- The November Meeting – Cheltenham Racecourse – 14th-16th November
The magic starts here, the pace has quickened, the atmosphere is electric and exhilarating racing action will be revealing Cheltenham Festival clues. Off the track, shop till you drop in the Shopping Village, or enjoy live music across a variety of performance areas, including crowd favourite The Guinness Village. There is something for everyone at the unmissable three-day meeting which is the second biggest of the year. - Cheltenham Christmas Gift Market – The Promenade – 20th – 23rd November – 10am – 6pm
There will be a fantastic selection of retail gifts such as homewares and food & drink, plus hot food and mulled wine to enjoy whilst you browse. The Market will have 40 Christmas chalets for the four-day period. - Cheltenham Ice Rink – Imperial Gardens – 21st November – January 4th
Cheltenham’s magical covered indoor ice rink, centrally located in the beautiful Imperial Garden, is the perfect Christmas activity for all the family! Each session lasts an hour, and the real ice rink is indoors meaning that you don’t need to worry about wet weather spoiling your festive day out. - Cheltenham Town FC vs Bristol Rovers FC – EV Charger Points Stadium, Whaddon Road – Saturday 22nd November – 3pm
Cheltenham Town’s form has been transformed by the return of former Manager Steve Cotterill. The Robins will going into this local derby with renewed confidence. - A Night at the Darts – The Centaur – Cheltenham Racecourse – Friday 28th November
This year’s event includes an unforgettable event featuring an all-star lineup, including world number one Luke Humphries and Stephen Bunting along with Rob Cross, Simon Whitlock and others! It’s set to be an epic head-to-head showdown you won’t want to miss. - Robin Hood and His Merry Men – Everyman Theatre – 28th November – 11th January
Get ready for an all-new Christmas adventure in 2025 as the Everyman Theatre proudly presents Gloucestershire’s favourite clown, Tweedy, in Robin Hood and His Merry Men, for the first time ever! Tweedy is back in Gloucestershire’s biggest, best and most renowned pantomime, along with a cast of returning Everyman favourites in a heart-pounding thrill-ride for the entire family. - Cheltenham Town FC vs Buxton – FA Cup 2nd Round – EV Charger Points Stadium, Whaddon Road – Saturday 6th December – 3pm
Expect a bumper crowd at this FA Cup match again National League North Buxton, where a win for Cheltenham will see them enter the draw for the 3rd Round which is when the Premiership and Championship sides join the competition. - Cheltenham Arts & Crafts Christmas Market – The Promenade – 11th – 23rd December
Local traders and creators will demonstrate their fantastic home made crafts. Pottery, original art, glassware, jewellery and much more will be on offer. - The Christmas Meeting – Cheltenham Racecourse – 12th and 13th December
Commence your Christmas celebrations at Cheltenham Racecourse over a weekend of top-quality racing. With the festive season about to enter the home straight, this two-day meeting is a highlight of the Christmas racing calendar and kick starts the festive sporting season. - Cheltenham Town FC vs Harrogate Town FC – EV Charger Points Stadium, Whaddon Road – Saturday 13th December – 3pm
Cheltenham will be hopeful of another three points at home against Harrogate, for the Robins to pull further away from the relegation zone. .
Visiting one of these events? Get in touch to speak to one of our friendly team members to discuss our short term rentals in Cheltenham.