Photos with Santa Guide Lake Country Waukesha County

Where to Find Santa in Waukesha County in 2020

Is it a tradition in your home to get a photo with Santa every year? It is for us 🙂 This year, though, things may be different. Santa will still be out and about at places, but you are more likely to find him waving from afar or at an outdoor only venue. Find the many different places to find Ole St. Nick around the Waukesha County and Lake Country area of Wisconsin below to snap that picture perfect moment in time.

*Our favorite Santa hangs out at the German Christmas Market* This Santa is not coming to WI in 2020.

Is it a tradition for your family to have breakfast with Santa? The Breakfast with the Reindeer in Delafield is a fan favorite! It’s happening in 2020 and it’s outside. 

Check out Lake Country Family Fun’s Santa Guide to find an event near you.  More events will be added as they are announced.

Lake Country Family Fun has all your Holiday needs.

Check out our Holiday Fun Guide.

Happy Holidays from Lake Country Family Fun!


Please give a big thank you to our 2020

Photos with Santa Guide sponsor: 

Delafield CHamber of Commerce

PRESENTING:
Breakfast with the Reindeer Delafield 2020

2020 Opportunities to See Santa

Find Santa at Brookfield Square Mall in 2020!

  • In person visits will still be available, but you will have to reserve a special time to see Santa.
  • Visit Santa in the Center Court Friday, November 27 through Thursday, December 24, 2020.
  • Reserve a timeslot HERE.
  • Santa’s hours: 
    • Monday – Saturday: 11am – 8pm
    • Sunday: 12pm – 6pm
    • Please note: Santa takes a break to feed the reindeer from 3:30pm to 4:30pm on Monday thru Saturday, and from 2pm to 2:30pm on Sunday.
  • Special Hours Information:

    • Monday, November 30: CLOSED
    • Monday, December 7: CLOSED
    • Thursday, December 24: 9am – 1pm, 2pm – 5pm

Now through December 24, 2020 – receive a free photo with Santa, plus free crafts and activities.

Details HERE.

November 27 – December 24, 2020

Santa will be returning to Mayfair on Friday, Nov. 27. He will be visiting with guests in a socially distanced manner at level one in the Nordstrom wing. Santa and his guests will be required to wear face coverings throughout the visit. Daily health and temperature checks will be done for all staff, Santa included, and hand sanitizing stations will be made available throughout the experience. This year more than ever, guests are strongly encouraged to make a reservation ahead of their visit through the website at www.mayfairmall.com.

For those that are not yet comfortable visiting Santa in person, Mayfair has partnered with Jingle Ring to provide an immersive, virtual Santa experience for the entire family. Users can pre-schedule and completely personalize their contactless visit and then watch as Santa’s live magical appearance takes flight from the comfort of their homes while still partaking in one of the most cherished traditions of the season. Each visit can be joined by up to four guests, from multiple devices, bringing grandparents, aunts and uncles, cousins and other loved ones together for the experience. Reservations can be made at www.ExperienceJingleRing.com.

Says Chris Jaeger, General Manager, Mayfair Mall, “Visits and photos with Santa are some of the most beloved and sacred traditions of the year, and as we began to plan for a holiday season unlike any other, we wanted to do all that we could to preserve the magic of this experience while still keeping our guests as safe as possible. Our hope is that by continuing to offer the opportunity to carry out these traditions, whether guests choose to participate in person or virtually, we will not only help spread the joy of the holidays, but bring a sense of normalcy to our community.”

The 4th annual Feztival of Trees at The Tripoli Shrine Center 3000 W. Wisconsin Ave., Milwaukee is here!

Featuring Photos with Santa. 
Admission is $5.00 for Adults, Children 12 & Under FREE 

November 20 – 28, 2020.

More details here.

Make an Old World Christmas part of your family tradition this year! Guests will encounter figures from Christmas stories, like St. Nicolas, Jultomte, Krampus, and, of course, Santa Claus.

This event occurs on the first two Saturdays and Sundays in December. December 7-8 and 14-15.

More details here.

The following is a list to events where Santa will either be in person or virtual accessed locally. Please note that some in person events that require advanced registration may already be full due to demand and less opportunity. 

  • Breakfast with the Reindeer, Delafield

    Delafield Breakfast with the Reindeer family

    Bring the whole family out for some holiday cheer and a festive atmosphere at this free event, makin…

    December 5 @ 8:00 am12:00 pm
  • Midnight Magic Mukwonago

    Mukwonago

    Midnight Magic Mukwonago 2020 Check out Midnight Magic in Mukwonago on Saturday, December 5, 2020. T…

    December 5 @ 10:00 am11:55 pm
  • Muskego’s Jingle on Janesville

    Jingle on Janesville

    Organized by the Muskego Chamber of Commerce, Muskego Businesses kick off the holidays with their Ji…

    December 5 @ 10:00 am11:00 pm
    |Recurring Event (See all)

    One event on December 13, 2020 at 9:00 am

  • Santa at Tinus Marine Oconomowoc

    Santa will be at Tinus Marine in Oconomowoc. You can help families in our community by participating…

    December 5 @ 10:00 am12:00 pm
  • Photos with Santa at Wisconsin Harley-Davidson

    Photos with Santa at Wisconsin HarleyDavidson

    Bring your Kids and Pets for Photos with Santa at Wisconsin Harley Davidson in Oconomowoc Kids, pets…

    December 5 @ 11:00 am3:00 pm
  • The Winter Beergo with Santa

    The Beergo of Pewaukee is excited to announce the first annual Winter-Beergo! Join them for FREE sn…

    December 5 @ 11:00 am4:00 pm
  • Cookies with Santa, Genesee

    Lake Country Family Fun Cookies with Santa Oconomowoc Area Historical Museum Oconomowoc Junion Womans Club

    The Genesee Athletic Association will host its annual Cookies with Santa and Mrs. Claus in Genesee D…

    December 5 @ 12:00 pm4:00 pm
  • Carriages with the Claus’

    Carriages with the Claus

    The Downtown Oconomowoc Business District is presenting a new event for holiday 2020: Horse-Drawn Ca…

    December 5 @ 1:00 pm4:00 pm
    |Recurring Event (See all)

    One event on December 5, 2020 at 1:00 pm

    One event on December 11, 2020 at 1:00 pm

    One event on December 12, 2020 at 10:00 am

  • Elkhorn Christmas Card Town Parade

    Bundle up the family and grab a spot downtown to watch the Annual Elkhorn Christmas Card Town Parade…

    December 5 @ 1:30 pm2:30 pm
  • Oconomowoc Christmas Parade

    Weekend guide December weekend fun Butler Christmas Parade & Holiday Celebration Waukesha Christmas Parade Oconomowoc Christmas Parade

    The Oconomowoc Christmas parade 2020 is still ON! NEW this year is an extended parade route to help …

    December 5 @ 5:00 pm7:00 pm
  • An Enchanted Christmas at Glacier Rock Farms

    An Enchanted Christmas at Glacier Rock Farms 2020

    Find family fun and adventure at Glacier Rock Farms as they present “An Enchanted Christmas.&#…

    December 5 @ 5:00 pm9:00 pm
    |Recurring Event (See all)

    An event every week that begins at 5:00 pm on Friday and Saturday, repeating until December 12, 2020

  • Meet St. Nicholas, Nashotah

    Meet St. Nicholas, Nashotah

    Meet St. Nicholas {virtually} at the annual Night with St. Nicholas event with St. Joan of Arc in Na…

    December 5 @ 7:00 pm7:30 pm
  • Pancakes With Santa – DRIVE THRU

    Please join the Merton Community Fire Department for a FREE Family event: Pancakes With Santa with a…

    December 6 @ 12:00 pm2:00 pm
  • Christmas in Dousman, Santa Comes to Town

    Save the date for the famous Christmas in Dousman” event. The date will be Sunday, December 6, 202…

    December 6 @ 12:00 pm5:30 pm
  • Carriages with the Claus’

    Carriages with the Claus

    The Downtown Oconomowoc Business District is presenting a new event for holiday 2020: Horse-Drawn Ca…

    December 11 @ 5:00 pm7:00 pm
    |Recurring Event (See all)

    One event on December 5, 2020 at 1:00 pm

    One event on December 11, 2020 at 5:00 pm

    One event on December 12, 2020 at 10:00 am

  • An Enchanted Christmas at Glacier Rock Farms

    An Enchanted Christmas at Glacier Rock Farms 2020

    Find family fun and adventure at Glacier Rock Farms as they present “An Enchanted Christmas.&#…

    December 11 @ 5:00 pm9:00 pm
    |Recurring Event (See all)

    An event every week that begins at 5:00 pm on Friday and Saturday, repeating until December 12, 2020

  • The Santa House Oconomowoc

    Visit Santa, Mrs. Claus and his Elves at “The Santa House” in Oconomowoc. Friday, December 11th…

    December 11 @ 6:00 pm9:00 pm
    |Recurring Event (See all)

    One event on December 12, 2020 at 6:00 pm

  • Carriages with the Claus’

    Carriages with the Claus

    The Downtown Oconomowoc Business District is presenting a new event for holiday 2020: Horse-Drawn Ca…

    December 12 @ 10:00 am1:00 pm
    |Recurring Event (See all)

    One event on December 5, 2020 at 1:00 pm

    One event on December 11, 2020 at 10:00 am

    One event on December 12, 2020 at 10:00 am

  • Santa at the Roost Mercantile

    Santa is coming to the Roost Mercantile in Pewaukee on Saturday, December 12, 2020 from 11:00 am to …

    December 12 @ 11:00 am2:00 pm
  • Storytime with Santa Claus

    Come to a virtual storytime with Santa Claus and the Hartland Public Library. THIS TIME IS FILLED, B…

    December 12 @ 1:00 pm
  • Visit with Santa in Big Bend

    Visit with Santa in Big Bend

    Visit with Santa in Big Bend! The Big Bend Village Library is sponsoring to bring Santa to good litt…

    December 12 @ 3:00 pm5:00 pm
  • An Enchanted Christmas at Glacier Rock Farms

    An Enchanted Christmas at Glacier Rock Farms 2020

    Find family fun and adventure at Glacier Rock Farms as they present “An Enchanted Christmas.&#…

    December 12 @ 5:00 pm9:00 pm
    |Recurring Event (See all)

    An event every week that begins at 5:00 pm on Friday and Saturday, repeating until December 12, 2020

  • The Santa House Oconomowoc

    Visit Santa, Mrs. Claus and his Elves at “The Santa House” in Oconomowoc. Friday, December 11th…

    December 12 @ 6:00 pm9:00 pm
    |Recurring Event (See all)

    One event on December 12, 2020 at 6:00 pm

  • Santa’s Brunch at Rivalry Pub

    Santa Brunch Rivalry Pub

    Join the Rivalry Pub for a family-friendly brunch at The Rivalry Pub at the Club at Lac La Belle. Th…

    December 13 @ 9:00 am2:00 pm
  • Muskego’s Jingle on Janesville

    Jingle on Janesville

    Organized by the Muskego Chamber of Commerce, Muskego Businesses kick off the holidays with their Ji…

    December 13 @ 9:00 am1:00 pm
    |Recurring Event (See all)

    One event on December 13, 2020 at 9:00 am

  • Santa in Muskego

    While Jingle on Janesville is on Saturday, December 5, Santa will be visiting on December 13th from …

    December 13 @ 9:00 am1:00 pm
  • Celebrate Inclusion Winter Walk

    Join Good Friend, Inc. for an evening of outdoor, family-friendly fun and entertainment at TBE Trail…

    December 13 @ 4:30 pm7:00 pm
  • Stories with Santa

    Join the Delafield Library for Stories with Santa over Zoom to read stories with Santa! Two sessions…

    December 14 @ 10:00 am
  • Delafield Santa Visit Drive Thru

    Santa at Piggly Wiggly Annual Visit of Santa Claus Photos with Santa Breakfast with Santa, Waukesha Masonic Lodge Lake Country Family Fun Santa Photos at Harley Davidson Wisconsin Oconomowoc Santa at the Johnson Creek Outlet

    Visit Santa at the Delafield Library without leaving your car! Grab a goodie bag, and tell Santa wha…

    December 15 @ 10:00 am12:00 pm
  • Christmas Eve Jingle 2020

    It’s been a year, this 2020. In the spirit of spreading joy and hope, everyone is invited to t…

    December 24 @ 6:00 pm

Santa Sightings: Keep your eye out for Santa, as he will be making his way along a special route around the Milwaukee County Zoo from 10:00 a.m. to 2:00 p.m. This year he’s been extra busy and won’t have time for photos, but he’ll be able to give you a smile and a wave.

Dates: December 12, 13, 19, & 20
*You can also drop letters to Santa on these dates. See the details below. 

Where to Drop Off Letters to Santa

Ebert’s Greenhouse created this template for writing letters to Santa. You can download and print at your convenience.  The template is found at the bottom of the screen through the link above. 

You can pick up a letter to Santa template at the Corners of Brookfield. 

Not local, but The Santa Claus House in Alaska, has a template available as well. 

Ebert’s Greenhouse Village in Ixonia  has a special Santa mailbox in their Gift Shoppe.

The Christmas in Okauchee event over Thanksgiving weekend, will host Santa and Mrs. Claus as well as take in letters. 

Downtown Waukesha will have two red mailboxes to deposit your letters to Santa in. One can be found at Martha Merrill’s Books and the other at Mountaintop Coffee. There will be two additional, smaller mailboxes floating around downtown Waukesha, so visit all of the lovely small businesses and find a little red box to put your special letter to Santa in this year.

The Corners of Brookfield will have a Santa Letter Drop Off. The mailbox will be located in the Market Square Escalator vestibule.

Letters are collected at the Oconomowoc Christmas parade. The letters are collected prior to the Santa float, which is the last float. 

In Oconomowoc, if you write a letter to Santa and put your return mailing address on the letter,  the postal worker will take it and you will receive a letter back from Santa! Letters to Santa have already been rolling in to the Oconomowoc Post Office in November 2020. 

Drop Santa letters off at the Big Bend Library on December 12, 2020. 

There is a Christmas light show in Muskego called Lights on Glen Cove, that starts on Saturday, December 5, 2020. They have a cute red mailbox for Letters to Santa. Be sure to leave a return address for a Santa response!

Throughout Waukesha County, and the USA, the postal service has added a digital letter to Santa option

The Postal Service is encouraging little ones to send in their snail mail letters through Dec. 15 to “Santa Claus 123 Elf Road, North Pole, 88888.” The Postal Service knows needs are sky-high this year, and Operation Santa workers are ready to embrace a blizzard of requests.

And for the first time ever, the letter adoption process is all digital – and nationwide. “If you live in Key West, Florida, you could log on and adopt a letter from Portland, Oregon,” Frum said.

The New Berlin community will have the opportunity for Santa Letters at their Tree Lighting event on December 5, 2020.

Not local, but through the The Santa Clause House in Alaska, you can order letters to Santa and whole packages from Santa. 

North Pole Mailbox at the Milwaukee County Zoo: Bring your letter for Santa and drop it off at their special North Pole mailbox (located in front of the U.S. Bank Gathering Place) and 250 letters/day will get a postcard back from Santa. Dates: December 12, 13, 19, & 20

2020 Breakfasts with Santa

Join us for a family-friendly brunch at The Rivalry Pub at the Club at Lac La Belle. We will be utilizing both of our fabulous event spaces this year to offer more seating and social-distancing options.
 
Reservations required. 262-309-2240 and mschneider@clubatlaclabelle.com
Seating Times:
9-11
11-1
1-3
 
Limiting event to 25% capacity per seating time and sanitizing between seatings.
More info HERE.

Back by popular demand, the Pfister Breakfast Buffet with Santa is a holiday tradition that creates lifelong memories.

Saturdays, December 5 and 12, 2020.

More details here.

Enjoy breakfast with Santa on December 7!

More details here.

Enjoy brunch with Santa on December 8 and 15!

More details here and here.

Join in for the 9th Annual Sons of the American Legion Pancakes with Santa event on December 14th at the Flanagan Dorn American Legion Post in Hartland. This event draws hundreds of families from the Lake Country area to support the SAL mission and local Hartland Legion.

Again, this year if you bring a book – you will receive a book. This annual book exchange promotes the communities need for enhanced literacy. Extra books will be donated to local non-profits serving the Hartland community.

Santa’s elves have told SAL members he will be arriving at 9:00 a.m. – bring your camera to take your photos. SALS will not be providing photos.

Pancakes will be ready for eating at 9:00 a.m. for $5.00 a plate.

Hope to see you there!

More details here.

Come have breakfast with Santa in downtown Oconomowoc at the Cornerstone Pub and Eatery on Saturday, December 12th, 2020. Seatings at 9, 10:30, and Noon. 

More details will be coming here.

Come have lunch with Santa on December 21 at The Corners of Brookfield at Bel Air Cantina.

Come have lunch with Santa on December 21 at The Corners of Brookfield at Wahlburgers. 

More details here.

2020 Holiday Guides

Thanksgiving Guide Lake Country Family Fun Pumpkin Pie
THANKSGIVING GUIDE sponsored by
Slo Motion BBQ in 2020
Holiday Craft Fair Guide
HOLIDAY CRAFT FAIR GUIDE sponsored by Brown St. Emporium
Photos with Santa Guide Lake Country Waukesha County
PHOTOS WITH SANTA GUIDE sponsored by Delafield Chamber
Holiday Fun Guide Corners Brookfield
HOLIDAY FUN GUIDE MASTER sponsored by
Ingleside Hotel
5 Ways to Stay Sane During Christmas Week Lake Country Family Fun
LIGHT DISPLAYS THAT AMAZE sponsored by
Winter Wonders
Lake Country Family Fun's Shop Small Holiday Guide
HOLIDAY SHOPPING GUIDE sponsored by local small businesses
Oconomowoc Tree Lighting Lannon Community Tree Lighting Okauchee Tree Lighting Downtown Waukesha Tree Lighting Brookfield Village Holiday Tree Lighting Pewaukee Christmas Tree Lighting Brookfield Tree Lighting Christmas Tree Lighting Annual Tree Lighting Ceremony
CHRISTMAS TREE LIGHTINGS sponsored by Hartland Business Improvement District
Waukesha Christmas Parade
CHRISTMAS PARADE GUIDE sponsored by the Delafield Brewhaus
South East Wisconsin Christmas Tree Farms Guide Christmas Tree Lighting Guide
CHRISTMAS TREE FARM GUIDE sponsored by Wild Elegace Phography

DID WE MISS A SANTA OPPORTUNITY?

If you are organizing a photo with Santa event in November or December and you would like it added to this list, please email us at erin@lakecountryfamilyfun(dot)com with your Santa photo opportunity information. You can also email us via the contact form below.
Be sure to track Santa on Christmas Eve as he makes his way to your house!
Santa Lake Country Family Fun Waukesha County

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1 thought on “Where to Find Santa in Waukesha County in 2020”

  1. Santa Send Off at Tinus Marine 🙂 December 5 10-12:00!!
    Stuff the Boat Event at Tinus Marine ends on Saturday 5 with Santa visiting for socially distanced Santa pics for you and your family to participate in!! Make this year one that won’t be forgotten with “Boating with Santa” family pictures!!

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