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Wisconsin Day Trips
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items Day Trips around Wisconsin. From festivals to activities. Sight seeing stops to coffee shops. These day trips are all within driving distance to and from Madison, Wisconsin all year round.
Sections
6
Madison to Cranberry Fest
Beaver Dam Peony Fest
Fun Fall Girls Day Trip
Devil’s Lake Day Trip Guide
Heading to Sheboygan Falls
Cedarburg Strawberry Fest
Madison to Cranberry Fest
Make this Wisconsin Day Trip in September. Wander through cranberry country, browse the local vendors, grab some cranberry treats, and soak up all the classic small-town fall vibes at CranFest.
About 45 minutes from Madison in Wisconsin Dells you will find the best coffee shop WI has to offer. Home made syrups, giant belgium waffles, and fresh baked pastries. Their salted carmel latte is my personal favorite. I cant drive past the Dells wit...
Bella Goose Coffee
I always get a carmel syrup when I stop at Bella Goose. Making my own lattes at home with these sryups are a game changer. Once you have it you will never go back to store bought again.
SYRUPS — Bella Goose
Spend the day in Warrens for CranFest, one of the state’s most beloved fall festivals, with cranberry bogs, local food, craft vendors, live entertainment, and all things cranberry. Find handmade gifts, cranberry candles, and all natural local cranber...
Cranfest
Perfect fall tote bag to for walking around Cranfest. Roomy and light to hold all your Cranfest finds, water bottles, snacks, and any tressures you find.
The Original Boat and Tote
Pick up a bag of fresh Wisconsin cranberries to bring a little taste of CranFest home. Perfect for homemade cranberry sauce, muffins, cocktails, or fall baking. I love my local cranberry farmers!
Fresh Cranberries
The cutest cozy fall festival staple. These honey-brown corduroy overalls are perfect for a day at CranFest. Pair with a cream sweater and boots for a perfect Cranberry Farmer look.
Cattail Corduroy Wide Leg Overall
Beaver Dam Peony Fest
Everything to make Peony Festival the best early summer day trip from Madison. From what to wear to where you go. This trip is well worth your summer bucket list.
The perfect pretty-but-effortless outfit for a day surrounded by peonies. Pair with sandals or cute neutral sneakers and a woven tote.
Petal & Pup Therese Floral Puff Sleeve Midi Dress (Women)
Bring a cute woven tote for your phone, sunglasses, sunscreen and anything you pick up at the festival. Plus it makes the perfect spring flower-festival accessory.
Straw Tote Bags | Raffia & Woven Designs
The place to be during Peony Fest. Plenty of photo ops, bouquetes, and rows of peonys. This farm is clean and beautiful, and the heart of peony fest.
Ovans Peony Farm
Browse the Art Market in the beautiful Beaver Dam down town. Local honey, beautiful glass work, homemade natural soaps. I have to stop at every vendor because they are all just that good!
The Art Market at the 2025 WI Art's & Peony Festival
Fun Fall Girls Day Trip
My favorite fall October day trip to take with a friend. A full day of fall stops, good food, cute little shops, and making the kind of memories that make you want to do it every year.
I love my brown puffer vest for fall days. I wear a heavy cream sweater on cold days or light long sleeves for warmer fall days. The vest makes it feel like a true fall adventure.
Orolay Women's Cropped Puffer Down Vest
My go to comfy shoe to walk all day in. Styles perfectly and adds to every day trip outfit.
Women's Beige Running Shoes
Start the day with a cozy coffee and something sweet before heading north for a full day of fall exploring.
Beans n Cream Coffee
After coffee we walk Wisconsins Mackenzie Center. Lots of fall hiking paths, lined with colorful trees. Walk their small zoo with native Wisconsin animals in rehabilitation. A fox, wolf, deer, an owl, a hawk, and so much more. Keep the hike easy or t...
MacKenzie Center
Just minutes from Mackenzie Center you will find an amazing little pumpkin patch. The perfect stop with the girls on your fall adventure day. I love the photo ops, the fall crafty finds, and activties here. Everything is well priced and there is a lo...
Creek Bed Farmacy
The final stop on our fall adventure day is stopping to get fresh picked apples, apple cider donuts, and home made no added sugar apple sause from Lapaceks Orchard.
Lapacek's Orchard
I can not stress enough getting apple cider donuts from your fall adventure day. Bonus points if you get them fresh from your fall adventure day.
Baked Apple Cider Donuts
Devil’s Lake Day Trip Guide
Everything you need for the perfect Devil’s Lake day trip in Wisconsin—from what to wear and what to pack to the best hiking trails, scenic overlooks, picnic spots, and places to explore around the lake. A Madison to Devils Lake adventure guide for h...
Don't pack high processed foods for lunch. Stop at Ski-Hi Fruit Farm to pick up some snacks, fruit, veggies, cheese, and meat. I keep them in a cooler and bring them out for a cute charcuterie style lunch with my friends after we are done hiking.
Ski-Hi Fruit Farm
I love Devils Lake State Park in the summer. From easy to challenging hiking trails, hammock spots, swimming, and paddleboarding. My friends and I spend all day here in the crystal clear water.
Devil's Lake State Park
The most memorable hike of the day is traveling up to balanced rock. Take pictures of the view and the rolling valleys of Wisconsin. This hike is a little challenging and steep but is managable for most park goers and well worth it.
Balanced Rock Trl
After hiking in the morning I bring out my person favorite paddleboard to paddle on Devils Lake. Super light and compact, easy to inflate, and comes with every accessory you need.
Feath-R-Lite（lightweight）
The best water bottle on my Devils Lake hikes. Collapses as you drink, light, and holds 2L of water. Easy to pack or clip into any back pack.
Seeker™ 2 L Water Bag
Heading to Sheboygan Falls
From Madison, take an 1.5 hour trip to the beautiful coast of Lake Michigan in Sheboygan Falls. This trip fits in a full day of adventure, nature, and good food. Its like a mini vacation in one day. I love taking this day trip in late spring, summer,...
This is my go to cooler for this day trip. It is perfect to fit all my snacks for me and my friends. Everything stays cool for the entire day.
Colombia Cooler
Your first stop for the day is going to be here! bring a book or your journal and settle into this perfect little coffee shop. Amazing coffee, amazing baked goods, amazing vibes.
The Greenhouse
My day is spent right here. It feels like I am on the ocean with the white sand dunes, blue water, and boardwalks. Hike, swim, picnic it can all happen here. I love walking the beach, paddle boarding, and hiking the state park all day long.
Kohler-Andrae State Park
Eat dessert first at South Pier Parlor. Such a cute vintage shop right on the river. It truly feels like a step back in time on a coastal city.
South Pier Parlor
I always leave enough time to eat here. Such good food and a really elegant experience to end an amazing day.
The Blind Horse
Cedarburg Strawberry Fest
A perfect summer day in Cedarburg, Wisconsin — start with a cute coffee stop, spend the morning eating your way through Strawberry Fest, browse the local shops and vendors, pick up a few special finds, then end the day with a pretty dinner and desser...
If you want to try everything strawberry and have a full day of adventure then strawberry fest is the place to go. End of June you can find cedarburgs strawberry fest and 100+ craft vendors, food, and activities.
Strawberry Festival Cedarburg, WI Trip
Start your Strawberry Fest day with a coffee before heading into the crowds. Cedarburg Coffee Roastery is right in the historic downtown area, so you can grab your drink and start walking toward the festival.
Cedarburg Coffee Roastery
They pile on the strawberries for their strawberry shortcake. Easily my favorite item to get while I walk the streets.
Strawberry Fest Strawberry Shortcake
For lunch have a Strawberry brat. A savory brat with a sweet flavor of strawberry jam. You have to try this odd but delcious combo.
Strawberry Brat
Buy some cute handmade strawberry pottery. You can find vendors all over making their own strawberry themed pottery.
Strawberry Ceramic Cup
Make sure you wear your best cute walking shoes. There is lots to see and lots of ground to cover for the whole day.
Cute Walking Shoes