Days Out, Festivals, Fairs & Sports
Sunday, 1st November 2026
Chilly Cheltenham Challenge
Mayor of Cheltenham - Cheltenham
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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Friday, 13th November 2026
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
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Saturday, 14th November 2026
14-11-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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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
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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
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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
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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
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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
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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
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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
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Saturday, 21st November 2026
21-11-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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21-11-2026What’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
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Sunday, 22nd November 2026
22-11-2026What’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
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Monday, 23rd November 2026
23-11-2026What’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
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Tuesday, 24th November 2026
24-11-2026What’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
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Wednesday, 25th November 2026
25-11-2026What’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
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Thursday, 26th November 2026
26-11-2026What’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
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Friday, 27th November 2026
27-11-2026What’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
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Saturday, 28th November 2026
28-11-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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28-11-2026What’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
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Sunday, 29th November 2026
29-11-2026What’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
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Monday, 30th November 2026
30-11-2026What’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
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Tuesday, 1st December 2026
01-12-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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01-12-2026What’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, 2nd December 2026
02-12-2026What’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, 3rd December 2026
03-12-2026What’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, 4th December 2026
04-12-2026What’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, 5th December 2026
05-12-2026What’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, 6th December 2026
Cheltenham Santa Fun Run to Raise Money for Cheltenham Animal Shelter
Cheltenham Future Rotary Club - Cheltenham
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06-12-2026What’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, 7th December 2026
07-12-2026What’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, 8th December 2026
08-12-2026What’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, 9th December 2026
09-12-2026What’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, 10th December 2026
10-12-2026What’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, 11th December 2026
A Day at the Races
Mayor of Cheltenham - Cheltenham
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11-12-2026What’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, 12th December 2026
Festive Dog Walk
Cheltenham Animal Shelter - Cheltenham
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12-12-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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12-12-2026What’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, 13th December 2026
13-12-2026What’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, 14th December 2026
14-12-2026What’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, 15th December 2026
15-12-2026What’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, 16th December 2026
16-12-2026What’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, 17th December 2026
17-12-2026What’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, 18th December 2026
18-12-2026What’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, 19th December 2026
19-12-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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19-12-2026What’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, 20th December 2026
20-12-2026What’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, 21st December 2026
21-12-2026What’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, 22nd December 2026
22-12-2026What’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, 23rd December 2026
23-12-2026What’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, 24th December 2026
24-12-2026What’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, 25th December 2026
25-12-2026What’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, 26th December 2026
26-12-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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26-12-2026What’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, 27th December 2026
27-12-2026What’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, 28th December 2026
28-12-2026What’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, 29th December 2026
29-12-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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29-12-2026What’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, 30th December 2026
30-12-2026What’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, 31st December 2026
31-12-2026What’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, 1st January 2027
01-01-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 9th January 2027
09-01-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 16th January 2027
16-01-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Tuesday, 19th January 2027
19-01-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 23rd January 2027
23-01-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 30th January 2027
30-01-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 6th February 2027
06-02-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Tuesday, 9th February 2027
09-02-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 13th February 2027
13-02-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 20th February 2027
20-02-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 27th February 2027
27-02-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 6th March 2027
06-03-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 13th March 2027
13-03-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 20th March 2027
20-03-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Friday, 26th March 2027
26-03-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Monday, 29th March 2027
29-03-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 3rd April 2027
03-04-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 10th April 2027
10-04-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Sunday, 11th April 2027
National Star Sunrise Walk
National Star - Cheltenham
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Tuesday, 13th April 2027
13-04-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 17th April 2027
17-04-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 24th April 2027
24-04-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Tuesday, 27th April 2027
27-04-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 1st May 2027
01-05-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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Saturday, 8th May 2027
08-05-2027Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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