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Tuesday, 1st September 2026

01-09-2026

What’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

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Wednesday, 2nd September 2026

02-09-2026

What’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

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Thursday, 3rd September 2026

UK Pink Floyd Experience

Cheltenham Town Hall - Cheltenham

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03-09-2026

What’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

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Friday, 4th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Lost In Music: One Night at the Disco

Cheltenham Town Hall - Cheltenham

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04-09-2026

Hundred Watt Club - An evening of burlesque & cabaret in Gloucester

Hundred Watt Club - Gloucester

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04-09-2026

What’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

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Saturday, 5th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Sing The Musicals

Cheltenham Town Hall - Cheltenham

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Ibiza In The Vault

Cafe Rene Le Pub & Restaurant - Gloucester

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05-09-2026

What’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

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Sunday, 6th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Hello Again: The Neil Diamond Songbook

Cheltenham Town Hall - Cheltenham

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Jason Manford: A Manford All Seasons

Everyman Theatre - Cheltenham

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06-09-2026

What’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

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Monday, 7th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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07-09-2026

What’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

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Tuesday, 8th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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08-09-2026

What’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

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Wednesday, 9th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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09-09-2026

What’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

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Thursday, 10th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Jay Rayner: Nights Out In the Kitchen

Cheltenham Town Hall - Cheltenham

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10-09-2026

What’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

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Friday, 11th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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11-09-2026

What’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

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Saturday, 12th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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John Barrowman: My Life In Musicals

Cheltenham Town Hall - Cheltenham

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12-09-2026

What’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

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Sunday, 13th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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13-09-2026

What’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

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Monday, 14th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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14-09-2026

What’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

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Tuesday, 15th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Fastlove - A Tribute to George Michael

Everyman Theatre - Cheltenham

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15-09-2026

What’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

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Wednesday, 16th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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16-09-2026

What’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

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Thursday, 17th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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John Cleese and the Holy Grail

Cheltenham Town Hall - Cheltenham

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A Tribute to The Carpenters

Everyman Theatre - Cheltenham

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17-09-2026

Rob Newman

The Sub Rooms - Stroud

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17-09-2026

What’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

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Friday, 18th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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Tweedy's Massive Summer Solo Spectacular

Everyman Theatre - Cheltenham

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18-09-2026

What’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

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Saturday, 19th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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Tweedy's Massive Summer Solo Spectacular

Everyman Theatre - Cheltenham

Click here for more details

19-09-2026

What’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

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Sunday, 20th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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Tweedy's Massive Summer Solo Spectacular

Everyman Theatre - Cheltenham

Click here for more details

20-09-2026

What’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

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Monday, 21st September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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21-09-2026

What’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

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Tuesday, 22nd September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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22-09-2026

What’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

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Wednesday, 23rd September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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23-09-2026

What’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

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Thursday, 24th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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24-09-2026

What’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

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Friday, 25th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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25-09-2026

What’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

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Saturday, 26th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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26-09-2026

What’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

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Sunday, 27th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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Cheltenham and Gloucester Fringe 2026

Everyman Theatre - Cheltenham

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Chuckl Presents: Cheltenham XL Comedy Club featuring: Milton Jones

Everyman Theatre - Cheltenham

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27-09-2026

What’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

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Monday, 28th September 2026

Top Ten Things To Do In September 2026

www.glos.info - Gloucestershire

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28-09-2026

What’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

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Tuesday, 29th September 2026

29-09-2026

What’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

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Wednesday, 30th September 2026

30-09-2026

What’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