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Tosa Carolers is back for our 14th year of spreading holiday cheer the Saturday before Christmas! 🎄🎶What started as a small group of friends wandering the Tosa Village has grown into a big, joy-filled crowd of carolers, kids, wagons, lights, and laughter. If you’re not in the holiday spirit, this night might just melt your little Grinch heart.
đź“… Saturday, December 20th
📍 Meet-up: Lion’s Tail Brewery – Wauwatosa
⏰ 5:00 pm: We start gathering
⏰ 6:00–7:30 pm: Caroling around the Pasadena neighborhood
We’ll stroll through the neighborhood like a mini parade, with a float and music to sing along to. We are not professional singers (think fun karaoke, not choir), and that’s exactly the point. There’s an amp and backup music, so you’ll be safely blended in with 200+ of your closest caroling friends.
NEW THIS YEAR: COSTUMES ENCOURAGED! 🎅🧝‍♀️🦌
Go all in if you’d like:
Santa suits, elves, reindeer, snowmen
Light-up necklaces and hats
Ugly sweaters, onesies, tinsel, bells
If it’s festive, ridiculous, or joyful, wear it.
What to Bring
Warm layers – it’s winter in Wisconsin and we’ll be outside for a while
Your own “road” beverage if you’d like (a warm flask or thermos is your friend)
Each year we collect warm, new wool socks for
Mr. Bob’s Under the Bridge, a local organization supporting people in our community who are experiencing homelessness. Please consider bringing a pair (or a few) to drop in the bin.
This event is family-friendly-ish – kids, grown-ups, and festive friends are all welcome. Santa might have a cocktail in his hand, but the vibe is joyful.
Invite your people, layer up, dress festive, and come sing your heart out with us. 💚❤️
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Event Venue & Nearby Stays
Lion's Tail Brewing Co - 8520 W North Ave - Wauwatosa, 8520 W North Ave, Milwaukee, WI 53226-2815, United States, Wauwatosa
Concerts, fests, parties, meetups - all the happenings, one place.
