Staying at The Drake Hotel: 10 key points for a perfect stay

Discover 10 practical and specific tips to make the most of The Drake Hotel, one of the most beautiful hotels in the world in Chicago.

Located at the top of the famous Magnificent Mile, The Drake Hotel is an iconic Chicago landmark, recognized as one of the most beautiful hotels in the world. Its century-old history, refined architecture, and prime location make it a benchmark for urban luxury. But to enjoy it to the fullest, it’s essential to know a few practical and cultural details. From booking the right room to planning must-see activities, every detail counts. Here are ten specific and detailed points that will help you have the best possible experience at what is considered by many to be the best hotel in Chicago.

1. A prestigious historic hotel

Opened in 1920, The Drake Hotel is a living testament to the elegance of the American hotel industry’s golden age. Designed in an Italian Renaissance style, it has welcomed personalities such as Winston Churchill, Princess Diana, and Marilyn Monroe. The exterior architecture, with its imposing lines and sculpted details, reflects a craftsmanship that is rare today. The interior, decorated with chandeliers, wood paneling, and tapestries, retains its original spirit while incorporating modern amenities. Staying here is like stepping into a piece of Chicago history, where every hallway tells a story. Architecture enthusiasts will particularly appreciate the building’s aesthetic consistency and how it blends into the urban landscape. It is recommended that you allow time to explore the common areas, including the grand lobby and lounges. These spaces are perfect for soaking up the refined atmosphere that makes The Drake Hotel one of the most beautiful hotels in the world, as well as for capturing a few travel-worthy photos.

2. A strategic location on the Magnificent Mile

The Drake Hotel is ideally located at the northern end of the Magnificent Mile, offering direct access to high-end shops, museums, and major attractions. Less than a five-minute walk away is Oak Street Beach, perfect for a stroll along Lake Michigan. Culture lovers can easily reach the Museum of Contemporary Art or the John Hancock Center for its panoramic viewing platform. This location allows you to combine relaxation and discovery without constantly relying on transportation. The surrounding restaurants offer a variety of culinary options ranging from local cuisine to international fare. To make the most of your stay, we recommend planning your visits based on proximity to attractions so you can fully enjoy the neighborhood on foot. The location is one of the major assets that justifies The Drake Hotel’s reputation as the best hotel in Chicago, ideal for those who want to immerse themselves in city life while enjoying an elegant and historic setting.

3. The Palm Court and its refined tea time

The Palm Court is one of the iconic spaces at The Drake Hotel. Famous for its afternoon tea, it continues an English tradition in a chic setting decorated with columns and tropical plants. Guests can enjoy a selection of premium teas accompanied by scones, sandwiches, and homemade pastries. This moment is enhanced by live harp music, creating a cozy atmosphere. The experience is in high demand, especially on weekends and during the holiday season, so advance reservations are essential. The Palm Court attracts both travelers and Chicago residents looking to enjoy an elegant moment. This ritual embodies the refined spirit of the establishment and is one of the must-see experiences for those staying at one of the world’s most beautiful hotels. For foodies and history buffs, it’s a rare opportunity to combine culinary discovery with immersion in a place steeped in history.

4. Exceptional restaurants and bars

The Drake Hotel offers several on-site dining options, each with its own identity. Le Coq d’Or, which opened shortly after the end of Prohibition in 1933, is a bar with timeless charm, decorated with dark wood paneling and offering a menu of classic cocktails. It is an ideal place for an evening drink in a cozy atmosphere. The Café on Oak, meanwhile, stands out for its light dishes and hearty breakfasts, perfect for starting the day. The menus highlight fresh, seasonal ingredients and attentive service. Travelers seeking authenticity will appreciate the blend of culinary tradition and contemporary touches. To get the most out of your experience, we recommend spending at least one evening at the Coq d’Or and enjoying a meal at Café on Oak. These spaces contribute to The Drake Hotel’s reputation as the best hotel in Chicago, combining fine dining and a unique atmosphere.

5. Modern amenities in a classic setting

Despite its historic character, The Drake Hotel has incorporated modern amenities to meet today’s expectations. Guests enjoy free Wi-Fi, connecting rooms, a 24-hour fitness center, and digital check-in and check-out options via the Hilton app. The hotel is also pet-friendly, welcoming pets with special amenities. The concierge can arrange personalized services such as restaurant reservations, tickets for shows, or private tours. This blend of authenticity and modernity allows guests to enjoy a comfortable stay while preserving the soul of the establishment. Business travelers will also find dedicated spaces for meetings and events. This alliance between tradition and innovation confirms The Drake Hotel’s place among the most beautiful hotels in the world, capable of satisfying both the expectations of modern guests and those of lovers of classic hotels.

6. Parking and access by car

Getting to The Drake Hotel by car means budgeting for parking. The hotel offers self-parking at around $56 per day, with the option to leave and return until 2pm on the day of departure. Valet parking, which is more convenient but more expensive, costs around $82 per day and offers 24-hour access to your vehicle. These rates reflect the hotel’s central location and the scarcity of parking spaces in the area. To keep costs down, some guests choose to park their cars in nearby public parking lots, which are cheaper but not as convenient. If you are traveling light, taxis or ride-hailing services may be more economical. Planning your parking is essential to avoid unexpected expenses and make the most of your stay at what is considered the best hotel in Chicago.

7. Choose your room carefully

With over 500 rooms, The Drake Hotel offers a variety of configurations and views. Rooms overlooking Lake Michigan offer remarkable panoramic views, especially at sunrise. However, due to the hotel’s old architecture, some rooms may be more sensitive to noise. For a quiet stay, it is advisable to request a room at the end of the corridor. Travelers with mobility issues should specify their needs in advance to ensure they are given a suitable room. The suites are spacious and decorated in a classic style that reflects the hotel’s prestige. Taking the time to choose your room based on your priorities, whether it’s the view, quiet, or space, will help you fully enjoy the experience offered by one of the most beautiful hotels in the world.

8. Comfort and things to anticipate

While The Drake Hotel shines with its historic charm, some aspects may surprise travelers accustomed to newer hotels. Toiletries are limited to small sizes, with no toothpaste or additional accessories. In addition, the water temperature may vary during peak hours, especially in the morning. To avoid disappointment, it is best to bring your own toiletries and allow extra time for showering during peak hours. This does not detract from the overall comfort, but allows you to adapt to the constraints of a century-old building. Anticipating these details in advance will ensure a smoother experience in what remains one of the most beautiful hotels in the world.

9. A glamorous address

Over the decades, The Drake Hotel has welcomed personalities who have left their mark on history and culture. Marilyn Monroe and Joe DiMaggio stayed here, as did Winston Churchill and Queen Elizabeth II. These illustrious visitors contribute to the hotel’s glamorous aura and reinforce its status as a benchmark in the global hotel industry. The lounges and corridors feature photographs and memorabilia from these prestigious visitors. This atmosphere, combining elegance and history, is an integral part of the experience. Lovers of iconic places will appreciate this tangible link with the past, reinforcing the feeling of staying in one of the most beautiful hotels in the world, where every detail recalls a time when luxury was synonymous with distinction and renown.

10. Practical tips for an optimal stay

To fully enjoy The Drake Hotel, it is recommended to book tea time at the Palm Court as soon as your stay is confirmed, especially during high season. If you are coming by car, compare nearby parking options to reduce costs. Choose your room based on your priorities, specifying your preferences in advance. Remember to bring your usual toiletries to supplement those provided. Finally, use the concierge services to plan your activities and get local recommendations. These simple precautions will ensure a smooth and enjoyable stay at what is considered the best hotel in Chicago, a place that combines history, prestige, and contemporary comfort.

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