Christmas Carolers in Pittsburgh, PA
Looking for Christmas carolers in Pittsburgh, PA, near you? Olde Towne Carolers is the Steel City’s go-to choice for live holiday entertainment that makes every event shine. From corporate parties downtown in the Golden Triangle to festive gatherings in Shadyside, Squirrel Hill, and Lawrenceville, our professional singers perform in authentic Victorian costumes and fill the season with joyful music. Whether you’re hosting a private holiday party at home, planning a corporate celebration in Oakland, or adding seasonal cheer for shoppers on the South Side, Olde Towne Carolers deliver professionalism, charm, and the timeless spirit of Christmas.
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We Provide Christmas Carolers in Pittsburgh, PA
and all surrounding areas
SERVICES
available in the entire Pittsburgh area
Christmas Carolers
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Learn MoreHere’s What Our Clients Say in the Pittsburgh Area…
“Fabulous singers! A unique and special touch.”
“The singers were fabulous! They added such a unique and special touch to our family Christmas Eve dinner. Everyone was surprised and really enjoyed the caroling. Thank you again for arranging them. I would be happy to provide a reference if you ever need one!”
Nicole Capobianco
“Everyone loved you!”
“Voices were beautiful, costumes were great, were able to perform German carols, on time to perform, very friendly to my guests. Everyone loved you. Your Christmas caroling groups set the atmosphere for the party and the season.”
Kim Spranger
“Great costumes, everyone liked it”
“The Victorian costumes were great – the Christmas music was liked by all in our group.”
Brenda McCabe,
State Farm Insurance
“Great sound, great people – a pleasure to hear!”
“Professionalism, great sound, great people – always a pleasure to hear! Been using them at our Christmas parties for several years now! ”
Richard Ciszak
“The carolers made my Christmas party”
“Everyone who comes to our Christmas parties really enjoys the caroling.”
Billie Kitchen,
Wells Fargo Advisors
“Very professional, lovely costumes, beautiful voices”
“Very professional, the costumes were lovely and their voices were beautiful. We received many compliments on how much they added to the holiday spirit of our event. We loved everything about your group.”
Eileen, Event Planner
Olde Towne Carolers: Your Best Choice for Christmas Carolers in Pittsburgh, PA
Pittsburgh is the second-largest city in Pennsylvania, celebrated for its historic steel industry, distinctive neighborhoods, and scenic skyline where the three rivers meet. Known as the “City of Bridges,” it is home to major universities, Fortune 500 companies, and a thriving arts and cultural scene. During the holiday season, Pittsburgh comes alive with traditions like the Peoples Gas Holiday Market in Market Square, the Highmark Light Up Night festivities, and ice skating beneath the tree at PPG Place.
Across neighborhoods from Shadyside and Lawrenceville to the South Side and Oakland, families, businesses, and community groups gather for parties, fundraisers, and public celebrations. With so many seasonal events happening each December, the need for high-quality live entertainment is constant. Olde Towne Carolers provide the perfect solution, offering professional singers in authentic Victorian costumes who bring festive music, warmth, and elegance to Pittsburgh’s most memorable holiday occasions.
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Where Our Carolers Perform in Pittsburgh
Southside Works
Olde Towne Carolers performed for the annual tree lighting at SouthSide Works, a popular Pittsburgh destination that blends shopping, dining, entertainment, and office space along the South Side riverfront. Our singers added festive energy to the celebration, greeting families and visitors with live Christmas music as the holiday lights came to life. Complexes like SouthSide Works — with their mix of retail, restaurants, and public spaces — are perfect settings for caroling, where live voices create atmosphere, engage shoppers, and make seasonal traditions even more memorable.
Phipps Conservatory & Botanical Gardens
At Pittsburgh’s Phipps Conservatory, the dazzling Winter Flower Show and Holiday Light Garden became even more memorable with live caroling woven into the atmosphere. Olde Towne Carolers performed in full Victorian costume, filling the glasshouse with music that complemented the beauty of the seasonal displays. Botanical gardens and arboretums provide the perfect setting for this kind of performance, where visitors stroll through festive scenes while live voices make the experience feel timeless.
Private Parties in Pittsburgh
From grand staircases to cozy living rooms, Olde Towne Carolers are often invited into private homes to provide the soundtrack for holiday gatherings. In Pittsburgh, families in neighborhoods like Shadyside, Squirrel Hill, and Mount Washington host elegant Christmas parties where live caroling turns a celebration into something extraordinary. With Victorian costumes, polished voices, and warm energy, our singers make intimate holiday moments unforgettable, creating memories that guests talk about long after the season ends.
Caroling Magic in Pittsburgh!
In Pittsburgh, Olde Towne Carolers turn holiday gatherings into moments guests never forget. Hosts rave that our singers serve as the highlight of the evening, filling the air with harmonies that bring the season to life. With rich Victorian costumes and joyful energy, we create the sparkle that makes celebrations across the city truly shine.
Get a QuoteShow-Stopping Sound and Style
Our classically trained singers and picture-perfect costumes instantly elevate your celebration. The result is a Christmas atmosphere so festive and photogenic that guests feel transported to a simpler time — and your party or event feels truly special.
see our photosFlexible Performances, Everywhere
From strolling carolers mingling with guests to a featured stage moment, we adapt effortlessly to your space and schedule – even outdoors! You can relax, knowing the music will fit your vision and keep the night flowing beautifully.
watch our videosTrusted. Year After Year.
Families, companies, and iconic venues book us again and again for one reason: peace of mind. With 20 holiday seasons under our belt, our belief in punctual arrivals and smooth planning mean you can enjoy your event instead of managing it.
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Why Pittsburgh Chooses Olde Towne Carolers
For more than two decades, Olde Towne Carolers has delighted audiences with live holiday music that blends elegance, warmth, and tradition. In Pittsburgh, our ensemble brings that spirit to life at celebrations ranging from neighborhood tree lightings to intimate family gatherings and polished corporate parties. Clients return year after year because they know our singers deliver not only beautiful harmonies and authentic costumes, but also the dependability and festive charm that make every holiday season shine brighter.
In addition to Philly, we also offer Christmas Carolers in Cranberry Township, PA and Mt. Lebanon, PA. No matter where you are in the Delaware Valley, we can entertain you!
21 Years in Business
Professional Musicians
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Hundreds of Reviews
Large Company
International Clients
National TV Appearances
CDs Available
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