Fall in love with DOWNTOWN BARABOO
Fall in love with downtown Baraboo, Wisconsin’s best destination for your fall getaway. As the leaves turn to brilliant shades of crimson and gold, this Midwest town offers fun fall events, local shopping, and delicious food. Located about 40 miles north of Madison and 7 miles south of Wisconsin Dells, Baraboo has natural beauty, small-town charm, and unique locally owned businesses.
Why Visit Baraboo This Fall?
There’s something great about visiting Baraboo in the fall. The crisp air, beautiful historic downtown buildings, fall specialty drinks at local coffee shops, and the energy of fall events like Witches Night Out and Fall Fair on the Square all make the season feel cozy and special.
Whether you’re looking for a romantic weekend, a girls’ getaway with friends, or a fun day with family, our downtown has what you need.
Unique Shopping Experiences
Over 40 locally owned stores surround our courthouse square. You’ll discover unique gifts, handcrafted goods, and locally sourced items you won’t find anywhere else. From antiques to apparel, books to home decor, our stores showcase the creativity of local business owners. Take time browsing storefronts, talking with shop owners, and discovering treasures to take home.
Hunt for Unique Finds at Our Antique & Resale Shops
Fall is the perfect time to explore Baraboo’s antique and resale shops. You’ll find vintage treasures, one-of-a-kind furniture, collectibles, and unique home decor pieces that tell a story. Whether you’re an experienced collector or just looking for something special, Oak Street Antiques, Spin Shack, and Eye of the Beholder offer curated selections that you won’t find in chain stores. Take your time browsing. Fall in love with unexpected finds.
Baraboo’s specialty shops offer even more reasons to explore. Browse the unique vintage estate jewelry at The Jeweler’s Edge. Find gently used instruments and other music-related items at Baraboo Music. And if you’re a sewing enthusiast, Ardyth’s Sew-n-Vac Shoppe offers quality sewing supplies and expertise, including work and advice from the lovely Maday with Free Spirit Designs by Maday. Find new, used, vintage, and rare books at The Village Booksmith or find your next favorite outfit for a great price at Recylced Sally’s. Each shop has its own story for you to discover.
Fall Events Worth Planning Around
Downtown Baraboo is a treasure to explore no matter what day you visit, but we do have a few special event days that might add even more fun to your fall getaway.
FALL FAIR ON THE SQUARE
BARABOO NIGHT MARKET
FALL ART TOUR
SATURDAY, OCTOBER 10
9AM – 4PM
Join us in downtown Baraboo on October 9 from 9AM to 4PM for a full day of autumn‑inspired fun. The streets will be alive with live music, local food, artisans, family activities, and nonstop entertainment surrounded by the colors and charm of fall.
When the fair winds down at 4PM, the fall festivities continue with more than 40 local shops, restaurants, cafés, and bars ready to welcome you. Shop local, dine local, sip local, and make it a full fall getaway in Baraboo.
FRIDAY, SEPTEMBER 18
5PM–9 PM
Hosted by Baraboo Young Professionals, Baraboo Night Market is an open-air market featuring live music, food trucks, local beer, and vendors in downtown Baraboo.
Join us in downtown Baraboo on Friday, September 22nd, from 5-9pm for music, shopping some great local vendors, sipping, and eating.
OCTOBER 16, 17, 18
Go beyond the gallery and into the studios of over 65 of Wisconsin’s best known artisans during this three day art tour in the beautiful rolling hills of Southwest Wisconsin.
During the Fall Art Tour artists open their studios, allowing visitors a unique, behind-the-scenes view. Watch painters bring life to an empty canvas and potters transform a piece of clay right before your eyes. Meet with jewelers, sculptors, woodworkers, photographers, and many other artists to learn more about their incredible work.
No two studios are alike, nor are breathtaking views you’ll find as you meander through the gorgeous driftless region.
WITCHES’ NIGHT OUT
THURSDAY, OCTOBER 22 5PM – 8PM
Wander around the charming courthouse square in downtown Baraboo, where local shops extend their hours to offer exclusive deals and one-of-a-kind treasures.
The magic doesn’t stop at shopping—wander through the streets and into businesses to encounter mystical performers, live entertainment, and themed displays that add enchantment to the night. Participate in spell-casting activities, tarot card readings, and potion-making that promise an unforgettable experience.
Coffee, Treats, & Cozy Beginnings
Start your fall getaway with a warm cup of coffee. Downtown Baraboo has three wonderful coffee shops to choose from. Stay for the weekend and visit each one to discover their unique vibes and menus.
- Powerline Coffee Company serves locally roasted beans and crafted drinks.
- PRESS Coffeehouse offers a cozy and modern atmosphere, with delicious drinks, smoothie bowls, and more.
- Coffee Bean Connection serves traditional coffee and comfort, with ample seating when fall mornings get busy downtown.
Want something sweet? Neat-O’s Bake Shoppe serves fresh pastries and baked goods made in-house. Sweets on Third is perfect for ice cream or candy on a brisk fall afternoon when your kids (and you!) need a short break from the shopping.
Delicious Dining Experiences
Downtown Baraboo’s restaurants offer quality ingredients, local flair, and good food. Head here to check out all of the dining options, which include family-friendly diners, wineries, a burger restaurant, and more.
Cozy Lodging Options for your Weekend Fall Getaway in Baraboo
Your fall getaway starts with finding the right place to stay so you don’t have to rush to fit everything into one day. Baraboo offers a variety of lodging options for every style and budget. Click on a photo below to learn more about each lodging option. Baraboo has everything from campgrounds to historic bed & breakfasts to modern hotel facilities.
The Perfect Mix for Every Kind of Getaway
Downtown Baraboo offers something for everyone:
- For Couples: Cozy bed & breakfasts, romantic dinners, downtown streets for walks, and intimate coffee shops for quiet time.
- For Friends: Unique shopping, cocktail lounges, welcoming cafes for conversation, and group-friendly events.
- For Solo Travelers: Independent bookshops, wellness services, scenic views, and streets perfect for exploring.
- For Families: Kid-friendly dining, outdoor activities, approachable events, and safe downtown streets.
Rediscover Your Fall Getaway in Downtown Baraboo
Fall in love with downtown Baraboo this fall. Rediscover what a real getaway feels like. Reconnect with the people who matter most. Support local businesses that embody the spirit of small-town Wisconsin.
Our community is excited to share our downtown with you. Over 40 locally owned stores with great dining, cozy accommodations, beautiful scenery, and genuine hospitality. The perfect mix for a weekend getaway in Baraboo, Wisconsin.
