Lily Frost

Last reviewed: August 3, 2026. Business status: Active.

Lily Frost is a Toronto singer-songwriter and live performer whose official services include private events and a Billie Holiday Western swing tribute presented with a band. For couples researching a Toronto wedding jazz band, the clearest wedding-specific option on her site is this tribute show: Billie Holiday’s repertoire reworked with jazz, swing, vintage character and a touch of twang.

Her broader performance work draws on indie pop, jazz, folk and vintage influences. The official site also lists custom songwriting and tribute performances, but it does not publish standard wedding packages, band configurations, travel limits or event pricing. Couples should therefore treat this profile as a verified starting point and request a proposal suited to their venue and schedule. Last reviewed: 2026-08-03.

Services and specialization

Lily Frost’s official services page lists live performances for private events, concerts, festivals and intimate gatherings. It also offers custom songwriting and collaborations, plus tribute performances drawing on the music of Ray Condo and Billie Holiday. These are distinct offerings, so couples should specify whether they want the advertised jazz-band tribute, a different Lily Frost performance or a custom-song discussion.

The most directly documented wedding service is the Billie Holiday Western swing tribute. The official description says the show is backed by a band and intended for weddings, corporate parties and private events. Its musical premise is specific: Billie Holiday’s songbook interpreted through Western swing, jazz and vintage influences inspired by Frost’s mentor Ray Condo. The site does not describe it as a general Top 40 reception band or DJ replacement.

• Live performances and private events
• Billie Holiday Western swing jazz-band tribute
• Ray Condo and Billie Holiday tribute performances
• Custom songwriting and artistic collaborations

Wedding format and musical fit

The tribute’s documented repertoire and treatment give couples a useful basis for evaluating fit. It may be relevant when the desired atmosphere centres on vocal jazz, swing or a retro presentation rather than a conventional contemporary dance-band set. Frost’s press kit identifies her genres as pop, jazz and singer-songwriter, while her main biography also names folk and vintage influences.

The official site does not assign the show to a particular part of the wedding day. It does not state whether bookings can cover a ceremony, cocktail hour, dinner or full reception, nor whether the band can transition between background and dance-oriented sets. Couples should explain the intended role of the music and ask for a proposed performance schedule.

Service area and who it may suit

Frost’s official press kit identifies Toronto, Ontario, as her hometown. That supports a Toronto focus, but the official pages reviewed do not publish a defined service radius or list the GTA, other Ontario communities or destination weddings. Availability outside Toronto, travel charges and accommodation requirements need direct confirmation.

This option may suit couples specifically seeking a vocalist-led, vintage jazz or Western swing sound and those interested in a Billie Holiday-focused performance. It may also warrant an enquiry from couples considering an original song for a special occasion, since custom songwriting is an official service. The site does not promise that every custom-song commission is available for weddings, so scope and timing must be discussed.

Confirmed strengths and practical limitations

A confirmed feature is the clearly defined musical concept. Rather than presenting only a generic claim of live entertainment, the official site identifies the featured artist, band format, source repertoire and Western swing approach. Frost’s official biography also documents more than 30 years as a singer-songwriter, recording artist and performer, while the press kit supplies material that couples can use to assess her sound and stage identity.

The practical limitation is the amount of event-planning detail available online. The reviewed pages do not publish band size, instruments, set lengths, breaks, sample wedding timelines, amplification requirements, song-request policies, accessibility needs or a travel radius. No official business street address or telephone number is published, so the unsupported legacy contact details have not been carried into this profile.

• Documented Billie Holiday Western swing concept
• Private-event and wedding context stated on the official site
• Official press kit available for artistic background
• Event logistics and package details require direct confirmation

Pricing

Current pricing is not explicitly published. Prices shown elsewhere on the official site relate to recordings or dated songwriting workshops and should not be treated as wedding-performance rates.

Couples should request a written quote that identifies the number of performers, performance duration, breaks, travel, sound equipment, setup requirements, taxes, overtime and any additional charge for special repertoire or custom songwriting. A quote should also state the payment schedule, cancellation terms and what happens if illness or another emergency affects the performance.

Contact and booking

The official website lists Natalia Barona under bookings, synchronization and general contact, using lilyfrostmedia@gmail.com. No official phone number is provided. Couples can begin with the service page and include the wedding date, venue, city, estimated guest count, desired part of the day and the performance style they are considering.

Because Lily Frost offers several services beyond weddings, an enquiry should name the Billie Holiday Western swing tribute if that is the intended choice. Couples interested in another format should describe it rather than assuming that every configuration shown in recordings or concert material can be booked for a private event.

• Official website: https://lilyfrost.com/
• Booking and general-contact email: lilyfrostmedia@gmail.com
• Include the date, location, event schedule and requested performance format

What couples should confirm

Ask for a current performance video or audio sample that represents the exact ensemble being quoted. Confirm the number of musicians, instruments, repertoire boundaries, whether meaningful requests can be learned and whether custom songwriting is a separate commission. It is also important to establish which wedding segments the musicians can cover and how much playing time is included.

Venue logistics should be resolved before signing. Confirm stage or floor-space needs, power, sound-system responsibility, load-in timing, soundcheck, meals, parking, weather contingencies and noise restrictions. The contract should identify the performing personnel, total price, taxes, deposits, due dates, overtime and cancellation or substitution provisions. If the venue is outside Toronto, obtain written confirmation of travel availability and all related costs.

• Exact ensemble and instrumentation
• Wedding-day segments and set schedule
• Repertoire, requests and custom-song scope
• Sound, power, setup and venue requirements
• Travel, total cost and contract terms

Continue planning

• Toronto wedding vendors
• Canada Wedding Directory
• Wedding Bridal Guide

Frequently asked questions

Does Lily Frost perform at weddings?

Yes. Her official services page specifically presents the Billie Holiday Western swing tribute as suitable for weddings, corporate parties and private events. Other wedding formats are not detailed and should be confirmed directly.

What style of wedding music does Lily Frost offer?

The documented wedding-oriented show reinterprets Billie Holiday’s repertoire through jazz and Western swing, with vintage flair and some twang. Her broader artistic profile also includes pop, folk and singer-songwriter influences.

Does Lily Frost publish wedding prices?

No. Current pricing is not explicitly published. Couples need to request a quote for their date, location, ensemble, schedule and technical requirements.

Can Lily Frost create a custom wedding song?

Her official services include custom songwriting for special occasions and projects. The site does not publish wedding-specific commission terms, turnaround times or prices, so couples should ask whether their idea and deadline can be accommodated.

How can couples contact Lily Frost about a booking?

The official website lists Natalia Barona for bookings and general contact at lilyfrostmedia@gmail.com. It does not publish an official booking phone number.

Sources checked

• Lily Frost
• Services — Lily Frost
• Press Kit — Lily Frost

Website: https://lilyfrost.com/