Book Chicago Bed & Breakfast

The Sono Chicago stands out as an exceptional choice for travelers 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 travelers 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.

Prices for B&Bs in Chicago often vary, but you can find a great deal from $72 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chicago B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

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 neighborhood 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 experience, Downtown Chicago is the ideal area to stay in a B&B. This bustling district, often referred to as the Chicago Loop, is brimming with attractions that cater to travelers of all ages. Families will appreciate the variety of museums, including the renowned Art Institute of Chicago, where they can marvel at Impressionist masterpieces. The Field Museum offers captivating exhibits, including the famous dinosaur, Sue, making it a hit with children. Outdoor enthusiasts can enjoy the picturesque lakefront, superb for leisurely strolls or picnics. Downtown Chicago also boasts beautifully manicured public parks, like Millennium Park, where children can play and families can unwind under Frank Gehry’s iconic arches. For a fun adventure, take a ride on the Navy Pier Ferris wheel or explore the interactive exhibits at the Shedd Aquarium. Couples seeking a romantic escape will find plenty of cozy restaurants and charming cafés along the Magnificent Mile. After a day of adventure, enjoying a sunset picnic in Grant Park or taking a leisurely walk by the lake can create memorable moments together.

The best time to book a B&B in Chicago is during the vibrant summer months, particularly from June to August. This period attracts a plethora of travelers eager to enjoy the city’s rich cultural scene, outdoor festivals, and picturesque lakeside activities. With temperatures ranging from the mid-70s to the low 90s Fahrenheit, visitors can comfortably explore iconic attractions like Millennium Park, the Art Institute, and the scenic waterfront along Lake Michigan. July stands out as the peak month, bustling with energy as locals and tourists alike flock to the city for events such as the Chicago Air and Water Show and various music festivals. This lively atmosphere makes it an ideal time for those who thrive on socializings and vibrant experiences. For those looking to maximize their travel budget, consider visiting in December. It’s cooler, with temperatures dipping into the low 30s Fahrenheit, the holiday season transforms Chicago into a winter wonderland. The festive decorations, holiday markets, and ice-skating rinks provide a unique charm and a quieter experience compared to the bustling summer months.

Every Chicago B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chicago B&Bs.