Discover 172 professional 1920s era musicians and bands available for hire in Windsor, England, United Kingdom, with an average rating of 5 out of 5 from 572 reviews from real clients. These vintage jazz ensembles focus on authentic 1920s entertainment and Great Gatsby-style performances.
Of the 172 suppliers listed here, 39 are based within 30 miles of Windsor. The other 133 are willing to travel there.
Also covers suppliers based in London, Aldershot, Bordon, City of London, Epsom, Guildford, Harrow on the Hill, Kingston and 4 other places within 30 miles.
Tell us about your event and we'll suggest suppliers, or talk to our team.
Rates for 1920s era musicians and bands in Windsor range from £150 to £1,400+, with an average booking cost of £480. Pricing typically reflects the size of the ensemble, performance duration, and additional services such as period costumes or vintage equipment. Smaller jazz combos represent excellent value for intimate gatherings, while larger orchestras provide spectacular entertainment for major themed celebrations. Contact the supplier you like for an accurate quote.
Based on 201 enquiries for 1920s Era Musicians & Bands at events in the United Kingdom, made through this site in the last two years. Updated 27 October 2026.
Tom Neill (Solo/Duo/Bands)
"Tom is a highly talented musician as well as being very professional when communicating and engaging with clients. We recently asked Tom to perform at an event in Cookham. The band were excellent, the client was delighted - wouldn't hesitate in recommending."
Elite Syncopations
"Just to say thank you for your beautiful playing on Saturday.. It was just what I wanted and made a perfect background to the evening. We were so lucky to have such good weather that our guests could be outside all evening."
Harmonica Lewinsky
"Phil arrived in plenty of time before the start of the event. He played a great set of music and interacted well with everyone attending the event. Would highly recommend."
Lorraine And The Flames
"Lorraine and the Flames are hands down one of the best groups I've heard in a long time. We were hosting an outdoor Jazz and BBQ evening and the guys couldn't have been more amazing! The music was perfect and Lorraine's voice is sublime. They set the atmosphere and mood from the moment they started, and so many of our guests commented on how wonderful they were. Thank you so much, Lorraine and the Flames for a perfect evening. We look forward to working with you all again in the future. Freya"
Noa Alvarez jazz vocalist and band
"Thank you so much for the fantastic performance you each put on at the "Food For Good Ball". We were delighted to have you entertain our guests and you certainly delivered! It was a pleasure working with you and your enthusiasm towards the night was great."
Jazz And The Tonics
"Jazz and the Tonics came and performed at Leith's at Beaulieu for a corporate event on the 28th July 2018. They were professional and friendly to deal with and not only that but were AMAZING performers. Emily's voice is just out of this world with everyone complementing her. I would 100% recommend Jazz & The Tonics to other corporates or wedding parties."