Personal Shopping in Cheltenham: Free Styling Appointments
Where to get free personal shopping in Cheltenham: styling appointments for women and men, how to book them, and free bra fittings at Bravissimo and Sandra Dee.

In short: personal shopping in Cheltenham can be free. Reiss and Hobbs on the Promenade both offer free styling appointments you book online, Charles Tyrwhitt does free wardrobe, workwear and wedding styling, and James of Montpellier sees men by appointment. For lingerie, Bravissimo in Regent Arcade and Sandra Dee on Montpellier Walk give free bra fittings.
Every free personal shopping, styling and fitting service we could confirm for Cheltenham's own shops, checked on the shops' websites on 19 October 2026.
Where can I get personal shopping in Cheltenham?
| Shop | Service | Length | Booking |
|---|---|---|---|
| Reiss | Personal shopping consultation | Ask when booking | Online |
| Hobbs | Women's styling, in store or by video | Ask when booking | Online or 01242 224011 |
| Charles Tyrwhitt | Wardrobe, workwear, wedding and party styling; custom shirts | 30 to 120 min | Online |
| James of Montpellier | Personal appointment, in shop or by video | Ask when booking | Request online or 01242 529203 |
| Bravissimo | Bra, maternity, nursing and post-surgery fittings | Not stated | Walk in or 01242 539619 |
| Sandra Dee | Bra fitting, 32A to 40G and beyond | Not stated | Walk in |
All six are free. Prices only come in if you buy something.
Free styling appointments for women
Reiss
A free one-to-one consultation with one of the shop's stylists, in store during opening hours or as a closed-door private appointment.
- ๐ท Free
- ๐ Book online
- ๐ 90 Promenade, Town Centre
Hobbs
A free one-to-one styling appointment, in the shop or by video call, with no obligation to buy. Hobbs is strong on occasionwear, so it suits a wedding guest outfit.
- ๐ท Free, no obligation
- ๐ Book online or call 01242 224011
- ๐ 86 Promenade
Free styling appointments for men
Charles Tyrwhitt
Free appointments in the Cheltenham shop for a wardrobe refresh, workwear, party wear or a wedding, plus 30-minute custom shirt fittings. Custom suits are not offered in Cheltenham.
- โฐ 30 to 120 minutes
- ๐ท Free
- ๐ Book online
- ๐ 102 to 104 Promenade
James of Montpellier
An independent menswear shop that books personal appointments in the shop or by video link, and gives free fitting advice and free alterations on everything it sells.
- ๐ท Free
- ๐ Request online or call 01242 529203
- ๐ The Courtyard, Montpellier
Where can I get a bra fitting in Cheltenham?

Bravissimo
Free fittings for D cup and up, including maternity, nursing and post-surgery fittings. Walk in, though there may be a wait, or call ahead if you are making a special trip.
- ๐ท Free
- ๐ 01242 539619 to book
- ๐ Regent Arcade, Town Centre
Sandra Dee
A lingerie boutique that fits free of charge with no appointment needed, in sizes from 32A to 40G and beyond.
- ๐ท Free, no appointment
- ๐ 3 Montpellier Walk, Montpellier
How do I get the most from a personal shopping appointment?
- Book ahead for Saturdays and the weeks before Christmas and the Cheltenham Festival.
- Say what it is for when you book: a wedding, a new job, the races or a wardrobe clear-out.
- Give a budget and your sizes, so the stylist can pull pieces before you arrive.
- Wear what you would wear with the outfit, such as the right shoes or underwear.
Personal shopping in Cheltenham: questions
Is personal shopping free in Cheltenham?
Yes, at Reiss, Hobbs, Charles Tyrwhitt and James of Montpellier the appointments are free, and Hobbs says there is no obligation to buy.
Is there personal styling for men in Cheltenham?
Yes: Charles Tyrwhitt offers free wardrobe, workwear and wedding styling, and James of Montpellier books personal appointments.
Where can I get a free bra fitting in Cheltenham?
Bravissimo in Regent Arcade, for D cup and up, and Sandra Dee on Montpellier Walk, with no appointment needed at either.
How do I book a styling appointment at Reiss in Cheltenham?
Online through the Reiss personal shopping page, choosing the Cheltenham shop at 90 The Promenade.