Romantic Chicago Bed and Breakfast Inns for Getaways and Vacations

Chicago B&B's

By Greg Mattson, ERV Editor - Updated: Oct 3, 2014

Considering a Chicago Bed and Breakfast for a weekend getaway or honeymoon in the Windy City? Have a closer look with these reviews of some of the more romantic Chicago B&B's.

These inns are found in some very attractive Chicago neighborhoods, including Gold Coast, Bucktown and Lincoln Park.

In case you'e wondering: The Gold Coast Guest House B&B and the Flemish House are the 2 closest B&B's to downtown Chicago and the Magnificent Mile.

Flemish House B&B

Flemish House Romantic Chicago B&B

Flemish House B&B - more than just a romantic B&B, the Flemish House gives you a great taste of residential life in Chicago. The 120-yr old Row House in Chicago’s Gold Coast neighborhood includes classic wooden floors and moldings, high ceilings and a Victorian touch.

Full kitchens available, including range, refrigerator, coffee maker and all utensils. Also stocked with muffins, cereal, milk and so on for your private in-room breakfast. 

Off-season rates start at around $200/night. Minimum stays are 2 nights midweek; 3 nights weekends.

The inn has received rave reviews from Chicago Tribune, USA Today, Washington Post and Frommer’s. It's recommended for couples wanting a relaxing, quiet stay in an attractive Chicago neighborhood.

  • 2014 Rating* for Romantic Chicago Bed and Breakfast Inns: 98% of Couples Rate It Excellent/Very Good. (68 E. Cedar St, Chicago, IL  312-664-9981)

Villa D'Citta

Villa D'Citta Chicago Bed and Breakfast

Villa D'Citta - there are 7 exquisite Italian-themed rooms in the Villa D'Citta, a very romantic Chicago inn. Their luxurious and very romantic Grand Tuscan is certainly one of Chicago's most romantic B&B honeymoon suites! At over 1000 square feet, gorgeous king canopy bed, marble Jacuzzi® tub, fireplace, private walk-out patio, and a shower with over 25 heads to massage the body, this suite will fulfill all your romantic wishes.

Rooms include flat screen TVs, luxury linens and pillows, and balconies. Weekend breakfasts include their famous Italian quiche with fresh banana bread and Italian coffee. There's Italian paninis or Chicago-style hotdogs in the kitchen at your convenience or make your own snack with the gourmet ingredients always provided.

The Villa D'Citta is unique among Chicago inns - they've got a rooftop sundeck with outdoor spa tub! Plus, there's an in-house theater are also available. Parking is free in front, or in a secured garage for $25/day.

  • 2014 Rating* for Romantic Chicago B&B's: 98% of Couples Rate It Excellent/Very Good. (2230 N. Halsted St, Chicago, IL  800-228-6070)

More on Romantic Chicago:

 Chicago, IL Hotels - Ratings, Couples Reviews and Deals

Chicago Romantic Getaways - Best Spots, Discounts & more

More Romantic Chicago B&B's:

Ray’s Bucktown Bed and Breakfast

  • An eleven room romantic Chicago inn run by a colorful innkeeper, with rates starting at $110/night.
  • The Flamingo Room is extra-romantic with a 2-person in-room whirlpool tub.
  • For an extra touch of romance there is a luxurious sauna and steam room.
  • You’ll love the Bucktown location, close to many dining options, theatres and pubs, shops and salons.
  • This place really put the breakfast in Bed and Breakfast! They’re cooked-to-order and beautifully presented; one of the best and most diverse offerings of all B&Bs in Chicago.
  • 2014 Rating* for Romantic Chicago B&B's: 91% of Couples Rate It Excellent/Very Good. (2144 N. Leavitt, Chicago, IL  773-384-3245) 

House of Two Urns

  • Delicious breakfasts include an “Early-Riser” meal, buffet and to-go options.
  • The “La Chambre des Amis” unit with fireplace, a/c, and in-room Hot tub for two makes an ideal choice for an affordable honeymoon suite.
  • Their” La Alcova” guest room has a great soaker tub, view of Wicker Park and a rooftop patio for a memorable summer evening.
  • Their Romantic Chicago Bed and Breakfast package: Art Institute of Chicago passes, two transit passes, hot tub suite accommodation, cheese and chocolates on arrival. $250 (as of September, 2012)
  • Back yard gardens provide a plethora of fresh fruit that is made into a variety of treats for delicious “farm to table” meals and snacks.
  • 2014 Rating* for Romantic Chicago B&B's: 91% of Couples Rate It Excellent/Very Good. (1239 N. Greenview Ave, Chicago, IL 773-235-1408)

*Based on Ratings & Reviews from Couples as of Oct 2014.

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