The holiday season is such a busy time of the year! If your calendar is packed with holiday parties, performances and shopping, you deserve a break โ and something sweet!ย
Treat the family to an indulgent holiday dessert at these local spots right here in Chicagoland. From Christmas doughnuts and festive coffee flights to hot chocolates and milkshakes topped with delicious seasonal treats, thereโs no better time to indulge your sweet tooth than during the holiday season.
Best Christmas and Holiday Desserts in Chicagoland
Santa Brownie Sundae at Andyโs Frozen Custard
- Address: Locations throughout Chicagoland
Loaded with brownies, hot fudge and candy cane pieces, the Santa Brownie Sundae is a festive twist on Andyโs classic frozen custard sundaes. You also can enjoy the treat as one of their signature Jackhammers, which is vanilla frozen custard blended with candy cane and brownies, then filled down the center with hot fudge.ย
Not a big fan of chocolate? Andyโs is serving up creamy eggnog shakes this season!ย
Festive Hotter Chocolate at BomboBar
- Address: 832 W. Randolph St., Chicago
The walk-up window at BomboBar is known for its over-the-top Hotter Chocolate. This holiday season, you can go traditional with rich hot cocoa topped with whipped cream and chocolate shavings, or go all out with the Sโmore Hotter Chocolate โ cocoa topped with marshmallow fluff, chocolate drizzle and a graham cracker biscotti. Grown-ups can spike their warm bevys with Jameson or Baileys.ย
Winter Wonderland Shake at JoJoโs Shake Bar
Any Chicagoan with a sweet tooth knows that JoJoโs is the go-to spot for an over-the-top dessert any time of year. The next time youโre in the mood for a milkshake, get into the holiday spirit with JoJoโs Winter Wonderland Biggie shake. The supersized milkshake is topped with red and green sprinkles, a sugar cookie and a snowman made out of doughnut holes!ย
New this year is the Frozen Polar Espresso Martini for grown ups. JoJoโs is also serving up Peppermint Party Hot Chocolate in addition to its four other hot chocolate offerings. Grown-ups can spike their drinks with Baileys or Jameson.ย
Winter Sleigh Ride Flight at October Cafe
- Address: 6046 N. Avondale Ave., Chicago
October Cafe is a year-round fall-themed coffee spot where you can always find fall coffee flights, pumpkin-flavored everything and cute fall decor. This holiday season, the Norwood Park cafe is offering a Winter Sleigh Ride Flight so you can try small pours of all four of its winter coffee specials!ย
The four flavors are a pumpkin spice and salted caramel latte; peppermint and white chocolate cocoa; matcha tea latte with simple syrup; and chocolate chip mocha latte. Each flight is offered caffeinated or decaf, hot or iced, and with your choice of milk, so itโs completely customizable to your familyโs tastes and dietary restrictions.ย
Holiday Donuts at Stanโs Donuts
- Address: Locations throughout Chicagolandย
Chicago has loved Stanโs Donuts since the first Chicagoland location opened nearly a decade ago. Celebrate the season with this yearโs holiday donuts โ Gingerbread Stan, Peppermint Bark Old Fashioned and even a gluten-free gingerbread donut.
You can also pair your favorite specialty donut with one of Stanโs winter drinks: winter cherry vanilla refresher, mint hot chocolate, mint mocha, mint chocolate lightning or frosted cinnamon roll tea (available iced, too.)ย
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