Things to Do in Cheltenham

Cheltenham is a charming spa town on the edge of the Cotswolds, known for its elegant Regency architecture, cultural attractions, and vibrant arts scene.

Whether you’re visiting for a short break or an extended stay, this guide to the location and things to do in Cheltenham will help you explore some of its best spots, including theatres, museums, and local food and drink experiences.

Read the Manor Cottages guide to exploring Cheltenham: Best locations, attractions & things to do.

Historic Cheltenham

Cheltenham’s story dates back over a thousand years, but it truly flourished in the 18th century when its mineral springs were discovered. It soon became a fashionable spa town, attracting visitors from across the country. Today, its grand streets and historic buildings offer a glimpse into its elegant past while
housing modern shops, restaurants, and cultural venues.

The Bacon Theatre – Live Entertainment in a Unique Setting

For an evening of theatre, music, or film, The Bacon Theatre is a fantastic choice. Located within the grounds of Dean Close School, this intimate venue hosts a diverse programme of performances, including plays, concerts, comedy, and film screenings.

It’s particularly well-known for its summer open air festival, where audiences can enjoy performances under the stars. Whether you’re a theatre lover or just looking for a great night out, this venue is well worth a visit.

Cheltenham Playhouse – A Community Theatre with Character

Another highlight of Cheltenham’s arts scene is the Cheltenham Playhouse. This independent, volunteer-run theatre offers a mix of classic and contemporary productions, as well as stand-up comedy and live music. The venue has a rich history and a welcoming atmosphere, making it a great place to enjoy an evening of entertainment while supporting local talent.

Dunkertons Organic Cider Shop – A Taste of Tradition

If you enjoy trying local food and drink, make sure to stop by Dunkertons Organic Cider Shop. Established in 1980, Dunkertons produces award-winning organic cider using traditional methods. Visitors can browse the shop’s selection of ciders, sample different varieties, and even join a tasting event.

The shop also stocks a range of local artisan products, making it an excellent place to pick up a souvenir or gift.

The Wilson Art Gallery and Museum – A Cultural Treasure

Cheltenham is home to several fascinating museums, but The Wilson Art Gallery and Museum stands out for its impressive collection. It features everything from fine and decorative arts to exhibits on local history and the Arts and Crafts Movement, which has strong connections to the Cotswolds.

With regularly changing exhibitions and interactive events, there’s always something new to explore.

Parks and Green Spaces

Cheltenham has plenty of green spaces where visitors can take a break from sightseeing and enjoy a leisurely stroll.

• Imperial Gardens – Located in the town centre, these beautifully maintained gardens are particularly stunning in the summer months.
• Pittville Park – The largest park in Cheltenham, featuring a boating lake, play areas, and the historic Pittville Pump Room, where visitors can see the original spa waters.
• Montpellier Gardens – A peaceful spot close to shops and cafés, often hosting live music and outdoor events.

Shopping and Dining in Cheltenham

Cheltenham offers a great mix of independent boutiques, designer stores, and high-street favourites. The Promenade is one of the most picturesque shopping streets in the country, lined with stylish shops and cafés.

When it comes to dining, the town has an impressive food scene, ranging from cosy pubs to fine dining restaurants. Many places focus on locally sourced ingredients, ensuring a fresh and seasonal menu.

Whether you’re after a hearty brunch, afternoon tea, or an elegant evening meal, Cheltenham has plenty of options to suit all tastes.

Festivals and Events

Cheltenham’s reputation as the “Festival Town” comes from its packed events calendar, which attracts visitors from across the UK and beyond.

• Cheltenham Literature Festival – One of the most renowned literary festivals in the world, featuring famous authors and thought-provoking discussions.
• Cheltenham Jazz Festival – A must-visit for music lovers, with performances from top international jazz artists.
• Cheltenham Science Festival – Engaging and interactive, perfect for curious minds of all ages.
• Cheltenham Festival (Horse Racing) – A major event in the racing calendar, drawing thousands of spectators to the town each year.

Getting Around Cheltenham

Cheltenham is easy to reach by car, train, or coach. Once in town, most attractions are within walking distance, making it a great place to explore on foot. For those wanting to venture further into the Cotswolds, there are plenty of local transport options, including bus routes and guided tours.

Looking for things to do in Cheltenham?

Cheltenham is a town with a unique blend of history, culture, and modern attractions. Whether you’re enjoying a performance at one of its theatres, sampling cider at Dunkertons, or exploring The Wilson Art Gallery and Museum, there’s plenty to see and do.  Cheltenham ensures a memorable visit, whether you’re here for a day, a weekend, or longer.

Stay in Cheltenham with Manor Cottages

If you’re looking to stay in Cheltenham, book your stay with Manor Cottages. View properties in the area here. 

If you are looking to holiday let you home in Cheltenham, talk to us at Manor Cottages. Download your free owner pack here.

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