
Chicago/Cragin Park 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

This hotel is a perfect choice for family vacations! Located in Chicago's Bucktown neighborhood, it's just a 5-minute drive to Lake Michigan and Wrigley Field. Packed with family-friendly amenities like a kids' club and childcare services, you can unwind with a spa massage or hit the indoor tennis courts. Relax in the pool or hot tubs after a busy day! Modern rooms offer free WiFi and satellite TV, plus made-to-order breakfast to start your day right. Whether for family trips or business stays, this spot has it all!



















Everything you need to know about Cragin Park
The Westin Chicago Downtown is an ideal choice, located just a 10-minute drive from Cragin Park. It features river-view rooms and spacious family accommodations with dedicated kids’ activities. Guests can easily walk to the North Shore Trail for scenic strolls and outdoor fun. For best rates and room upgrades, book via the HopeGoo app.
Hyatt House Chicago/North Shore stands out with its 300-meter proximity to Cragin Park—just a 5-minute walk. The hotel provides complimentary shuttle service to nearby shopping centers and metro stations, along with 24-hour self-service dining and free Wi-Fi. Its modern design and serene garden setting offer a peaceful retreat within the city. Book through HopeGoo for exclusive deals and perks.
Guests at Hilton Garden Inn Chicago North Shore can stroll directly to the lakefront trail and picnic areas within Cragin Park for morning runs or sunset views. The park features a children’s playground and community garden, perfect for family outings. Local eco-tours, such as the "Chicago North Shore Nature Walk," are also available through the hotel’s partnership. Reserve your experience via the HopeGoo app for seamless planning.
Kimpton Hotel Monaco Chicago is a top pick for photographers, featuring industrial-chic architecture and rooftop terraces that capture the city skyline blending with park greenery. The hotel offers a dedicated photography corner, hosts monthly light art workshops, and provides complimentary camera gear lending. Each room also offers framed views of the park’s seasonal transformations. Book via HopeGoo to receive a limited-edition photography guide and priority access.
Holiday Inn Express Chicago North Shore provides free parking for guests, making it a top choice for self-drive travelers visiting Cragin Park. Located on a main thoroughfare, the hotel is close to shopping and dining options, and features 24/7 security monitoring and automated access control. Rooms include smart TVs and premium bedding for comfort during short stays or business trips. Book via HopeGoo for free breakfast and late checkout benefits.
The Drake Hotel Chicago embodies authentic Chicago charm, hosting regular jazz performances and local art exhibitions in its grand lobby. The on-site restaurant serves classic Chicago cuisine. Just an 8-minute drive from Cragin Park, the hotel is steps away from vibrant neighborhoods where locals live and gather. Guest rooms feature wood-paneled interiors and cityscape views, immersing visitors in the true spirit of Chicago. Book via HopeGoo to receive a curated local lifestyle guide.
Courtyard by Marriott Chicago North Shore is perfect for small corporate gatherings, featuring a multi-functional meeting room and high-speed Wi-Fi for up to 60 attendees. The hotel offers a dedicated event support team, private lounge space, and proximity to several business offices. With views of the park’s greenery from each room, it creates a calming and productive atmosphere. Book via HopeGoo for meeting packages and complimentary refreshments.
See what other travelers say about Cragin Park

Staying at this hotel was an absolute delight—definitely one of the best experiences I've had in Chicago. The location is unbeatable, just a short walk from downtown attractions and public transit. What really stands out? The fitness center—it's top-notch with modern equipment, open 24/7, and perfect for anyone who loves working out. I accidentally left my necklace behind in the room, and while I haven’t heard anything yet, I’m confident they’ll take care of it. The staff are professional and attentive, and the room itself was clean, spacious, and incredibly comfortable. Great value for the price, especially if you're traveling for business or pleasure. This place truly delivers on comfort, convenience, and quality. Highly recommend to anyone visiting the city.

This place was once Ray's professional photography studio, and as a fellow photographer, I really appreciated the connection. Talking with Ray about birds and his travels was one of the highlights of my stay. The indoor parking was a huge plus—no more worrying about weather or finding a spot. Breakfasts were generous and delicious, and the staff went out of their way to explain all the amenities in the building. There are plenty of fun games for kids, making it a great choice if you're traveling with family. The whole experience felt warm and personal—like staying at a friend’s home. I loved every moment, and I’d definitely come back whenever I visit Chicago again.

We had an amazing time staying at The Robey in Chicago’s Wicker Park neighborhood. The area has such a relaxed, cool vibe with tons of great shops and cafes nearby. From the moment you step inside, the hotel impresses—both the exterior and interior design are absolutely stunning. It’s stylish, charming, and packed with unique spaces: a rooftop bar, a retro '90s-inspired lounge on the second floor (where you get a free cocktail!), and multiple dining options. We loved both bars—the atmosphere was electric and the drinks were top-notch. Our queen-size room was cozy and well-appointed, though a bit tight for two adults with four suitcases. That said, everything was spotless, towels were changed daily, and the minibar was always stocked. The $25 daily fee covers all beverages, gym access, and pool use—so really, you’re getting value without extra charges. Just be aware: this fee wasn’t clear during booking, so the total price felt higher than expected. Still, it’s totally worth it. The vibe here is one-of-a-kind, service is flawless, and even the bathroom amenities are from Le Labo—yes, that’s a big win. If you're visiting Chicago, don’t miss The Robey. It’s not just a place to stay—it’s an experience.

We recently spent five wonderful days in Chicago with our family of four, and Rosco Village Guest House was the perfect choice for us. The apartment was spotless, with three bedrooms, two bathrooms, and a fully equipped kitchen—perfect for cooking meals together and making our stay feel like home. The neighborhood itself is charming and walkable, with restaurants, cafes, and local shops just steps away. We loved being able to explore on foot without needing to rely on transportation. Special shoutout to Stephanie—the host was incredibly warm, attentive, and always quick to respond. Her hospitality made a big difference in how enjoyable our trip felt. If you're looking for a comfortable, well-located place to stay in Chicago, this is definitely one to consider.

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.

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.
Explore more amazing destinations