1920s Era Musicians & Bands for Hire in Windsor

Discover 163 professional 1920s era musicians and bands available for hire in Windsor, England, United Kingdom, with an average rating of 5 out of 5 from 562 reviews from real clients. These local vintage jazz ensembles specialize in authentic 1920s entertainment and Great Gatsby-style performances.

Local booking prices start from £90, with an average cost of £672 for professional 1920s musicians near you. Many acts offer both traditional jazz standards and modern songs arranged in authentic 1920s style, ideal for themed weddings, corporate events, and private parties.

Rated Excellent (5/5) from 562 reviews of 1920s Era Musicians & Bands
Gypsy swing band with a Parisian feel performing standards from the 1920s-1940s

United Kingdom

Brighton, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(4)

Book from £440 (GBP)

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Super swinging jazz singer with live band

United Kingdom

Brighton, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(1)

Book from £300 (GBP)

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Authentic, yet compact big band playing the music of roaring 20's to rat pack

United Kingdom

Brighton, England

Available in Windsor, England

Based < 1 mile from Windsor, England

No reviews yet

Book from £1350 (GBP)

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Six piece New Orleans Brass Band

United Kingdom

Brighton, England

Available in Windsor, England

Based < 1 mile from Windsor, England

No reviews yet

Book from £1400 (GBP)

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Jazz Band who performed for the likes of Sir Elton John and Nicole Kidman

United Kingdom

Fareham, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(11) Replies in ~2 hrs

Book from £200 (GBP)

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Swing band - Authentic 1940s Glenn Miller / Sinatra / '50s / '60s

United Kingdom

Southampton, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(5)

Book from £600 (GBP)

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Modern Jazz band with a vintage look and feel - Jazz, Pop, Dance and Rock hits

United Kingdom

Southend-on-Sea, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(8)

Book from £500 (GBP)

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5 piece vintage swing/jazz and jive band

United Kingdom

Ashford, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(3)

Book from £500 (GBP)

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Vintage Singer - 1920's to 1970's

United Kingdom

Stratford-upon-Avon, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(19)

Book from £90 (GBP)

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A solo singer who performs jazz and swing as well as post modern jukebox songs

United Kingdom

Colchester, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(2)

Book from €400 (EUR)

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UK Jazz collective

United Kingdom

Bristol, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(2) Replies in ~3 hrs

Book from £200 (GBP)

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1920's Gatsby band

United Kingdom

Bristol, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(46)

Book from £475 (GBP)

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Jazz band, perfect for any occasion or event

United Kingdom

Bristol, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(4) Replies in < 1 hr

Book from £600 (GBP)

Add to favourites
Outstanding, toe-tapping swing jazz duo

United Kingdom

Bristol, England

Available in Windsor, England

Based < 1 mile from Windsor, England

(3)

Book from £500 (GBP)

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Postmodern Jukebox style 1920's band

United Kingdom

Bristol, England

Available in Windsor, England

Based < 1 mile from Windsor, England

No reviews yet

Book from £800 (GBP)

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Hire 1920s Era Musicians & Bands in Windsor, England, United Kingdom

Professional 1920s era musicians and bands in Windsor, England, United Kingdom bring the sophisticated sounds of the jazz age to modern celebrations. These vintage performers specialize in authentic period music, featuring traditional jazz standards, swing rhythms, and the distinctive musical styles that defined the Roaring Twenties.

Nearby 1920s Entertainment Options

Jazz ensembles near you typically offer a range of lineup sizes, from intimate piano and vocal duos to full period orchestras complete with brass sections and vintage styling. Many groups provide both traditional 1920s repertoire and contemporary songs reimagined in authentic jazz arrangements, ensuring entertainment that appeals to all guests while maintaining period authenticity.

Pricing for 1920s Musicians in Your Area

Rates for 1920s era musicians and bands in Windsor range from £90 to £5771, with an average booking cost of £672. 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.

How much does it cost to hire 1920s Era Musicians & Bands available in Windsor, England, United Kingdom?

£ Low Price
from
£90
(GBP)
££ Average Price
from
£672
(GBP)
£££ High Price
from
£5771
(GBP)
The average price for 1920s Era Musicians & Bands available in Windsor, England, United Kingdom is £672 (GBP). Above you will also find a budget price and high end price. Contact the supplier you like for an accurate quote.

Frequently asked questions


Hiring 1920s era musicians & bands is a popular choice for Gatsby and prohibition-themed parties, vintage weddings, corporate dinners and cocktail receptions. The elegant, upbeat style of 1920s music works especially well as both background entertainment and a main performance to get guests dancing.

The 1920s era musicians & bands in Windsor, England, United Kingdom specialise in the sounds of the Roaring Twenties, including jazz, swing, Charleston and ragtime. Many performers recreate the authentic feel of a 1920s speakeasy or Gatsby-themed event, often featuring period-appropriate instruments such as banjo, clarinet and trumpet.

Many 1920s era musicians & bands offer the option of performing in 1920s-style attire, such as flapper dresses, pinstripe suits and fedoras. This can add an extra layer of authenticity to themed events. It is worth discussing costume options with the performers when making an enquiry.

The average price for 1920s era musicians & bands on Gig Heaven is currently £672, with prices ranging from £90 to £5771. Pricing typically depends on the size of the ensemble, whether the act is a solo performer or a full band. Most acts specialise in jazz age standards, Charleston-style numbers and vintage swing, so listening to profile samples is a good way to compare what each performer offers.

Yes, either add suppliers to your favourites and contact them all at once, or use the find a supplier wizard.

Booking 1920s era musicians & bands as early as possible increases the chance of securing their availability on your event date, particularly during busy times of the year. However, many suppliers also accept last minute bookings, and we have successfully arranged performances for clients with just a few hours' notice.

Contact the supplier you are interested in booking by clicking "Contact Now" on their listing. Discuss your requirements using our messaging system or join a video meeting (like a Zoom-call) to speak face-to-face. Once you are ready to confirm your booking, simply ask the supplier to send you a contract, which you can agree to online, or request amendments. Once you agree to the contract you will be asked to pay a 10% deposit to confirm the booking, with the balance payable directly to the supplier by the due date you've agreed on.

Please browse our help and support section, or if you can't find what you need you can get in touch.

Frequently asked questions about 1920s Era Musicians & Bands available in Windsor, England, United Kingdom, how to join and how results are ordered are in the help & FAQs.