Chicago Bed and Breakfasts

A bed and breakfast in the Midwest’s largest city should be a real treat, whether your stay is for business, a romantic get-away, or a private escape to finally finish that novel you’ve been working on all these years. During your stay, you’ll get a bed for the night, and breakfast in the morning- what’s not to like?

Because bed and breakfasts (or B&Bs) are privately-owned, quality and standards can vary quite a bit. Look online to make sure you’re really happy with your room. Many B&Bs are popular and revisited by the same folks year-after-year, so the timeframe you have in mind might be booked months in advance. It’s important you find out whether your stay is available, and if it’s during a particularly busy time of year like a major holiday or summer weekends, you’ll want to reserve your space far before you check-in.

Your bedroom may or may not have to share a bathroom. Check to see if you’re going to be paying for an en suite bathroom. If not, find out if there are any special hours for showering if you’ll using the facilities. B&Bs usually observe quiet hours, so don’t blare your TV at the top volume. Remember that if you might be sleeping at that hour, your neighbor is sure to be as well!

Breakfasts are often served in a community dining area, and they’re pre-arranged. In some cases, you might be able to customize your breakfast order. Be sure to let your host or hostess know if you have any special dietary requirements or preferences. Don’t wait until the morning you dine, or you may not have any options available to you!

As Chicago’s neighborhoods are all unique and have characters of their own, research your B&B’s location. Some upscale neighborhoods may be too far from the downtown and your desired destinations to be practical. Other locations may be close, but lack the security, safety, and characteristics you’re looking for during your stay. The more you know in advance, the more likely you are to enjoy your stay.

Speaking of neighborhoods, B&B owners often take great pride in theirs. If you have any last-minute questions regarding restaurants or venues, take a moment to ask during check-in. You’re likely to receive a nicely illustrated paper map with a walking tour of your B&B owner’s preferred hot spots. If their recommendations suit you, let them know how it went when you get back.

  • Wicker Park Inn: With only a five-minute walk to the El, this historic home features modern amenities for nine guest rooms with en suite bathrooms.
  • The Publishing House B&B: Located in the West Loop, book lovers will certainly marvel at this appropriately literary-themed, 100 year-old bed and breakfast in the heart of Chicago.
  • The Sono Chicago: Enjoy a continental breakfast in a modern, spacious kitchen, then head to the rooftop to take in the view from this cozy Old Town inn.
  • Rays Bucktown B&B: For a kitschy, friendly vibe, you should check out this 11-room Bucktown B&B with its sauna and special request breakfasts.
  • Villa D’Citta: Focused on luxury and “old world style,” this Lincoln Park B&B includes a jacuzzi, sun deck, private grotto, and on-site theater.
  • Old Chicago Inn: Situated in Lakeview near Lincoln Park and Wrigley Field, these pleasant accommodations feature snug rooms and a continental breakfast after your rest.
  • Greenleaf House: Taking pride in their Lake Michigan beach community ties, this Rogers Park B&B has a light and airy feel to it.
  • Bishops Hall B&B Oak Brook: Not far from Frank Lloyd Wright’s Home and Studio is this 1916 Georgian-revival accommodation providing free chocolates and gardens to stroll through.
  • Harvey House B&B Oak Brook: This warmly-decorated B&B minutes from the action includes a snack bar, stocked library, and offers a hot breakfast in your room.

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