Find a Bed and Breakfast in Chicago from CA $107

The Sono Chicago stands out as an exceptional choice for travellers seeking a blend of luxury and comfort in the heart of the city. With a great 10.0 rating, guests rave about the thoughtful amenities, including a stunning rooftop terrace and balconies that offer breathtaking views of Chicago. The attentive staff and delicious breakfast set the tone for a delightful stay, making it ideal for both couples looking for a romantic getaway and solo travellers wanting a serene escape.For those interested in a great experience, The Publishing House B&B is another top contender, also boasting a flawless 10.0 rating. This charming property features a winery and offers complimentary full breakfasts that highlight local flavors. With outstanding service and cozy accommodations, it's a great haven for couples or friends seeking a memorable trip filled with delightful culinary experiences.Families will find Ray's Bucktown B&B, rated 9.8, to be an excellent option. With a focus on comfort and convenience, it provides a inviting space where both parents and children can unwind. Guests appreciate the friendly staff and the hearty breakfast, ensuring that everyone starts their day off right. The strategic location allows easy access to local attractions, making it a fantastic base for family adventures.

Ray's Bucktown B&B is a fantastic choice for families seeking a inviting space in the heart of Chicago. This charming property goes above and beyond with amenities designed specifically for children, including toys, games, and books to keep young minds entertained. Parents will appreciate the convenience of complimentary travel cribs and rollaway beds, ensuring everyone has a comfortable place to sleep. Additionally, the daily housekeeping service and lovely garden create a stress-free environment, allowing families to relax and enjoy their stay.Another excellent option is the Harvey House Bed & Breakfast, which features a cozy kitchenette superb for preparing quick meals or snacks for the family. The property offers rollaway beds for added convenience and has a delightful garden where families can unwind together after a day of exploring the city. With daily housekeeping to keep everything tidy, this B&B provides the attentive service that families value.For those looking for a unique stay, the Unique Chicago Penthouse Loft - Amazing Deal & Location offers a spacious environment ideal for families. With a sofa bed for extra sleeping space and a patio where you can enjoy the fresh air, this property ensures comfort and convenience. Kids will love the video game console and variety of video games available, making it a fun retreat after a day of sightseeing.

Ray's Bucktown B&B is a fantastic choice for dog owners visiting Chicago. This welcoming property not only allows dogs but also provides thoughtful amenities such as food and water bowls and a shared kitchen, making it easy to care for your furry friend. Families will appreciate the availability of travel cribs and rollaway beds at no extra charge, ensuring a comfortable stay for everyone. The rooftop terrace offers a lovely spot to unwind, while the property's proximity to parks means you and your dog can enjoy leisurely strolls in the fresh air.Another great option is The Publishing House B&B, which is also pet-friendly and provides a warm atmosphere for all guests. While primarily suiting service animals, its inviting spaces and complimentary breakfast make it a cozy retreat. The property features premium bedding that promises restful nights, and the complimentary Wi-Fi ensures that you can stay connected during your travels.For those seeking a charming, pet-friendly experience in a historical setting, House 5863 - Chicago Bed and Breakfast is an excellent choice. This property allows service animals and is located in a vibrant neighbourhood near museums and shopping districts. With its airy terraces and beautifully designed interiors, families can enjoy quality time together while exploring the local culture.

For a romantic getaway in Chicago, House 5863 - Chicago Bed and Breakfast is a delightful choice that combines luxury with comfort, featuring a cozy ambiance and thoughtful amenities. With its prime location in a historical district, this charming bed and breakfast invites couples to enjoy romantic dining experiences, enhanced by the elegance of its Art Deco design. Guests can unwind on the furnished patio or balcony, soaking in the serene atmosphere while enjoying complimentary continental breakfast.This property also offers luxurious touches such as Egyptian cotton sheets, designer toiletries, and plush bathrobes, ensuring that every moment spent together is pampered and special. The nearby shopping district and museums provide ample opportunities for couples to explore and create lasting memories.

For a vibrant and engaging stay, Downtown Chicago is the top choice for B&B accommodations. Known for its rich array of museums, parks, and dining options, this area truly embodies the city's spirit. Families will appreciate the easy access to attractions like the Field Museum, where they can marvel at Sue, the famed T. rex skeleton, or explore the wonders of the Shedd Aquarium. The nearby Navy Pier offers a fun-filled day with its Ferris wheel and entertainment options, ensuring there's something for everyone to enjoy.Couples seeking a romantic outing can stroll along the picturesque lakefront or relax in the lush settings of Millennium Park, where Frank Gehry's stunning architecture provides a great backdrop for memorable photos. The iconic Cloud Gate sculpture, affectionately known as "the Bean," invites visitors to reflect on the city's captivating skyline.In addition to its attractions, Downtown Chicago's Magnificent Mile presents a bustling shopping and dining experience, making it convenient for those who appreciate quality and convenience. Although parking can be a challenge, the area's walkability allows for easy exploration of the many highlights nearby.

The best time to book a B&B in Chicago is during the vibrant summer months, particularly in July. This period sees the city buzzing with life, as both locals and tourists flock to enjoy the warm weather and numerous outdoor events. Visitors can immerse themselves in the city's rich culture, from exploring its stunning architecture on the Riverwalk to indulging in the famous Taste of Chicago festival, which showcases the city's diverse culinary scene.During summer, you can expect pleasant temperatures, typically ranging from 20 to 30 degrees Celsius, great for outdoor activities like sightseeing at Millennium Park or taking a leisurely stroll along Lake Michigan. This is an ideal time for those who appreciate an energetic atmosphere filled with street fairs, concerts, and numerous festivals.If you're looking for a more budget-friendly option, consider visiting in December. While this month falls within the low season, it offers a unique charm with festive holiday decorations and the opportunity to experience the city's famous Christkindlmarket. This quieter time allows for a more relaxed exploration of Chicago's museums, art galleries, and historic neighbourhoods, all without the summer crowds.