Chicago Bed and Breakfast

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When planning a trip to Chicago, deciding where to stay can be a difficult decision. With so many options ranging from luxury hotels to budget accommodations, it can be overwhelming to choose the best place to rest your head. One often overlooked choice that offers the perfect combination of comfort, charm, and personalized service is a bed and breakfast.

Bed and breakfasts in Chicago provide a unique alternative to traditional hotels by offering cozy and intimate accommodations in historic homes or boutique properties. These charming establishments typically have fewer rooms than large hotels, allowing for a more personalized and attentive experience. From homemade breakfasts each morning to comfortable and uniquely decorated rooms, bed and breakfasts offer a home away from home for travelers looking for a more intimate stay.

Staying at a bed and breakfast in Chicago also provides the opportunity to immerse yourself in the local culture and community. Many bed and breakfast owners are long-time residents of the city and are more than happy to share their insider knowledge and recommendations for the best local restaurants, attractions, and hidden gems. This insider access can help you make the most of your trip and experience Chicago like a local.

In addition to the personalized service and local insights, bed and breakfasts in Chicago often boast prime locations in the city's most desirable neighborhoods. Whether you prefer to stay in the trendy Wicker Park area, the historic Lincoln Park district, or the vibrant downtown Loop, you can find a bed and breakfast that suits your style and preferences. With convenient access to public transportation, shopping, dining, and cultural attractions, staying at a bed and breakfast in Chicago allows you to explore the city with ease and convenience.

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Our Top 10

(Sorted by rating & number of reviews)

1. Wicker Park Inn
2. Villa D' Citta
3. The Publishing House Bed And Breakfast
4. Ray'S Bucktown Bed And Breakfast
5. The Sono Chicago Bed & Breakfast
6. The Greenleaf House
7. The Polo Inn Bridgeport U.S.A.
8. Welcome Inn Manor
9. Bishops Hall (Adults Only)
10. House 5863- Chicago'S Premier Bed And Breakfast

Best Chicago Bed and Breakfast

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Chicago
Aug 09, 2025 - Aug 10, 2025

Wicker Park Inn

+ 91 photos

A walk-in shower, a separate toilet, and a bath are provided in the bathroom.

A continental breakfast is served here every morning. While staying at Wicker Park Inn guests can choose out of dining options nearby, such as Antique Taco Wicker Park, set 300 metres away, or Emporium Wicker Park at a 5-minutes’ walking distance.

Address: 1329 North Wicker Park Avenue

Villa D' Citta

+ 91 photos

Views of the city are featured in certain rooms.

In the mornings, a hot cooked-to-order breakfast is served. While staying at Villa D' Citta guests can choose out of dining options nearby, such as Glascott Saloon, set 150 metres away, or Glascott's Groggery at a 5-minutes’ walking distance.

Address: 2230 N Halsted Street

Serene Retreats: Bed and Breakfast Gems in Chicago

Escape the hustle and bustle of the city at these serene Bed and Breakfast establishments. Picture quaint cottages nestled amidst lush gardens, providing a peaceful oasis for guests seeking relaxation and tranquility. Enjoy a leisurely breakfast in a cozy dining room or unwind in a private courtyard, all within easy reach of Chicago's attractions and activities.

The Publishing House Bed And Breakfast

+ 86 photos

Nice touches to enhance your stay include a walk-in shower and a bath.

A French breakfast is served every morning. Market and Politan Row are about a 5-minute walk away.

Address: 108 N May Street

Ray'S Bucktown Bed And Breakfast

+ 70 photos

They feature a tub, a separate toilet, and a shower in the bathrooms.

This hotel features a made-to-order breakfast. Red June and The Bento Box serve a selection of meals within 450 metres away.

Address: 2144 N. Leavitt St

Historic Elegance: Relive the Past at Chicago's Bed and Breakfast Residences

Step back in time at these historic Bed and Breakfast properties that exude elegance and charm. Stay in beautifully restored buildings dating back to the 19th century, complete with period furnishings and architectural details. Immerse yourself in the rich history of Chicago while enjoying modern comforts and personalized service in a unique and memorable setting.

The Sono Chicago Bed & Breakfast

+ 31 photos

The rooms have en suite bathrooms with a separate toilet and a shower. The rooms are fitted with big bathrooms.

The Sono Chicago Bed & Breakfast offers a daily continental breakfast. There are several restaurants, including Shiso BYOB Japanese Restaurant and Sushi Bar, and Forastero, offering Japanese meals nearly 350 metres away.

Address: 1428 N Cleveland Ave

The Greenleaf House

+ 14 photos

The rooms also feature a shared bathroom.

A 5-minute walk takes guests to the diner Nibbles and Nosh.

Address: 1320 West Greenleaf Avenue

Urban Chic: Modern Comforts at Chicago's Contemporary Bed and Breakfast Venues

Experience the best of both worlds at these contemporary Bed and Breakfast venues that combine urban style with cozy comforts. Chic décor, upscale amenities, and personalized service await guests looking for a sleek and modern stay in the heart of the city. Whether you prefer a trendy loft or a swanky townhouse, these properties offer a stylish retreat for discerning travelers.

The Polo Inn Bridgeport U.S.A.

+ 43 photos

The rooms have a view over the city. Bathrooms are fitted with a bathtub, a separate toilet, and a shower.

An American breakfast is provided daily. Guests can try Mexican meals at the quick bites Antique Taco located 350 metres away.

Address: 3322 South Morgan Street

Welcome Inn Manor

+ 91 photos

The rooms have a microwave oven, an electric kettle, and a fridge, and there is a spa bathtub, a walk-in shower, and a separate toilet in the bathrooms.

Address: 4563 S Michigan Ave

Lakeside Escapes: Waterfront Bed and Breakfast Accommodations in Chicago

Enjoy picturesque views and waterfront charm at these lakeside Bed and Breakfast accommodations in Chicago. Wake up to the soothing sounds of Lake Michigan and admire the stunning skyline from your cozy room or private patio. Explore nearby parks, beaches, and waterfront attractions before returning to your relaxing retreat by the water's edge.

Bishops Hall (Adults Only)

+ 38 photos

The rooms have private bathrooms with a bath and a shower. They offer canopy beds in the bedrooms.

Jimmy Johns and Scratch Kitchen And Lounge are 14 minutes' walking distance from Bishops Hall Bed & Breakfast.

Address: 605 Iowa Street

House 5863- Chicago'S Premier Bed And Breakfast

+ 91 photos

Views of the city are featured in certain rooms. Nice touches to enhance your stay include a walk-in shower and an additional toilet.

A continental breakfast is served here every morning. There is also a beach bar. While staying at House 5863- Chicago'S Premier Bed And Breakfast guests can choose out of dining options nearby, such as Mango Pickle, set 500 metres away, or Ras Dashen at a 6-minutes’ walking distance.

Address: 5863 North Glenwood Avenue

Culinary Delights: Gourmet Experiences at Chicago's Bed and Breakfast Inns

Indulge your palate at these gourmet Bed and Breakfast inns in Chicago, where culinary excellence meets cozy hospitality. Treat yourself to delicious homemade breakfasts featuring local ingredients and creative dishes prepared by talented chefs. Savor artisanal treats, afternoon tea, and wine tastings, all served with a side of warm hospitality and personalized attention.

The Villa Toscana

+ 68 photos

Some units also have tea and coffee making equipment, a fridge, and a toaster.

A continental breakfast is available each morning at the property. While staying at The Villa Toscana guests can choose out of dining options nearby, such as Halsted's Bar & Grill, set 200 metres away, or Wood at a 5-minutes’ walking distance.

Address: 3447 N Halsted