This article was last updated in the winter of 2019. The contents of this article were checked for accuracy when it was published, though it is likely that some of the information has changed. We recommend you call first if you have specific questions for the destinations and businesses that appear in the article. As always, find the latest events and activities on our Event Calendar.

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!