7 Weekend Getaways for Digital Nomads Living in Chicago

Digital nomads living in Chicago have the unique advantage of being in a vibrant city with a plethora of activities and amenities. However, the allure of weekend getaways is undeniable, offering a change of scenery and a chance to recharge. Whether you're looking for popular destinations or hidden gems, the area surrounding Chicago is rich with diverse options for short trips. Here are seven fun weekend getaways that cater to a variety of interests, from bustling cityscapes to serene nature retreats.

Lake Geneva, Wisconsin

Lake Geneva is a classic Midwest getaway, offering a picturesque lakeside retreat with a variety of outdoor activities. Visitors can enjoy boating, fishing, and swimming in the summer, or cozy up in a lakeside cabin during the cooler months. The town is also known for its charming main street, filled with boutique shops, galleries, and restaurants. For those interested in architecture, don't miss the historic estates that line the lake's shore, which can be viewed by taking a scenic boat tour.

How to Get There: The best way to reach Lake Geneva from Chicago is by car, which takes about 1.5 to 2 hours depending on traffic.

Travel Tip: Make sure to take the Lake Shore Path, a 21-mile walk that offers stunning views and a glimpse into the grandeur of the lakeside mansions.

Where to Stay: The Grand Geneva Resort & Spa offers luxury accommodations and amenities, including a well-regarded golf course and a relaxing spa.

Where to Eat: Sopra Bistro provides an intimate dining experience with a menu that blends American and Italian cuisine, perfect for a sophisticated evening out.

Starved Rock State Park, Illinois

For those who love nature and hiking, Starved Rock State Park is an ideal destination. With its impressive canyons, waterfalls, and river views, the park offers a variety of trails for all skill levels. It's a great place to witness the changing seasons, whether it's the lush greenery of spring, the vibrant colors of fall, or the icy beauty of winter. The park also offers opportunities for fishing, boating, and bird watching.

How to Get There: Starved Rock is about a 2-hour drive from Chicago, making it an easy destination for a weekend escape.

Travel Tip: Visit during the week or arrive early on weekends to avoid the crowds, especially during peak seasons.

Where to Stay: Starved Rock Lodge offers comfortable accommodations right in the heart of the park, complete with a rustic atmosphere and a stone fireplace.

Where to Eat: The Lodge's own restaurant provides a variety of dishes with a view of the park, perfect for refueling after a day of exploration.

Saugatuck, Michigan

Saugatuck is a small, artsy town nestled on the shores of Lake Michigan, known for its beautiful beaches and vibrant arts scene. It's a popular summer destination for Chicagoans looking to enjoy the sand dunes, art galleries, and the laid-back atmosphere. The town also hosts various festivals throughout the year, celebrating everything from music to local cuisine.

How to Get There: Saugatuck is approximately a 2.5-hour drive from Chicago, making it a manageable road trip for a weekend getaway.

Travel Tip: Don't miss the opportunity to take a ride on the Saugatuck Chain Ferry, the only hand-cranked chain ferry of its kind in the United States.

Where to Stay: The Belvedere Inn & Restaurant offers a charming and elegant stay, with some rooms featuring views of the surrounding gardens.

Where to Eat: The Southerner offers mouthwatering Southern comfort food with a view of the Kalamazoo River.

Galena, Illinois

Galena is a historic town that seems frozen in time, with well-preserved 19th-century buildings and a quaint Main Street filled with antique shops and local eateries. It's a great place for history buffs and those looking to unwind in a small-town atmosphere. Outdoor enthusiasts will also enjoy the nearby hiking trails and winter sports opportunities.

How to Get There: A car ride to Galena from Chicago takes around 3 hours, traveling through scenic byways and rolling hills.

Travel Tip: Be sure to visit the Ulysses S. Grant Home, a state historic site and the former home of the 18th U.S. president.

Where to Stay: The DeSoto House Hotel, Illinois' oldest operating hotel, offers historic charm right on Main Street.

Where to Eat: Fried Green Tomatoes serves up hearty Italian fare in a cozy, historic setting.

Kettle Moraine State Forest, Wisconsin

For a truly off-the-beaten-path experience, Kettle Moraine State Forest in Wisconsin offers a diverse landscape formed by glaciers, featuring rolling hills, deep kettles, and serene lakes. It's a paradise for hikers, mountain bikers, and nature lovers. The forest is divided into northern and southern units, each with its own unique trails and points of interest.

How to Get There: The drive to Kettle Moraine's southern unit from Chicago takes about 2 hours, while the northern unit is roughly a 3-hour drive.

Travel Tip: Check out the observation tower at Lapham Peak for panoramic views of the forest and surrounding countryside.

Where to Stay: The nearby town of Delafield offers quaint bed and breakfast options like the Delafield Hotel, which combines comfort with luxury.

Where to Eat: The Lumber Inn in Delafield has a homestyle menu that's perfect for a hearty breakfast or brunch before hitting the trails.

Bishop Hill, Illinois

Bishop Hill is a small, historic village that offers a glimpse into the past with its well-preserved Swedish-American heritage. The village was founded in the 19th century by Swedish immigrants and today is a living history museum with original buildings, craft shops, and art galleries. It's a quiet, unique destination for those interested in history, culture, and artisan crafts.

How to Get There: Bishop Hill is approximately a 2.5-hour drive from Chicago, making it a feasible weekend destination.

Travel Tip: Plan your visit during one of the town's traditional Swedish festivals for an authentic cultural experience.

Where to Stay: The Twinflower Inn offers a cozy bed and breakfast experience in the heart of the historic village.

Where to Eat: The Bishop Hill Bakery & Eatery is known for its delicious homemade pies and traditional Swedish dishes.

Volo Bog State Natural Area, Illinois

Volo Bog State Natural Area is Illinois' only quaking bog with an open water center and is a hidden gem for nature enthusiasts. The area offers a unique ecosystem to explore, with boardwalk trails that allow visitors to walk directly over the bog without disturbing the sensitive environment. It's a great spot for birdwatching, photography, and enjoying the tranquility of nature.

How to Get There: Located about an hour's drive from Chicago, Volo Bog is easily accessible for a day trip or a quiet weekend away.

Travel Tip: Visit the interpretive center to learn more about the bog's formation and the diverse plant and animal life that it supports.

Where to Stay: Nearby, the Hampton Inn McHenry offers comfortable accommodations with modern amenities.

Where to Eat: The Rusty Nail Saloon in Ringwood is a local favorite for casual dining and a friendly atmosphere.