriage as you take in the 10-mile round trip…

   Dates

   From:

   26 Dec 2025to26 Dec 2025
2. 

   

   Black Daniels - Live Music @ The Wheatsheaf

   Type

   Type:

   Music

   Yarmouth

   Not Sure What To Do Between Xmas & NYE have fun with Black Daniels at The Wheatsheaf Yarmouth The guitar and harmonica duo, playing covers from across the years are heading to The Wheatsheaf.

    

   Dates

   From:

   27 Dec 2025to27 Dec 2025
3. 

   

   Twixmas Quiet Retreat at The Royal Hotel

   Type

   Type:

   Christmas

   Ventnor

   Coastal festive retreat at The Royal Hotel on the Isle of Wight Step out of the Christmas - New Year whirl and slip away to the Royal you know and love. 

   Twixmas is your moment to exhale. Calm coastal walks, quiet beverages in the bar,…

   Dates

   From:

   27 Dec 2025to29 Dec 2025
4. 

   

   Cat Video Fest 25 (U)

   Type

   Type:

   Film

   Newport

   CatVideoFest is a compilation reel of the latest and best cat videos culled from countless hours of unique submissions and sourced animations, music videos, and classic internet powerhouses.

   CatVideoFest is a joyous communal experience, only…

   Dates

   From:

   28 Dec 2025to28 Dec 2025

   From:

   28 Dec 2025to28 Dec 2025
5. 

   

   New Year's Eve at The Seaview Hotel

   Type

   Type:

   New Year

   Seaview

   New Year's Eve party at the Seaview Hotel Celebrate the New Year and welcome 2026 in style at the Seaview Hotel.

   Enjoy a 2 night seaside escape  2 nights in a standard room. Gala dinner on 31 December. 2 course meal on 30 December or 1…

   Dates

   From:

   31 Dec 2025to31 Dec 2025
6. 

   

   New Year's Eve Party at The Portland Inn

   Type

   Type:

   New Year

   Gurnard

   New Year's Eve Party at The Portland Inn Dance the night away at The Portland Inn in Gurnard on the Isle of Wight. 

   There will be a chefs buffet and a disco. Party starts at 7.30pm. 

   Dates

   From:

   31 Dec 2025to31 Dec 2025
7. 

   

   New Year's Eve Party at The Albion

   Type

   Type:

   New Year

   Freshwater

   Celebrate New Year's Eve at Albion Hotel Dance into 2026 in style at the Albion Hotel's New Year's Eve party. Enjoy gourmet dining, cocktails, music and a casino at this black tie party!

   Overnight stay on New Year's Eve at Albion Hotel …

   Dates

   From:

   31 Dec 2025to31 Dec 2025
8. 

   

   New Year's Day Specials at Isle of Wight Steam Railway

   Type

   Type:

   New Year

   Havenstreet

   New Year's Day fun at Isle of Wight Steam Railway The Isle of Wight Steam Railway is one of the few attractions open on the Isle of Wight on New Year’s Day!

   After the indulgence of the festive season enjoy a relaxing train journey through the…

   Dates

   From:

   1 Jan 2026to1 Jan 2026
9. 

   

   Muddy New Year Challenge with the 2026 Mudder Run

   Type

   Type:

   Run / Rally

   Newport

   Running fun at Robin Hill on the Isle of Wight Robin Hill Adventure Park is kicking off the new year with a splash and plenty of mud as it hosts the Robin Hill Mudder Run on Saturday 3 January 2026.

   Set in the park’s stunning woodland and…

   Dates

   From:

   3 Jan 2026to3 Jan 2026
10. 

    

    Sourdough Workshop with Josephine

    Type

    Type:

    Workshop

    Newchurch

    Our popular Sourdough Workshops with Josephine are back so you too can join the Sourdough Revolution!

    Join us for a 2.5 hour workshop and learn how to make delicious sourdough at home.
    During this workshop you will learn
    - the origins, history and…

    Dates

    From:

    13 Jan 2026to13 Jan 2026

    From:

    15 Jan 2026to15 Jan 2026
11. 

    

    REBOOT: REFRESH

    Type

    Type:

    Workshop

    Newport

    Have you ever wanted to explore your artistic side? Or are you ready to pick up where you left off? REBOOT: REFRESH is a dynamic 10-week course designed to reignite your creativity and deepen your art practice.

    Whether you're a beginner or…

    Dates

    From:

    13 Jan 2026to17 Mar 2026
12. 

    

    Willow Sculpture Workshop with Wyldwood Willow

    Type

    Type:

    Workshop

    Newchurch

    Get creative in the New Year!

    15th January: 10am-4pm

    Willow Sculpture Workshop

    Weave a willow sculpture in the form of a wading bird, pheasant, chicken or willow spheres for the garden on this introductory 1 day weaving workshop. We will start…

    Dates

    From:

    15 Jan 2026to15 Jan 2026
13. 

    

    Winter Warmer Tapas & Concert in aid of All Saints Newchurch Tower Appeal

    Type

    Type:

    Music

    Newchurch

    Doors open at 6pm for tapas menu followed by concert at 7.45pm with 'The Pollyphonics' performing a selection of well-loved popular songs.

    Tickets £5 per person entrance.

    Tapas Menu & Drinks a la carte on the night.

    Book here - https://www…

    Dates

    From:

    16 Jan 2026to16 Jan 2026
14. 

    

    Fermentation Workshop with Josephine

    Type

    Type:

    Workshop

    Newchurch

    Taught by fermentation teacher Josephine Boswell, these workshops will teach you all you need to know to confidently create a wide range of your own ferments at home as well as all the starter cultures you need to get started.

    Josephine's…

    Dates

    From:

    22 Jan 2026to22 Jan 2026
15. 

    

    Winter Birdwatching Walks

    Type

    Type:

    Free Event

    Newtown

    Birdwatching at Newtown National Nature Reserve Join the National Trust and step into the calm beauty of Newtown with a guided walk through its saltmarshes, meadows, and winding creeks.

    Discover birds on guided walk This peaceful corner of…

    Dates

    From:

    24 Jan 2026to24 Jan 2026

    From:

    7 Feb 2026to7 Feb 2026

    From:

    7 Mar 2026to7 Mar 2026
16. 

    

    East Afton Farmhouse Open Day

    Type

    Type:

    Tour

    Freshwater

    If you're planning a wedding for 2026 (or beyond) and are looking for a venue on the Isle of Wight, this open-day event at East Afton Farmhouse is certainly worth your calendar. On Saturday 24 January 2026, we are hosting private tours of the venue…

    Dates

    From:

    24 Jan 2026to24 Jan 2026
17. 

    

    The Irish House Party - A Traditional Irish Song-And-Dance Celebration

    Type

    Type:

    Concert

    Newport

    Audiences up and down the country will be transported back to the heart of an impromptu Irish house party: a traditional song-and-dance celebration dating back to the early 19th century, where loved ones were given a final farewell before emigrating…

    Dates

    From:

    6 Feb 2026to6 Feb 2026
18. 

    

    Wellbeing Walk with the National Trust

    Type

    Type:

    Health & Wellbeing

    Newtown

    Guided wellbeing walk on the Isle of Wight Step away from the hustle of modern life and join us for a guided wellbeing walk through the stunning Newtown National Nature Reserve.

    This gentle walk is designed to help you connect with nature on a…

    Dates

    From:

    7 Feb 2026to7 Feb 2026

    From:

    7 Mar 2026to7 Mar 2026
19. 

    

    Isle of Wight Chess Masters

    Type

    Type:

    Competition / Game

    Ryde

    Isle of Wight Chess Masters 2026 Chess takes centre stage on the Isle of Wight between the 16 - 22 February 2026 when the Wightlink Isle of Wight Chess Tournament takes place in Ryde.

    Elite chess players With over 30 chess masters taking…

    Dates

    From:

    16 Feb 2026to22 Feb 2026
20. 

    

    Tony as Robbie LIVE at The Ocean View Hotel, Shanklin

    Type

    Type:

    Concert

    Shanklin

    Tony as Robbie is the UK's most popular and celebrated Robbie Williams Tribute, he brings his show to The Ocean View Hotel in Shanklin for one night only!

    Bar & Food available from 5pm, show starts at 8pm.

    Dates

    From:

    19 Feb 2026to19 Feb 2026

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