Day Tripping

This series features guides taking you on day trips from Chicago

SAUGATUCK, MICHIGAN

Saugatuck Day Two

Day one of your Saugatuck trip focused on enjoying locally farmed cider and exploring the bustling town by water. On day two, you’ll explore by sand and indulge in some culinary delights by local chefs and distillers.

01 Saugatuck Dune Rides
02 The Southerner
03 Coppercraft Distillery Tasting Room
SAUGATUCK, MICHIGAN

Saugatuck Day One

Drive south along Lake Michigan and you’re sure to pass through dozens of cute beach towns. But about 145 miles around the lake from Chicago, you’ll find one of the most charming and unique coastal towns in Michigan called Saugatuck. Known as a haven for artists and the LGBTQ+ community, you will spend two days exploring the impressive arts and culinary scenes as well as the natural treasures of Saugatuck, learning why thousands of vacationers flock to the area each year.

01 Virtue Cider
02 The Butler
03 The Star of Saugatuck
MILWAUKEE, WI

Milwaukee Weekend Getaway

It’s time for a change of scenery, so for two days this weekend, we’re heading north to Milwaukee — a mini Chicago, as some refer to it. The vibrant Wisconsin city on the west coast of Lake Michigan is a quick 1.5-hour drive from Chicago. You’ll know you’ve arrived when you’re in view of dozens of steeples scattered about and expressway ramps crisscrossing everywhere you look. The backbone of this excursion is an art museum with otherworldly architecture, a garden conservatory in futuristic domes, a bar in the back of a TV repair shop, and even more good food and drink interspersed throughout.

01 Interval
02 Milwaukee Art Museum
03 Mitchell Park Horticultural Conservatory
04 Don's TV & Repair
05 Likewise
06 Allie Boy's
07 Fischberger's Variety
08 Nonfiction Natural Wines
KEWASKUM, WI

Pedal to the Kettle

About 18,000 years ago, Illinois and Wisconsin were covered under a big sheet of glacial ice.  Eventually, these massive glaciers began to retreat, but not before leaving behind fields of rock and debris, otherwise known as moraines.  For this guide, you'll take a road trip to see this geological formation, which extends over 120 miles across Wisconsin. You'll make a 2.5-hour drive into Kettle Moraine State Forest, where you'll camp, hike tall ridges, and fish out on the water.

01 Wind Point Light House
02 Kettle Moraine Scenic Drive
03 Long Lake
04 Mount Dundee
05 Parnell Tower
RINGWOOD, IL

Hike Ancient Glacial Formations

Imagine Chicago with mountains in the distance. Nobody would ever leave. While we don't have mountains, there are still places to hike to get some elevation. For this guide, you'll head about 1.5 hours outside the city where you'll hike through 3,400 acres of bogs, wetlands, and up large, ancient land formations called kames.

01 Trail Head
02 Camelback Kame
03 Keystone Road Landing
GALENA, IL

Galena, IL

This guide has you hitting the road for a weekend trip out of the city. You'll visit Galena, IL, about a three-hour drive from Chicago and on the border between Illinois and Iowa. This is the opposite of the hustle and bustle of Chicago — it’s a small town situated amongst rolling hills, and its big draw is a picturesque main street full of small boutiques and restaurants.

01 Desoto House Hotel
02 Dowling House
03 Durty Gurt's
04 Great American Popcorn Co.
05 Ulysses S. Grant's Home
06 Root Beer Revelry
LAKE FOREST, IL

On the Train to Nature

Access to nature can sometimes feel inaccessible if you don't have a car. But for this guide, the Metra is all you need. You'll take the UP-N line to the North Shore where you'll walk through a field of wild flowers on a former military base turned nature preserve. The hike ends on a bluff overlooking Lake Michigan. After, you'll hop back on the Metra and take it one stop where you'll explore a charming downtown and grab a quick bite at a hot dog and sandwich shop. It ends at an old-school ice cream and candy shop for desert.

01 Fort Sheridan Nature Preserve
02 Left Bank
03 Sweets
NEW BUFFALO, MICHIGAN

Weekend in New Buffalo

We've got a short trip planned to Southwest Michigan for a quick weekend getaway. You'll layout on dunes along Lake Michigan's coast, drink whiskey while putting on a 30,000-square-foot putting green, get some hiking in, and explore shops along a country highway.

01 The Neighborhood Hotel (Grand Beach)
02 New Buffalo Beach
03 Journeyman Distillery
04 Alapash Mercantile
05 Warren Dunes State Park
06 Whistle Stop Grocery
LONG GROVE, IL

A Suburban Day Trip

This guide has us venturing out into the deep dark abyss, a terrifying hellscape for 20-somethings living in the city. That's right, we're headed to the Chicago suburbs. While it gets a bad rap, we've got a day trip planned that might have you feeling different by the end of it. You'll make your way to Long Grove, IL, about a 40 minute drive northwest of Chicago. It's home to a small downtown with rural farming charm. You'll walk through cobblestone sidewalks, munch on apple cider donuts, rummage through antiques, and have a beer in the woods.

01 Long Grove Coffee Co.
02 Epilogue Arts
03 Corked Wine Bar
04 Joanie's Pizzeria
05 Covered Bridge Creamery
06 Buffalo Creek Brewing
07 Long Grove Confectionary Co.
MADISON, WI

500 Foot Bluffs and a Hillside Winery

We're hitting the road for a weekend trip to Wisconsin. It starts with a 2.5-hour drive to Madison, Wisconsin, our home base for the weekend. After getting settled, the next part of the trip takes us less than an hour away for some serious hiking up a 500-foot bluff. After a day of climbing boulders and hiking through woods, we reward ourselves with cheese and a bottle of wine on the hillside of a nearby vineyard.

01 Madison, WI
02 Devil's Lake State Park
03 Wollersheim Winery and Distillery
SAWYER, MICHIGAN

Pick Apples and Hike Monstrous Dunes

Pack the car because you're going on a day trip to Southwest Michigan. It's close to a 2-hour drive, and if you're going during the right time of year, you'll start at a pick-your-own peach/grape/apple orchard on a hillside farm. Afterward, you'll head to a park covering nearly 2,000 acres and 6 miles of sandy trails that go up and over steep sand dunes. The day ends at small downtown in one of the many communities dotting Lake Michigan's coastline.

01 The Shafer Farm
02 Warren Dunes State Park
03 Greenbush Brewing
LOCKPORT, IL

A Lunch Course Followed By A Golf Course

Put on a comfy pair of walking shoes and bring your appetite because you're venturing out on a day trip to Lockport, Illinois. You'll start the day with some vegan eats and then head to the #5 ranked disc golf course in the world. It's set in the woods between steep dolomite cliffs and ancient ravines. Here are the details.

01 The Vegan Cafe
02 Dellwood Disc Golf
03 Canyons Disc Golf
BROOKFIELD, IL

That Other Zoo

We're headed about 45 minutes from Chicago to visit that other nationally recognized zoo in the Greater Chicago area. This is a particularly good guide for those days where you want to spend the afternoon out of the city, but don't want to make too much of a hassle out of it. Here are the highlights:

01 Union Station
02 Brookfield Zoo
ZION, IL

Lakefront Camping

For this guide we’re off to Illinois State Beach Park where we’ll be camping right off the coast of Lake Michigan. Here are the highlights in this guide.

01 The Campsite
02 Piggly Wiggly
03 Illinois Beach Nature Reserve
GENEVA, IL

Geneva, IL

We're headed on an adventure to small town America just 40 miles west of Chicago. On this guide we're hopping on the Metra to Geneva, IL and starting the day off with breakfast brought to you by a world-renowned pastry chef, then we make our way through a massive row of boutique stores and antique shops. That's followed by a stroll through a Japanese garden and we end the day at a local brewery. Here are the highlights.

01 All Chocolate Kitchen
02 3rd Street
03 Fabyan Forest Preserve
04 Penrose Brewing Company
BEVERLY

Where Should We Mead Up?

A while back we took advantage of the Metra train's $8 all-you-can ride weekend pass and visited a forest preserve on Chicago's far North side. We're following that up with another trip, but this time we're taking the Metra the opposite way to drink mead, wine, and beer on this drinking tour.

01 Wild Blossom Meadery
02 Hailstorm Brewing Co.
03 Soundgrowler Brewing
INDIANA

The Big Bad Dunes

For this guide, we're headed about an hour away and crossing over to Indiana where we we'll be hiking through sand dunes and some of the most beautiful trails you'll find near Chicago. Right along the Southern tip of Lake Michigan is the Indiana Dunes State Park and surrounding it is the Indiana Dunes National Park. We'll be checking out a bit of both for this guide. Let's get started with the highlights.

01 Dune Park Station
02 Mount Jackson
03 Beach House Blowout
04 Walk-in Campsites
OGLESBY, IL

A Short Day Trip To Canyons, Waterfalls, and Crawfish

For this guide we’re heading 1.5 hours out of Chicago for an easy day trip exploring  canyons, waterfalls, and indulging in cajun cuisine. Here are the highlights in this guide.

01 Cajun Connection
02 Starved Rock State Park
03 Downtown Utica
MICHIGAN

A Michigan Road Trip: Part II

Welcome to Part II of our Michigan Road Trip guide. Last week we stopped by Saugatuck, Michigan for some boating, hiking, and beach time. For Part II, we're headed about 25 minutes north of Saugatuck to Holland, Michigan where we'll be combining loads of eating with some outdoor escapades. Here are the highlights.

01 Downtown Holland
02 Holland State Park
03 Mount Pisgah
MICHIGAN

A Michigan Road Trip: Part I

We're hitting the road with this guide and heading east to visit our neighbors and friends in Michigan. There are a number of summer vacation towns along Lake Michigan, and we're highlighting a few that make for an action packed weekend trip. In fact, we were so productive that we're splitting this guide up into two parts. For this week's guide we're taking you to Saugatuck where we'll be doing a bit of boating, swimming, hiking, and eating.   Here are the highlights of the Saugatuck guide.

01 Retro Boat Rentals
02 Downtown Saugatuck
MILWAUKEE, WI

A Milwaukee Weekender

For this week’s guide, we’re taking you on an overnight trip to that other big city on Lake Michigan. I’m talking about Milwaukee, which is a real easy 1.5 hour Amtrak ride from Chicago’s Union Station. We met up with a local who served as our tour guide, and provided us with a action-packed 24+ hours in Milwaukee. Here are the details.

01 Great Lakes Distillery
02 Lost Valley Cider Co.
03 Indulgence Chocolatiers
04 Riverwalk
05 Milwaukee Ale House
06 Victoria's On Potter
07 Boone and Crockett
08 Milwaukee Public Market
09 Bublr Bike
Map
Day Tripping