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November 2019

Santa’s Mailbox

November 27 - December 18

Santa’s elves will sneak into Winnetka and drop off this magical mailbox on Wednesday, November 27 on the southwest corner of Elm and Chestnut Streets in Winnetka (near the Post Office).

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Turkey Day Skate

November 28 at 10:30 am - 2:00 pm

Burn off a few calories before Thanksgiving dinner and enjoy a special skate day at the Winnetka Ice Arena.

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December 2019

Candy Cane Lane

December 6, 2019 - January 6, 2020

Do visions of sugar plums dance in your head this holiday season? Use that creativity and register your organization, club, troop, neighborhood or family to decorate your very own tree.

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Santa’s Visit

December 7 at 10:00 am - 12:00 pm

Children will enjoy hot chocolate, pictures with Santa and his elves, a trackless train ride, cookie decorating, real reindeer, and more!

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Century Cup Doubles Tennis Tournament

December 8 at 2:00 pm - 5:00 pm

Join us for the 15th annual Century Cup Doubles! This popular doubles tournament requires each team to hold a combined age of a century or more.

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Gingerbread House Workshop

December 11 at 5:00 pm - 6:00 pm

Using a variety of sweets and candies, children can use their creativity and imaginations to design and decorate a one-of-a-kind gingerbread house.

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Winnetka Winter Express

December 14 at 9:13 am - December 15 at 11:13 am

Choo! Choo! Come aboard the Winnetka Winter Express where children and parents will hop on a magical ride from Hubbard Woods Train Station to the North Pole. During the trip, each little boy and girl will receive a copy of a The Polar Express.

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Skate with Santa

December 14 at 1:40 pm - 2:55 pm

Sleigh rides on ice and a visit from the jolly old elf himself will highlight this Winnetka tradition.

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Holiday Skating Exhibition

December 14 at 3:05 pm - 4:30 pm

Tot through Free Skate program participants will demonstrate their skills in our annual Holiday Exhibition.

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Holiday Sing

December 24 at 6:00 pm - 6:25 pm

Join families, friends, and neighbors for the 22nd annual Holiday Sing. Bring your singing voices and your own candles (or flashlights) and gather around Village Green Park to sing everyone’s favorite holiday songs.

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