Lola Bard Winter Wonderland Entertainers:
Winter Wonderland Holiday Jazz Trio
Blue Elves & Blue Fairy
Polar Express Conductor
Winter Princess
Doormen
Holiday DJ & Holiday Karaoke
Face Painters
Balloon Twisters
Photo Booth

How to Plan Entertainment for a Winter Wonderland Theme

When designing an icy, magical, or snow-dusted event, cohesive styling is everything. Silver accents, crisp white decor, and twinkling blue lighting require entertainment that matches the aesthetic without clashing with your color palette.

At Lola Bard Holiday Entertainment, we specialize in curating custom entertainment packages for corporate galas, private estate parties, and luxury venue activations across Los Angeles, Orange County, Chicago, and Seattle.

If you are planning a Winter Wonderland event this season, here is how you can pair our live jazz musicians, cozy festive carolers, interactive artists, and themed holiday characters to bring the magic of snow and frost to life.

1. The Musical Centerpiece: The "Winter Wonderland" Holiday Jazz Trio

Nothing elevates a cocktail hour or upscale reception quite like the sophisticated sounds of a live jazz trio. Styled in sleek, formal evening attire or icy monochromatic tones, our Holiday Jazz Trio sets a cool, vintage 1930s mood with a setlist packed with seasonal snow and winter classics:

Baby, It’s Cold Outside / Blue Christmas / Cool Yule / Frosty the Snowman / Holiday Road / Home for the Holidays / I’ve Got My Love to Keep Me Warm / It’s the Most Wonderful Time of the Year / Jingle-Bell Rock / Jingle Bells / Let It Snow! Let It Snow! Let It Snow! / Marshmallow World / My Favorite Things / Rudolph, the Red-Nosed Reindeer / Silver and Gold / Silver Bells / Sleigh Ride / Snowbound / Snowfall / Suzy Snowflake / What Are You Doing New Year’s Eve? / Winter Romance / Winter Weather / Winter Wonderland

2. Immersive Characters: From Icy Royalty to Express Conductors

Interactive characters bring visual magic and photo ops to your venue. For a Winter Wonderland theme, we replace traditional red-and-green palettes with cool blues, shimmering silvers, and regal snow-inspired wardrobe:

Stately Doormen: Greet your guests at the red carpet or entryway with sharp, regal Doormen to establish an atmosphere of high-end luxury from the moment arrivals step out of their cars.
The Polar Express Conductor: Perfect for train-loving guests and nostalgic family gatherings, our theatrical Polar Express Conductor punches gold tickets, leads story moments, and guides guests into the event space.
Icy Royalty & Whimsy: Transport guests straight into the snow realm with our shimmering Winter Princess, magical Blue Fairy, and high-energy Blue Elves styled in winter cool-toned wardrobe.

3. Cozy Festive Carolers in Winter Wardrobe

If you love traditional vocal harmonies but want a look that feels modern and cozy rather than Victorian, our Christmas Carolers in Cozy Winter Festive Attire are the perfect choice. Styled in rich knits, chic scarves, and elegant winter coats, our strolling quartets perform a completely secular and winter-focused vocal repertoire:

Baby, It's Cold Outside / Carol of the Bells / Deck the Hall / Frosty the Snowman / Home for the Holidays / Jingle Bell Rock / Jingle Bells / Let It Snow! Let It Snow! Let It Snow! / Marshmallow World / Most Wonderful Time of the Year / My Favorite Things / Sleigh Ride / Suzy Snowflake / Toyland / Wassail Wassail / Winter Wonderland / What Are You Doing New Year's Eve?

4. Interactive Variety, Photo Booths & Dance Floor Energy

To keep guests of all ages engaged throughout the evening, layer in interactive specialty entertainment that matches the icy theme:

Holiday DJ & Dance Floor Production: When the live sets finish, transition the room with a Holiday DJ playing high-energy dance sets alongside ambient lighting and festive beats.
Winter Photo Booth Activations: Give your guests instant keepsake physical or digital prints featuring customized Winter Wonderland overlays and props.
Themed Face Painters & Balloon Artists: Keep young guests (and young-at-heart adults!) enchanted with custom winter face painting—glittering snowflakes, ice crowns, and frosted cheek designs—and bespoke balloon sculpting.

Design Your Winter Wonderland Event Today

Celebrating 20 years of producing over 300 luxury seasonal events per year across Los Angeles, Chicago, and Seattle, Lola Bard Holiday Entertainment makes custom thematic coordination effortless.

Explore our full Character Roster and request an entertainment quote for your date →