Small Hotels, B&Bs, Inns in Chicago IL

Wicker Park Inn

Bed & Breakfast in Chicago IL

9.0

Excellent

From $256

Small Bed & Breakfast

Located in the vibrant Wicker Park neighborhood, this inn offers a cozy and intimate experience with unique decor and a friendly atmosphere. It's a great choice for those looking to explore the local culture and enjoy a charming stay.

The Polo Inn Bridgeport U.S.A.

Bed & Breakfast in Chicago IL

9.4

Excellent

From $304

Small Bed & Breakfast

Located in the historic Bridgeport neighborhood, this inn offers a cozy and intimate setting with unique decor and a friendly atmosphere. It's a great choice for those looking to explore the local culture and enjoy a charming stay.

The Publishing House Bed and Breakfast

Bed & Breakfast in Chicago IL

9.4

Excellent

From $194

Small Bed & Breakfast

Blending the charm of a traditional bed and breakfast with the luxury of a boutique hotel, The Publishing House offers personalized service and exceptional breakfasts. The rooms are spacious and quirky, with a cozy communal area featuring a fireplace.

Villa D' Citta

Bed & Breakfast in Chicago IL

9.6

Excellent

From $248

Small Bed & Breakfast

This hotel provides a unique experience with its Italian-inspired decor and cozy atmosphere. It's known for its personalized service and attention to detail, making it a charming and intimate option.

The Sono Chicago

Bed & Breakfast in Chicago IL

9.3

Excellent

From $232

Small Bed & Breakfast

The Sono Chicago offers a cozy and intimate atmosphere. As a bed and breakfast, it provides a personalized experience for guests seeking a charming and comfortable stay.

Ray's Bucktown Bed and Breakfast

Bed & Breakfast in Chicago IL

9.3

Excellent

From $222

Small Bed & Breakfast

This bed and breakfast provides a cozy and intimate setting in the Bucktown neighborhood. It's known for its personalized service and comfortable rooms, making it a charming option for travelers seeking a local experience.

House 5863- Chicago's Premier Bed and Breakfast

Bed & Breakfast in Chicago IL

8.8

Excellent

From $234

Small Bed & Breakfast

This bed and breakfast offers a cozy and intimate setting with unique decor and personalized service. It's known for its attention to detail and comfortable atmosphere, making it a charming choice for travelers.

The Villa Toscana

Bed & Breakfast in Chicago IL

7.9

Good

Small Bed & Breakfast

This bed and breakfast offers a cozy and intimate setting with a Tuscan-inspired decor. It's known for its personalized service and comfortable rooms, making it a charming option for travelers.

Chicago Avenue Inn

Inn in Chicago IL

6.8

Rated

Small Inn

This inn offers a cozy and intimate setting with unique decor and a friendly atmosphere. It's a great choice for those looking to explore the local culture and enjoy a charming stay.

Dorothy's

Bed & Breakfast in Chicago IL

7.7

Good

Small Bed & Breakfast

This bed and breakfast provides a charming and intimate experience with its unique decor and personalized service. It's a great option for travelers seeking a cozy and comfortable stay.

The Greenleaf House

Bed & Breakfast in Chicago IL

8.2

Very Good

From $74

Small Bed & Breakfast

This bed and breakfast offers a cozy and intimate setting with unique decor and a friendly atmosphere. It's a great choice for those looking to explore the local culture and enjoy a charming stay.

Ruby Room

Inn in Chicago IL

8.6

Very Good

From $176

Small Inn

Offers a unique and intimate experience with its themed rooms and artistic decor. Guests appreciate its cozy atmosphere and personalized service.

The Ritz-Carlton, Chicago

Hotel in Chicago IL

8.6

Very Good

From $538

Info

A luxury hotel situated atop Water Tower Place in the historic Gold Coast giving you the chance to explore Boston city, from shopping along Michigan Avenue to viewing famous works at the Art Institute.

Small Hotels in Chicago IL