The magic of the holidays is everywhere in Oshkosh, and so is Santa! Whether you’re looking for a cozy photo op, a festive community celebration, or a chance for the kids to hand-deliver their wish lists, there’s a Santa sighting for every family.
Here’s your 2025 roundup of the best places to meet Santa in Oshkosh this holiday season:
Oshkosh Celebration of Lights
November 28 – December 23
5:30 p.m. – 8:30 p.m.
Held at EAA grounds, this beloved tradition features more than a million brilliant lights, walk-through displays, special theme nights, and, of course, visits with Santa. It’s the perfect way to kick off the holiday season with the whole family.
Paint with Santa at Fire Escape
November 30
3:30 p.m.
Kids can get creative during this hands-on painting session with Santa. A fun way to make a memory and a piece of holiday art!
Santa Claus at Caramel Crisp Corner
November 30
10 a.m. - 2 p.m.
Decorate a cookie, make a Christmas Card, and visit Santa and Mrs. Claus!
Photo Sessions with Santa at Bowenstreet Market
November 15, 23 & 29
Capture the perfect holiday photo during Bowenstreet Market’s Santa sessions. Whether you need Christmas card material or a keepsake portrait, this is the spot.
Festival of Trees at The Grand
December 6
Santa and cookie decorating!
Join Santa at the Grand Finale of the Festival of Trees at The Grand!
EAA Christmas in the Air
December 6
Santa arrives by helicopter at noon
Experience a true Oshkosh-style entrance as Santa touches down by helicopter! This free community event includes live music, holiday performances, treats, and plenty of family fun.
Skate with Santa – Free Community Night at the YMCA
December 6
5 p.m. – 7 p.m.
Lace up your skates and glide across the ice alongside Santa! This free community night is a joyful way to enjoy winter fun with the whole family.
Holiday Market at The Howard
December 6
10 a.m. – 4 p.m.
Shop local vendors in the beautifully restored Howard while Santa visits with families throughout the day. A must-stop for handmade gifts and seasonal cheer.
Reindeer in the Square
December 13 – The Gibson Social Club
1 p.m. – 4 p.m.
Get festive downtown with Santa and real live reindeer! This charming afternoon features photo ops, holiday activities, and a magical atmosphere!
Vines & Rushes Holiday Open House with Santa
December 13
10 a.m. – 9 p.m.
Head to Vines & Rushes for wine, shopping, live music, and Santa visits throughout the day. A warm and welcoming holiday outing for all ages.
Oshkosh West Meet & Greet Santa Claus
December 13
9 a.m. – 11 a.m.
Bring the whole family for a special meet & greet event, where kids can share their wishes with santa, play fun games, and select a free book!
Brunch with Santa at 1890 Pub & Bistro
December 13
10 a.m. – 1 p.m.
Children 12 and under will receive a gift from the big guy! Reservations recommended!
Santa & Mrs. Claus at the 2nd Annual Crazy Craftsmas at Sunnyview Expo
December 13
11 a.m. – 1 p.m.
Join Santa & Mrs. Claus for a Crazy Craftsmas!
Cupcakes with Mrs. Claus at Tamara's
December 13
10 a.m. – 1 p.m.
Enjoy a free mini cupcake decorating and storytime with Mrs. Claus!
Brunch with Santa at TJ’s Highland
December 14
9 a.m. – 2 p.m.
Enjoy a delicious brunch while Santa visits tables for photos and festive conversation. A cozy way to make holiday memories!
Brunch with Santa at Gabe’s Wisconsin Kitchen & Tavern
December 21
9 a.m. – 2 p.m.
Enjoy brunch plus a Build-Your-Own Christmas Pancake Workshop! Santa will be there for photos, smiles, and all the holiday cheer.
Photos & Selfies with Santa – Oshkosh Farmers Market
December 20
8 a.m. – 12:30 p.m.
Stop by the winter market for fresh goods and festive photos with Santa. Great for casual selfies and quick family snapshots.
Santa at Elsewhere Market
December 21
11 a.m. – 2:00 p.m.
Stop by Elsewhere to see Santa! Join them on their back patio for a Santa Meet & Greet.
Make the Most of the Season
From helicopter arrivals to magical lights, cozy cafés, village markets, and brunch with Santa himself, Oshkosh offers endless festive ways to celebrate the season. Mark your calendars, gather your loved ones, and enjoy the warmth and wonder of the holidays across the city.
Stay the night in Oshkosh—click here for overnight options!
