Hotels in Oakland

Oakland: Where Urban Skylines Embrace Serene Shores and Vibrant Culture

Nestled in the heart of Chicago, Oakland is a vibrant urban enclave that beautifully blends cultural richness with stunning landscapes. Known for its scenic views of the iconic skyline and proximity to the shimmering shores of Lake Michigan, Oakland invites travelers to explore its serene parks and charming streets. Discover local art, indulge in diverse culinary delights, and soak in the lively community spirit. With easy access to downtown Chicago's attractions, Oakland offers a unique escape that balances city life with tranquil retreats. Whether you’re seeking adventure or relaxation, Oakland promises a memorable experience. For great hotel rates in Oakland, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Oakland

In Oakland, Chicago, you'll find a range of hotel accommodations, from cozy inns to upscale hotels. Many offer comfortable rooms, modern amenities, and convenient access to local attractions, making it a great base for exploring the vibrant city. Whether you prefer a boutique feel or larger chains, choices abound. Here are some of our travelers' favorite hotels in Oakland:

1. Nobu Hotel ChicagoOpens in a new window: This luxurious 5.0-star hotel in the heart of Chicago offers a delightful blend of comfort and modern elegance. With standout features such as a beautiful pool and a well-equipped fitness center, it caters to leisure travelers seeking a high-end experience. Guests appreciate the immaculate cleanliness and the attentive service, making it a perfect retreat for those wanting to explore the vibrant city atmosphere and local attractions.
2. The LanghamOpens in a new window: This exquisite 5.0-star hotel is an ideal choice for those looking to indulge in a luxurious urban escape. Located centrally, it boasts impressive amenities including a stunning pool and exceptional dining options, ensuring a memorable stay. Visitors rave about the outstanding service and the beautifully appointed rooms, making it a top pick for travelers seeking a blend of sophistication and comfort in Chicago.
3. Trump International Hotel & Tower ChicagoOpens in a new window: This opulent 5.0-star hotel stands out with its unique architectural design and breathtaking river views. Perfect for leisure travelers, it offers an array of upscale amenities, including a spa and fine dining options. The inviting atmosphere and exceptional service enhance the overall experience, making it a favorite among those who appreciate personalized hospitality and a stylish setting in the heart of the city.

Top locations to stay in Oakland

When visiting Oakland, Chicago, Illinois, staying near the Field Museum of Natural History, Grant Park, and the Art Institute of Chicago offers a vibrant experience. The Field Museum boasts fascinating exhibits and stunning architecture, while Grant Park provides expansive green space and monuments. The Art Institute showcases remarkable art collections. For first-time visitors, staying near the Art Institute is best for its cultural richness.

1. Near Field Museum of Natural HistoryOpens in a new window: Staying near the Field Museum offers you access to one of Chicago's top attractions, where you can explore fascinating exhibits and stunning architecture. This area is perfect for those who appreciate history and culture, and you’ll be just a short stroll from the picturesque shores of Lake Michigan. With a range of shopping options at 900 North Michigan Shops and cultural venues like the Auditorium Building, your days can be filled with exploration and excitement.
2. Near Grant ParkOpens in a new window: Nestled in the heart of the city, staying near Grant Park allows you to enjoy beautiful landscapes and vibrant public spaces. It’s a great spot for leisurely walks, and you'll find yourself close to iconic landmarks like Millennium Park and Navy Pier. The area also boasts a variety of cultural attractions, offering you the chance to experience Chicago’s rich arts scene, making it a wonderful base for your city adventures.
3. Near Art Institute of ChicagoOpens in a new window: When you stay near the Art Institute of Chicago, you’re positioned next to one of the country's finest art collections. This area is surrounded by stunning skyscrapers and monuments, providing a vibrant urban atmosphere. You’ll also enjoy easy access to Michigan Avenue for shopping and a variety of cultural venues, ensuring your trip is packed with creativity and inspiration. Don't miss the chance to explore the nearby parks and vibrant city life!

Things to do in Oakland

Oakland dazzles with its stunning blend of urban life and natural beauty. Enjoy scenic lakes for leisurely boating, explore lush parks and trails for invigorating hikes, or unwind on sandy beaches while soaking up breathtaking sunsets. With vibrant shopping options nearby, there's something for everyone to enjoy!

• Grant ParkOpens in a new window – Stroll through Grant Park, an urban oasis surrounded by stunning skyscrapers and the shimmering lake. It’s a great spot to relax, enjoy the scenery, or participate in events, making it a lively hub of activity in the heart of the city.
• Art Institute of ChicagoOpens in a new window – Dive into the world of art at the Art Institute of Chicago. With its vast collection spanning thousands of years, you can explore everything from Impressionist paintings to modern masterpieces. Don’t forget to snap a photo with the iconic lion statues at the entrance!
• Field Museum of Natural HistoryOpens in a new window – Discover the wonders of our planet at the Field Museum of Natural History. From ancient fossils to ancient cultures, this museum offers a fascinating glimpse into the world’s natural history, perfect for curious minds of all ages.
• Chicago Museum of Science and IndustryOpens in a new window – Get ready for hands-on fun at the Chicago Museum of Science and Industry. With interactive exhibits that explore everything from space travel to the human body, there’s something here that will spark your interest and ignite your imagination.
• Adler Planetarium and Astronomy MuseumOpens in a new window – Reach for the stars at the Adler Planetarium and Astronomy Museum. Engage with exhibits that uncover the mysteries of the universe, and catch a show in the impressive sky theater for an unforgettable journey through space.

5 tips for savvy savings when booking a hotel in Oakland

1. Book for the cheapest times: The best time to visit Oakland for budget-conscious travelers is during January, February, and December, when hotel prices tend to be lower. A stay of at least 2 to 3 days is perfect for discovering the city's notable landmarks, rich history, and vibrant culture. Visitors can explore attractions such as the stunning skyscrapers, beautiful beaches, and scenic lakes, all while enjoying great value for their money. Taking advantage of these affordable travel months could allow for a fantastic experience without breaking the bank.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Oakland on Hotels.com, begin by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections, where you may find discounted rates on hotels close to your travel date. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, increasing your chances of securing a great price. Additionally, the Smart ShoppingOpens in a new window tool in the app allows you to compare hotel prices and amenities, so you can make informed decisions. With these resources, you're more likely to find affordable accommodations for your spontaneous getaway.
3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay in an Oakland hotel. For those seeking a distinctive experience, boutique hotels often provide a more personalized touch and can sometimes 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 alternative dates that could help you find a better deal.
4. Consider your location: Staying near key attractions or city centers can be convenient, but it usually tends to come with higher prices. For more affordable options, consider hotels in less central neighborhoods, where you can find a balance between cost and access to the sites you plan to visit. You might also look into independent hotels situated a bit further out, as they can offer a more authentic and budget-friendly experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Oakland. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Oakland

Oakland experiences its lowest average temperature in January, at 25.7°F (-3.5°C), while July is the hottest month, with an average temperature of 73.4°F (23.0°C). June is usually the wettest month. June, September, and October are the peak travel months in Oakland, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with 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.