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Looking for some extra holiday fun? Here are some great options from HOLIDAY TEAS, SANTA BRUNCH, and Other Special Events!
Le Chocolat du Bouchard: Celebrate the magic of the season with our Annual Holiday High Tea in the beautiful Upper Level Tea Room. Surrounded by festive décor and holiday cheer, enjoy an elegant afternoon filled with delightful flavors and timeless tradition. Dates available are Dec. 5th & 12th, 12pm-2pm. $65 per person, 127 S. Washington St., call 331.200.3252 for a reservation.
Elements: Join us for a spectacular Santa Brunch. Santa will be taking photos by the Christmas tree! Adults $45, Kids 3-12 $35, Dec. 14th, seatings at 9:30am & 12noon. 123 Water St., 2nd flr., 630.717.2800, call for a reservation.
FREE Pictures with the Grrrrrinch at Two Bostons: Join us at all Two Bostons locations on Saturday, November 8th for a FREE Grinchy picture—snapped right on your phone so you can check it instantly! 
Plus, take home a festive keepsake ornament stamped with your pup’s paw! 103 W. Jefferson Ave.
Sip, Paint & Be Merry – Holiday Pottery Painting: Get ready to unleash your creativity at Tapville’s Holiday Pottery Painting event, hosted in collaboration with Pottery Bayou, conveniently located right next door to Tapville! Nov. 18, 7pm – 9pm. Guests pre-select their pottery of choice—a snowman or Christmas tree. Don’t worry, all pottery is food and drink safe, and you can pick up your finished masterpiece at Pottery Bayou within 2 weeks. Gather your friends for an evening of creativity, color, and holiday magic! Held at Tapville, $65.70 per person, Tickets available here
Meet the Grinch!: Our grinchiest friend returns for what is becoming an annual tradition here at Anderson’s! On December 4th at 6pm!, The Grinch himself will stop by our bookshops and say hello! A $10 ticket gets an entire family in, and includes a photo meet and greet with the grinch! $10 per ticket, Register Here
Cupcakes & Cocktails – Holiday Edition: Tapville Social is pairing cupcakes and cocktails to bring you a unique tasting experience! Dec. 7th at 5pm. Join us for an event where you’ll sample four delicious cupcakes paired perfectly with four hand-crafted signature cocktails. Don’t miss this sweet and spirited pairing event! The ticket cost includes the event, tax, and service charge. Tickets, 216 S. Washington St.
Pictures with Santa Paws: Santa Paws is coming to Two Bostons! Dec. 7, 12pm – 3pm
Bring the whole family to see Santa, snap a festive photo, and kick off the holiday season at The Store for Happy Pets! Pictures are FREE! Our team of Santa’s helpers will use your phone to take the photo, so you’ll have it instantly and can share it right away…or make its way onto a Christmas card. 103 W. Jefferson Ave.
Beers with Santa: 🎅🍻 Ho ho ho—it’s Beers with Santa at Tapville Social! Join us Dec. 12th from 7-9 PM for a festive night of holiday cheer where adults get to sip on a beer with the big man himself! Snap a selfie with Santa and make some merry memories. Reservations are recommended, so book your spot and get ready for a jolly good time! 216 S. Washington St.
Kids Brunch with Santa: 🎅🍳 Bring the little ones to our Kids’ Brunch with Santa at Tapville Social! Enjoy a festive family brunch, Dec. 13th from 10 AM – 1 PM as Santa visits each table to say hello and spread holiday cheer. Capture your own magical photos with Santa—just bring your phone or camera for those keepsake shots! Reservations are encouraged, so book your spot and get ready for a holly jolly morning! 216 S. Washington St.
PUMA Ugly Sweater Fun Run + Walk: Dec. 13, 8:30am – 10am. Join us and PUMA for our annual Ugly Sweater Fun Run and Walk! We’ll run or walk two to three miles along the Downtown Naperville Riverwalk, followed by donuts coffee, an Ugliest Sweater contest, and raffle prizes! All ages and abilities welcomed and encouraged. Starting at Naperville Running Company, 34 W. Jefferson Ave.. Register Here
Tea & Paint with Santa: Dec. 20, 10am – 12pm. Join us this December for a morning of warm tea and a visit from Santa as you paint your choice of charming teacups, saucers, and/or decorative teapots! Only 1 $20 deposit is required per group to reserve a table for tea with Santa. This will go towards your final bill on the day of the event (studio fee + price of pottery you paint). Reserve your Spot! Pottery Bayou, 210 S. Washington St.
Photos with Santa – Dining Experience: Join us on Friday, December 19th from 4:00–7:00 PM for a joyful afternoon filled with festive fun, delicious food, and magical memories. $30 per person includes: – Choice of Entrée – A Winter Wonderland Biggie Shake or Biggie Hot Chocolate – Polaroid Photo with Santa Upgrade your experience with our Ornament Painting Add-On – For $12 per person, paint and personalize your very own holiday ornament to remember your time at JoJo’s Winter Wonderland! Santa will be visiting from 5:00–7:00 PM, so be sure to arrive early and capture the perfect holiday photo with him! Jojo’s shakeBAR, 5 W. Jackson Ave., Reservations
A Tapville Christmas Story Trivia: Get ready for a night of festive fun and friendly competition at Tapville Social’s Christmas Movie Trivia! Dec. 21, 6pm – 8pm. Celebrate the season by testing your knowledge of everyone’s favorite holiday classics — from Elf and Home Alone to The Polar Express and National Lampoon’s Christmas Vacation. Gather your friends, grab a festive cocktail, and see who will reign as the ultimate Christmas movie champion. Guests can enjoy themed drinks, great food, and plenty of laughs as we relive the most iconic moments of the holiday season. Whether you’re a casual fan or a Christmas movie expert, this is the perfect way to get into the spirit. Tapville Social, 216 S. Washington St., Reserve your Spot!
Holiday Paintings at Pinot’s Palette: Make your reservation online by clicking on the painting photo on our online calendar https://www.pinotspalette.com/naperville/events or by calling our studio at 331-457-5440. Show up at your selected time and get ready to Paint, Drink, and Have Fun! So many fun holiday themed paintings to paint. Come and paint and sip with us! 175 W. Jackson Ave.
