Cheltenham is full of stories waiting to be uncovered, and 2026 is the perfect time to experience the town from a fresh perspective.
From inspiring museums and galleries and behind-the-scenes access to legendary local venues and award-winning food and drink producers, to expert tours that reveal hidden corners, colourful characters and centuries of history – Cheltenham has plenty of tales to tell and new stories, places and perspectives to reveal.
Explore our museums and galleries
The Wilson – Cheltenham Art Gallery & Museum
From the story of explorer Edward Wilson to the designs of the Arts and Crafts Movement, The Wilson, Cheltenham's art gallery and museum, is full of stories waiting to be discovered. Explore independently and see what you find, or take a tour of the collections with a knowledgeable guide. The BIG Museum Project this year also invites visitors to take part in shaping the future of The Wilson before a refresh and reopening in autumn.
Holst Victorian House
Travel back to the 19th-century at Holst Victorian House, the Cheltenham birthplace of composer Gustav Holst. The house takes you on a journey through Holst's life and work, as well telling the tales of the eclectic residents who lived in the house. Explore what life was like for a middle-class family in 1870s Cheltenham, experience a working Victorian kitchen and scullery below stairs, and authentic Victorian interiors above stairs.
Montpellier arts galleries trail
Or why not discover new artists on the Montpellier Arts Galleries Trail? This self-guided route takes you through Cheltenham's elegant Montpellier district, where six independent galleries sit within a short stroll of each other against. Along the trail there’s a mix of contemporary and traditional artworks, sculpture, prints and ceramics from established and emerging artists, as well Montpellier’s charming cafés, shops and green spaces.
Go behind the scenes
Cheltenham Racecourse tours
Get VIP access to one of horse-racing most iconic venues with a Cheltenham Racecourse Tour, whether you're a lifelong racing fan or simply curious about what happens beyond the grandstands. Hear insider stories of legendary horses, jockeys and memorable moments. And gain access to areas normally reserved for racing professionals, from the Weighing Room where jockeys prepare for their races to the Parade Ring and Winners' Enclosure.
Everyman Theatre tour
Visit the oldest working Matcham Victorian theatre, an architectural and theatrical treasure in the heart of Cheltenham. Learn about the Everyman's history and uncover areas rarely seen by the public, including star the dressing rooms, actors’ green room and costume store. Enjoy a unique bird’s-eye view from the fly floor high above the stage, then descend beneath it to explore the hidden workings of the theatre, complete with historic trapdoors.
Images feature - The Wilson Art Gallery and Museum, Cheltenham Racecourse and Holst Victorian House
Take a guided walk
Tour & Explore with Anne Bartlett
A guided walk around Cheltenham is a great way to learn about the town's history – and the hidden details you could easily miss. Experienced local Blue Badge guide Anne Bartlett knows everything there is to know about Cheltenham, and can design a bespoke tour to suit your interests, from the town's spa history to its Regency architecture, its parks and gardens to the lives of famous residents like Edward Wilson and Gustav Holst.
The Cheltenham Promenaders
Or go back in time with the Cheltenham Promenaders, whose tours are led by Captain Henry Skillicorne, founder of Cheltenham’s first spa (also known as tour guide Philip). Their guided walks blend local history, anecdotes about famous visitors and residents, and food and drink with a taste of the town’s past. Choose from a Regency Tea Tour, a Curry & Colonels tour focusing on Cheltenham’s Anglo-Indian connections, a Theatre Tour or Private Tour.
Learn how local food and drink is made
Dryhill Vineyard
Tucked away on the edge of Cheltenham, Dryhill Vineyard lies on the site of a Roman Villa Rustica, with panoramic views that stretch over 50 miles. Today it's home to an award-winning vineyard, growing Chardonnay, Pinot Meunier and Pinot Noir grapes to create delicious sparkling wines. Learn about 'The Story behind the Glass' on a vineyard tour, followed by a tasting of a selection of sparkling and still wines in their vaulted Roman cellar.
Images feature - Phil tour guide from The Cheltenham Promenders, Dryhill, Dunkertons Cider
Sushi-making at KIBOU
Cheltenham sushi specialists KIBOU Japanese Kitchen & Bar share their secrets in hands-on sushi-making classes, perfect for budding chefs and sushi enthusiasts. Learn about the origins and history of sushi before whipping up a selection of your favourite flavours of Japan under their expert tuition. There's also a kids' version of the class for junior chefs aged eight and over.
Dunkertons cider masterclass
Gloucestershire’s largest cidery, Dunkertons recently celebrated a gold medal win for its Black Fox Cider at the 2025 World Cider Awards. And you can find out how the magic is made on their cider-making masterclasses, which give visitors a hands-on insight into the art of crafting real cider by hand. Or learn about the process with a tour followed by a tutored cheese and cider tasting.
Find more New Year, New Adventures in Cheltenham.
