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Itinerary Planner

Welcome to the Itinerary Planner. Use this tool to build your own journey or choose from an exciting range of specially selected tours.

To build your own Itinerary, click Add to Excursion to add an item to your Itinerary basket.

Whats On in Cheltenham

Cheltenham is the Cultural Centre for the Cotswolds, where festivals and events in particular are a huge part of what Cheltenham is all about, seeing visitor flock to the town from across the world to see headline acts, famous faces and world class entertainment. 

The annual calendar of what’s on in Cheltenham is packed full of a wide range of fantastic events covering every season, adding to our status of a year-round destination, with events catering for all ages and interests.

Most notably Cheltenham is known for the Racecourse, hosting the annual Cheltenham Festival and Gold Cup every March, and the annual Cheltenham Festivals series, with the Jazz Festival in May, the Science Festival in June, followed by the Music Festival in July and Literature Festival in October .  Each of these events creates a fantastic buzz around the town, with an eclectic mix of culture, music, poetry and dance, with many famous faces certainly gracing the festival series stage.

Many other festivals also take place in and around the town throughout the year, with 2018 dates already announced for the key festivals.

Cheltenham also plays host to many theatrical performances at The Everyman, The Playhouse and The Bacon Theatre.  From ballet to Shakespeare and panto to proms, we are lucky to be able to boast about many fantastic shows and stars that grace the stage and add to Cheltenham’s appeal as a year-round event destination.

With a notable brewing history and wide range of places to eat and drink, look out for the various food and brewery tours and events, and festivals celebrating gin, beer and even tequila!

Cheltenham Town Hall, The Wilson – Cheltenham’s Museum and Art Gallery, and Leisure at Cheltenham put on a full calendar of annual events too, including many events for children throughout the school holidays.

For sports enthusiasts, you can’t go wrong on a summer’s day by visiting the Brewin Dolphin Cheltenham Cricket Festival, or maybe take in a day’s horse racing at any time from Autumn through to Spring.  

Close by, you will be able to visit many of the well-known county shows, including RHS Malvern Spring Festival, Three Counties Show, Cotswolds Show and Moreton in Marsh Show, with a selection of first class agricultural, equine displays and events, and trade stands displaying arts, crafts and a selection of locally made food and drink.

Each autumn, Cheltenham is on the programme for the Heritage Open Days, where many of our historic buildings open their doors to the public.  Guided Walking Tours are also available from sprint to autumn.

Cheltenham is now seeing many of our local pubs and cafes hosting gigs and live music, which are becoming ever popular across the town.

Add to this the many other events throughout the year for children and adults alike, whatever time of year you choose to visit Cheltenham, there will be something to keep you entertained.

What's On Highlights

This Month

Fake! The Great Reveal

Fake! The Great Reveal

Fake: The Great Reveal is a unique exhibition inspired by the Sky Arts TV programme, Fake! The...

The Hobgoblin Cheltenham Comedy Festival

The Hobgoblin Cheltenham Comedy Festival

Ladies and gentlemen! We are proud to announce our line-up for this year's festival! This year will...

Queen Victoria in Paris - Watercolors from the Royal Collection

Queen Victoria in Paris - Watercolors from the Royal Collection

This exhibition, organised by the Royal Collection Trust, displays the watercolours commissioned as...

Cheltenham Beer Week

Cheltenham Beer Week

Cheltenham & Gloucester Beer Week is an exciting collection of beer related events held in many...

Cotswolds Guided Tours

Cotswolds Guided Tours

Add Cotswolds Guided Tours to your Itinerary

Cotswolds Guided Tours Tour the Cotswolds for £45 per person. Cotswolds Guided Tours offer 6...

Holst Birthday Concert 2017

Holst Birthday Concert 2017

Add Holst Birthday Concert 2017 to your Itinerary

The Holst Birthday Concert Saturday 23rd September 2017 at 7pm All Saints Church, All Saints Road,...

Cheltenham Foodie Tours

Cheltenham Foodie Tours

Add Cheltenham Foodie Tours to your Itinerary

Love Food? Visiting Cheltenham? Discover the wonderful flavours and local food delights of this...

Madama Butterfly

Madama Butterfly

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Music by G. Puccini. Sung in Italian with English Surtitles After sold-out performances of Madama...

Prescott Long Course Hill Climb

Prescott Long Course Hill Climb

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Spend a Vintage Day Out with us at Prescott! The 'Long Course' at Prescott has proved to be a...

Prescott American Autumn Classic

Prescott American Autumn Classic

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The popular American themed Autumn Classic returns to Prescott Speed Hill Climb on Saturday 30 -...

Gin Making Experience

Gin Making Experience

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Become a Distiller for an afternoon in Brennen and Brown's Ginspiriational Experience Lab. This is...

Free Dementia Awareness Events at Whittington House

Free Dementia Awareness Events at Whittington House

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Whittington House Nursing Home in Cheltenham are delighted to invite you to our free Dementia...

Cheerleading Academy

Cheerleading Academy

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A fun activity club on Mondays with an exciting mix of teamwork gymnastics, jumps, balance and...

The Big Student Lock-in

The Big Student Lock-in

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STUDENT EVENT | Our very BIG student lock-in is just around the corner... Join us from 6pm to 9pm...

Hop Farm + Brewery Tour

Hop Farm + Brewery Tour

Price includes your guide, transportation by minibus, tours of the hop farm and brewery and plenty...

Junior Squash Club

Junior Squash Club

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Professional coaching every Thursday (excluding school holidays), 4.00 – 5.00pm! Just £4.00 a...

Cheltenham Microbrewery Tour

Cheltenham Microbrewery Tour

The Cheltenham Microbrewery Tour explores the art and science of brewing and the huge variety of...

The Five Valleys Walk

The Five Valleys Walk

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We'd love you to join us for our flagship Five Valleys Walk in 2017. This sponsored walk through...

Cotswold Microbrewery Tour

Cotswold Microbrewery Tour

Add Cotswold Microbrewery Tour to your Itinerary

You can jump on the minibus in central Cheltenham or central Cirencester and spend your afternoon...

Cheltenham Festival of Bikes

Cheltenham Festival of Bikes

Add Cheltenham Festival of Bikes to your Itinerary

An exhibition and showcase featuring the UK's finest custom and classic motorcycles

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