| Primrose Vale Farm Shop | Farm shop | Shurdington Rd | Mon–Sat 09:00–17:00 |
| Proactive Plumbing Solutions Limited | Plumber | 26 Haycroft Cl | Daily 07:00–00:00 |
| Providence Baptist Chapel Church | Evangelical church | Naunton Parade | Wed 19:30–21:00 |
| RCCG Conqueror Assembly | Christian church | Warden Hill United Reformed Church Centre, 94 Salisbury Ave | Mon–Sat 09:00–17:00 |
| Richmond Villages Cheltenham - CQC rated 'Good' | Retirement village | Richmond Villages, Hatherley Ln | Mon–Fri 09:00–19:00 |
| Sanctuary & Sage (formerly Neal's Yard Remedies) | Vitamin & supplements shop | 9, Rotunda Terrace, Montpellier St | Mon–Sat 09:00–18:00 |
| Sef Steakhouse | Barbecue restaurant | Imperial Square | Mon–Thu 11:30–22:00 |
| Selim Smith & Co Funeral Directors | Funeral director | 74 Prestbury Rd | Daily Open 24 hours |
| Siam Smile | Thai restaurant | 12 Suffolk Rd | Mon–Thu 18:00–22:30 |
| Smiths Of Bourton | Hamburger restaurant | Victoria St | Daily 12:00–16:00, 18:00–21:00 |
| Sofiko | Antique shop | 5 Henrietta St | Tue–Sun 14:30–18:30 |
| St Edward's Church | Church | 2 Crossways House the Square | Mon–Sat 09:00–17:00 |
| St Paul's Church | Church of england church | St Paul's Rd | Sun 10:30–13:00 |
| St Peter's Church, Winchcombe | Church of england church | 2 Gloucester St | Mon–Sat 09:00–17:00 |
| Storyteller Cakes | Cake shop | Keepers Cottage | Mon–Fri 09:00–18:30 |
| The Alchemist Cheltenham | Restaurant | Cupola Tower, Henrietta St | Mon–Thu 12:00–23:00 |
| The Chip Shed - Cheltenham | Fish & chips shop | 4 Montpellier St | Mon–Sat 12:00–21:00 |
| The Church of Jesus Christ of Latter-day Saints | Christian church | Thirlestaine Rd | Mon–Sat 09:00–18:00 |
| The Cotswold Cheese Company | Cheese shop | 1-2, Fountain Court, Digbeth St | Mon–Sat 09:00–17:00 |
| The Crock Shop | Kitchen supply shop | Digbeth St | Mon–Sat 09:00–17:30 |
| The Kiwi Fruit is Cute | Haberdashery | House 305, Normandy, 309 High St | Mon–Tue 11:00–18:00 |
| The Model Village | Tourist attraction | Bourton-on-the-Water, Cheltenham GL54 2AF | Daily 10:00–17:30 |
| The Numpty Planter | Art studio | Bath Rd | Daily Open 24 hours |
| The Ox Shed, Cotswold Farm Park | Family restaurant | Guiting Power, Cheltenham GL54 5FL | Mon–Tue 08:30–20:00 |
| The Regency Practice | Mental health clinic | 22A Rodney Rd | Daily 08:00–22:00 |
| Thoughtful Therapy Rooms | Psychotherapist | 3 Royal Cres | Daily Open 24 hours |
| Tivoli Trading | DIY store | 44 Andover Rd | Mon–Sat 09:00–17:30 |
| Tivoli Wines | Wine shop | 56 Andover Rd | Mon–Thu 11:00–19:00 |
| Treecreepers Forest School | School | 18 Ennerdale Rd | Daily 09:00–19:00 |
| Turkish Doner Kebab (aka Cheltenham Kebab) | Meal delivery | 300 High St | Mon–Thu 16:00–00:00 |