Discover 305 vintage 1940s era musicians and bands available for hire in Windsor, England, United Kingdom, with 1,070 reviews from real clients averaging 5 out of 5 stars. Find swing bands, wartime entertainers and close harmony singers to create authentic 1940s atmosphere.
Of the 305 suppliers listed here, 56 are based within 30 miles of Windsor. The other 249 are willing to travel there.
Also covers suppliers based in London, Guildford, Harrow on the Hill, Reading, Richmond, Aldershot, Bordon, Caterham and 7 other places within 30 miles.
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Book from £400 (GBP)
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Rates for 1940s era musicians and bands in Windsor currently range from about £120 to £1,650+ depending on group size and performance duration. The average cost of £400 reflects the specialist expertise authentic period entertainment requires. Contact the supplier you like for an accurate quote.
Based on 68 enquiries for 1940s Era Musicians & Bands at events in and around Windsor, 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."
Anna Nightingale Vintage Jazz swing Singer
"Stephanie M
August 2022
5 out of 5
I booked Anna as a solo act for my Parents 50th wedding anniversary. From the moment I enquired online, Anna's communication was flawless. She made me feel very confident in all aspects, including but certainly not limited to song requests and act requirements.
Anna was kind enough to bring a card for my parents and she was respectful and mindful when I told her a few days prior to the event that a family member had passed away. Anna went out of her way to pay tribute on the night and even allowed my father to do the same. I couldn't recommend her enough - truly a great artist and even greater person.
regards
Stephanie"
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"
JKL-Jazz
"Many thanks to you and the band for making the evening so special."
Shades of Vinyl Band
"Downside Social Club Sunday 23.2.2020: What a fantastic night we've had listening to a new band in town called Shades of Vinyl."