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Best Western Hotels & Resorts Group Hotels Near Bridgeport
Bridgeport is where Chicago breathes raw, real energy. From sizzling deep-dish pizzerias to hidden jazz bars and graffiti-covered alleys, this neighborhood thrums with local flavor. Come here not just to explore—but to taste, listen, and feel the city’s true pulse beating under your feet.
The Whitehall Hotel, BW Premier Collection
Best Western River North Hotel
Best Western Plus Hyde Park Chicago Hotel
Best Western Grant Park Hotel
Hotel Chicago West Loop, SureStay Collection by Best Western
Frequently Asked Questions
Everything you need to know about Bridgeport
The Chicago Athletic Association Hotel is a top choice located in the historic Bridgeport neighborhood, just steps from the Art Institute of Chicago and South Michigan Avenue. Housed in a beautifully restored 1893 landmark building, this luxury boutique hotel blends original marble lobbies, vintage architecture, and modern amenities for an elegant stay.
Its prime location places guests within walking distance of Illinois Institute of Technology, vibrant local galleries, and award-winning restaurants. The on-site The Bar at the Chicago Athletic Association is a must-visit for craft cocktails and live jazz nights.
For transportation, the hotel is just a 5-minute walk from the CTA Blue Line’s 51st Street Station, offering quick access to downtown, Millennium Park, and Lake Michigan. Visitors can also explore the area via bike-sharing programs or by foot through the tree-lined streets of Bridgeport—perfect for experiencing authentic Chicago culture.
Yes, hotels in the Bridgeport area offer excellent access to downtown Chicago. Take The Chicago Athletic Association Hotel as an example: it’s just 2.5 km from the Loop, with the CTA Blue Line’s 51st Street Station located a 5-minute walk away. A direct train ride takes only 10 minutes to reach key destinations like State Street, Millennium Park, and the Art Institute.
Multiple bus lines and the Airtrain express service also serve nearby stops, making transfers seamless. For a more scenic option, visitors can use the city’s bike-sharing program—riding to downtown takes about 25 minutes along tree-lined avenues and the lakefront path, offering stunning views of the skyline and Lake Michigan.
This blend of speed, convenience, and charm makes Bridgeport an ideal base for both business travelers and tourists seeking a central yet peaceful retreat.
Bridgeport offers rich cultural experiences rooted in history and creativity. Visitors can join free architectural tours at Illinois Institute of Technology (IIT), exploring the iconic S.R. Crown Hall designed by Frank Lloyd Wright—one of America’s most celebrated modernist buildings.
Each summer, the Bridgeport Arts & Music Festival brings together local musicians, visual artists, and food vendors, showcasing community spirit and diversity. Strolling along South Halsted Street, you’ll discover independent bookstores like Cassie's Bookstore, artisan coffee shops, and creative studios such as Artisan Collective.
For a deeper connection, consider joining a neighborhood walking tour led by residents, which highlights historic homes, African American heritage sites, and the neighborhood’s role in shaping Chicago’s urban identity. These experiences provide authentic insight into a vibrant, evolving community at the heart of the city.
Traveler Reviews
See what other travelers say about Bridgeport
The Whitehall Hotel, BW Premier Collection
Absolutely loved my stay at The Whitehall Hotel! Located right in the heart of downtown Chicago, it’s just a 5-minute walk to the beach—a major plus for me. The staff were incredibly friendly and helpful throughout my visit. My room was spacious, immaculately clean, and filled with all the modern amenities I needed. The breakfast buffet was delicious and varied—perfect start to each day. But the real highlight? The view from the window. I spent hours admiring the city lights at night—truly breathtaking. I’ll definitely be coming back here on my next trip to Chicago. A top-tier experience from start to finish!
Best Western River North Hotel
Staying at the Best Western River North Hotel during my business trip to Chicago was a fantastic choice. The front desk staff were incredibly friendly and helpful, making check-in smooth and stress-free. What stood out most was the neighborhood's safety—walking around day or night felt completely secure, which is rare in many urban areas. The location is unbeatable: everything downtown, from attractions to restaurants and shops, is just a short walk away. I appreciated how convenient it was for exploring the city without relying on taxis or long commutes. Plus, the value for money is outstanding—comfortable rooms, excellent service, and a great central spot all at a reasonable price. Definitely a top pick for future trips to Chicago.
Best Western Grant Park Hotel
Staying at the Best Western Grant Park Hotel was an absolute delight. The location is unbeatable—right next to Millennium Park, with easy access to nearby attractions like museums, the aquarium, and the observatory. I loved how convenient it was to walk to everything without needing a car or public transit. Plus, the hotel connects directly to Paris Baguette, so grabbing breakfast on the go was effortless. The room was clean, comfortable, and well-maintained, and the staff were friendly and helpful throughout my visit. It’s rare to find such a great balance of location, convenience, and value—this place definitely stands out. I’ll be coming back for sure.
Hotel Chicago West Loop, SureStay Collection by Best Western
I absolutely loved my stay at Hotel Chicago West Loop! The room was bright and sunny, with large windows that let in plenty of natural light—perfect for relaxing or working. I was traveling solo, and the atmosphere made it feel like a personal retreat. The location is super convenient, just a short walk from public transit to downtown. Clean, comfortable, and well-maintained—this place really delivers on comfort and value. Would definitely book again.
Ruby Room
My stay at Ruby Room Hotel was absolutely delightful. The room was incredibly comfortable and quiet, making it the perfect retreat after a day of exploring Chicago. It's perfectly located just steps away from a wide variety of dining options—great for breakfast, dinner, or late-night snacks. I loved how convenient everything was, and the staff were friendly and helpful. This place truly makes your visit to Chicago feel seamless and enjoyable. I’d definitely come back.
Holiday Inn Express Chicago - Magnificent Mile
I can't recommend this Holiday Inn Express Chicago - Magnificent Mile enough. The location is unbeatable—right across from Trader Joe's, so grocery shopping is a breeze. It's just a 7-8 minute walk to Trump Tower, and less than 20 minutes to Millennium Park. From there, it's only a few more minutes to the shores of Lake Michigan—perfect for a relaxing evening stroll. The front desk staff were incredibly friendly and helpful. We arrived at 10 AM, and even though check-in wasn't available yet, they gladly stored our luggage at no extra cost. When we returned around 2:30 PM, we were told to wait about 25 minutes. But instead of leaving us waiting in limbo, the staff actually came to check on us—and discovered a room was already ready! They apologized and made sure we were taken care of right away. While the amenities aren't flashy, the rooms are clean, comfortable, and well-maintained. For the price and convenience, this place offers outstanding value. I’ll definitely be back if I ever visit Chicago again.
The Westin Chicago River North
The location couldn't be better—just a short walk from the Chicago River and surrounded by great dining, shopping, and attractions. From the moment I checked in, the staff went above and beyond with their friendly and professional service. The room was clean, spacious, and incredibly comfortable, with a perfect bed that made for a restful night's sleep. I especially appreciated the delicious breakfast options—fresh, varied, and well-prepared. Every detail felt thoughtfully designed to enhance the stay. This hotel truly delivers on every level, and I’d definitely return without hesitation.
Eurostars Magnificent Mile
This is our second time staying at Eurostars Magnificent Mile, and we’re already planning our next visit! The location is unbeatable—right in the heart of downtown Chicago, with endless shops, restaurants, tourist spots, supermarkets, and bars just steps away. We absolutely love the on-site sauna—it’s perfect for unwinding after a long day of exploring. The room is spacious, clean, and well-appointed, making it feel like a home away from home. The staff go above and beyond with their friendly, genuine hospitality. This hotel feels like a hidden gem, and it’s now our go-to choice whenever we come to Chicago. Don’t miss the downstairs restaurant, River North Bistro—especially during happy hour! The food and drinks are fantastic, and the vibe is lively yet relaxed. Highly recommend this place for both business and leisure travelers.
Wicker Park Inn
Staying at Wicker Park Inn was such a refreshing change from the usual hotel experience. From the moment I arrived, the staff went above and beyond—friendly, professional, and genuinely helpful with local tips and recommendations. The room itself was beautifully decorated, clean, and incredibly comfortable, with a cozy bed that made for a restful night’s sleep. I especially loved the thoughtful amenities: high-quality linens, a well-stocked mini-fridge, complimentary coffee, and modern bathroom fixtures. It felt more like a stylish boutique stay than a standard hotel. Located in the heart of Wicker Park, it’s perfectly positioned for exploring Chicago’s vibrant neighborhoods—great cafes, shops, and nightlife are just steps away. I’d absolutely book again and highly recommend this gem to anyone visiting the city.
Chinatown Hotel Chicago
Staying at Chinatown Hotel Chicago was an absolute delight! The room features floor-to-ceiling windows that flood the space with natural light—every morning felt like a fresh start. What stood out most was the excellent air circulation; even on warmer days, the room stayed refreshingly cool without relying heavily on the AC. The location is unbeatable—just a short walk from downtown and surrounded by great local eateries, making it perfect for exploring the vibrant neighborhood. Clean, well-designed rooms with thoughtful touches make this hotel a hidden gem in Chicago. If you're looking for comfort, convenience, and a true local vibe, this place is a must-try.
Hotel Felix
Staying at Hotel Felix in Chicago's North Loop was a great experience. The location is fantastic—just a short walk from the train station, making it super convenient to explore downtown and the Magnificent Mile. There are plenty of restaurants nearby, so dining options are never an issue. The staff were friendly and helpful throughout our stay. The only downside was a plumbing issue on our last day, which meant we had to take a cold shower—minor inconvenience, but nothing major. Overall, the hotel offers excellent value, clean rooms, and a welcoming atmosphere. I’d definitely stay here again and recommend it to anyone visiting Chicago.
The Buckingham Hotel
Staying at The Buckingham Hotel in Chicago was an absolute delight from start to finish. The staff went above and beyond—warm, friendly, and incredibly helpful right from the moment we arrived. I booked a room with an amazing view, and it did not disappoint—the skyline stretched out before me, especially breathtaking at night when the city lights came on. Every detail felt thoughtfully curated, from the cozy furnishings to the quiet, well-maintained hallways. What really stood out was how accommodating the team was—they anticipated needs without being intrusive and made sure every request was handled with a smile. If I could rate this hotel 10 stars instead of 5, I absolutely would. This isn’t just a great place to stay—it’s a memorable experience. I’ll be back, and I highly recommend it to anyone visiting Chicago.
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