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Isle of Wight Events

Below is a list of the main Isle of Wight events and festivals for 2016. Whatever your interests, there is always plenty of things to do for all ages, including music festivals, carnivals, sailing regattas and beer festivals. The Isle of Wight is not just a holiday destination for the spring and summer, try a visit in the autumn and winter too - you will not be disappointed. Every year, the events on the Island just get better and better, so read on to find out what fantastic Isle of Wight events and festivals are scheduled for 2016.

Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec


Sun 24th January 2016
The Wight Bridal Wedding Show
Come along to Medina Leisure Centre from 11am to see the best and brightest wedding suppliers on the Island! Free entry, free parking, free goody bags, amazing suppliers and a huge amount of choice!


Sat 13 - Sun 21 February 2016
Spirit of The Orient
A stunning spectacle of Oriental themed light, sound and entertainment will mark the Chinese New Year at Robin Hill’s award-winning ‘electric woods’ during February half term. Visitors can experience the park’s mystical woodland illuminated with a far eastern twist to capture the spirit of one of the world’s most popular celebrations. For more information, visit: www.electricwoods.co.uk/events/spirit-of-the-orient


Sun 20 March 2016
Isle of Wight Grand National and Ashey Scurry

Grand National & Ashey Scurry

The Isle of Wight Grand National and Ashey Scurry is a series of amateur horse races over cross country, post and rail and natural hedges. The event is sponsored by Biles & Co. and takes place at West Ashey Farm, near Ryde. The course can be reached by car or by steam train from Havenstreet Station. The Isle of Wight Grand National and Ashey Scurry is a great family day out. Visit www.iw-scurry.co.uk for full details.


Sun 3 April 2016
Memorial Ploughing Match

Come to the Island's Memorial Ploughing Match at New Wolverton Farm in Shorwell and watch heavy horses ploughing alongside vintage and modern tractors. This annual event is in aid of the Earl Mountbatten Hospice, with donations gratefully accepted. Free entry. For further details visit: www.memorialploughingmatch.co.uk

Sat 30 April - Sun 1 May 2016
Isle of Wight Challenge

Enjoy the spectacular Island scenery as you walk, jog or run either the 56km ‘Half-Island’ course or the full 106km coastal loop. Join this charity challenge in aid of a number of great causes as a team of friends, colleagues or family, and support each other, or on your own, and meet fellow challengers along the way. Visit www.isleofwightchallenge.com for full details.

Sat 30 April - Sun 15 May 2016
Isle of Wight Walking Festival

Walking Festival

The Isle of Wight Walking Festival has been held on the Island every May since 1999 and is the largest walking festival in the UK. It is an extremely popular event and attracts huge numbers from all over the world. The festival offers numerous guided walks that cater for all ages and abilities. Included in the festival is "Walk the Wight", a long distance sponsored walk, with proceeds going to the Earl Mountbatten Hospice. For full details of all walks, visit www.isleofwightwalkingfestival.co.uk


Sat 14 May 2016
Wolverton Folk & Blues Fair

The sixth annual Wolverton Folk & Blues Fair is taking place in the beautiful grounds of Wolverton Manor in Shorwell - 11.30am to 8.00pm. For further information or enquiries: www.wolvertonmanor.co.uk


Thu 9 - Sun 12 June 2016
Isle of Wight Festival

Isle of Wight Festival

Major UK music festival held over three days at Seaclose Park in Newport. The Isle of Wight Festival is one of the most well known Isle of Wight events and this year's line-up features the usual abundance of top acts including The Stereophonics, Faithless, Busted, Queen (and Adam Lambert), Adam Ant, The Corrs, The Wonderstuff, Buzzcocks, The Damned, The Family Rain and many more. For full line-up and ticket info visit: www.isleofwightfestival.com


Sat 2 July 2016
Round The Island Race

Round the Island Race

JPMorgan Asset Management Round The Island Race is the largest and most famous yachting race in the UK. The race starts and finishes at Cowes and covers a 50 mile course around the Isle of Wight. Some of the biggest names in the sailing world compete with weekend sailors and family crews in this annual yachting extravaganza. Website: www.roundtheisland.org.uk

Mon 11 - Fri 15 July 2016
Cowes Classics Week
Cowes Classics Week features metre boats, classic racing dayboats and one designs, classic yachts and old gaffers. Website: www.cowesclassicsweek.org

Sat 23 - Wed 27 July 2016
Cowes Dinghy Week
Held at Gurnard Green, Cowes Dinghy Week is a five-day family sailing event hosted by Gurnard Sailing Club. Website


Sat 6 - Sat 7 August 2016
Chale Show

Fun for all the family with free parking. Events and entertainment over the two days includes horticultural marquees, stalls, entertainments, craft, antique, indoor market, side shows and food & drink outlets with a licensed area. For further information visit: www.thechaleshow.co.uk

Sat 6 - Sat 13 August 2016
Aberdeen Asset Management Cowes Week

Cowes Week

Cowes Week is probably the most well known of all Isle of Wight events, with around 1000 boats and 8500 competitors taking part in this world famous sailing regatta. With its exciting racing schedule and superb shore side activities, Cowes Week offers something for everyone. Cowes Week Website

Sat 20 - Sun 21 August 2016
Isle of Wight Garlic Festival

Garlic Festival

The Garlic Festival is held at Newchurch Showground, next to the Fighting Cocks pub at Arreton on the Newport to Sandown road. As well as the world famous Isle of Wight garlic, the very best of Island produce is also showcased, with hundreds of stalls selling food and a diverse range of arts and crafts, plus live music. Free parking. Website

Fri 26 - Mon 29 August 2016

Isle of Wight Scooter Rally
Held at Smallbrook Stadium in Ryde, the Isle of Wight Scooter Rally is a fun-packed bank holiday weekend for the scooter enthusiast, which includes live bands, great beer & food, and culminates with a round the Island ride-out. This is an event that just has to be attended by every self-respecting scooterist. For more information visit: www.vfmscoot.co.uk


Sat 3 - Sun 4 September 2015
Cowes Classic

The 200-mile long Cowes Classic offshore powerboat race from Cowes-Torquay-Cowes is widely recognised as one of powerboating's toughest challenges. Expect drama, spectacular high speed action and glamour - all with an international flavour. There are bars, food, music and entertainment for all the family. Website: www.cowestorquaycowes.co.uk

Thu 8 - Sun 11 September 2016

Bestival 2010

Sunday Best´s Bestival is held at Robin Hill Country Park on the outskirts of Newport and is regularly voted the "Best Medium Sized Festival" at the UK Music Festival Awards. There will be the usual eclectic line-up appearing this year. Website: www.bestival.net

Fri 9 - Sat 10 September 2016
Little Britain Challenge Cup

The Little Britain Challenge Cup is the largest corporate yachting regatta in Europe, as well as the biggest UK gathering of senior figureheads from the construction and property industry. The regatta is held at Cowes and is one of the industry´s top social sporting events of the year. Website: www.littlebritain.co.uk

Isle of Wight Cycling Festival

Cycling Festival

Every year the Island hosts the Isle of Wight Cycling Festival, which features several different cycling events for all abilities and disciplines. Races include an on-road 70 mile round the Island race known as Cycle the Wight and Sink or Swim, where home made pedal powered craft attempt to cross the River Medina! For the more resilient cyclist, the three, seven and 14 hills challenges known as "The Hills Killer" are a real test of stamina. For full details, visit: www.sunseaandcycling.com

Annual Sweetcorn Fayre

Sweetcorn Fayre

The Annual Sweetcorn Fayre will be held again this year at Arreton Barns to raise money for the Earl Mountbatten Hospice.


Isle of Wight Marathon

Held since 1957, the Isle of Wight Marathon starts and finishes at Ryde with medals awarded to all finishers.

Autumn Walking Festival

A great programme is available with over 60 walks to choose from. Come and enjoy the Island's breathtaking autumnal scenery and join in one of the guided walks, all led by knowledgeable and friendly walk leaders. Website: www.isleofwightwalkingfestival.co.uk



Victorian Christmas at Osborne House

Victorian Xmas at Osborne House

Step back in time and experience a traditional Victorian Christmas at Osborne House in East Cowes where you will see Queen Victoria´s holiday home dressed for the festive season. Delight at the Dickensian characters and enjoy carol singing and traditional entertainment. For prices, tickets and further information call 0370 333 1183.

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