5 Best Bed and Breakfast in Chicago (2026)

Independently ranked by our review of ratings, reviews and reputation · How we chose

By Lorian Hartfield, Real Estate and Financial Expert · ✓ Data verified July 2026 · 8 min read

A bed and breakfast in Chicago means something different in every neighbourhood, a converted mansion in Lincoln Park, a boutique inn in Wicker Park, a quiet guest house near Wrigley. The five on this page have logged just over 2,000 Google reviews between them, and every single one sits between 4.6 and 4.9 stars, so the differences that matter are neighbourhood, room style and how hands-on the hosts are.

Short answer: Villa D' Citta Bed & Breakfast in Lincoln Park leads with 4.9 stars across 663 reviews, the deepest track record here. Ray's Bucktown Bed and Breakfast matches that 4.9 with 526 reviews, and The Publishing House in the West Loop holds 4.9 across 384. Rates vary by room and season, so check current pricing directly with each property.

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1. Villa D' Citta Bed & B…
2. Ray's Bucktown Bed and…
3. The Publishing House B…
4. Wicker Park Inn
5. The Villa Toscana Gues…
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Chicago's top-rated bed and breakfasts, compared

#	Business	Rating	Reviews	Best for
1	Villa D' Citta Bed & Breakfast	4.9 ★	663	Overall / luxury Italian-style stay	View ›
2	Ray's Bucktown Bed and Breakfast	4.9 ★	526	Art-filled / social common areas	View ›
3	The Publishing House Bed and Breakfast	4.9 ★	384	West Loop / boutique design	View ›
4	Wicker Park Inn	4.6 ★	230	Historic Wicker Park charm	View ›
5	The Villa Toscana Guest House	4.7 ★	200	Budget-friendly / Lakeview location	View ›

5 Best Bed and Breakfast in Chicago (2026)

The properties, one by one

#1 Overall

Villa D' Citta Bed & Breakfast

4.9663 Google reviews

Villa D' Citta Bed & Breakfast sits in Chicago's Lincoln Park neighbourhood near DePaul University, styled after an Old World Italian villa and previously named among the top 10 urban B&Bs in the world by the Huffington Post. It offers themed suites, a shared kitchen stocked with snacks and ingredients, and hosts weddings and events on-site alongside overnight stays. It's the most-reviewed property on this page.

What people praise

Guests consistently praise the fully stocked kitchen, described as better than any hotel
Homemade breakfast, including taco Tuesday and fresh Italian ice, gets specific, repeated mentions
Individual suites like the Milan Suite and Capone's Cantina are named and praised by returning guests
Hosts are named individually and thanked for warm, attentive service

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume663 · 96th

Confidencevery high

Recency12 days ago

Info completenesssite · phone

Rating breakdown95% 5-star

✓ VerifiedSource: Google

Our take: The deepest review base on this page and a near-perfect 4.9. The theatrical Italian-villa styling seems to be exactly what keeps guests coming back.

Website +1312-771-0696 Directions

2230 N Halsted St, Chicago, IL 60614

#2↩ Responds to reviews

Ray's Bucktown Bed and Breakfast

4.9526 Google reviews

Ray's Bucktown Bed and Breakfast sits in the Bucktown, Wicker Park and Logan Square area, decorated with an eclectic mix of art and antiques, and explicitly markets itself as LGBTQ-friendly and dog-friendly. It offers 11 rooms with private bathrooms, a steam room and sauna, free parking, and made-to-order breakfast. Reviewers describe the common areas as designed to encourage guests to mingle, whether over evening drinks or morning breakfast.

What people praise

The made-to-order breakfast menu gets called out by name for specific dishes, including a Mediterranean omelet
Free parking is repeatedly mentioned as a rare and welcome perk in the city
The steam room and sauna are praised, especially for winter stays
The staff's warmth and local recommendations come up in nearly every review

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume526 · 88th

Confidencehigh

Recency2 weeks ago

Info completenesssite · phone

Rating breakdown96% 5-star

✓ VerifiedSource: Google

Our take: Matches the top rating at 4.9 with over 500 reviews behind it. The art-forward décor and social layout seem to be a real draw, not just a backdrop.

Website +1773-384-3245 Directions

2144 N Leavitt St, Chicago, IL 60647

The Publishing House Bed and Breakfast

4.9384 Google reviews

The Publishing House Bed and Breakfast is located in the West Loop, close to shopping, dining and a quick ride to the Loop or the United Center. Reviewers describe boutique-hotel-level design, including tiled bathrooms and automated roller shades, alongside remote check-in.

What people praise

Design quality gets singled out repeatedly, with guests calling it more polished than expected for the price
Remote check-in is described as smooth and clearly explained by email
Complimentary drinks and breakfast draw consistent praise
Guests note the property fills up quickly, a sign of repeat demand

Worth knowing

Check-in can involve a short wait if staff are upstairs prepping rooms

Reputation scorecardrank in Chicago

Rating4.9 / 5

Review volume384 · 81th

Confidencehigh

Recency8 weeks ago

Info completenesssite · phone

Rating breakdown97% 5-star

✓ VerifiedSource: Google

Our take: A 4.9 rating across 384 reviews, with design quality that reviewers say punches above its price point.

Website +1312-554-5857 Directions

108 N May St, Chicago, IL 60607

#4↩ Responds to reviews

Wicker Park Inn

4.6230 Google reviews

Wicker Park Inn is a boutique bed and breakfast in a historic home in Wicker Park, offering nine guest rooms with private en suite bathrooms, exposed brick, skylights and high-speed wireless internet. Home-baked breakfast items, including muffins and pastries, are made on-site.

What people praise

Home-baked breakfast items, especially muffins and pastries, get specific praise across many reviews
Innkeepers are named individually and described as warm and attentive
Garage parking is mentioned as a rare and appreciated convenience
The historic building's character, skylights, brick walls, comes up often

Worth knowing

A few reviews mention noise from a nearby train or upstairs footsteps, though the inn provides ear plugs
One review noted uneven shower cleanliness and water pressure

Reputation scorecardrank in Chicago

Rating4.6 / 5

Review volume230 · 73th

Confidencemoderate

Recency3 months ago

Info completenesssite · phone

Rating breakdown80% 5-star

✓ VerifiedSource: Google

Our take: The lowest rating on this page at 4.6, still solid, with the noise complaints being the most consistent theme worth asking about when booking a room.

Website +1773-486-2743 Directions

1331 N Wicker Park Ave, Chicago, IL 60622

The Villa Toscana Guest House

4.7200 Google reviews

The Villa Toscana Guest House operates in Chicago's Lakeview neighbourhood, close to Wrigley Field, describing itself as an alternative to standard hotel rooms with no front desk and self-check-in via ID, selfie and credit card verification. It also has a sister property, Dorothy's Guesthouse, next door.

What people praise

Guests repeatedly describe it as affordable relative to nearby hotels
Self-check-in instructions are called out as clear and easy to follow
Waffle makers and continental breakfast basics get specific mentions
Proximity to Wrigley Field and the neighbourhood's restaurants and bars is a recurring draw

Reputation scorecardrank in Chicago

Rating4.7 / 5

Review volume200 · 65th

Confidencemoderate

Recency2 months ago

Info completenesssite · phone

Rating breakdown83% 5-star

✓ VerifiedSource: Google

Our take: The most budget-conscious option here at 4.7 across 200 reviews, with the self-check-in model suiting travellers who want flexibility over a full-service experience.

Website +1773-404-2416 Directions

3447 N Halsted St, Chicago, IL 60657

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How we score these properties

Rating is the live Google average. Review volume measures how many guests have actually left feedback, weighted against the others on this page. Confidence combines both, so a 4.9 from 663 reviews scores differently than a 4.9 from 200. Recency checks how current the feedback is. No property can pay to change any of these numbers.

How much does a bed and breakfast cost in Chicago? (2026)

Rates at Chicago bed and breakfasts vary by room type, season and event demand, and none of the five publishes a fixed nightly rate consistent enough to cite reliably here. Expect pricing to move with weekend demand, conventions and major events like Lollapalooza. Contact each property directly or check their booking page for current rates.

Bed and breakfasts across Chicago

These properties span Lincoln Park, Bucktown, the West Loop, Wicker Park and Lakeview, covering much of Chicago’s North Side. Wherever you’re staying in the city, a bed and breakfast near you is likely a short ride from one of these five.

What to ask before you book

Is breakfast included, and is it made to order or a set menu?
Is parking available on-site, and is it free or an added fee?
What is the cancellation policy, especially around major events or conventions?
Are pets allowed, and are there additional fees if so?
Does the property offer self-check-in, or is a host on-site at all times?
What is the noise level like, especially for rooms near a street or train line?

Frequently asked questions

Are these rankings paid?

No. Rankings come from public Google data. A business can pay to be a Featured Partner (badge + top placement), but that never changes another business’s score or position.

How did you choose these bed and breakfasts?

We pulled real Google Business Profile data for bed and breakfast properties operating in Chicago, then ranked on a combination of rating, review volume, and how recently guests have left feedback.

How often is this updated?

This page was last verified in July 2026 and is refreshed periodically as new reviews come in.

Are any of these bed and breakfasts pet-friendly?

Ray’s Bucktown Bed and Breakfast is explicitly dog-friendly. Check directly with the others for their current pet policies.

Do these properties offer free parking?

Ray’s Bucktown Bed and Breakfast and The Villa Toscana Guest House mention free or included parking in their reviews and listings. Confirm availability directly, since spots can be limited.

The bottom line

Villa D’ Citta and Ray’s Bucktown are the safest defaults given their combination of high ratings and deep review counts. If budget matters more than theatrical décor, The Villa Toscana in Lakeview is the practical pick. Whichever you choose, book early during convention season and major event weekends.

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