Best of Cheltenham

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.

Best of Cheltenhamยท
Personal Shopping in Cheltenham: Free Styling Appointments

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?

ShopServiceLengthBooking
ReissPersonal shopping consultationAsk when bookingOnline
HobbsWomen's styling, in store or by videoAsk when bookingOnline or 01242 224011
Charles TyrwhittWardrobe, workwear, wedding and party styling; custom shirts30 to 120 minOnline
James of MontpellierPersonal appointment, in shop or by videoAsk when bookingRequest online or 01242 529203
BravissimoBra, maternity, nursing and post-surgery fittingsNot statedWalk in or 01242 539619
Sandra DeeBra fitting, 32A to 40G and beyondNot statedWalk in

All six are free. Prices only come in if you buy something.

Free styling appointments for women

Reiss

The glass shopfront of Reiss on the Promenade, Cheltenham, with mannequins in the window

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.

  • ๐Ÿ’ท Free
  • ๐Ÿ“… Book online
  • ๐Ÿ“ 90 Promenade, Town Centre

Hobbs

The black shopfront of Hobbs on the Promenade, Cheltenham, with dresses in the window

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.

  • ๐Ÿ’ท Free, no obligation
  • ๐Ÿ“ž Book online or call 01242 224011
  • ๐Ÿ“ 86 Promenade

Free styling appointments for men

Charles Tyrwhitt

Inside Charles Tyrwhitt on the Promenade, Cheltenham, with shirts and suits on display

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.

  • โฐ 30 to 120 minutes
  • ๐Ÿ’ท Free
  • ๐Ÿ“… Book online
  • ๐Ÿ“ 102 to 104 Promenade

James of Montpellier

The navy shopfront of James of Montpellier, with a suit in the window, in The Courtyard, Cheltenham

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.

  • ๐Ÿ’ท Free
  • ๐Ÿ“… Request online or call 01242 529203
  • ๐Ÿ“ The Courtyard, Montpellier

Where can I get a bra fitting in Cheltenham?

A curtained fitting room, an armchair and a rail of lingerie and silk robes in a softly lit boutique

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.

  • ๐Ÿ’ท Free
  • ๐Ÿ“ž 01242 539619 to book
  • ๐Ÿ“ Regent Arcade, Town Centre

Sandra Dee

The window of Sandra Dee lingerie boutique on Montpellier Walk, Cheltenham, between two stone caryatids

A lingerie boutique that fits free of charge with no appointment needed, in sizes from 32A to 40G and beyond.

  • ๐Ÿ’ท Free, no appointment
  • ๐Ÿ“ 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.

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