Days Out, Festivals, Fairs & Sports
Wednesday, 16th September 2026
16-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 17th September 2026
17-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 18th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
18-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 19th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
19-09-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
19-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 20th September 2026
Hallelujah
Christ Church Cheltenham - Malvern Road Cheltenham GL50 2JH
Click here for more details
The Big Benhall Yard Sale
Benhall Residents' Association - Benhall, Cheltenham
Click here for more details
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
20-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 21st September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
21-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 22nd September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
22-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 23rd September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
23-09-2026Cheltenham & Three Counties Race Club's September Meeting
Cheltenham & Three Counties Race Club - Cheltenham
Click here for more details
23-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 24th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
24-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 25th September 2026
Day Retreat for Weary Parents
The Centre of Excellence in Child Trauma C.I.C - Cheltenham
Click here for more details
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
25-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 26th September 2026
The Grand Mayor’s Ball 2026 featuring Kim Cypher - Sponsored by CGT Lettings
Mayor of Cheltenham - Cheltenham
Click here for more details
VSCC Speed Season Finale at Prescott Hill Climb
The Vintage Sports-Car Club Limited - Prescott Speed Hill Climb, Gotherington, Cheltenham
Click here for more details
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
Highland Cow Weekend
Cotswold Farm Park - Guiting Power, Cheltenham
Click here for more details
26-09-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
26-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 27th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
Click here for more details
Highland Cow Weekend
Cotswold Farm Park - Guiting Power, Cheltenham
Click here for more details
27-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 28th September 2026
28-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 29th September 2026
29-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 30th September 2026
30-09-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 1st October 2026
01-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 2nd October 2026
02-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 3rd October 2026
03-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
03-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 4th October 2026
04-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 5th October 2026
05-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 6th October 2026
06-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 7th October 2026
07-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 8th October 2026
08-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 9th October 2026
09-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 10th October 2026
10-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
10-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 11th October 2026
11-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 12th October 2026
12-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 13th October 2026
13-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 14th October 2026
14-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 15th October 2026
15-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 16th October 2026
16-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 17th October 2026
Gloucestershire community invited to join Sue Ryder for a magical walk under the stars as Starlight
Sue Ryder - Leckhampton Court Hospice - Cheltenham
Click here for more details
17-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
17-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 18th October 2026
18-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 19th October 2026
19-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 20th October 2026
20-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
20-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 21st October 2026
21-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 22nd October 2026
22-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 23rd October 2026
Friends of Cheltenham Samaritans October Beer Festival
Friends of the Cheltenham Samaritans - Cheltenham
Click here for more details
23-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 24th October 2026
Friends of Cheltenham Samaritans October Beer Festival
Friends of the Cheltenham Samaritans - Cheltenham
Click here for more details
24-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
24-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 25th October 2026
The Suffolks Sunday Market & Halloween Harvest
The Suffolk and Tivoli Traders - Cheltenham
Click here for more details
25-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 26th October 2026
26-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 27th October 2026
27-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 28th October 2026
28-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 29th October 2026
29-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 30th October 2026
30-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 31st October 2026
31-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
31-10-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 1st November 2026
Chilly Cheltenham Challenge
Mayor of Cheltenham - Cheltenham
Click here for more details
01-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 2nd November 2026
02-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 3rd November 2026
03-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 4th November 2026
04-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 5th November 2026
05-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 6th November 2026
06-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 7th November 2026
07-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 8th November 2026
08-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 9th November 2026
09-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 10th November 2026
10-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 11th November 2026
11-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 12th November 2026
12-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 13th November 2026
13-11-2026Phantom and West End Classics
Music in Action - Cheltenham
Click here for more details
13-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Saturday, 14th November 2026
Diwali by Candlelight - Sponsored by JSK Chartered Certified Accountants
Mayor of Cheltenham - Cheltenham
Click here for more details
14-11-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
Click here for more details
14-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Sunday, 15th November 2026
15-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Monday, 16th November 2026
16-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Tuesday, 17th November 2026
17-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Wednesday, 18th November 2026
18-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Thursday, 19th November 2026
19-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
Friday, 20th November 2026
20-11-2026What’s On at Cheltenham Trust: Cheltenham Town Hall, Pittville Pump Room, The Wilson Art Gallery and Museum, Leisure at Cheltenham and more
The Cheltenham Trust - Cheltenham
Click here for more details
