Theatre & Cinema Comedy, Dance & Shows
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
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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
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Saturday, 3rd October 2026
Motown Night at Leonardo Hotel Cheltenham
Leonardo Hotel Cheltenham - Cheltenham
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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
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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
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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
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Tuesday, 6th October 2026
Annie
Everyman Theatre - Cheltenham
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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
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Wednesday, 7th October 2026
Annie
Everyman Theatre - Cheltenham
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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
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Thursday, 8th October 2026
Annie
Everyman Theatre - Cheltenham
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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
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Friday, 9th October 2026
Ghosts & Giggles ghost hunt
The Folk of Gloucester - Gloucester
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Annie
Everyman Theatre - Cheltenham
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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
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Saturday, 10th October 2026
Annie
Everyman Theatre - Cheltenham
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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
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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
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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
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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
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Wednesday, 14th October 2026
14-10-2026Totally Quackers Bingo
The Sub Rooms - Stroud
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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
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Thursday, 15th October 2026
Lou Conran
Everyman Theatre - Cheltenham
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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
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Friday, 16th October 2026
16-10-2026Chuckl. with Chris McCausland
The Sub Rooms - Stroud
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16-10-2026Chuckl. with Chris McCausland
The Sub Rooms - Stroud
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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
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Saturday, 17th October 2026
The Sound of Musicals - Cheltenham
Candelabra Concerts - Cheltenham
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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
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Sunday, 18th October 2026
Halloween In Concert
Everyman Theatre - Cheltenham
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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
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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
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Tuesday, 20th October 2026
20-10-2026MACBETH broadcast screening from The Metropolitan Opera New York
CHACE - Chepstow Arts Culture and Entertainment - Chepstow
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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
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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
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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
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Friday, 23rd October 2026
23-10-2026You Must Be Joking!
The Folk of Gloucester - Gloucester
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23-10-2026Comedy Huddle
Comedy Huddle - Cheltenham
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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
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Saturday, 24th October 2026
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
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Sunday, 25th October 2026
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
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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
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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
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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
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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
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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
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Saturday, 31st October 2026
31-10-2026Thunderbirds Are Go
The Sub Rooms - Stroud
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31-10-2026Curiosities & Cabaret: The Witching Hour
Emerge Events Design Ltd - Stroud
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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
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