Alexander PaulFrom five-star hotels with panoramic lakefront views to rustic lodges tucked away in state parks, each of these spots provides a unique experience designed for lovebirds. Let’s explore the top 20 romantic getaways in and around Chicago.
Top 20 Romantic Getaways In Chicago Illinois
1. Four Seasons Hotel Chicago
The Four Seasons Hotel is an iconic luxury property offering everything you need for a refined couple’s retreat. Situated along the Magnificent Mile, it provides breathtaking views of Lake Michigan and the Chicago skyline. Couples can enjoy intimate dining at the on-site restaurant, a soothing couples’ massage at the spa, or a quiet evening sipping champagne in a private suite. For those seeking an elevated experience, the hotel also arranges private yacht charters along Lake Michigan—perfect for watching the sunset hand in hand. While not exactly one of the hidden romantic getaways in Chicago Illinois, its reputation as a top destination ensures every detail is catered toward romance.
2. Villa D’Citta (Lincoln Park)
For couples looking for an intimate, boutique experience, Villa D’Citta in Lincoln Park is a gem. Styled after an Italian villa, it blends Tuscan charm with modern amenities. Rooms feature whirlpool tubs, fireplaces, and private patios, while the rooftop deck provides a quiet escape in the heart of the city. Couples often rave about the homemade breakfasts, romantic décor, and welcoming atmosphere. With its old-world elegance, Villa D’Citta is a unique urban hideaway perfect for anniversaries, honeymoons, or spontaneous romantic weekends. It’s one of the hidden weekend romantic getaways in Chicago Illinois that feels worlds away while being just minutes from downtown.
3. The Champagne Lodge & Luxury Suites (Willowbrook)
Located just 18 miles from downtown Chicago, The Champagne Lodge is a modern, adults-only escape designed with romance in mind. Each suite features spa-like amenities such as oversized whirlpool tubs, rain showers, fireplaces, and mood lighting. Guests can book romance packages that include rose petals, champagne, strawberries, and gourmet cupcakes, making every stay feel extra special. The secluded atmosphere ensures privacy, allowing couples to focus entirely on each other. For city dwellers seeking hidden weekend romantic getaways in Chicago Illinois, this spot combines convenience with indulgence.
4. Sybaris (Downers Grove)
Sybaris Suites has become legendary for offering couples a unique romantic retreat. Known for its private swimming pools, water slides, whirlpool tubs, and tropical waterfall features inside its luxury suites, it redefines what a romantic escape can be. Each suite is designed to feel like a paradise, providing complete seclusion. Perfect for special celebrations, Sybaris offers packages that enhance the experience with champagne, rose petals, and romantic lighting. While it’s popular, many still consider it among the hidden romantic getaways in Chicago Illinois, as it offers an unexpected tropical vibe right in the suburbs.
5. Starved Rock Lodge & Conference Center (Oglesby)
Located about two hours from Chicago, Starved Rock Lodge is nestled in the heart of Starved Rock State Park. This rustic lodge offers cozy cabins and comfortable rooms where couples can unwind after a day of outdoor adventure. The park itself is famous for its canyons, waterfalls, and scenic hiking trails, making it an ideal choice for couples who love nature. At the lodge, you’ll also find indoor pools, saunas, hot tubs, and special romance packages. Whether you’re sipping wine by the fireplace or exploring frozen waterfalls in winter, this destination is a favorite among hidden weekend romantic getaways in Chicago Illinois.
6. Geneva, IL (Herrington Inn & Spa)
Just an hour away by train, Geneva offers a charming riverside escape at the Herrington Inn & Spa. Rooms feature fireplaces, whirlpool tubs, and balconies overlooking the Fox River. Couples can enjoy spa treatments, stroll along the scenic Riverwalk, and savor wine and cocktails on the outdoor patio. Geneva’s downtown adds to the romance with its boutique shops, fine dining, and historic charm. For couples searching for hidden romantic getaways in Chicago Illinois, Geneva is a peaceful retreat that combines small-town coziness with elegant touches.
7. Naperville, IL
Naperville is a suburban destination that has earned a reputation for being both vibrant and romantic. Its iconic Riverwalk is perfect for hand-in-hand evening strolls, while couples can enjoy a boat ride along the DuPage River. Luxury accommodations like Hotel Arista provide upscale comfort, and the downtown area offers fine dining and wine bars for intimate evenings. For couples who want an easy-to-reach spot with plenty to do, Naperville is one of the hidden weekend romantic getaways in Chicago Illinois that balances activity and relaxation.
8. Evanston, IL
Evanston, located just north of Chicago, blends lakefront beauty with historic charm. Couples can spend the day exploring the Grosse Point Lighthouse, relaxing at Lighthouse Beach, or enjoying a picnic at Merrick Rose Garden. The downtown area is filled with romantic restaurants, boutique shops, and art galleries. Its proximity to Chicago makes it easy for couples to enjoy a quick escape without spending hours on the road. For those seeking understated charm, Evanston deserves a spot on the list of hidden romantic getaways in Chicago Illinois.
9. Galena, IL
Galena is a historic town about three hours from Chicago, and it’s often ranked as one of the most romantic destinations in Illinois. Its 19th-century architecture, boutique shops, and cozy bed-and-breakfasts create a nostalgic, small-town atmosphere. Couples can kayak on the Galena River, explore local wineries, or simply stroll through its picturesque streets. Popular accommodations like Goldmoor Inn and Cloran Mansion offer luxurious suites with fireplaces and whirlpools. This historic town is undoubtedly one of the hidden weekend romantic getaways in Chicago Illinois for couples who appreciate history and charm.
10. Irish Cottage Inn & Suites (Galena)
For couples wanting a cultural twist, the Irish Cottage Inn & Suites in Galena offers a romantic stay with Irish-inspired décor, live music in the pub, and authentic dining experiences. Suites feature spa tubs and cozy furnishings, while the on-site spa offers relaxing couples’ massages. Whether you’re listening to traditional Irish music or enjoying a pint together, this inn combines romance with character. Its uniqueness secures it a place among hidden romantic getaways in Chicago Illinois, especially for couples who enjoy cultural immersion.
11. Shawnee National Forest (Southern Illinois)
Adventure-loving couples will find Shawnee National Forest an unforgettable romantic escape. The area is filled with breathtaking cliffs, dense forests, and scenic trails like the famous Garden of the Gods. Beyond hiking, couples can explore local wineries along the Shawnee Hills Wine Trail or book a cozy cabin in the woods. At night, stargazing under the clear skies adds to the magic. For couples who prefer outdoor adventures over city luxuries, Shawnee National Forest is one of the best hidden weekend romantic getaways in Chicago Illinois, even if it requires a longer drive south.
12. Indiana Dunes National Park
Just a short drive from the city, Indiana Dunes offers a coastal-like escape along Lake Michigan. Couples can spend the day sunbathing, hiking scenic trails, bird-watching, or enjoying a lakeside picnic. In the evening, romantic rentals and boutique inns nearby provide the perfect setting for relaxation. Its close proximity makes it an ideal quick trip for city couples who want the feel of a beach vacation without the airfare. It’s easily one of the hidden romantic getaways in Chicago Illinois for couples craving lakeside serenity.
13. Starved Rock State Park (Outdoors)
While the lodge is romantic, the park itself is an attraction worth highlighting. Known for its waterfalls, canyons, and hiking trails, Starved Rock offers seasonal beauty—from lush summer greenery to snow-covered cliffs in winter. Couples can pack a picnic, explore the trails, or simply enjoy the views together. It’s a versatile destination that blends adventure with romance. Many Chicago couples consider it one of the most rewarding hidden weekend romantic getaways in Chicago Illinois for outdoor exploration.
14. Saugatuck, MI
Known as the “Art Coast of Michigan,” Saugatuck is a small lakeside town filled with charm. Oval Beach, often ranked among the best in the country, is perfect for romantic beach walks. Couples can explore local art galleries, indulge in wine tastings, or take a dune buggy ride for an adventurous twist. Cozy bed-and-breakfasts and luxurious spa hotels provide the ideal overnight stay. Just a few hours from Chicago, it’s one of the hidden romantic getaways in Chicago Illinois that combines art, culture, and lakeside beauty.
15. The Buffalo House (Michiana, MI)
The Buffalo House is a romantic log cabin-style retreat in Michiana, Michigan, offering a cozy yet upscale escape for couples. Featuring a stone fireplace, fire pit, and easy access to Lake Michigan’s beaches, it’s perfect for couples who want seclusion and comfort. The rustic charm combined with modern amenities makes it stand out as a romantic option for weekend escapes. Its unique blend of nature and luxury helps it shine as one of the hidden weekend romantic getaways in Chicago Illinois, despite being across the state line.
16. Mackinac Island, MI
For couples willing to travel farther, Mackinac Island offers a truly magical getaway. Famous for being car-free, the island is best explored by horse-drawn carriages or bicycles. Couples can enjoy sunset cruises, charming bed-and-breakfasts, and breathtaking views of Lake Huron. The island’s slower pace and historic charm make it feel like stepping back in time. For Chicagoans, it represents one of the most enchanting hidden romantic getaways in Chicago Illinois, perfect for long weekends.
17. Door County, WI
Door County in Wisconsin is a peninsula filled with lighthouses, wineries, and waterfront towns. Known for its stunning sunsets and charming bed-and-breakfasts, it provides a romantic escape unlike any other. Couples can enjoy sailing, hiking, or exploring the quaint villages that line the shoreline. With its peaceful atmosphere and natural beauty, it stands out as one of the best hidden weekend romantic getaways in Chicago Illinois within a few hours’ drive.
18. Harbor Country, MI
Harbor Country is a collection of small towns along the Lake Michigan shoreline. Known for its beach cottages, wineries, and breweries, it’s a laid-back yet romantic escape. Couples can enjoy wine tastings, antique shopping, and relaxing evenings by the beach. With its artistic vibe and quiet atmosphere, Harbor Country is perfect for couples looking for hidden romantic getaways in Chicago Illinois with a balance of relaxation and local culture.
19. Deer Path Inn (Lake Forest, IL)
Deer Path Inn is a charming English-style Tudor inn located just an hour from Chicago. It’s perfect for couples who enjoy old-world charm and modern luxury. Highlights include afternoon tea, cozy fireplaces, cocktail classes, and fine dining experiences. The inn’s elegant atmosphere makes it a favorite spot for anniversaries and romantic celebrations. For couples seeking elegance close to home, Deer Path Inn is among the finest hidden weekend romantic getaways in Chicago Illinois.
20. Beiger Mansion (Mishawaka, IN)
Beiger Mansion offers a step back into the Gilded Age with its luxurious décor and historic architecture. Located in Mishawaka, Indiana, this mansion features grand staircases, antique furnishings, and a romantic pool area. Couples can relax in its opulent suites, explore local attractions, or simply enjoy the lavish setting. It’s a hidden treasure for couples looking for romance outside the ordinary, and a strong contender for one of the hidden romantic getaways in Chicago Illinois with a touch of historic grandeur.
Conclusion
From luxury hotels in downtown Chicago to cozy cabins and charming small towns just a short drive away, couples have endless opportunities to escape and reconnect. These 20 destinations are not only beautiful but also offer unique experiences tailored for romance. Whether you’re seeking spa treatments, lakefront views, outdoor adventures, or historic charm, these hidden weekend romantic getaways in Chicago Illinois prove that love can be celebrated in countless ways, just beyond your doorstep.