Hotels near Oak Street Chicago

Whispers of the Waves: Discover the Enchantment of Oak Street

Nestled along the shores of Lake Michigan, Oak Street in Chicago is a vibrant blend of urban charm and beachside relaxation. Famous for its picturesque Oak Street Beach, this destination offers sun-soaked days and stunning skyline views. Visitors can stroll the chic boutiques of the Gold Coast, savor gourmet dining, or unwind at waterfront parks. With a lively atmosphere perfect for both romantic strolls and family outings, Oak Street promises a unique urban escape where culture meets the serene beauty of the lake. Whether lounging on the beach or exploring nearby attractions, Oak Street is a quintessential Chicago experience. For great hotel rates near Oak Street, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels near Oak Street

Oak Street in Chicago offers a variety of hotel accommodations ranging from upscale hotels to charming boutique options. You'll find stylish rooms close to the lake, shopping, and dining, making it an ideal base for exploring the city. Enjoy the vibrant atmosphere and convenient access to local attractions. Here are some of the best hotels near Oak Street that our travelers love:

1. Four Seasons Hotel ChicagoOpens in a new window: This luxurious 5.0-star hotel is a prime choice for adventure seekers and families alike. With a variety of adventure sports available nearby, including skydiving and hiking, it offers a unique blend of excitement and comfort. The hotel features a range of family-friendly amenities such as games and toys, ensuring that younger travelers are well catered for. The stunning lake views from the room add to the overall charm, creating a delightful atmosphere for a memorable stay.
2. The Ritz-CarltonOpens in a new window: A quintessential 5.0-star retreat, this hotel is tailored for romantic getaways and city explorers. Located in the vibrant city center, it boasts luxurious accommodations with breathtaking views and top-notch amenities. Couples can indulge in spa treatments and enjoy exquisite room service, all while basking in the elegant ambiance. The attentive service and convenience of being near shopping and dining make this a favored choice for travelers seeking a sophisticated urban escape.
3. Waldorf Astoria ChicagoOpens in a new window: This elegant 5.0-star hotel is perfect for adventure-loving travelers and those seeking a luxurious experience. With a variety of recreational activities available, such as sailing and boat tours, the hotel encourages exploration and relaxation. The exquisite accommodations feature luxurious bathrooms and private balconies, enhancing the overall comfort. The excellent service and inviting atmosphere create an exceptional experience, ideal for travelers looking to unwind and enjoy their surroundings.

Things to do near Oak Street

Oak Street offers travelers a delightful blend of sandy beaches and lush parks, perfect for sunbathing, picnicking, or spotting local wildlife. Enjoy activities like kayaking on serene waters, hiking through shaded trails, or browsing charming shops nearby. It's an ideal spot for relaxation and outdoor fun!

• Michigan AvenueOpens in a new window – Stroll along this iconic street known for its vibrant atmosphere, where you can shop at high-end boutiques, enjoy delicious meals at trendy restaurants, and take in views of the stunning architecture that lines the avenue.
• Navy PierOpens in a new window – Visit this famous jetty filled with entertainment and activities. Ride the Ferris wheel for breathtaking city views, enjoy a boat tour, or simply relax by the water while savoring a snack from one of the many eateries.
• Millennium ParkOpens in a new window – Explore this lively urban park, home to the striking Cloud Gate sculpture, affectionately known as The Bean. Take a leisurely walk, join a free concert in the summer, or enjoy the beautiful gardens and fountains that make this park a local favorite.
• Chicago RiverwalkOpens in a new window – Discover this picturesque tourist precinct along the river, perfect for a leisurely walk or bike ride. Stop by one of the waterfront cafés for a drink, or take a boat tour to see the city from a unique perspective.
• Art Institute of ChicagoOpens in a new window – Dive into a world of creativity at this renowned art museum. Admire masterpieces from famous artists, explore the vast collections, and don't miss the beautiful gardens outside, where art meets nature.

5 tips for savvy savings when booking a hotel near Oak Street

1. Book for the cheapest times: The most budget-friendly time to visit Oak Street is during January, February, and December, when hotel prices are generally lower. For those looking to explore the area’s historical and cultural landmarks, a stay of at least 2 to 3 days is recommended. This allows ample time to enjoy the region's rich heritage and beautiful beach, all while getting great value for money on your trip. With prices potentially dropping during these months, it's a fantastic opportunity for travelers on a budget.
2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Oak Street on Hotels.com, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, where you may discover discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, helping you take advantage of potential savings. Additionally, you can utilize the Smart ShoppingOpens in a new window tool in the app to compare hotel prices and amenities. This way, if room availability changes or prices drop, you're more likely to see these updates first, making it easier to book your last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based on various factors, including the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you save on your stay near the Oak Street hotel. If you're seeking something distinctive, boutique hotels often provide a more personalized experience and can sometimes offer better value. When you book with Hotels.com, we’ll inform you whether 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 be more affordable, increasing your chances of getting a better deal.
4. Consider your location: Staying nearer to major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels located in less central areas or neighborhoods, finding a balance between cost and accessibility to the sites you plan to visit. You could also consider independent hotels a bit farther out, as they usually tend to be more affordable and can offer a more authentic experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay near Oak Street. 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.

What to eat near Oak Street

Here are some must-try dishes near Oak Street, Chicago, Illinois, United States of America:

• Chicago-style Hot Dog: A quintessential Chicago dish, this hot dog is served on a poppy seed bun and topped with mustard, onions, relish, a pickle spear, tomatoes, and sport peppers, but never ketchup! It’s a vibrant street food experience, often enjoyed at local stands or casual eateries, reflecting the city’s love for bold flavors and fresh ingredients.
• Italian Beef Sandwich: A Chicago specialty, this sandwich features thinly sliced beef, simmered in savory juices, and served on a crusty Italian roll. It’s typically topped with giardiniera or sweet peppers, making each bite a flavorful delight. Often enjoyed at local delis, this dish represents the city’s rich immigrant history and communal dining culture, perfect for a quick yet satisfying meal.

Best time to go to Oak Street

Oak Street 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 tends to be the wettest month.