Photos with Santa Guide Lake Country Waukesha County

Photos With Santa Guide

Is it a tradition in your home to get a photo with Santa every year? It is for us 🙂 There are many different places to find Ole St. Nick around the Waukesha County and Lake Country area of Wisconsin willing to snap that picture perfect moment in time.

*Our favorite Santa hangs out at the German Christmas Market*

Or is it a tradition for your family to have breakfast with Santa? The Breakfast with the Reindeer in Delafield is a fan favorite!

Check out Lake Country Family Fun’s Photos With 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 2019

Photos with Santa Guide sponsor: 

Delafield CHamber of Commerce



2019 Photo Opportunities with Santa

Find Santa at Brookfield Square Mall in 2019!

  • Saturday, November 9 through Monday, December 24
  • Pet Nights:
    Mondays, 6:00 pm to 9:00 pm,
    November 11, 18, 25;
    December 2, 9, 16.
    *All pets must be on a leash or in a carrier.
  • Santa Cares: Holiday Sensory Friendly Event: Saturday, December 7, 8:00 am – 10:00 am. RSVP required. Click HERE to make your free reservation.
  • Character Appearances: The fun continues all holiday season with all of your favorite characters, crafts, sing-a-longs, and stories! Character events take place on November 9 (Santa’s Arrival), November 20, December 4, 11, and 18.

Santa’s Hours:

  • Monday – Saturday: 10:00 am to 9:00 pm
  • Sunday: 11:00 am to 6:00 pm
  • Special Hours:
    • Sunday, December 22: 10:00 am to 8:00 pm
    • Monday, December 23: 10:00 am to 9:00 pm
    • Christmas Eve: 9:00 am to 5:00 pm

More details here.

Now through December 24, 2019 – receive a free photo with Santa, plus free crafts and activities.

Details HERE.

Bring your pets, kids & family to have pictures taken with Santa. $20 sitting fee with all money going to Watertown Humane Society. Santa loves all pets!! Call pet store with any questions 262-560-7777. Share this post with your Facebook friends to help raise more $ for the care of the rescue animals. Photos by ME Photography

November 23, 2019

More details here.

The 3rd 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 23 – 30, 2019.

More details here.

There will be a Santa at the Mitchell Park Domes on Saturday, November 23 for the opening of the Holiday Show in the Show Dome. Santa will be there from 10:00 am to 12:00 pm.
Santa will also be at the Domes:
Dec. 1st 1:00 – 3:00 pm
Dec. 8th 1:00 – 3:00 pm

Santa will be at The German Christmas Market in downtown Oconomowoc on their Village Green.

Photo opportunities are free. 

Friday, November 29th – 12:00 pm to 5:00 pm

Saturday, November 30th – 12:00 pm to 5:00 pm

Sunday, December 1st – 11:00 am to 4:00 pm

More details on the German Christmas Market here

Come see Santa in downtown Menomonee Falls on Saturday, November 30 before the Tree Lighting.

More details here about the tree lighting.

More details here about the parade.

Join for a visit from Santa at Ruckus and Glee. Santa’s elves gave us the message that Santa is stopping by Ruckus & Glee for 4 hours on the day after Thanksgiving! AND THIS SANTA DOESN’T CHARGE FOR PICTURES! 

November 29, 2019

More details here.

November 30, 2019

Celebrate the season of giving with Bookworm Gardens! Join in on Saturday November 30 from 8 AM – 12 PM for exclusive access to the Gardens in the off season, photos with Santa, a holiday themed story time, hot chocolate, and cookies!

Cost is $125 per family and includes a Family Membership to Bookworm Gardens (a $100 value). Meet Santa with your family and get digital access to one photo image of your choice, with the option to purchase additional photo files, prints and gifts from the photographer.

Purchase Your Ticket.

Pre-sale tickets only. There are a limited number of slots available per half hour (8 AM, 8:30 AM, 9 AM, 9:30 AM, 10 AM, 10:30 AM, 11 AM, 11:30 AM) and tickets will likely sell out, so get yours today! A huge thank you to Whitney Morales Photography for her participation in this event. Questions? Email

Dogs are allowed, but please notify the Gardens in advance. Photographs will be taken outside in the Gardens so dress accordingly. Feel free to arrive before your designated time slot to enjoy activities inside the Learning Cottage.

Santa is going to be at the Apple Barn Christmas Party in Elkhorn on November 30! Bring the kids to get their picture taken with Santa during the day (he will be here from 10am – 1pm), then come back later (without the kiddos) for some after hours fun!

More details here.

The Waukesha Downtown Business Association in partnership with Mountain Top Coffee, at 363 W. Main St. will be offering free photos with Mr. Claus himself from 1:00 – 3:00 p.m. every Saturday from November 30 to December 21, 2019.

Santa will also be available for photos before the parade from 1 – 3 p.m. on Sunday, November 24, 2019

More details on all the downtown Waukesha fun, Silver Bells HERE.

Please join the Oconomowoc Area Historical Society & Museum for their annual visit of Santa Claus and his elves at the Oconomowoc Historical Society on December 1. Santa Claus will help everyone enjoy activities, games, cookies, coffee and cocoa all in the wall of the decorated historical museum!

More details here.

On December 1, skip the holiday shopping mall madness and join the Friends of Boerner Botanical Gardens for a relaxed morning at the Holiday Gift Fair with Santa—browse unique, high quality gifts for sale from dozens of local artists and crafters, and enjoy seasonal children’s make-and-take crafts, musical entertainment and FREE holiday fun for the whole family.

More details here.

Santa is coming to Dousman on December 1st. This is their big community festival with a Charlie Brown theme this year. 

More details here.

Please join the Merton Community Fire Department for a FREE Family event: Cookies & Cocoa With Santa and the Mistletoe Market on December 1!

More details here.

Santa is coming to the Town of Brookfield, specifically, the Corners of Brookfield on December 4. 

More details here.

Come to downtown Hartland to see Santa and the tree lighting at 6:30 pm on Friday, December 6th.

More details here

Come see Santa at the North Lake Tree Lighting event on Friday, December 6th!

More details here.

Visit with Santa and Mrs. Claus in downtown Muskego on December 7, 2019.

More details here.

Santa will be at the Corners of Brookfield: 

Santa Photos at THE CORNERS

  • Saturday, December 7th Noon – 5 pm
  • Sunday, December 8th Noon – 5 pm
  • Saturday December 14th Noon – 5 pm
  • Sunday, December 15th Noon – 5 pm

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.

Bring your family to Summit’s Holiday Cookie Decorating and Craft Fair at Aurora Summit on December 7. Come say “Hi!” to Santa and his elves. 

More details here.

Bring your Kids and Pets for free Photos with Santa at Wisconsin Harley Davidson in Oconomowoc on Saturday, December 7 from 11-3 pm. 

More details here.

Come have cookies with Santa on December 7! Bring your camera or buy photos with Santa for a nominal fee.

More details here.

Mark your calendars for a magical journey to the North Pole on December 7 for the Polar Express featuring Santa and Mrs. Claus.

More details here.

Santa Cares at the Brookfield Square Mall is a sensory-friendly Santa experience for your child. This event will be held on December 7th.

Santa makes an appearance to this festive celebration on Saturday, December 7, 2019. Find Santa and Mrs. Claus and skate with them! 

More details here

Visit Santa, Mrs. Claus and his Elves at “The Santa House” in Oconomowoc.

Friday, December 6th and Saturday, December 7th 6:00 pm to 9:00 pm.

More details HERE.

Santa and Mrs. Claus will be arriving via fire truck to the Pewaukee Tree Lighting where you can take pictures with Santa with your own camera on Saturday, December 7.

More details here.

Come get your pictures taken with Santa at Midnight Magic in Mukwonago on December 7.

More details here.

Santa is ready for his annual beard trim at Snips and Giggles at Holiday at the Avenue Square in downtown Oconomowoc on December 7.

More details here.

Santa will be at various Fox Bros. Piggly Wigglys on Saturday, December 7. 

More details HERE.

Get in the holiday spirit by celebrating the season with fun-filled events for the whole family at Sendik’s! Bring your camera and have your picture taken with Santa! Enjoy holiday music from the Caribbean Eclipse Duo! Share Santa’s favorite treat, complimentary Sendik’s milk and cookies. Find great holiday savings through the store.

Dates, Times & Locations:

Saturday, December 7
Hartland | 10-11:30 a.m.
Germantown | 12:30-2 p.m.
Grafton | 2-3:30 p.m.

Sunday, December 8
New Berlin | 10-11:30 a.m.
Greenfield | 12:30-2 p.m.
Franklin | 3-4:30 p.m.

Saturday, December 14
Waukesha-Meadowbrook | 2:30-4 p.m.

Sunday, December 15
The Corners of Brookfield | 10-11:30 a.m.
Elm Grove | 12:30-2 p.m.
West Bend | 3-4:30 p.m.

Visit website for more information,

Sit on Santa’s lap and tell him what special gift you’re thinking of this year!  It’s a perfect time for holiday photos. 

December 7 and 8, 2019

More details here.

Santa is coming to the Okauchee Fire Department on Sunday, December 8 from 1:00 pm – 3:00 pm. 

More details here. 

Join in to see Santa and Mrs. Claus at Old Falls Village Sunday, December 8th for the annual Silver Tea. 

More details here

Get your picture taken with Santa Claus in Christmas Village, courtesy of COUNTRY Financial, on December 11th and 12th from 6pm -8pm.

More fun at Country Christmas HERE.

The annual open house is Thursday, December 12th from 5:00pm-8:00pm!

Refreshments & Hors D’oeuvres

Santa Visits from 5:30-7:30pm!
Bring your children, your neighbors children, and your cameras as our Santa is NOT SCARY!!!! Invite your family and friends!

More Details Here.

Santa and Mrs. Claus will be at the Butler Public Library on December 12 from 6:30 pm to 8:00 pm.

More details here.

Come to Redeemer United Church of Christ in Menomonee Falls for pictures with Santa and crafts for children on December 14.

More details here. 

Get your photos with Santa at Christmas in the Depot on December 14th.

More details here.

Santa is coming to the Roost Mercantile in Pewaukee on Sunday, December 15 from noon to 3:00 pm.

Your children will be able to sit on Santa’s lap, while you take pictures with your own camera.

More details here.

Come support the MHS JV Dance Team as they host Santa & Mrs. Claus on December 15! Dancers will be Elves for the day, joining families as they enjoy the holiday festivities. 🌲🍪☕️🎅🏼

Skip the long mall lines! Your tickets include the opportunity to see and take photos with
🎅🏼 Santa & Mrs. Claus, a family photo booth,☕️ hot cocoa, 🍪 a cookie, and 1 craft of your choice. There will be Christmas decorations and music. 🎶🌲

Additional activities for purchase include: having finger nails painted in holiday colors, jingle bows for hair or shoes, sugar cookie decorating, ornament making, a candy bar,
and more.

Come make family memories as we host our ✨1st annual Cookies & Cocoa with Santa✨

✨Early Bird Tickets are available at the link below or from the
“Shop Now” button on the Mukwonago JV Dance Page.

✨Pricing: children ages 2 & up $8 each
Adults: free with admission of a child

✨Tickets at the door on 12/15
Children: 2 & up $10
Adults: free with the admission of a child

Santa will be making an appearance at the Children’s Play Gallery in downtown Oconomowoc on Friday, December 13 at 9:30 am. 

More details to come here

Not Santa, but Santa Cow will be at the Chick-fil-A at Brookfield Square on December 13 and December 19.

More details here.

Santa will be in his workshop at Christmas in Wales on December 14.

More details here.

Come to Stories with Santa at the Hartland Library on December 14.

More details here. 

Santa will be at the Brown Street Emporium in Oconomowoc on December 14 from 11:00 am to 1:00 pm as part of their holiday open house. Professional photos with Santa will be available for purchase.

More details here.

Come take your picture having an ice cream cone with Santa on December 14! He will be at Here’s the Scoop from 11:00 am to 2:00 pm. Bring the whole family out for a fun day!

More details here.

12pm-2pm | First Congregational Church 111 Church St. Hartland, WI 53029

More details here.

Visit with Santa in Big Bend at the Big Bend Lions Club on Monday, December 16th at 6:30 pm. This is a very popular event.
Register early!

Contact the Library at 262-662- 3571 or

More details here.

Visit Highland Ridge Stables and get your picture with Santa and all his horsey friends on Saturday, December 21st from 11:30 am to 1:30 pm!

Pony Rides, Hot Cocoa, view riding lessons, and awesome lesson packages at a holiday discount! Purchasers MUST be present at Highland Ridge in order to receive holiday deals!

More details here.

Santa will be at Fresh Baked in Oconomowoc on Saturday, December 21 from 9:30 am to 11:00 am.

More details HERE.

2019 Breakfasts with Santa

One of a kind-experience with Marmalade Photography for breakfast and photo session with Santa on November 17th! Sign up today. Click on the picture below.

Come have breakfast with Santa at the Oconomowoc Community Center to support the Oconomowoc High School band.

Saturday, November 30.

Tickets here.

Santa’s breakfast workshop will be at Martha Merrell’s Book again this year! Santa is looking forward to spending some time with all of the kids! Enjoy some hot breakfast, juice, cookies, and of course coloring and arts and crafts with Santa himself! 

Every Saturday (11-30 to 12-21) from 8 – 10 a.m. at 231 W. Main St.

Must place a reservation in advance. Events fill up.

More details here.

Holly jolly fun! Join in on Friday, December 6 for Supper with Santa. Celebrate the holiday season with supper, pictures with Santa, crafts, games, and more. There will be fun for the whole family!

To register for your preferred time slot, call 262-363-7950 or go online >

Kids will love meeting Santa’s amazing flying friends, and parents can enjoy the wonder on their children’s faces as they greet real, live reindeer (Blitzen was in Delafield last year!) from Reindeer Games in nearby Hartford, WI. Guests are encouraged to bring their camera to photograph loved ones with Santa, live reindeer and a magical Elf or two!

December 7, 2019

*LCFF Fan Favorite Event

More information here.

Kick off your holiday celebrations with Breakfast with Santa and a Holiday Craft Fair Saturday, December 7 at KMHS.

More details here. 

Spend the most wonderful time of the year with Santa & Mrs. Claus at Breakfast and Lunch with Santa, sponsored by Racine Danish Kringles! Enjoy entertainment, meal, a zoo visit and special gift from Santa. Don’t forget your camera!

Lunch is at noon, advanced reservations are required.

Adults (age 13 and older) $22.95
Children (age 3-12) $17.95
Age 2 and under $5.95
Parking $12

December 7, 8, 14, 15, 21, 22, 2019.

Register here. 

Come have breakfast with Santa at the Pabst Farms YMCA on December 7 or 14th.

Must pre-register.

More details here. 

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

Saturdays and Sundays, December 7, 8, 14, 15, 21, and 22.

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.

Santa is coming to A.J. O’Brady’s in Menomonee Falls on December 7, 2019. 

Come have lunch, give him your list, and take a picture.

More details here.

Santa and his elves are setting up his first Workshop at Chivaree on Park, a day packed with Christmas family fun on December 8, 2019.

– Brunch and Photos with Santa
– Christmas Caricatures
– Hot Cocoa Bar
– Cookie and Ornament Decorating
– Craft and Baked Goods Sale

Tickets: $15 Adults, $10 Kids ages 4-11, 3 and under FREE.
There are two time slots at at 9:00 am -11:00 am, and 11:00 am – 1:00 pm.
Advanced ticket sales only (Hurry!) Limited seating available for this unique event.

Come have brunch with Santa on December 8.

More details 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.

December 14, 2019

Two Sessions Available
9:30 AM | Brunch Included
12:00 PM | Brunch Included
$10 Admission (per person) | Includes One Session & Brunch
*children 1 and under are free*

Multiple crafts for kids to make and take home, holiday activities, photo opportunities & a gift bag from Santa!

New this year: The event will be held upstairs in our Great Hall!

No Walk-Ins Available. Tickets must be purchased in advance BEFORE, so we can account for food & any necessary table arrangements. Admission is per person. Adults pay $10 as well and will also receive brunch. Kids also receive brunch, plus a small gift bag from Santa and crafts.

More details here.

Come have breakfast with Santa in downtown Oconomowoc at the Cornerstone Pub and Eatery on Saturday, December 14th with 9:00 and 10:30 am seatings.

More details will be coming here.

Santa’s coming to town! He’ll be here at Bass Bay Brewhouse Saturday, December 14th at 11:30 am! Join in for brunch and a morning with Santa! 

More details here.

Come join us for our Christmas Brunch with Santa! Enjoy a festive meal and have a complimentary photo taken with Santa. Event is 10:30 on Sunday, December 15th.  Get tickets here. (EVENT is ticketed event prices are $0-29.)

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.

Join in for the Annual Santa Brunch this Holiday Season. Santa will be making a stop at the Plantation Room Banquet Hall on Sunday, December 15th from 10:00am until 2:00pm. He only has a few short hours to spare before he heads back to the North Pole, so be sure to make your Reservations Today. Bring your camera and take your picture with Santa as well as receive a goodie bag! These will be given to all the children attending!

More details here.

2019 Other Santa Sightings

Santa and Mrs. Claus plan to make an appearance at the downtown Waukesha tree lighting event. 

November 22

More details here.

Meet Santa & his reindeer, here from the north pole, on November 23.

More details here

Santa arrives via fire truck just prior to the Pfister tree lighting on November 29. 

More details here.

Visit with Santa after the parade on Saturday, November 30.

More details here. 

Come see the Canadian Pacific Holiday Train come through Hartland and Oconomowoc, carrying Santa Claus!

December 3!

More Details here.

Santa will make an appearance at the Village of Merton Tree Lighting on December 4.

More details here.

Santa will make an  appearance at the Brookfield Village Tree Lighting Celebration on December 5. 

More details here.

Santa will be at the Lannon Tree Lighting on Friday, December 6th.

More details here.

Santa will be making an appearance at the Sussex Tree Lighting on December 6.

More details here.

On December 7, see Santa as the final entry in the Christmas Parade.

More details here.

The West Allis Christmas Parade is an annual holiday tradition, and a favorite night-time Christmas parade in Southeast Wisconsin! Enjoy marching bands and live performers, creative floats and vintage vehicles, meet elves, cartoon characters, and of course, wave to Santa Claus himself at the end of the parade!

On December 7.

More details here.

Come paint with Santa at Set Apart Art Studio in Watertown on Saturday, December 14. 

More details here.

Escape the hustle and bustle of the season and enjoy a storytime featuring seasonal stories with Miss Kathy, followed by a visit from Santa and cookie decorating.

December 14 at 10:00 am.

More details here.

See Santa at the Delafield Library on December 17 or 18. 

Details HERE.

Skate with Santa on December 21 from 1:30 pm to 3:00 pm at the Mullett Ice Center in Hartland.

More details here.

Join Lucky Chucky’s in Oconomowoc for pictures, dancing, cookies, and a hot cocoa buffet with Santa on December 21!

Details here.

Waukesha Christmas Parade
CHRISTMAS PARADE GUIDE sponsored by Red Oak Law in 2019
South East Wisconsin Christmas Tree Farms Guide Christmas Tree Lighting Guide
CHRISTMAS TREE FARMS sponsored by Dayspring Church and School
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 Downtown Hartland
Holiday Fun Guide Corners Brookfield
HOLIDAY FUN GUIDE MASTER sponsored by Ingleside Hotel and Country Christmas
Holiday Craft Fair Guide
HOLIDAY CRAFT FAIR GUIDE sponsored by Brown St. Emporium
Lake Country Family Fun's Shop Small Holiday Guide
HOLIDAY SHOPPING GUIDE sponsored by local small businesses listed in guide


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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