Your comprehensive guide to events you can visit on the Isle of Wight whilst enjoying your bed and breakfast holiday
The Isle of Wight boasts a diverse selection of events, ranging from the famous IW festival and Cowes Week to charming local village fayres.
Date: June 19–22, 2025
Location: Seaclose Park, Newport
Experience one of the UK's most iconic music festivals with headliners including Sting, Faithless, Stereophonics, The Script, Justin Timberlake, and Jess Glynne.
Date: July 18–27, 2025
Location: Ventnor
Discover a rapidly growing arts festival featuring theatre, comedy, music, and visual arts in unique venues across Ventnor.
Date: May 10-18, 2025
Location: Isle of Wight
The Spring Isle of Wight Walking Festival takes place in May, offering a sunny adventure through the Island’s unique landscape.
Date: May 11, 2025
Location: Bembridge to Alum Bay
Raising vital funds for Mountbatten Hospice, Walk the Wight boasts four routes – including the full 26.5 mile walk from Bembridge to The Needles.
Date: August 2–8, 2025
Location: Cowes
Join one of the world's oldest and most prestigious sailing regattas, featuring competitive racing and vibrant shore-side entertainment.
Date: August 16–17, 2025
Location: Newchurch
Celebrate all things garlic with food stalls, live music, children's entertainment, and local crafts at this unique family-friendly festival.
Date: July 12–13, 2025
Location: Northwood Showground
Experience traditional country activities, livestock displays, local produce, and family fun at this historic agricultural show.
Date: September 24–28, 2025
Location: Various venues in Newport
Enjoy performances from top UK jazz artists in an intimate setting, celebrating the island's vibrant jazz scene.
Date: May 11, 2025
Location: Island-wide
Participate in a fundraising walk across the island's scenic landscapes, supporting the Mountbatten hospice.
Date: May 10–18 & October 4–12, 2025
Location: Island-wide
Join guided walks exploring the island's diverse landscapes, suitable for all ages and abilities.
Date: August 2–3, 2025
Location: Chale
Enjoy a traditional village show featuring horticulture, crafts, live entertainment, and family activities.
Date: October 9–12, 2025
Location: Northwood House, Cowes
Attend talks and workshops with renowned authors, celebrating literature in a historic setting.
Date: July 19, 2025
Location: Ryde
Celebrate diversity and inclusion with a vibrant parade, live music, and community events.
Use our interactive map to discover B&Bs and attractions across the Isle of Wight.