Where To Stay In Chicago For Sightseeing

The Loop

The Loop is the central business district of Chicago, known for its iconic skyline and bustling atmosphere. It earned its name from the elevated train tracks that encircle the area, giving it a sense of being in the “loop” of the city. This neighborhood is filled with skyscrapers, historic buildings, theaters, and vibrant street life.

When it comes to accommodations in The Loop, you’ll find a wide range of options to suit various budgets and preferences. Luxury hotels like The Langham and JW Marriott Chicago offer elegant rooms, top-notch amenities, and stunning views of the city.

If you’re looking for a more affordable stay, there are also boutique hotels and budget-friendly options like the Hampton Inn or the Hotel Chicago Downtown. These hotels provide comfortable accommodations with easy access to the city’s attractions.

Staying in The Loop means you’ll be in the heart of the action. You can easily walk to popular landmarks such as Millennium Park, where you can marvel at the famous Cloud Gate sculpture (affectionately known as “The Bean”) or catch a concert at the Jay Pritzker Pavilion. The Art Institute of Chicago, one of the world’s premier art museums, is also located in The Loop.

Food lovers will be delighted with the diverse dining options available in The Loop. From fine dining establishments like Alinea, which boasts three Michelin stars, to casual eateries and food trucks, there’s something to satisfy every palate.

If you enjoy shopping, you’ll be thrilled with the variety of shops in The Loop. State Street, also known as “The Great Street,” offers a mix of department stores, boutiques, and flagship stores. The nearby Block 37 complex is home to numerous retailers, restaurants, and even an underground CTA station.

In the evening, The Loop transforms into a vibrant entertainment hub. You can catch a Broadway show at one of the many historic theaters, such as the Oriental Theatre or the Chicago Theatre. The area also features a lively nightlife scene with bars, clubs, and lounges where you can unwind after a day of exploring.

Whether you’re visiting Chicago for business or pleasure, staying in The Loop provides convenience, proximity to attractions, and a dynamic urban experience that encapsulates the essence of the city.

River North

Located just across the Chicago River from The Loop, River North is a vibrant and trendy neighborhood known for its art galleries, upscale dining, and nightlife. It is a popular choice for both locals and tourists looking for a dynamic and lively area to stay in.

When it comes to accommodations, River North offers a wide range of options to suit different preferences and budgets. Luxury hotels like the Trump International Hotel and Tower and the Gwen provide upscale amenities, stylish rooms, and stunning views of the city skyline and the river.

For those seeking a more budget-friendly stay, there are also boutique hotels and comfortable chain hotels such as the Aloft Chicago City Center and the Hampton Inn & Suites Chicago Downtown. These options offer convenient access to the neighborhood’s attractions and amenities.

River North is a haven for art enthusiasts. The neighborhood is home to a multitude of art galleries and studios, showcasing contemporary and modern artwork. The River North Gallery District, located along North Michigan Avenue, is a must-visit for art lovers, with its diverse collection of galleries representing both local and international artists.

Foodies will find themselves in paradise in River North. The neighborhood is renowned for its culinary scene, with a plethora of upscale restaurants, trendy eateries, and international cuisine. From fine dining establishments like RPM Steak and Girl & the Goat to casual spots like Portillo’s and Eataly, there’s a dining option for every taste and craving.

In addition to art and dining, River North offers fantastic shopping opportunities. The neighborhood is home to the Merchandise Mart, one of the largest commercial buildings in the world, which houses a variety of showrooms and retail spaces. The nearby Magnificent Mile is also within walking distance, offering a multitude of upscale stores, boutiques, and department stores.

After a day of exploring, visitors can unwind and enjoy the nightlife that River North has to offer. The neighborhood is known for its trendy bars, lounges, and clubs. Whether you’re looking for craft cocktails, live music, or a lively dance floor, River North has it all.

With its vibrant atmosphere, cultural offerings, and proximity to downtown, River North is a fantastic choice for those looking for a fashionable and energetic neighborhood to stay in during their visit to Chicago.

Magnificent Mile

The Magnificent Mile, also known as Michigan Avenue, is one of the most iconic and vibrant areas in Chicago. Stretching over a mile from the Chicago River to Oak Street, this bustling thoroughfare is lined with luxury boutiques, flagship stores, high-end hotels, exquisite dining options, and renowned cultural institutions.

When it comes to accommodations, the Magnificent Mile offers a wide range of hotels that cater to different tastes and budgets. Some of the most notable luxury hotels include The Peninsula Chicago, The Ritz-Carlton, and the Four Seasons Chicago. These hotels provide impeccable service, luxurious amenities, and stunning views of the city and Lake Michigan.

For those looking for more affordable options, there are also boutique hotels and chain hotels like the Hilton Garden Inn or the Courtyard Chicago Downtown/Magnificent Mile. These hotels offer comfortable rooms and convenient access to the attractions and shopping along the Magnificent Mile.

The Magnificent Mile is a shopper’s paradise. Along Michigan Avenue, you’ll find an array of upscale department stores such as Neiman Marcus, Bloomingdale’s, and Nordstrom, as well as flagship stores like Apple, Tiffany & Co., and Louis Vuitton. The Shops at North Bridge, located nearby, offer additional shopping opportunities with a mix of high-end and popular brands.

In addition to shopping, the Magnificent Mile is home to several cultural institutions. The Art Institute of Chicago, located near Millennium Park, is one of the world’s premier art museums and a must-visit for art enthusiasts. The Museum of Contemporary Art and the Chicago Water Tower are also located along the Magnificent Mile.

Food enthusiasts will not be disappointed with the dining options along the Magnificent Mile. From fine dining establishments like Spiaggia and The Signature Room at the 95th to casual eateries and international cuisine, there’s a restaurant to suit every palate. Don’t forget to try the famous deep-dish pizza at one of the many pizzerias in the area.

As evening falls, the Magnificent Mile comes alive with its vibrant nightlife. The area is dotted with bars, lounges, and rooftop venues where you can enjoy a cocktail while taking in breathtaking views of the city skyline. The nearby Streeterville neighborhood also provides additional entertainment options with its comedy clubs and theaters.

Staying on the Magnificent Mile allows visitors to be at the center of Chicago’s excitement, with easy access to world-class shopping, dining, and cultural experiences. Whether you’re a shopaholic, a food lover, or a culture enthusiast, this iconic street has something for everyone.

Millennium Park

Millennium Park is a magnificent urban oasis nestled in the heart of downtown Chicago. Spanning 24.5 acres, this iconic park is a hub of art, culture, and recreation, attracting locals and tourists alike. With its stunning architecture, beautiful landscaping, and world-renowned attractions, Millennium Park is a must-visit destination for anyone exploring the city.

When it comes to staying near Millennium Park, there are several accommodation options available within walking distance. Luxury hotels such as the Chicago Athletic Association Hotel and the Kimpton Gray Hotel offer elegant rooms and convenient access to the park. For those on a tighter budget, there are also more affordable options like The Congress Plaza Hotel and the Hampton Inn Chicago Downtown/Magnificent Mile.

One of the most iconic attractions in Millennium Park is the Cloud Gate sculpture, affectionately known as “The Bean.” This monumental stainless steel structure attracts visitors from all over the world who come to marvel at its reflective surface and take unique photos. The Cloud Gate is a symbol of the city and a must-visit spot for any visitor.

Another highlight of Millennium Park is the Jay Pritzker Pavilion, an outdoor concert venue renowned for its striking architecture. The pavilion hosts a variety of performances, including symphony orchestras, jazz concerts, and cultural festivals. Attending a concert or event here is an unforgettable experience, especially during the warm summer months.

Adjacent to the Jay Pritzker Pavilion is the Crown Fountain, an interactive public art installation. This unique fountain features two towering glass block towers that display video images of Chicago residents’ faces. The faces occasionally purse their lips and spit water into a shallow reflecting pool, making it an interactive and playful experience for visitors of all ages.

Millennium Park is also home to the Lurie Garden, a serene and beautiful space that showcases a variety of plants and flowers throughout the year. It serves as a peaceful retreat from the bustling city streets.

Visitors can also explore the BP Bridge, an innovative pedestrian bridge that spans over Columbus Drive, providing impressive views of the park and the surrounding cityscape. Additionally, the park features various art installations and sculptures, contributing to its vibrant and artistic atmosphere.

Throughout the year, Millennium Park hosts numerous festivals, concerts, and cultural events. The Taste of Chicago, one of the world’s largest food festivals, takes place here, offering a melting pot of different cuisines and live music performances. In the winter, the park transforms into a winter wonderland with the McCormick Tribune Ice Rink and the annual Christmas tree lighting ceremony.

Staying near Millennium Park provides visitors with easy access to these remarkable attractions and allows for leisurely exploration of the park’s picturesque surroundings. From art and music to nature and recreation, Millennium Park offers a unique and memorable experience for visitors of all ages and interests.

Lincoln Park

Lincoln Park, located on Chicago’s North Side, is a charming and diverse neighborhood known for its beautiful park, historic architecture, and vibrant cultural scene. It offers a mix of residential areas, green spaces, and commercial corridors, making it a popular destination for both locals and visitors.

When it comes to staying in Lincoln Park, there are various accommodation options available to suit different preferences and budgets. From boutique hotels like the Hotel Lincoln and The Willows Hotel to chain hotels like the Days Inn and the Best Western Plus Hawthorne Terrace Hotel, there is something for everyone.

The neighborhood’s namesake, Lincoln Park, is one of the largest parks in Chicago. Here, visitors can enjoy a wide range of outdoor activities, including strolling along the scenic paths, picnicking by the lagoon, or playing sports on the expansive fields. The park is also home to the Lincoln Park Zoo, a free and family-friendly attraction that houses a diverse collection of animals.

Adjacent to the park is the Lincoln Park Conservatory, a stunning Victorian-era greenhouse. Inside, visitors can explore different climate-controlled rooms that showcase a variety of exotic plants and flowers. It’s a tranquil sanctuary in the heart of the city.

The Old Town Triangle, a historic area within Lincoln Park, is characterized by its charming Victorian-era homes and cobblestone streets. This neighborhood offers a unique glimpse into Chicago’s architectural history. The nearby Steppenwolf Theatre Company is a renowned theater company known for its innovative productions.

Lincoln Park is also home to DePaul University, a prestigious institution known for its strong academic programs and vibrant campus life. The nearby Armitage Avenue is lined with shops, boutiques, and restaurants, making it a popular destination for shopping and dining.

Food lovers will delight in the diverse culinary scene of Lincoln Park. The neighborhood is home to numerous restaurants, featuring a range of cuisines from Italian trattorias to trendy brunch spots. Many of these establishments source their ingredients locally, ensuring fresh and high-quality dining experiences.

Lincoln Park also offers a thriving nightlife scene. From cozy neighborhood taverns and craft breweries to live music venues and comedy clubs, there is no shortage of entertainment options in the area. Whether you’re looking for a laid-back evening or a night filled with energy, Lincoln Park has something to offer.

Staying in Lincoln Park provides a charming and residential feel while still being within reach of all that Chicago has to offer. With its blend of nature, history, culture, and culinary delights, Lincoln Park is a neighborhood that captures the essence of Chicago’s charm.

Near North Side

The Near North Side is a vibrant and dynamic neighborhood located just north of downtown Chicago. It encompasses several sub-neighborhoods, including the Gold Coast, Streeterville, River North, and Old Town. Known for its upscale residences, luxury shopping, and lively entertainment scene, the Near North Side offers a diverse array of experiences for both residents and visitors.

When it comes to accommodations, the Near North Side provides a range of options to suit different budgets and preferences. Luxury hotels like The Drake and The Peninsula Chicago offer opulent rooms, impeccable service, and stunning views of Lake Michigan. For a more affordable stay, there are also boutique hotels and chain hotels such as the Best Western River North and the Fairfield Inn & Suites Chicago Downtown/Magnificent Mile.

The Near North Side is home to some of Chicago’s most exclusive shopping destinations. The Magnificent Mile, with its iconic stretch of Michigan Avenue, is lined with luxury boutiques, department stores, and high-end retailers. From designer labels like Gucci and Louis Vuitton to popular brands like Apple and Sephora, shoppers can find a wide variety of options to indulge their retail desires.

In addition to shopping, the Near North Side offers a plethora of dining options. From award-winning fine dining establishments like Alinea and Spiaggia to neighborhood gems and international cuisine, there’s something to satisfy every palate. Food enthusiasts can explore a diverse range of culinary experiences, from innovative tasting menus to classic deep-dish pizza and everything in between.

The Near North Side is also known for its vibrant nightlife. River North, in particular, is famous for its bustling bar scene, with numerous trendy bars, lounges, and clubs lining the streets. Whether you’re looking for craft cocktails, live music, or a lively dance floor, the Near North Side has you covered for a night of entertainment and excitement.

For cultural experiences, the Near North Side offers a variety of attractions. The Museum of Contemporary Art, located in Streeterville, showcases cutting-edge contemporary art exhibitions. The Chicago History Museum, situated in Old Town, offers a fascinating journey through the city’s rich history. Additionally, the neighborhood is home to various theaters and comedy clubs that showcase a wide range of performances.

The Near North Side also boasts beautiful outdoor spaces. Oak Street Beach, located at the eastern end of the Magnificent Mile, provides a sandy oasis along Lake Michigan where visitors can relax, swim, and soak up the sun. The nearby Lincoln Park, while technically part of the Lincoln Park neighborhood, is within walking distance and offers a picturesque escape with its expansive green spaces, trails, and a zoo.

With its luxurious residences, upscale shopping, vibrant nightlife, and cultural offerings, the Near North Side is a neighborhood that embodies the essence of cosmopolitan living. Whether you’re a fashion enthusiast, food lover, or culture seeker, this neighborhood has something to offer for everyone.

Gold Coast

The Gold Coast is one of Chicago’s most prestigious and affluent neighborhoods, known for its historic mansions, tree-lined streets, and luxurious lifestyle. Located along the shores of Lake Michigan, this iconic neighborhood offers a blend of opulence, charm, and a vibrant urban atmosphere.

Accommodations in the Gold Coast range from luxurious hotels to upscale boutique accommodations. The area boasts renowned hotels such as The Ambassador Chicago and The Talbott Hotel, offering elegant rooms, impeccable service, and a taste of classic Chicago glamour. For those seeking a more intimate stay, boutique hotels like the Viceroy Chicago or the Thompson Chicago provide a chic and stylish experience.

The Gold Coast is a shopper’s paradise, with a mixture of high-end fashion boutiques, upscale retailers, and designer stores. Oak Street, in particular, is the go-to destination for luxury shopping. This exclusive stretch of boutique stores features renowned brands like Hermes, Prada, and Chanel. Visiting the Gold Coast offers a chance to indulge in a superb shopping experience.

Food enthusiasts will delight in the dining options available in the Gold Coast. The neighborhood boasts an array of award-winning restaurants, trendy eateries, and sidewalk cafes. From upscale seafood establishments like Joe’s Seafood, Prime Steak & Stone Crab to classic Chicago steakhouses like Gibson’s Steakhouse, the dining scene in the Gold Coast offers a variety of culinary delights.

For outdoor enthusiasts, the Gold Coast is just steps away from the beautiful beaches along Lake Michigan. Oak Street Beach, in particular, provides a sandy escape for residents and visitors alike, offering opportunities for relaxing, swimming, beach volleyball, and water sports.

Architecture enthusiasts will appreciate the stunning homes and buildings in the Gold Coast. The neighborhood is home to a mix of historic Victorian mansions, charming townhouses, and modern high-rise condominiums. Strolling through the streets of the Gold Coast is like taking a walk through Chicago’s architectural history.

In the evening, the Gold Coast comes alive with a lively nightlife scene. The neighborhood offers a variety of bars, lounges, and clubs where visitors can enjoy a night of cocktails, live music, and dancing. From trendy rooftop bars to speakeasies and upscale nightclubs, there is no shortage of entertainment options.

Staying in the Gold Coast offers a glimpse into the high life and elegance of Chicago. From its grand architecture and affluent lifestyle to its stunning lakefront views and upscale amenities, the neighborhood exudes a sense of luxurious living.

Wicker Park

Wicker Park is a hip and eclectic neighborhood located on Chicago’s Northwest Side. Known for its vibrant arts scene, trendy boutiques, and lively nightlife, Wicker Park has become a popular destination for locals and visitors looking for a unique and vibrant neighborhood experience.

Accommodations in Wicker Park range from stylish boutique hotels to cozy bed and breakfasts. The neighborhood embraces a bohemian vibe, with accommodations like The Robey, The Hollander, and The Publishing House Bed and Breakfast offering chic and distinctive options for visitors seeking an authentic Wicker Park experience.

Wicker Park is a haven for creativity, with numerous art galleries, theaters, and music venues. The neighborhood is home to several artist collectives and independent galleries that showcase local and emerging artists. Visitors can explore the vibrant art scene and attend gallery openings, live performances, and cultural events.

One of the main draws of Wicker Park is its diverse and trendy shopping scene. The neighborhood is dotted with unique boutiques, vintage stores, and independent retailers. Fashion-forward individuals can discover one-of-a-kind clothing, accessories, and home decor items, while supporting local businesses and designers.

Food enthusiasts will be delighted by the culinary offerings in Wicker Park. The neighborhood is known for its diverse range of restaurants, cafes, and specialty food shops. From farm-to-table eateries and international cuisines to trendy brunch spots and craft breweries, the dining options are varied and exciting. Wicker Park is also home to Chicago’s iconic, and often imitated, “Hot Doug’s” hot dog stand.

Wicker Park’s lively nightlife scene is another reason why the neighborhood attracts a diverse crowd. Visitors can enjoy live music performances at historic venues like the Double Door and Subterranean, or check out the numerous bars and clubs that offer a range of music genres and atmospheres. The neighborhood is known for its energetic and inclusive nightlife, providing entertainment for night owls of all interests.

For those seeking some outdoor recreation, Wicker Park offers a beautiful park of the same name. The park features lush green spaces, a playground, sports fields, and a community garden. It provides a serene escape from the bustling city and a place to relax or engage in outdoor activities.

Staying in Wicker Park allows visitors to immerse themselves in the neighborhood’s vibrant energy and artistic atmosphere. From shopping and dining to live performances and exciting nightlife, Wicker Park offers a dynamic and creative experience that reflects the spirit of Chicago’s eclectic side.

Lakeview

Lakeview is a diverse and lively neighborhood located on the North Side of Chicago. Known for its proximity to Lake Michigan, friendly atmosphere, and vibrant entertainment scene, Lakeview offers a multitude of attractions and activities for residents and visitors.

When it comes to accommodations in Lakeview, visitors have several options to choose from. There are boutique hotels like The Villa D’ Citta or chain hotels like the Best Western Plus Hawthorne Terrace Hotel. These hotels provide comfortable accommodations and convenient access to the neighborhood’s attractions.

One of the highlights of Lakeview is its beautiful lakefront. The neighborhood is bordered by the vast and picturesque Lake Michigan, providing a perfect setting for outdoor activities. Visitors can enjoy strolling along the lakefront trail, renting bikes, or taking leisurely walks on the sandy beaches. Belmont Harbor and Diversey Harbor are also popular spots for boating and people-watching.

Lakeview is also known for its vibrant entertainment scene. The neighborhood is home to Wrigley Field, the beloved ballpark of the Chicago Cubs. Baseball fans can catch a game and immerse themselves in the excitement of America’s favorite pastime. Additionally, the iconic Music Box Theatre offers a unique experience for movie enthusiasts, screening independent and classic films.

Clark Street and Broadway, two main thoroughfares in Lakeview, are lined with a variety of shops, boutiques, and specialty stores. Visitors can explore unique fashion boutiques, vintage shops, and local artisan markets. The neighborhood also boasts a wide selection of coffee shops, bookstores, and eclectic gift stores.

Lakeview is a dining destination with a multitude of restaurants and eateries catering to various tastes. From international cuisine to comfort food, the neighborhood offers a range of options. Boystown, the largest LGBTQ+ community in the city, is part of Lakeview and offers a vibrant nightlife scene with bars, clubs, and performance venues.

For those seeking cultural experiences, Lakeview is home to numerous theaters and performance spaces. The Vic Theatre, the Athenaeum Theatre, and the Mercury Theater Chicago are just a few of the venues where visitors can catch live shows, including concerts, plays, and comedy performances.

Staying in Lakeview provides visitors with a friendly and welcoming atmosphere, diverse dining options, and easy access to the lakefront. The neighborhood’s combination of outdoor beauty, vibrant entertainment, and diverse culture make it a popular choice for those seeking a well-rounded Chicago experience.

Wrigleyville

Located within the Lakeview neighborhood, Wrigleyville is a bustling and energetic enclave famous for being the home of Wrigley Field, the iconic ballpark of the Chicago Cubs. This vibrant neighborhood offers a unique blend of sports, entertainment, and lively atmosphere that is not to be missed.

When it comes to accommodations, Wrigleyville offers various options within close proximity to the ballpark. There are boutique hotels like the Hotel Zachary at Gallagher Way, which features modern amenities and a stylish design, or budget-friendly options like the Chicago Guest House Wrigleyville, offering comfortable stays at an affordable price.

Of course, the main attraction of Wrigleyville is Wrigley Field itself. Baseball fans can catch a game and immerse themselves in the rich history and storied tradition of the Chicago Cubs. Even when there isn’t a game, the spirit of baseball can be felt throughout the neighborhood, with fans gathering at the local sports bars and restaurants, sharing in the excitement and camaraderie.

Wrigleyville is more than just a sports hub – it’s a vibrant entertainment district. The area surrounding the ballpark is packed with lively bars, buzzing nightclubs, and music venues. These establishments offer an array of options for those looking for a night out on the town, with live music performances, karaoke nights, and a lively party atmosphere.

When it comes to dining options, Wrigleyville has a diverse range of choices to satisfy any craving. From classic Chicago eats like deep-dish pizza and Chicago-style hot dogs to trendy gastropubs and international cuisine, there is something for every palate. The neighborhood also boasts a thriving brunch scene, perfect for starting the day off right before heading to a game or exploring the area.

During the summer months, Wrigleyville comes alive with street festivals and outdoor events. The neighborhood celebrates the baseball season with exciting festivities, including the famous Wrigleyville Rooftops, where fans can enjoy a birds-eye view of the game from surrounding rooftop venues.

Staying in Wrigleyville allows visitors to fully immerse themselves in the excitement and energy of baseball and the vibrant entertainment scene. Whether you’re a die-hard Cubs fan or simply looking to experience the lively atmosphere of one of Chicago’s most iconic neighborhoods, Wrigleyville is the place to be.