Hotels in Uptown

Elevate Your Senses: Explore the Skyscraped Serenity of Uptown

Uptown, Chicago, is a vibrant neighborhood that blends rich history with modern allure. Nestled along the shimmering shores of Lake Michigan, Uptown boasts stunning architecture, including iconic skyscrapers and the historic Uptown Theatre. Stroll through picturesque parks, enjoy eclectic dining options, and immerse yourself in the lively arts scene. With its unique blend of cultures and community spirit, Uptown is perfect for travelers seeking a genuine Chicago experience, away from the hustle and bustle. Whether you're savoring local cuisine or catching a live performance, Uptown captures the essence of urban charm and creativity.

Discover great hotels in Uptown

Uptown Chicago offers a mix of accommodations, from charming boutique hotels to modern high-rises. You can find everything from budget-friendly stays to upscale options with stunning views and unique amenities, making it a great base for exploring the vibrant neighborhood and nearby attractions. Here are some of the best hotels in Uptown that our travelers love:

1. Chicago Guest House WrigleyvilleOpens in a new window: This 4.0-star hotel caters to adventure seekers looking for a memorable getaway. With a variety of adventure sports and recreation activities available onsite or nearby, it promises an exhilarating stay. Guests can enjoy sailing, hiking, fishing, ice skating, and swimming, ensuring every day is filled with excitement. The accommodation is designed to enhance family experiences, providing amenities that make the stay enjoyable for all ages. Trend-aware travelers appreciate the unique blend of fun and comfort, making it an ideal choice for those wanting to explore the vibrant surroundings of Uptown.
2. Hotel Zachary ChicagoOpens in a new window: Hotel Zachary Chicago is a stylish 4.0-star hotel ideal for business travelers seeking a sophisticated environment. The property is equipped with multiple meeting rooms and a coworking space, providing an efficient and professional atmosphere. It is also recognized as LGBTQIA welcoming, enhancing inclusivity for all guests. The hotel combines modern comforts with thoughtful amenities, ensuring a seamless experience. Trend-conscious visitors value its commitment to creating a high-quality journey while maintaining an inviting ambiance, making it a perfect choice for those balancing work and leisure in the heart of the city.
3. The Majestic HotelOpens in a new window: The Majestic Hotel is a charming 3.0-star hotel that offers a boutique experience with its uniquely designed decor and artistic influences. This property is perfect for leisure travelers who appreciate creativity and distinctive aesthetics during their stay. With a focus on providing a memorable atmosphere, it invites guests to immerse themselves in its artistic vibe. The hotel’s stylish ambiance and attention to detail cater to trend-aware travelers seeking a refreshing and comfortable retreat in Uptown, ensuring a delightful experience that captures the essence of local culture.

Top locations to stay in Uptown

Some of the best places to stay near Michigan Avenue, Loyola University Chicago, and Merchandise Mart offer vibrant urban experiences. Michigan Avenue boasts iconic shopping and entertainment, while Loyola University Chicago features beautiful architecture and cultural events. Merchandise Mart is a hub for design and innovation. For first-time visitors, staying near Michigan Avenue provides easy access to numerous attractions and nightlife.

1. Near Michigan AvenueOpens in a new window: Staying near Michigan Avenue puts you in the heart of Chicago's vibrant urban scene. Enjoy the stunning architecture and lively atmosphere while having easy access to a range of cultural attractions, including the Chicago Theatre and the lively Navy Pier. The blend of entertainment and scenic views along the Chicago Riverwalk makes this area a dynamic choice for travelers seeking excitement and beauty.
2. Near Loyola University ChicagoOpens in a new window: Explore the charming vibe near Loyola University Chicago, where you can enjoy leisurely strolls at Montrose Beach and soak in the vibrant arts scene at cultural venues like the Riviera Theatre. The proximity to lush green spaces and unique shopping experiences, including Water Tower Place, ensures that there's something for everyone in this lively area.
3. Near Merchandise MartOpens in a new window: Staying near Merchandise Mart places you in a hub of design and innovation. This area is perfect for those interested in architecture and urban scenery. With access to cultural hotspots and the renowned Chicago Riverwalk, you’ll find a variety of experiences right at your fingertips. Enjoy the dynamic atmosphere while exploring the architectural wonders that define this iconic part of the city.

Things to do near Uptown

Uptown invites visitors to explore its stunning skyline alongside serene lakeside parks, where outdoor activities abound. Enjoy birdwatching, boating, and hiking through lush green spaces, then unwind at lively theaters and venues featuring live music and opera. This vibrant area promises a delightful mix of nature and entertainment.

• Navy PierOpens in a new window – Dive into the vibrant energy of Navy Pier, a bustling jetty that stretches out into Lake Michigan. Here, you can enjoy stunning views of the skyline, explore unique shops, and indulge in delicious dining options. Don't miss the iconic Ferris wheel for a thrilling ride that offers breathtaking perspectives of the city and lake. With its lively atmosphere, Navy Pier is the perfect spot to spend an afternoon, whether you're taking a leisurely stroll along the pier or catching a live performance at one of the venues.
• Michigan AvenueOpens in a new window – Stroll down Michigan Avenue, renowned for its striking skyscrapers and architectural beauty. This famous street is a shopper's paradise, lined with both luxury retailers and charming boutiques. Take a moment to appreciate the stunning buildings that define the city's skyline, and consider stopping at one of the many cafes for a quick refreshment. As you walk, you'll discover a blend of history and modernity that showcases the essence of Chicago.

5 tips for savvy savings when booking a hotel in Uptown

1. Book for the cheapest times: The most budget-friendly time to visit Uptown is during January, February, and December, when hotel rates are typically lower. For a great value for money experience, a stay of at least 2 to 3 days is recommended to fully appreciate the area's key landmarks, cultural sites, and historical attractions. Visitors can enjoy urban scenery, admire stunning skyscrapers, and partake in entertaining live music and theater performances, all while exploring the region's rich architecture and vibrant lakeside views. With prices potentially dropping during these months, it's an ideal time for those traveling on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Uptown, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, so you’re more likely to seize savings opportunities. Additionally, use the Smart ShoppingOpens in a new window tool available via the app to compare hotel prices and amenities, ensuring you get the best options. This way, if rooms become available or prices drop, you’ll be among the first to know for your last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based 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 at an Uptown hotel. If you're seeking something unique, boutique hotels can provide a more personalized experience and, in some cases, better value. When you book through 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, enhancing your chances of getting a better deal.
4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. For more budget-friendly options, consider hotels in less central neighborhoods, where you can find a better balance between cost and accessibility to the sights you want to see. You might also look into independent hotels a bit farther out, as they usually tend to be more affordable and can offer a more authentic experience.
5. Become a Member: Join our membership for free and unlock incredible savings on your next stay in Uptown! Enjoy exclusive member prices on over 100,000 hotels worldwide. As a member, you'll have the opportunity to quickly advance through tiers and gain access to fantastic perks, including complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out—sign up today and start enjoying the benefits!

What to eat in Uptown

Here are a few popular dishes in Uptown, Chicago, Illinois, United States of America:

• Chicago-style Hot Dog: A quintessential Chicago experience, this all-beef frankfurter is served on a poppy seed bun and topped with a vibrant mix of yellow mustard, chopped onions, sweet relish, tomato slices, a pickle spear, and sport peppers. The unique combination of flavors and textures showcases the city’s culinary creativity, and it's often enjoyed at local street vendors or iconic eateries.
• Italian Beef Sandwich: This savory sandwich features thinly sliced, seasoned roast beef simmered in a flavorful broth, served on a crusty Italian roll. It's typically topped with giardiniera or sweet peppers, making every bite a delicious experience. Perfect for a quick meal, this dish reflects the rich Italian heritage of Chicago, often enjoyed during lunch breaks or casual gatherings.

Best time to go to Uptown

Uptown 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. The peak travel months to visit Uptown are June, July, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, November, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.