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Saturday, 5th September 2026
Cheltenham Art Club Autumn Exhibition
Cheltenham Art Club - Cheltenham
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Cheltenham's free self-guided family trail
VisitCheltenham - Cheltenham Town Centre
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05-09-2026Spa Sessions
Pittville Pump Room - Cheltenham
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05-09-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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05-09-2026What’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
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Sunday, 6th September 2026
Cheltenham Art Club Autumn Exhibition
Cheltenham Art Club - Cheltenham
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Cheltenham's free self-guided family trail
VisitCheltenham - Cheltenham Town Centre
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06-09-2026What’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
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Monday, 7th September 2026
Cheltenham Art Club Autumn Exhibition
Cheltenham Art Club - Cheltenham
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07-09-2026What’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
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Tuesday, 8th September 2026
Cheltenham Art Club Autumn Exhibition
Cheltenham Art Club - Cheltenham
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08-09-2026What’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
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Wednesday, 9th September 2026
09-09-2026What’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
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Thursday, 10th September 2026
10-09-2026What’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
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Friday, 11th September 2026
Centenary Ball
Cheltenham Animal Shelter - Cheltenham
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11-09-2026What’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
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Saturday, 12th September 2026
12-09-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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12-09-2026What’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
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Sunday, 13th September 2026
13-09-2026What’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
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Monday, 14th September 2026
14-09-2026What’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
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Tuesday, 15th September 2026
15-09-2026What’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
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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
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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
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Friday, 18th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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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
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Saturday, 19th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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19-09-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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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
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Sunday, 20th September 2026
Hallelujah
Christ Church Cheltenham - Malvern Road Cheltenham GL50 2JH
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The Big Benhall Yard Sale
Benhall Residents' Association - Benhall, Cheltenham
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Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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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
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Monday, 21st September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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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
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Tuesday, 22nd September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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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
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Wednesday, 23rd September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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23-09-2026Cheltenham & Three Counties Race Club's September Meeting
Cheltenham & Three Counties Race Club - Cheltenham
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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
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Thursday, 24th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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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
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Friday, 25th September 2026
Day Retreat for Weary Parents
The Centre of Excellence in Child Trauma C.I.C - Cheltenham
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Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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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
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Saturday, 26th September 2026
The Grand Mayor’s Ball 2026 featuring Kim Cypher - Sponsored by CGT Lettings
Mayor of Cheltenham - Cheltenham
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VSCC Speed Season Finale at Prescott Hill Climb
The Vintage Sports-Car Club Limited - Prescott Speed Hill Climb, Gotherington, Cheltenham
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Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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Highland Cow Weekend
Cotswold Farm Park - Guiting Power, Cheltenham
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26-09-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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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
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Sunday, 27th September 2026
Cheltenham and Gloucester Fringe 2026
Everyman Theatre - Cheltenham
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Highland Cow Weekend
Cotswold Farm Park - Guiting Power, Cheltenham
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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
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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
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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
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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
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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
03-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - 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
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
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
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
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
10-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - 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
14-10-2026What’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
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
16-10-2026What’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
Gloucestershire community invited to join Sue Ryder for a magical walk under the stars as Starlight
Sue Ryder - Leckhampton Court Hospice - Cheltenham
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17-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - 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
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
20-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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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
Friends of Cheltenham Samaritans October Beer Festival
Friends of the Cheltenham Samaritans - 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
Friends of Cheltenham Samaritans October Beer Festival
Friends of the Cheltenham Samaritans - Cheltenham
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24-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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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
The Suffolks Sunday Market & Halloween Harvest
The Suffolk and Tivoli Traders - Cheltenham
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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
31-10-2026Fixtures 2026 - 2027 Season
Cheltenham Town Football Club - Cheltenham
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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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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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