Chicago is a bustling city full of exciting activities and attractions, but sometimes couples need to escape the hustle and bustle of city life and enjoy some intimate time together. Luckily, there are plenty of romantic getaways near Chicago that offer stunning views, luxurious accommodations, and relaxing activities.

One of the most romantic getaways near Chicago is Lake Geneva, Wisconsin. Just a two-hour drive from the city, Lake Geneva offers picturesque scenery, charming shops and restaurants, and plenty of outdoor activities like hiking, biking, and boating. Couples can stay in cozy bed and breakfasts or luxurious resorts with spa services and fine dining options.

For those who prefer a more urban romantic getaway ideas, Chicago itself offers plenty of romantic activities for couples. From a scenic bike ride along the lakefront to fine dining at acclaimed restaurants, couples can find plenty of ways to reconnect and enjoy each other’s company in the city.

Luxury Romantic Getaways in Chicago

Chicago is known for its luxury accommodations, making it an ideal destination for a romantic getaway. Here are two of the best luxury retreats in the city:

Magnificent Mile Suites

Located in the heart of downtown Chicago, the Magnificent Mile Suites offer luxurious accommodations with stunning views of the city. Each suite features a separate living area, a fully equipped kitchen, and a private balcony overlooking the Magnificent Mile. Guests can enjoy the on-site fitness center, indoor pool, and rooftop terrace with panoramic views of the city. The hotel also offers a complimentary shuttle service to nearby attractions.

Lakeshore Penthouse Views

For those looking for a truly luxurious experience, Lakeshore Penthouse Views is the perfect choice. This penthouse suite is located on the 80th floor of a high-rise building and offers breathtaking views of Lake Michigan and the Chicago skyline. The suite features a spacious living area, a fully equipped kitchen, and a private balcony. Guests can enjoy the building’s fitness center, indoor pool, and sauna. The location is also ideal, with easy access to the city’s top attractions and restaurants.

Skyline Spa Retreat

The Skyline Spa Retreat is a lavish oasis located in one of Chicago’s towering skyscrapers. This exclusive retreat offers couples a chance to unwind in a sophisticated setting with panoramic views of the city. The suites are elegantly furnished, featuring king-size beds, marble bathrooms, and state-of-the-art amenities. The highlight is the private spa service, where couples can indulge in massages and treatments without leaving their room. The retreat also includes access to a private rooftop garden, perfect for evening cocktails or a quiet morning coffee.

Historic Gold Coast Mansion

Set in the prestigious Gold Coast neighborhood, this historic mansion turned boutique hotel exudes old-world charm blended with modern luxury. Each room in the mansion is uniquely decorated, retaining the elegance of its historical roots while providing contemporary comfort. Couples can enjoy private dining experiences in the mansion’s ornate dining room, explore its manicured gardens, or relax in the library with a book. The location is perfect for those who wish to explore the city’s rich architecture and vibrant cultural scene.

Riverfront Luxury Lofts

Located along the Chicago River, these luxury lofts offer an urban romantic escape with stunning river and cityscape views. The lofts feature floor-to-ceiling windows, modern décor, and fully equipped kitchens, ideal for a cozy night in. Couples can enjoy the rooftop lounge with a hot tub and fire pits, making it a perfect spot to unwind after a day of exploring. The location is excellent for couples interested in Chicago’s renowned architecture, with easy access to architectural boat tours and the city’s iconic landmarks.

Cozy Bed and Breakfasts Chicago Romantic Getaways

Chicago is home to a variety of cozy bed and breakfasts that provide the perfect romantic getaway for couples. From historic mansions to charming urban inns, there is a bed and breakfast to suit every taste and budget.

Historic Mansions

For those who love history and architecture, Chicago’s historic mansions-turned-bed-and-breakfasts are the perfect choice. The following are two of the best historic mansions in the city:

• The Wheeler Mansion: Built in 1870, this stunning mansion was once the home of a wealthy Chicago businessman. Today, it has been transformed into a luxurious bed and breakfast that features 11 elegant guest rooms, each with its own unique decor and furnishings. Guests can enjoy a gourmet breakfast in the beautiful dining room, relax in the cozy library, or take a stroll through the mansion’s lush gardens.
  
• The Lang House: This beautiful Victorian mansion was built in 1887 and has been lovingly restored to its former glory. The Lang House features six beautifully appointed guest rooms, each with its own private bathroom and modern amenities. Guests can enjoy a delicious breakfast in the elegant dining room, relax in the cozy parlor, or take a walk through the mansion’s lovely gardens.

Charming Urban Inns

For those who prefer a more urban setting, Chicago’s charming urban inns provide the perfect romantic escape. The following are two of the best urban inns in the city:

• The Publishing House Bed and Breakfast: This stylish bed and breakfast is located in the heart of Chicago’s West Loop neighborhood. The Publishing House features six beautifully designed guest rooms, each with its own unique decor and modern amenities. Guests can enjoy a delicious breakfast in the cozy dining room, relax in the comfortable living room, or take a walk through the vibrant neighborhood.
  
• The House of Two Urns: This charming bed and breakfast is located in the historic Ukrainian Village neighborhood. The House of Two Urns features four beautifully decorated guest rooms, each with its own private bathroom and modern amenities. Guests can enjoy a delicious breakfast in the cozy dining room, relax in the comfortable living room, or take a stroll through the picturesque neighborhood.

Romantic Boutique Retreats

For couples seeking a more intimate and personalized stay, Chicago’s romantic boutique retreats offer a unique and memorable experience. These retreats combine the charm of a bed and breakfast with the luxury and privacy of a boutique hotel.

• The Ivy Hotel: Nestled in a quiet corner of the Near North Side, The Ivy Hotel offers an exclusive and intimate setting. With only 16 rooms, this boutique hotel provides a peaceful escape from the bustling city. Each room is elegantly designed with modern decor and luxury amenities, ensuring a comfortable and romantic stay. The hotel features a rooftop terrace where couples can enjoy panoramic views of the city skyline.

• Villa D’ Citta: Located in the heart of Lincoln Park, Villa D’ Citta is a luxurious Italian-style boutique bed and breakfast. The villa boasts a romantic and cozy atmosphere with its Tuscan-inspired architecture and decor. Each of the six guest rooms is uniquely designed, offering a blend of old-world charm and modern luxury. Couples can enjoy the lovely courtyard, gourmet kitchen, and the proximity to some of Chicago’s best dining, shopping, and entertainment options.

Romantic Dining Getaways

Chicago is a city known for its diverse food scene and romantic dining experiences. Whether you’re looking for a rooftop restaurant with stunning views or a riverfront dining experience, Chicago has plenty of options to choose from.

Rooftop Restaurants

For couples looking for a romantic rooftop dining experience, Cindy’s Rooftop is a must-visit. Located on the 13th floor of the Chicago Athletic Association Hotel, Cindy’s offers stunning views of Millennium Park and Lake Michigan. The menu features American cuisine with a focus on seasonal ingredients, and the cocktail menu is equally impressive.

Another great option for rooftop dining is the J. Parker, located on the 13th floor of the Hotel Lincoln. With panoramic views of Lincoln Park and Lake Michigan, the J. Parker offers a romantic atmosphere perfect for a date night. The menu features small plates and classic cocktails, and there’s even a fireplace to cozy up next to on chilly nights.

Riverfront Dining

For couples looking for a romantic riverfront dining experience, the River Roast is a great option. Located on the Chicago River, the River Roast offers stunning views of the city skyline and a menu featuring roasted meats and seafood. The atmosphere is warm and inviting, with a fireplace and live music on weekends.

Another great option for riverfront dining is the Chicago Cut Steakhouse. Located on the Chicago River, the Chicago Cut Steakhouse offers stunning views of the city skyline and a menu featuring steak and seafood. The atmosphere is upscale and sophisticated, perfect for a special occasion.

Garden Oasis Dining

In addition to rooftop and riverfront options, Chicago also offers romantic dining experiences in serene garden settings. A notable destination for this is The Garden at The Dawson. Tucked away in the West Town neighborhood, The Garden at The Dawson provides a lush, green escape from the urban hustle. This hidden gem features a spacious outdoor dining area surrounded by beautiful plants and twinkling lights, creating a magical and intimate atmosphere. 

Romantic Getaway Activities in Chicago

Lake Michigan Cruises

One of the most romantic things to do in Chicago is to take a cruise on Lake Michigan. Couples can enjoy a scenic boat ride while taking in the breathtaking views of the city skyline. There are several companies that offer cruises on Lake Michigan, including the Odyssey, Spirit of Chicago, and Shoreline Sightseeing. These cruises typically include dinner, drinks, and live entertainment, making for a perfect date night.

The Art Institute Outings

For couples who appreciate art, a visit to The Art Institute of Chicago is a must. The museum boasts an extensive collection of artwork from around the world, including classic works by Picasso, Monet, and Van Gogh. Couples can spend hours wandering the halls, taking in the beauty and history of the art. The museum also offers guided tours and special exhibitions, making for a unique and educational date.

Chicago Theater Shows

Experience the magic of the performing arts with a night at one of Chicago’s renowned theaters. The city is home to a vibrant theater scene, offering everything from Broadway productions to intimate plays. The Chicago Theatre, with its iconic marquee, is a historic venue that provides a range of shows including musicals, plays, and concerts. Alternatively, the Goodman Theatre and Steppenwolf Theatre are known for their critically acclaimed productions and offer a more immersive and intimate experience. A night at the theater is not only entertaining but also provides a sophisticated and cultural element to a romantic getaway.

Stargazing at Adler Planetarium

For a truly unique and romantic experience, couples can visit the Adler Planetarium. Located on the shores of Lake Michigan, it offers breathtaking views of the night sky. The planetarium features multiple exhibits, live shows, and special events that explore the wonders of the universe. Couples can cozy up under the stars in the Grainger Sky Theater, which offers a spectacular sky show, or simply enjoy the stunning skyline views from the planetarium’s outdoor terrace. This activity combines romance with awe-inspiring celestial exploration, perfect for a memorable date.

Romantic Walks in the Botanic Garden

The Chicago Botanic Garden is a beautiful and serene spot for couples looking to enjoy nature. Spread across 385 acres, the garden features 27 different gardens and four natural areas, making it a perfect place for a romantic stroll. Couples can explore the Japanese Garden, Rose Garden, or the Waterfall Garden, each offering its own unique beauty and tranquility. The peaceful surroundings, vibrant flora, and scenic waterways provide a picturesque backdrop for a leisurely walk, deep conversation, or a quiet moment together.

Seasonal Special Romantic Getaways in Chicago

Winter Wonderland Escapes

Chicago is known for its harsh winters, but that doesn’t mean romance has to be put on hold. In fact, the city offers plenty of winter wonderland escapes for couples looking to cozy up and enjoy the season.

One popular option is the Waldorf Astoria Chicago, which offers a “Winter Escape” package complete with a $100 dining credit, in-room fireplace, and access to the hotel’s spa and fitness center. Another great option is the Langham Chicago, which features a “Winter in the City” package that includes a bottle of champagne, breakfast for two, and a $100 spa credit.

For those looking to hit the slopes, the nearby resort town of Lake Geneva, Wisconsin is just a short drive from Chicago and offers skiing and snowboarding at the Grand Geneva Resort. Couples can also enjoy a horse-drawn carriage ride through the snow-covered streets of downtown Lake Geneva.

Summer Lakeside Getaways

When the weather warms up, Chicago’s lakeside location becomes a major draw for couples. From beachside picnics to sunset cruises, there are plenty of romantic activities to enjoy.

One popular option is the Four Seasons Hotel Chicago, which offers a “Summer Romance” package that includes a private dinner on the hotel’s outdoor terrace, a couples massage, and a bottle of champagne. Another great option is the Gwen Hotel, which features a rooftop terrace with stunning views of the city skyline and Lake Michigan.

For a more active getaway, couples can rent kayaks or paddleboards and explore the Chicago River or Lake Michigan. The city also offers plenty of outdoor concerts and festivals throughout the summer months, including the popular Chicago Jazz Festival and Lollapalooza.

Frequently Asked Questions

What are the top romantic hotels in the Chicago suburbs for a weekend getaway?

For those looking for a romantic weekend getaway in the Chicago suburbs, there are a number of hotels that offer luxurious accommodations and amenities. Some of the top options include the Hotel Arista in Naperville, the Herrington Inn & Spa in Geneva, and the Renaissance Schaumburg Convention Center Hotel in Schaumburg.

How can I plan an affordable yet romantic getaway in Illinois?

Planning an affordable yet romantic getaway in Illinois is possible with a little research and creativity. Consider visiting during the off-season, booking a package deal, or staying at a bed and breakfast. Some affordable yet romantic destinations in Illinois include Galena, Starved Rock State Park, and Lake Geneva.

Which destinations are considered the most romantic for couples in the Midwest?

The Midwest is home to a number of romantic destinations for couples. Some of the most popular options include Door County, Wisconsin; Mackinac Island, Michigan; and Lake Geneva, Wisconsin. These destinations offer scenic views, charming accommodations, and a variety of activities for couples.

What activities are recommended for a memorable couples weekend in Chicago?

Chicago offers a wide range of activities for couples looking for a memorable weekend getaway. Some recommended activities include taking a romantic stroll along the lakefront, visiting the Art Institute of Chicago, and enjoying a sunset dinner cruise on Lake Michigan. Couples can also explore the city’s vibrant neighborhoods, such as Wicker Park and Lincoln Park.

Are there any secluded spots for a romantic retreat near Chicago?

For those seeking a secluded spot for a romantic retreat near Chicago, there are a number of options. The Illinois Beach Resort & Conference Center in Zion offers a secluded beachfront location, while the Starved Rock Lodge & Conference Center in Utica provides a peaceful setting amidst the natural beauty of Starved Rock State Park.

What are the best options for a last-minute romantic weekend near Chicago?

Last-minute romantic weekend getaways near Chicago are possible with a little flexibility and spontaneity. Consider booking a last-minute hotel deal, visiting a nearby state park, or taking a day trip to a nearby town. Some options for a last-minute romantic getaway include Lake Geneva, Wisconsin; Saugatuck, Michigan; and Galena, Illinois.