Exploring Kent this May Bank Holiday

Phoebe Shipton  ·  30th April 2024

As Kent awakens in the gentle embrace of spring, May draws near, unveiling a vibrant tapestry of events and experiences waiting to be discovered under the radiant sunshine. From family friendly activities to lively festivals, here’s our glimpse of our favourite things to look forward to over the long May bank holiday weekends ahead.

Events in Kent, early May bank holiday (6th May)

Sweeps Festival, Rochester – Saturday 4th to Monday 6th May 

Union Jacks, Rochester Sweeps Festival










Just in time for the early May Bank Holiday, Rochester opens its doors to hundreds of visitors for the Sweeps Festival. The well known folk festival is celebrated across the town with the streets coming to life with live music, performers and morris dancers. There’s also a charming fun-fair for the little ones to enjoy and a fantastic market hosted at Rochester Castle offering the best of local artisan goods! 

Visit their website for more details here. 


Sandwich Salutes the 40’s weekend, Sandwich – Saturday 4th to Monday 6th May 

Sandwich, Kent Salute the 40's










Step back in time and immerse yourself in the charming festivities happening in Sandwich. Stroll through the market stalls offering artisanal delights and vintage treasures. The streets will be filled with nostalgic reenactments, dancing, vintage cars and funfair attractions. A weekend that both young and older-alike will appreciate, there’s something for everyone to enjoy.

Visit their website for more details here. 


Maidstone Cocktail Week, Maidstone – Wednesday 1st May to Saturday 12th May 

Cocktail, Maidstone Cocktail Week










Raise your glasses to Maidstone Cocktail week, where mixology takes the centre stage this May. With special events, tastings and cocktail masterclasses on offer, you can enjoy a lively weekend in the heart of Kent’s biggest town. 

Visit their website for more details here.

Events in Kent end May Bank Holiday (27th May)

The Freewheelin FEASTival, Tankerton – Saturday 25th to Monday 27th May 

Pizza, Feastival Tankerton










For the big foodie lovers, The Freewheelin FEASTival at Tankerton Slopes celebrates the best of Kent’s food. Enjoy the sound of live music and great street food in vibrant surroundings and views of the sea. Filled with local arts and crafts and fairground rides and comedy, it’s an exciting way to spend the last May bank holiday. 

Visit their website for more details here. 


WW2 Weekend, Dover Castle – Saturday 25th May to Monday 27th May 

Castle, WW2 Weekend










On the famous White Cliffs of Dover is the iconic castle. Over the three day weekend, you can visit and discover fascinating history and immerse yourself in the stories of those from World War 2. Dover Castle has a variety of events both exciting and educational. A fun day out for everyone to enjoy and learn more about Kent’s history. 

Visit their website for more details here. 


The Oval Swing Festival, – Saturday 25th May 

Margate Seafront, Swing Festival










Set against the wonderful Oval Bandstand in Margate, this festival is great for those that appreciate vintage vibes and toe-tapping tunes. From classic swing to jazzy beats, this celebration of music, dance and community spirit is always a popular event in the local area. With market stalls offering delicious treats and retro finds, you’ll be enjoying the warm embrace of local artists and hopefully the sunshine. 

Visit their website for more details here.

Whether you’re a Kent native or visiting for a short break during the May bank holiday weekend, there’s plenty of fantastic events and attractions awaiting across the county. From vibrant community gatherings to captivating historical celebrations, Kent warmly invites all to join in the festivities!


About Phoebe Shipton

Having studied Marketing at University of Manchester, Phoebe joined the family business in 2020 as Head of Marketing and Operations. Phoebe is focused on making Keepers Cottages stand out, as well as ensuring the bookings flood in!

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