Summer in Kent and East Sussex isn’t just about big-name music festivals and food fairs – it’s also packed with wonderfully quirky events celebrating everything from hops to history.
If you’re looking for something a little different to do over the next few months, we’ve rounded up some of the most unusual festivals in the region, guaranteed to offer a unique experience (and plenty of fun). Whether you fancy a rock festival with a poultry twist, a weekend of Viking battles, or a harvest celebration like no other, read on for our top picks.
Sweeps Festival – May 3rd–5th, 2025 | Rochester, Kent
Step back in time at the beloved Sweeps Festival, a lively celebration of the traditional holiday enjoyed by chimney sweeps 300 years ago. Now one of the largest May Day celebrations of its kind globally, the Sweeps Festival sees hundreds of Morris dancers descend on Rochester, clattering their clogs and clashing their sticks up and down the high street. Visitors can also enjoy a dynamic programme of international dance groups and workshops.
Where to stay: Stay at The Wonky House, a beautifully-refurbished historic home bursting with charm which sleeps up to eight guests, and is just steps away from Rochester’s cobbled high street.
Jack in the Green Festival – May 3rd–5th, 2025 | Hastings, East Sussex
Embrace the arrival of spring at the Jack in the Green Festival in Hastings. This vibrant event revives the traditional English May Day celebration with a colourful procession, lively music, dancing, and the release of the Jack from his leafy attire to welcome the summer. Expect a unique combination of folklore and fun that draws visitors from all over.
Where to stay: Escape to the unspoilt charm of Winchelsea Beach at The Cot, a six-sleeper that’s just a short drive away from Hastings – perfect for relaxing after a day of festivities.
Tunbridge Wells Literary Festival – May 5th–9th, 2025 | Various Venues, Tunbridge Wells
Book lovers rejoice! The Tunbridge Wells Literary Festival brings together bestselling authors, engaging panel discussions, and creative workshops across several venues in the town. From children’s storytelling sessions to thought-provoking talks, this festival has something for every literary enthusiast.
Where to stay: We have two fantastic properties for visitors to Tunbridge Wells to choose from: Dairy Barn (sleeps 2), and Cart Lodge (sleeps 4). Both homes are situated in nearby Blackham, and benefit from breathtaking, uninterrupted views across the surrounding rolling countryside.
Rock the Mote Festival – May 23rd–25th, 2025 | Mote Park, Maidstone
If you love live music but prefer the classics, Rock the Mote is the festival for you. This three-day event brings together some of the best tribute bands in the country, performing hits from popular rock bands like Foo Fighters, Red Hot Chili Peppers, and The Rolling Stones. With plenty of food stalls and festival bars, plus a vibrant crowd ready to sing along, this is a must for rock fans looking for a fun May half-term event.
Where to stay: Stay in style at Old Harrow Barn, a gorgeous country home for larger groups (sleeps 11) packed with entertainment and things to do. From relaxing in the hot tub, to enjoying movies in the cinema room or getting compeitive in the games room. Or for smaller groups, head to The Bull Pen (sleeps 4), which is a wonderful conversion of an old farm building. The open-plan living space and huge bi-folding doors are very welcomed features in the summer months.
Battle Medieval Fayre – May 25th–26th, 2025 | Battle, East Sussex
Witness the explosive performances of fire-eaters, medieval warfare and more at the Battle Medieval Fayre, where visitors can watch thrilling re-enactments, jousting displays, and craft workshops set against the backdrop of the historic town of Battle. Wander through the medieval market, try your hand at pottery, and experience the sights and sounds of the Middle Ages, as you indulge in the culinary delights of barbecue and Battle cider.
Where to stay: Stay at Wheelwrights Cottage in Staplecross, a charmingly renovated holiday home with all the modern comforts that’s ideal for both couples and small families – sleeping up to five guests.
Wealden Literary Festival – June 21st–22nd, 2025 | Boldshaves Garden, Woodchurch
A literary festival with a wild side, the Wealden Literary Festival is all about books, nature, and creativity. Set in the beautiful Boldshaves Garden, this festival brings together renowned authors, poets, and artists for a weekend of talks, workshops, and performances. It’s a fantastic opportunity to immerse yourself in literature while enjoying the great outdoors.
Where to stay: A historical listed building, The Oast (sleeps 8) in nearby Newenden retains many of its original period features, making it an attractive stay for literary lovers. What’s more, there’s plenty of outdoor space, with the property lending visitors a sunny terrace complete with patio furniture and a barbecue for those balmy June days. Motor House Loft in Sandhurst, meanwhile, may appeal to smaller groups, this loft apartment providing a comfortable home-from-home accommodation to parties of up to four guests.
Folkestone Triennial – July 19th–October 19th, 2025 | Folkestone, Kent
Every three years, the Folkestone Triennial transforms the seaside town into an open-air gallery, with contemporary art installations scattered across its streets, coastline, and public spaces. This year’s theme, ‘How Lies the Land?’, explores connections between people, place, and history through thought-provoking artworks.
Where to stay: Situated on the seafront, the luxurious Shoreline Beach House (sleeps 8) benefits from dramatic sea views as well as easy access to Folkestone Harbour and coastal parks. The house was designed by award-winning architects ACME, and boasts flawless hotel-style interiors, as well as beautiful amenities that bring a real ‘wow’ factor to guest stays.
Chickenstock Festival – July 31st-August 3rd, 2025 | Pett Wood Cottage, Stockbury, Sittingbourne
A festival named after chickens? Why not! Chickenstock is Kent’s family-friendly rock, indie, and folk festival, and while you won’t find many actual chickens running around, you will find an eclectic mix of live music, good food, and a welcoming atmosphere. The event is known for its relaxed vibe, making it a great alternative to larger, busier festivals. Expect a mix of local talent and big-name tribute acts, plus plenty of activities to keep the whole family entertained.
Where to stay: At The Kennels, guests can enjoy an open-plan layout that’s ideal for families and friends alike to stay and socialise. With its courtyard setting overlooking an ornamental fountain, there’s plenty of opportunity to enjoy the private, sun-trapped garden during the warmer climes of the season.
Rye Jazz & Blues Festival – August 22nd–25th, 2025 | Rye, East Sussex
Fancy something a little smoother? Head to the Rye Jazz & Blues Festival, where you can soak up world-class jazz, blues, roots, soul, and funk performances in the stunning setting of this historic town. The festival takes place across multiple venues, from the fantastic acoustics of St Mary’s Church to open-air performances outside Rye’s iconic Kino cinema.
Where to stay: The Grain Store and The Garden Room are both beautiful boutique retreats for two, tucked away in the picturesque countryside near Rye. When you’re not too busy enjoying the festival, there are miles of unspoilt landscape to enjoy, as well as a sumptuous King bed and everything you need for a restful sleep once the day is done.
Faversham Hop Festival – August 30th–31st, 2025 | Faversham, Kent
Join thousands in celebrating the hop harvest at the Faversham Hop Festival. Set across the long bank holiday weekend, this lively event hosts over 70 bands and performers across four stages, alongside street performances, Morris dancing, a fairground, and a variety of food and drink stalls.
Where to stay: Enjoy a stay at Crow Cottage, a charming little hideaway on the Belmont Estate just a short drive from Faversham, where guests can enjoy free access to the nearby Belmont House and Gardens (that is, when they’re not cosied up in the cottage).
Whitstable Rocks Oyster Festival – September 13th–15th, 2025 | Whitstable, Kent
The mighty mollusc takes centre stage at Whitstable Rocks Oyster Festival, a unique celebration of the town’s seafood heritage. From the iconic Landing of the Oysters ceremony and the Mud Tug to the oyster-eating competition and live music, this festival has become a late-summer staple in the county, and offers an excellent excuse to visit lovely Whitstable.
Where to stay: Match the festival to your accommodation with a stay at Oyster Shore, one of Whitstable’s finest holiday homes with bags of character and plenty of space for up to eight guests. This traditional townhouse has been renovated with a modern twist, and features fantastic pops of bright colour that create a fun and relaxing place to stay.
