
Chicago/Tommy Gun's Garage Top Hotel Picks
Select your travel dates to find the best prices and availability

Select your travel dates to find the best prices and availability
Tucked away in a back-alley gem, Tommy Gun's Garage isn’t your average garage—it’s a raw, underground music haven. Flickering neon, vintage vinyl spinning low, and every show feels like eavesdropping on history. Craving authentic Chicago blues and indie rock energy? This is your secret door to the city’s beating heart.

This luxury hotel is perfect for both families and business travelers! Located in the heart of Chicago, just steps away from Michigan Avenue, it’s ideal for shopping and dining. With childcare services and a kids’ play area, parents can relax at the spa or hit the gym. Enjoy the indoor pool, sauna, free WiFi, and shuttle service. The on-site restaurant serves delicious American cuisine, and rooms feature 55-inch smart TVs and premium toiletries for a truly comfortable stay.

This luxurious hotel is nestled in the heart of Chicago, just steps away from Michigan Avenue and Water Tower Place. Unwind at the spa with massages and treatments, or take a dip in the indoor pool. Stay active at the fitness center or join a yoga class. Dining options include the Italian-steakhouse Torali and a cozy café, with a bar perfect for evening relaxation. Rooms are equipped with minibars and smart TVs, plus plush premium bedding for ultimate comfort. With concierge services and express check-in, it’s ideal for both business and leisure travelers.

Looking for a luxurious stay in downtown Chicago? This is the perfect choice! Located in the heart of Magnificent Mile, it’s just minutes away from The Art Institute of Chicago and Navy Pier. Enjoy cozy plush bedding and premium linens in your room. Relax at the 24-hour fitness center, spa, or the rooftop terrace and garden. Whether for business or leisure, the meeting spaces, kids’ play area, and diverse dining options (including an American restaurant and café) cater to all your needs. Don’t miss out on this amazing experience!

Nestled in the heart of Chicago, this luxurious hotel is just a 5-minute walk to the Willis Tower and Skydeck. Enjoy top-notch amenities like a 24-hour fitness center, free WiFi, and concierge services to make your stay seamless. The elegantly decorated rooms feature minibars and espresso machines, while the plush bedding with Italian Frette linens ensures a restful night. Dine on delicious American cuisine at the on-site restaurant or unwind at the bar. Perfect for both business and family trips, with childcare services and wedding venues available, your stay here will be nothing short of exceptional.

Everything you need to know about Tommy Gun's Garage
The Guest House Chicago is a top choice located just a short walk from Tommy Gun's Garage. This boutique hotel blends industrial charm with modern amenities, offering 24-hour room service, complimentary Wi-Fi, and on-site parking—ideal for visitors exploring Chicago’s motorcycle culture.
Situated in downtown Chicago, it’s within easy reach of Michigan Avenue and Millennium Park, making it perfect for both sightseeing and nightlife. Each room features premium bedding, smart technology, and a stylish design that reflects the city’s vibrant character.
Guests can also attend weekend events at Tommy Gun's Garage, including live music and custom bike showcases. HopeGoo in advance is recommended due to high demand. With its mix of local authenticity, modern comfort, and strategic location, this hotel stands out as a must-stay option near the landmark.
From downtown Chicago, you can reach Tommy Gun's Garage via walking or e-scooter rental (like Lime) in about 15 minutes. For public transit, take the CTA El train to Roosevelt Station, then transfer to Bus #146 and get off at "Wabash & Roosevelt"—a 5-minute walk from the venue.
If driving, use GPS navigation to locate the site; there’s a dedicated parking lot nearby, but HopeGoo ahead is advised. Ride-sharing services like Uber or Lyft also offer door-to-door convenience, especially useful for evening visits.
Note: Weekends see higher foot traffic—arriving early helps avoid delays and ensures timely access to events and activities at this iconic spot.
Beyond touring the impressive collection of vintage motorcycles, Tommy Gun's Garage hosts weekend live music performances and custom bike showcases that draw enthusiasts worldwide. Visitors can join hands-on workshops to learn motorcycle maintenance or even build miniature parts.
Nearby, the alley food scene features iconic Chicago favorites like deep-dish pizza and smoked beef sandwiches, served alongside live bands for an authentic Midwestern vibe. If time allows, stroll along the Chicago Riverwalk to enjoy breathtaking sunset views of the city skyline.
Even more thrilling are the regular themed motorcycle rallies, where riders dress in vintage leather jackets and parade down Michigan Avenue—a true celebration of American urban spirit. These events capture the raw energy and cultural depth of Chicago’s motorcycle heritage, offering travelers an unforgettable immersive experience.
See what other travelers say about Tommy Gun's Garage

Staying at Waldorf Astoria Chicago was an absolute delight from start to finish. The suite featured a beautiful fireplace, and the front desk staff kindly reminded us about it—plus, a professional came to light it for us, which added such a cozy, luxurious touch. The room itself is spacious and incredibly comfortable, making it feel like a true retreat in the heart of downtown Chicago. Being just steps away from Michigan Avenue’s luxury shopping district is a major plus—everything you’d want is right outside the door, from high-end boutiques to great dining options. Public transit access is also excellent. Every staff member we interacted with went above and beyond with genuine warmth and attention to detail. It’s rare to find such exceptional service combined with elegance and convenience. I’d absolutely stay here again—and recommend it without hesitation.

Staying at The Ritz-Carlton, Chicago was an absolute highlight of my trip. From the moment I stepped into the elegant lobby, I was greeted with warm, attentive service and a sense of refined luxury. The room was spacious, impeccably clean, and beautifully designed—perfect for relaxing after a long day exploring the city. The bed was incredibly comfortable, and the view from the window showcased stunning views of the Chicago skyline, making every morning feel like a scene from a movie. The breakfast spread was exceptional—fresh, diverse, and delicious, with coffee that tasted like it was brewed just for me. Location-wise, it’s unbeatable: just a short walk to public transit, and surrounded by great dining options and shopping. For the level of comfort, service, and overall experience, this place offers incredible value. I’d stay here again in a heartbeat and highly recommend it to anyone looking for a memorable stay in Chicago.

Staying at the Chicago Marriott Downtown Magnificent Mile was a fantastic experience. The location is unbeatable—right next to the metro and just steps away from the convention center, which made everything so convenient. I booked a room with breakfast, but honestly, American breakfasts aren’t really my thing. The dining service wasn’t very attentive—when you ask for something hot, you’re told you can’t have it if you’re on buffet, and if you want to skip the buffet, you’re limited in options. It felt a bit rigid. Also, the tip culture stood out—since the service wasn’t exceptional, I found it awkward to give tips. If they’d been more proactive or friendly, I’d have happily paid extra. But overall, the hotel is spotless, spacious, and well-maintained. The staff are polite, the rooms are comfortable, and being directly connected to the event venue was a huge plus. Just keep in mind that the breakfast experience isn’t as flexible as some might expect. Still, for convenience, comfort, and style, this place delivers—and definitely worth considering.

This hotel truly lives up to its reputation as one of Chicago’s finest. The interior design is stunning—sophisticated and full of character, with a perfect blend of modern elegance and timeless charm. From check-in to checkout, the staff went above and beyond with warm, attentive service. I was especially impressed by how seamlessly they accommodated my requests. Located just a short walk from Union Station, it’s incredibly convenient for exploring downtown and catching trains. The room was spacious, impeccably clean, and had all the little touches that make a stay feel special. I’ve already started planning my next visit—this place deserves every bit of praise it gets.

I completely disagree with some of the negative reviews—this place is better than expected! We stayed in a spacious, recently renovated room with a ceiling fan and air conditioning, making it super comfortable. The staff were friendly and helpful, and the interior design has a modern, stylish vibe. There's also a shared kitchen available for guests, which is great if you want to prepare your own meals. Plus, the Magnificent Mile is just a 5-minute walk away—perfect for shopping and dining. Overall, the location, cleanliness, and value make this a solid choice for travelers looking for a convenient and pleasant stay in Chicago.

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 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.

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.

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.

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.

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.

The Langham Chicago is perfectly located—right across from Trump Tower, with Millennium Park, the Magnificent Mile, riverboat docks, and a wide array of restaurants all within easy walking distance. The front desk staff were exceptionally friendly and helpful. We booked two rooms—one had weak heating, making it slightly chilly; the other had a leaking toilet and water pooling in the shower area upon arrival. However, these were minor issues compared to the overall experience. The hotel’s elegant ambiance, high-quality furnishings, and attention to detail truly stand out. Despite the small setbacks, the location, service, and general luxury make this a top choice for future stays.
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