Search Hotels in Uptown, Chicago

Top reasons to visit Uptown

• Historic Uptown Theatre: A stunning venue showcasing live performances and films, reflecting the area's rich cultural history.
• Vibrant Arts Scene: Explore numerous art galleries and attend local theatre productions, highlighting Chicago's artistic flair.
• Scenic Parks and Beaches: Enjoy outdoor activities and relaxation at nearby parks and beaches, perfect for families.
• Diverse Shopping Experiences: Discover unique shops and boutiques that offer a taste of local culture and craftsmanship.
• Welcoming Accommodations: Choose from a variety of stylish hotels and apartments suited for all types of travellers.

Find great hotels near Uptown

Discover a delightful selection of accommodations in Uptown, Chicago, offering a variety of options from stylish hotels to comfortable apartments. Ideal for business travellers, families, and pet owners alike, these establishments are conveniently located near the Uptown Theatre and other local attractions. Whether you're seeking a nearby motel or a charming hotel, Uptown provides a welcoming experience for every visitor.

• The Whitehall Hotel, BW Premier Collection: The Whitehall Hotel, BW Premier Collection exudes a classic charm with a modern twist, making it an inviting choice for both business and leisure travellers. Located in a vibrant shopping district, this 4-star hotel is known for its pet-friendly policies, accommodating dogs with specific amenities and fees. Guests appreciate the hotel’s sophisticated décor, spacious rooms, and proximity to various shopping attractions. With a guest rating of 8.4 out of 10, it combines convenience with comfort, ensuring a pleasant stay for those seeking to explore the bustling city.
• Warwick Allerton - Chicago: The Warwick Allerton - Chicago offers a family-oriented atmosphere, ideal for those travelling with children or seeking a business retreat. Sporting a guest rating of 8.6 out of 10, this 4-star hotel is known for its thoughtful amenities for younger guests, including travel cribs and childcare services. The property’s location, just a short distance from Uptown, makes it easy to explore the city while providing a welcoming environment for families. With elegant rooms and attentive service, this hotel ensures a comfortable and enjoyable experience for all its guests.
• Hilton Chicago/Magnificent Mile Suites: The Hilton Chicago/Magnificent Mile Suites offers a blend of comfort and practicality, making it a suitable option for families and pet owners alike. Rated at 9.0 out of 10, this 3.5-star hotel features spacious suites and amenities for children, such as complimentary cribs. The hotel welcomes pets and provides specific facilities to ensure their comfort. Its prime location near the Magnificent Mile allows easy access to shopping and dining options, enhancing your stay with convenience and luxury.

Where to stay near Uptown

Uptown, Chicago, offers a delightful blend of urban charm and scenic beauty, making it perfect for family and culture-themed vacations. As you explore this vibrant neighbourhood, you'll encounter friendly locals and a myriad of outdoor activities. Venture into nearby downtown Chicago for a bustling atmosphere or enjoy the relaxed vibe of the Uptown area. With its rich history and diverse experiences, your stay in Uptown promises to be both enriching and memorable.

• Chicago: As a vibrant metropolis, Chicago is the heart of Uptown, offering a diverse array of experiences for visitors. The city attracts travellers year-round, with peak seasons from June to August. Chicago is renowned for its family-friendly activities, outdoor adventures, and urban exploration. Highlights include bustling shopping districts, world-class arenas, and captivating theatres. Notable landmarks, such as sports stadiums and picturesque urban parks, provide ample opportunities for recreation and sightseeing, making it an ideal destination for those seeking a dynamic city experience.
• Downtown Chicago: Located a mere 10km from Uptown, Downtown Chicago is a vibrant neighbourhood known for its bustling atmosphere. Similar to Chicago, it welcomes visitors throughout the year, with an influx during summer months. Downtown offers an enticing mix of family-friendly activities, outdoor spaces, and urban charm. Popular attractions include trendy shopping areas, lively entertainment venues, and impressive theatres. With its proximity to tourist precincts, sports stadiums, and lush urban parks, Downtown Chicago serves as a hub for those eager to immerse themselves in the city's rich culture and lively energy.
• Sheridan Park: Just 805m from Uptown, Sheridan Park is an inviting neighbourhood that caters to families and those seeking cultural and entertainment experiences. The area enjoys steady visitor numbers throughout the year, especially in the summer months. Sheridan Park is celebrated for its engaging theatres, live music concerts, and educational opportunities. The neighbourhood boasts easy access to local landmarks, including sports stadiums and serene urban parks, making it a perfect spot for leisurely strolls and family outings. This charming neighbourhood is a hidden gem for those looking to enjoy a more relaxed side of Chicago.

Things to do in Uptown

Shopping

In Uptown, Chicago, explore the vibrant Montrose Avenue Market, where you'll find unique local crafts and souvenirs. For a more extensive shopping experience, visit the nearby Uptown Square, featuring a mix of boutiques and larger retailers, perfect for finding gifts to take home.

Recreation

In Uptown, Chicago, indulge in wellness at the Holistic Wellness Centre, which offers a variety of holistic therapies and yoga classes in a tranquil environment. Nearby, the Lakefront Trail provides a scenic route for walking or cycling, allowing you to connect with nature while enjoying stunning views of Lake Michigan.

Adventure

Explore the vibrant streets of Uptown with a thrilling bike tour, where you can experience the local culture and stunning architecture. For an adrenaline rush, try indoor rock climbing at a nearby venue, offering challenges for all skill levels and a chance to meet fellow adventurers.

Nightlife

In Uptown, Chicago, the Green Mill Cocktail Lounge captivates with its vintage jazz atmosphere, while the Riverview Tavern offers a lively pub experience with games and craft beers. For a unique twist, the Aragon Ballroom hosts various live music events, immersing visitors in a vibrant nightlife scene.

Booking tips and Expedia advantages for Uptown

To save money during your visit to Uptown, Chicago, consider travelling between December and February when accommodation prices are lower, especially on Wednesdays. Avoid weekends, particularly Saturdays, for the best rates. Use Expedia's search tool to filter hotels by budget and eco-certification. Combining your hotel booking with flights and activities through Expedia packages can also yield significant savings. Additionally, take advantage of free activities in the area to enhance your experience without straining your wallet.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Uptown are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Uptown is Wednesday. The most expensive day to stay around Uptown is Saturday.
• Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred location, and additional preferences. You can organise your results to display prices from lowest to highest, ensuring that the most affordable hotels are shown first. Additionally, you have the option to refine your search by hotel category—selecting the Eco-certified filter will reveal sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can potentially save money by combining your Uptown hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Uptown

Uptown, Chicago, is ideal for family-oriented, outdoor, and culturally themed holidays. Visitors can enjoy various attractions, including beaches, urban parks, and vibrant streets, perfect for those seeking a blend of culture and city life. Must-see highlights include the historic Uptown Theatre, the unique architecture of the neighbourhood, and notable landmarks that enrich the local experience.

• Michigan Avenue: A bustling thoroughfare located 8km from Uptown, Michigan Avenue is renowned for its vibrant city atmosphere. Lined with shops, restaurants, and iconic architecture, it offers a lively urban experience perfect for leisurely strolls and people-watching.
• Athenaeum Theatre: Situated 3km away, the Athenaeum Theatre is a cultural gem showcasing a variety of performing arts. With its historic charm and diverse programming, visitors can immerse themselves in the local arts scene, enjoying everything from theatre productions to musical performances.
• Montrose Beach: Nestled within Uptown, Montrose Beach provides a scenic escape with its sandy shores and tranquil waters. This beach is ideal for sunbathing, picnicking, or taking leisurely walks along the shoreline while enjoying the beautiful views of Lake Michigan.

Best time to go to Uptown

The best time to visit Uptown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Average	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

The nearest major airports for your trip to Uptown

Flying into Uptown, Chicago is convenient with two major airports nearby. Chicago O'Hare International Airport (ORD) is situated 21km away, with excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both located 3km from the airport. Alternatively, Chicago Midway International Airport (MDW), also 21km from Uptown, offers luxurious accommodations like the 5-star Trump International Hotel & Tower Chicago. For those considering Milwaukee, General Mitchell International Airport (MKE) is located 111km away, with nearby hotels including the Potawatomi Hotel & Casino, just 10km from the airport.