Greater Madison is a beloved destination for discovering holiday magic, and there are plenty of small towns that showcase local charm through festive events. If you’re searching for a classic seasonal experience complete with carolers, carriage rides, parade floats—and maybe even a visit with Santa—look no further than these holiday happenings.

#1 :: 6 Don’t-Miss Seasonal Celebrations

Fort Atkinson's Annual Lighted Holiday Parade
On November 10, don’t miss this classic holiday parade in Fort Atkinson. See brightly lit, themed floats and Santa’s horse-drawn carriage glide along city streets. Then, go warm up at the United Way Chili Cook-Off, where you’ll score a picture with Santa himself—along with Mrs. Claus.

#2 :: 6 Don’t-Miss Seasonal Celebrations

Spring Green Country Christmas
It’s no surprise that Spring Green holds a holiday celebration that spotlights the arts. But, you may be surprised to learn that it includes a cookie walk and craft show, the fourth annual Winter Wine Walk, fireworks, a Winter Art Market, live concerts, and more.

#3 :: 6 Don’t-Miss Seasonal Celebrations

Holiday Open House & Small Business Saturday
Our community loves to shop local, and the Holiday Open House & Small Business Saturday event in Middleton is a chance to do just that! On November 24, downtown businesses will offer specials along with samples of hot drinks and appetizers, while horse-drawn carriages stand ready to take you around. Mark your calendar and cross those gifts off your list!

#4 :: 6 Don’t-Miss Seasonal Celebrations

Cambridge Classic Christmas
Cambridge, only a half-hour from Madison, will host an old-fashioned Christmas celebration on November 30–December 2. This three-day event features activities throughout the village, kicked off with a tree lighting ceremony on Friday night. Catch the horse-drawn hayrides, Holiday Lights Display at Lake Ripley Park and, of course, Santa!

#5 :: 6 Don’t-Miss Seasonal Celebrations

Victorian Holiday Weekend
Stoughton is known for its Norwegian roots, but on November 30–December 2, the city will resemble Victorian England. During this holly-jolly weekend, enjoy horse-drawn carriage rides, live demonstrations at retail destinations like wood-carving and cookie-making, carolers strolling the streets and A Christmas Carol ballet performance. It’s a festival fit for Dickens.

#6 :: 6 Don’t-Miss Seasonal Celebrations

Hometown Holidays
Make holiday memories in Verona this December 7–9! See the tree lighting on Friday evening and warm up afterward with a chili dinner. Santa is available for breakfast on Saturday morning, followed by an ice sculpture demonstration and plenty of other events and activities to put you in the holiday spirit!