Hotels in The Loop

Discover The Loop: Where Architectural Marvels Meet Cultural Treasures

The Loop, the vibrant heart of Chicago, is a captivating blend of architectural marvels and cultural treasures. This bustling downtown area boasts iconic skyscrapers, including the Willis Tower, and a wealth of museums such as the Art Institute of Chicago. Stroll along the picturesque Millennium Park, where the reflective Cloud Gate sculpture beckons, or immerse yourself in the city's rich history at the Chicago Cultural Center. With its lively dining scene and eclectic shops, The Loop offers an urban experience like no other, making it a must-visit for culture enthusiasts and city explorers alike.

Discover great hotels in The Loop

The Loop offers a diverse range of hotel accommodations, from luxurious high-rises with stunning city views to charming boutique hotels steeped in history. With a mix of contemporary and classic styles, you'll find ideal options whether seeking a lavish stay or a cosy retreat in downtown Chicago. Here are some of our travellers' favourite hotels in The Loop:

1. StaypineappleOpens in a new window: This boutique hotel offers a unique and immersive experience, perfect for leisure travellers who appreciate distinctive decor and artistic influences. With amenities designed for comfort, it features a business district location and meeting rooms, catering to those who seek a blend of work and relaxation. The hotel creates a welcoming atmosphere, making it an ideal choice for the modern explorer. Guests particularly appreciate the vibrant ambience and thoughtful design elements that enhance their stay.
2. Cambria Hotel Chicago Loop - Theatre DistrictOpens in a new window: This centrally located hotel is an excellent choice for those seeking a city-themed getaway with a focus on business amenities. Featuring a range of facilities including accessible business centres and conference spaces, it ensures a smooth journey for frequent travellers. Visitors enjoy the convenience of being in the heart of the city, alongside top-notch services that seamlessly blend comfort and functionality. The overall experience is characterised by a dynamic environment that elevates every aspect of their stay.
3. theWit ChicagoOpens in a new window: This adventurous hotel caters to those looking for an exciting family vacation experience while providing essential services for business travellers. With accessible business centres and a variety of meeting rooms, it strikes a perfect balance between leisure and work. The hotel's proximity to adventure sports and recreational activities such as sailing and hiking offers unique experiences for the active traveller. Visitors value the engaging atmosphere and the array of activities available both onsite and nearby, which contribute to a memorable stay.

Top locations to stay in The Loop

Staying near Michigan Avenue, Navy Pier, and Millennium Park offers a vibrant experience in The Loop, Chicago. Michigan Avenue is renowned for its shopping, dining, and striking architecture. Navy Pier provides entertainment and stunning waterfront views, while Millennium Park features art, green spaces, and iconic installations. For first-time visitors, staying near Millennium Park is ideal for easy access to numerous attractions.

1. Near Michigan AvenueOpens in a new window: Staying near Michigan Avenue puts you at the heart of Chicago's vibrant urban life. This bustling area is renowned for its stunning architecture and diverse shopping experiences. You’ll be steps away from iconic sites like the Chicago Riverwalk and Millennium ParkOpens in a new window, perfect for exploring art installations and enjoying outdoor performances. With a fantastic array of cultural attractions, including theatres and museums, this is a prime spot for those who love to soak in the city's creative energy.
2. Near Navy PierOpens in a new window: Choosing to stay near Navy Pier offers an exciting blend of entertainment and scenic views. This iconic landmark is a gateway to Chicago’s waterfront, featuring beautiful gardens and thrilling attractions. Here, you can enjoy recreational activities, including boat rides along the lake. The nearby cultural venues add a touch of sophistication, making it an inviting place for both relaxation and exploration, with easy access to Michigan Avenue and Millennium Park.
3. Near Millennium Park: If you stay near Millennium Park, you'll be surrounded by lush green spaces and striking sculptures, including the famous Cloud Gate. This area is a cultural hotspot, hosting free concerts and events throughout the year. The park's proximity to bustling shopping areas and dining options means you’ll have plenty to enjoy. It’s a fantastic base for taking in the city’s architectural beauty and engaging with its lively arts scene.

Things to do near The Loop

The Loop buzzes with energy, where gleaming skyscrapers meet lush parks and tranquil lakes. Stroll through vibrant streets filled with art galleries and theatres, indulge in shopping sprees, or unwind with a leisurely boat ride. It’s a lively blend of urban excitement and natural beauty, enticing every wanderer.

• Navy PierOpens in a new window – Head over to Navy Pier, a vibrant hub located on the shores of Lake Michigan. This iconic jetty offers a delightful mix of shopping, dining, and entertainment. Stroll along the pier, take in stunning views of the city skyline, and don't miss out on the chance to ride the Ferris wheel for a bird’s eye perspective of the area. Whether you're exploring the various museums or simply enjoying a leisurely day by the water, Navy Pier is a must-see destination that showcases the essence of Chicago.
• Michigan AvenueOpens in a new window – Walk along Michigan Avenue, a bustling thoroughfare known for its striking architecture and upscale shopping. This lively street is home to an array of impressive skyscrapers, historic buildings, and cultural landmarks. As you wander, pop into the boutiques and flagship stores that line the avenue or enjoy a coffee at one of the trendy cafés. Michigan Avenue is not just a shopping destination; it's an experience that captures the energy and spirit of Chicago.

4 tips for savvy savings when booking a hotel in The Loop

1. Book for the cheapest times: The most affordable time to visit The Loop is during January, February, and December, when hotel prices tend to be lower. For those looking to explore the area's rich history and vibrant culture, a stay of at least 2 to 3 days is recommended. This duration allows visitors to take in key landmarks, architectural marvels, museums, and theatres, as well as enjoy shopping and dining options that offer great value for money. By planning your trip during these months, you could benefit from a budget-friendly experience that highlights the best of The Loop's cultural and historical attractions.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to The Loop, begin by exploring the Deals or Last-Minute Deals sections on Hotels.com, where you may find discounted rates as your travel date approaches. To ensure you’re informed of flash sales and special promotions, consider enabling email alerts or push notifications. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, helping you make informed decisions. With these resources, you're more likely to see opportunities to save on your next getaway.
3. Be flexible with dates: Prices can fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in The Loop. For those seeking distinctive accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more affordable dates to enhance your chances of securing the best deal.
4. Consider your location: Staying nearer to key attractions or city centres may offer convenience, but it often comes with a higher price tag. For more affordable options, you might consider hotels in less central areas or neighbourhoods, striking a balance between cost and ease of access to the sites you plan to visit. Independent hotels located further out usually tend to be more affordable and can provide a more authentic experience.

Best time to go to The Loop

The Loop has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. March, April, and July are the peak travel months in The Loop, attracting a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, accompanied by light rainfall. On the other hand, January, November, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.