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  • Illuminated Walk Through Country Christmas

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Illuminated Walk Through Country Christmas, benefiting Christmas Clearing Council of Waukesha County, starts in November for SEVEN nights in 2026! This is a favorite event of the Lake Country Family...

    $10

    Peck and Bushel Winter Market

    Peck & Bushel Fruit Company 5454 County Road Q, Colgate, WI

    We are HUGE fans of Peck and Bushel. Our family goes there every fall to pick apples. The kids love the samples and the caramel apple bar. I love the...

    Free

    re:Craft and Relic Once upon a Holiday Market

    Milwaukee County Sports Complex 6000 W Ryan Rd, Franklin, WI, United States

    This annual Holiday Market is held at the Milwaukee County Sports Complex in Franklin, WI and features 180 booths filled with vintage treasures, handmade goods, artisan foods and boutique finds....

    $1 – $10

    Kids Market at Country Christmas

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Kids Market at Country Christmas at the Ingleside Hotel in Pewaukee Waukesha. Bundle up and bring the festive spirit—this Kids Markets pop-up at Country Christmas is the perfect place for...

    $10

    Illuminated Walk Through Country Christmas

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Illuminated Walk Through Country Christmas, benefiting Christmas Clearing Council of Waukesha County, starts in November for SEVEN nights in 2026! This is a favorite event of the Lake Country Family...

    $10

    Peck and Bushel Winter Market

    Peck & Bushel Fruit Company 5454 County Road Q, Colgate, WI

    We are HUGE fans of Peck and Bushel. Our family goes there every fall to pick apples. The kids love the samples and the caramel apple bar. I love the...

    Free

    re:Craft and Relic Once upon a Holiday Market

    Milwaukee County Sports Complex 6000 W Ryan Rd, Franklin, WI, United States

    This annual Holiday Market is held at the Milwaukee County Sports Complex in Franklin, WI and features 180 booths filled with vintage treasures, handmade goods, artisan foods and boutique finds....

    $1 – $10

    Illuminated Walk Through Country Christmas

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Illuminated Walk Through Country Christmas, benefiting Christmas Clearing Council of Waukesha County, starts in November for SEVEN nights in 2026! This is a favorite event of the Lake Country Family...

    $10

    Bird Club Meetings

    Retzer Nature Center S14-W28167 Madison St, Waukesha, WI, United States

    The Benjamin F. Goss Bird Club provides an opportunity for those interested in active study of birds and their habitats. The public is invited to attend the monthly Bird Club...

    Free

    Environmental Education Outdoor Classroom for Kids at Retzer Nature Center

    Retzer Nature Center S14-W28167 Madison St, Waukesha, WI, United States

    Environmental Education Outdoor Classroom for Kids at Retzer Nature Center. Learn and discover in the great outdoors! This program offers guided, hands-on exploration that brings seasonal topics to life for children ages 4-12. Families, caregivers, home school groups, scout troops and more…supplement your learner’s virtual education experience with an environmental education outdoor classroom program at...

    $6

    Peck and Bushel Winter Market

    Peck & Bushel Fruit Company 5454 County Road Q, Colgate, WI

    We are HUGE fans of Peck and Bushel. Our family goes there every fall to pick apples. The kids love the samples and the caramel apple bar. I love the...

    Free

    Holiday Folk Fair International

    State Fair Park 640 S. 84th St, West Allis, WI, United States

    Explore music, food, dance, and arts from around the world at Holiday Folk Fair International, Wisconsin’s premier multicultural festival. This one-of-a-kind cultural experience is taking place Friday, November 20 through...

    Free – $16

    Peck and Bushel Winter Market

    Peck & Bushel Fruit Company 5454 County Road Q, Colgate, WI

    We are HUGE fans of Peck and Bushel. Our family goes there every fall to pick apples. The kids love the samples and the caramel apple bar. I love the...

    Free

    Holiday Folk Fair International

    State Fair Park 640 S. 84th St, West Allis, WI, United States

    Explore music, food, dance, and arts from around the world at Holiday Folk Fair International, Wisconsin’s premier multicultural festival. This one-of-a-kind cultural experience is taking place Friday, November 20 through...

    Free – $16

    Aspire Nutcracker Tea

    Aspire Dance Center W238 N1700 Rockwood Drive, Pewaukee, WI, United States

    Our partners at Aspire Dance Center are bringing a holiday classic to life in 2026: Aspire Nutcracker Tea! The Nutcracker Tea is coming soon!!! Save the date to be a...

    $5

    The Corners of Brookfield Tree Lighting

    The Corners of Brookfield 20111 W. Bluemound Road, Brookfield, WI

    Join the Town of Brookfield at The Corners for a holiday tree lighting to kick off the season in 2026! Discover Brookfield, the Town of Brookfield & The Corners have...

    Free

    Illuminated Walk Through Country Christmas

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Illuminated Walk Through Country Christmas, benefiting Christmas Clearing Council of Waukesha County, starts in November for SEVEN nights in 2026! This is a favorite event of the Lake Country Family...

    $10

    Peck and Bushel Winter Market

    Peck & Bushel Fruit Company 5454 County Road Q, Colgate, WI

    We are HUGE fans of Peck and Bushel. Our family goes there every fall to pick apples. The kids love the samples and the caramel apple bar. I love the...

    Free

    Holiday Folk Fair International

    State Fair Park 640 S. 84th St, West Allis, WI, United States

    Explore music, food, dance, and arts from around the world at Holiday Folk Fair International, Wisconsin’s premier multicultural festival. This one-of-a-kind cultural experience is taking place Friday, November 20 through...

    Free – $16

    Burn Boot Camp Oconomowoc’s Annual North Pole Party

    Burn Boot Camp Oconomowoc 1061 Summit Avenue, Oconomowoc, WI, United States

    SANTA IS COMING TO OCONOMOWOC! Burn Boot Camp Oconomowoc’s Annual North Pole Party is BACK, and you won’t want to miss the magic at this 5th event! MEMBERS & NON-MEMBERS,...

    Free

    Aspire Nutcracker Tea

    Aspire Dance Center W238 N1700 Rockwood Drive, Pewaukee, WI, United States

    Our partners at Aspire Dance Center are bringing a holiday classic to life in 2026: Aspire Nutcracker Tea! The Nutcracker Tea is coming soon!!! Save the date to be a...

    $5

    Illuminated Walk Through Country Christmas

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Illuminated Walk Through Country Christmas, benefiting Christmas Clearing Council of Waukesha County, starts in November for SEVEN nights in 2026! This is a favorite event of the Lake Country Family...

    $10

    Children’s Story Time at River Coffee

    River Coffee Oconomowoc 1260 Brown Street, Oconomowoc, United States

    Children’s Story Time at River Coffee STORY TIME IS COMING TO RIVER COFFEE! Looking for something fun to do with the kids on a Monday? Come cozy up with us...

    Country Christmas Bikes and Lights

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Country Christmas Bikes and Lights – Join the Ingleside Hotel as this bring back this family-friendly active way to experience Country Christmas! What is Country Christmas Bikes and Lights? Country...

    $10

    German Christmas Market, Oconomowoc

    Village Green Park Oconomowoc 104 E. Wisconsin Avenue, Oconomowoc, WI, United States

    The German Christmas Market is Celebrating its 15th Anniversary! The German Christmas Market is an amazing event. It is not to be missed. It’s great to go with adults and...

    Free

    German Christmas Market, Oconomowoc

    Village Green Park Oconomowoc 104 E. Wisconsin Avenue, Oconomowoc, WI, United States

    The German Christmas Market is Celebrating its 15th Anniversary! The German Christmas Market is an amazing event. It is not to be missed. It’s great to go with adults and...

    Free

    German Christmas Market, Oconomowoc

    Village Green Park Oconomowoc 104 E. Wisconsin Avenue, Oconomowoc, WI, United States

    The German Christmas Market is Celebrating its 15th Anniversary! The German Christmas Market is an amazing event. It is not to be missed. It’s great to go with adults and...

    Free

    Wagon Rides through Country Christmas Lights

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Wagon Rides – Wagon Rides through Country Christmas provide a unique and fun way to see the holiday lights. When are the Wagon Rides through Country Christmas? November 29, 2026 –...

    $20
  • Wagon Rides through Country Christmas Lights

    The Ingleside Hotel 2810 Golf Road, Pewaukee

    Wagon Rides – Wagon Rides through Country Christmas provide a unique and fun way to see the holiday lights. When are the Wagon Rides through Country Christmas? November 29, 2026 –...

    $20