Crooners for Hire in Windsor

Discover 159 professional crooners available for hire in Windsor, England, United Kingdom, backed by 368 reviews from real clients averaging 5 out of 5 stars. These smooth jazz vocalists bring sophisticated entertainment to weddings, corporate events, and private celebrations with prices from around £100 and an average of £300.

Of the 159 suppliers listed here, 13 are based within 30 miles of Windsor. The other 146 are willing to travel there.

Rated Excellent (5/5) from 368 reviews of Crooners
Home > Crooners > United Kingdom > Windsor

Willing to travel to Windsor

Based more than 30 miles from Windsor, nearest first

7-9piece giving you Amy winehouse inna reggae stylee

Sutton Coldfield

England · 91 miles away

(1)

Book from £1000 (GBP)

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Acoustic and/or backing tracks Duo. From jazz to pop-rock! Fine dinning to Pubs!

Wolverhampton

England · 100 miles away

No reviews yet

Book from £200 (GBP)

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Growing up i found that i could sing everything from Dean martin to Led Zeppelin

Norwich

England · 113 miles away

No reviews yet

Book from £100 (GBP)

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Vintage Vocalist of the Big Band Jazz/Swing Era

Leek

England · 127 miles away

(5)

Book from £300 (GBP)

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Solo Singer covering music from the 40's to present day Pop

Whitchurch

England · 135 miles away

No reviews yet Replies in ~3 hrs

Book from £200 (GBP)

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Ed is a Swing,Jazz and Big Band singer and Trumpet player .

Wales

United Kingdom

No reviews yet

Book from POA

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Indie/Alt Pop Singer-songwriter & acoustic vocalist

Torquay

England · 146 miles away

No reviews yet

Book from £200 (GBP)

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Darren Shaw - Award Winning Vocalist. 'One voice, flawlessly from Bassey to Boe'

Manchester

England · 154 miles away

(3)

Book from £80 (GBP)

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Expect big energy, dazzling showmanship, and a night you will never forget

Manchester

England · 154 miles away

(4)

Book from POA

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Rat Pack and Frank Sinatra Tribute

Heswall

England · 165 miles away

(1)

Book from POA

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Pop and Jazz singer, pianist, accordionist, classical double bass player

Roeselare

Flanders, Belgium · 165 miles away

No reviews yet

Book from €150 (EUR)

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Male Singer/Entertainer for all events & special occasions, especially weddings

Liverpool

England · 167 miles away

(3)

Book from £200 (GBP)

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1920s/30s Vocalist & Trumpeter

York

England · 172 miles away

(18)

Book from £350 (GBP)

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Classic songs. Timeless style. One unforgettable voice.

Kortrijk

Flanders, Belgium · 173 miles away

No reviews yet

Book from €400 (EUR)

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Totally authentic big band/swing vocalist.

Morecambe

England · 202 miles away

(7)

Book from £450 (GBP)

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Showing 34-48 of 159 results

Need help finding Crooners available in Windsor?

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How much does it cost to hire Crooners in Windsor?

£Low price
from£100GBP
££Average price
from£300GBP
£££High price
from£1,000GBP

Hiring a crooner singer in Windsor typically costs between £100 and £1,000+, with most bookings averaging £300 for professional performances. Pricing reflects performance duration, accompaniment and the performer's experience. Solo crooner performances with piano or backing tracks offer excellent value for intimate events, while full band arrangements are available for clients seeking premium entertainment experiences. Most performers include repertoire consultation and event coordination in their standard fee. Contact the supplier you like for an accurate quote.

What our enquiries show

Based on 148 enquiries for Crooners at events in the United Kingdom, made through this site in the last two years. Updated 28 October 2026.

Typical first reply
Within three hours
65% of enquiries get a reply within a day
How early people enquire
About two months
30% enquire less than a month before the event
Busiest months
May to September
60% of events take place in these months
How far suppliers travel
About 30 miles
For the 97% based outside the event's town

Reviews of Crooners based near Windsor

5/5 from 37 reviews
Photo of Denis Cook Denis Cook "Quality entertainer with a wide range of music. Will be booked again." Based in Watford, England (15 miles from Windsor) Sam Best - Crossley club lightwater Photo of Dave Octave Sings Dave Octave Sings "We had a fantastic night, Dave Octave was welcoming entertaining and sang effortlessly. My guess all enjoyed his renditions. Thanks again" Based in London, England (20 miles from Windsor) 11th November 2025 Aheeka Defreitas Photo of Ryan Mac Crooner + Pop, Rock, Funk & Soul Ryan Mac Crooner + Pop, Rock, Funk & Soul "Just wanted to say thank you for yesterday we both had an amazing evening & thought you were brilliant, you were fantastic Ryan!" Based in London, England (20 miles from Windsor) David & Tracey Willard - (Wedding) Photo of George Ides -Ol'Brown Eye's Is Here George Ides -Ol'Brown Eye's Is Here "George was truely fabulous. From start to finish he made our evening memorable. It was our years anniversary from re opening our pub. Everyone loved him and his music. We would gladly welcome him back, just gotta do Mr Bojangles next time. James says thanks too especially for singing down the mic and the balloons. Would recommend George to everyone, he is a star!" Based in London, England (20 miles from Windsor) Emma Brooks - The Bull (Streatly) Photo of The British Bublé The British Bublé "Outstanding! A slick professional. Your crowd interaction was clever and on the button." Based in City of Westminster, England (21 miles from Windsor) Chris - Lanes Hotel Photo of Kit Packham Kit Packham "Kit was booked to perform at a adult / children’s party. Kit was excellent and managed to blend the first set into an entertaining piece for the adults and kids. To a second set which was a perfect piece for a transition and background piece while w rate food and the kids relaxed. The third set was much more upbeat, grey for the adult entertainment and brought an excitement to the evening. I would not think twice about hiring Kit again. He manage our requirements perfectly , by listening to what we required and delivering on every request. The feedback from all our guests was exceptional! Thank you Kit and hopefully we will see you at the next event. Roy and family" Based in Caterham, England (26 miles from Windsor) Roy Deadman (Family party ) - Family party

Want to see more reviews?

There are currently 368 reviews of Crooners in our review centre and the average rating is 5/5.

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Frequently asked questions

Pricing for crooners ranges from £100 to £1,000+, with an average of £300. Rates depend on the performer's experience, set length and whether the booking includes live accompaniment or backing tracks. Crooners specialise in classic swing, jazz and easy listening standards and are often booked for formal events, dinners and vintage-themed occasions.

The crooners for hire perform classic vocal standards made famous by artists such as Frank Sinatra, Dean Martin, Bobby Darin and Michael Buble. Many crooners blend vintage swing and jazz with modern pop ballads, creating a sophisticated and timeless sound.

The most popular events for crooners include weddings, black-tie dinners, corporate events, cocktail receptions, Valentine's Day celebrations and any event where an elegant, romantic atmosphere is desired. A crooner provides a classic style of entertainment that appeals to audiences of all ages.

Some crooners perform with a live band, while others use professional backing tracks or a combination of both. A live band provides a richer, more dynamic sound, while backing tracks offer a more cost-effective option. It is a good idea to check each performer's profile for their available formats.

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

Booking as early as possible increases the chance of securing your supplier's 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 bookings 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% booking fee 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.

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