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Ray's Bucktown B&B

3.5 star property

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Front of property
Property video
Room with a View (Second Floor) | Premium bedding, pillowtop beds, individually furnished, desk
Hallway
Business center

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
2144 N. Leavitt St, Chicago, IL, 60647
  • Place, Milwaukee Avenue
    ‪8 min walk‬
  • Place, Concord Music Hall
    ‪9 min walk‬
  • Place, The 606
    ‪11 min walk‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪26 min drive‬

Room options

View all photos for DaVinci Room (Second Floor)

DaVinci Room (Second Floor) | Premium bedding, pillowtop beds, individually furnished, desk

DaVinci Room (Second Floor)

10.0 out of 10
Exceptional
(2 reviews)
  • 4219 sq ft
  • Sleeps 5
  • 1 Queen Bed, 1 Double Bed and 1 Twin Bed
  • Free WiFi

View all photos for East Room (Lower Level)

East Room (Lower Level) | Premium bedding, pillowtop beds, individually furnished, desk

East Room (Lower Level)

9.4 out of 10
Exceptional
(3 reviews)
  • 2798 sq ft
  • Sleeps 3
  • 1 Queen Bed and 1 Twin Bed
  • Free WiFi

View all photos for Room with a View (Second Floor)

Room with a View (Second Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Room with a View (Second Floor)

10.0 out of 10
Exceptional
(7 reviews)
  • 1991 sq ft
  • Sleeps 3
  • 1 King Bed
  • Free WiFi

View all photos for Cuckoo Room (Second Floor)

Cuckoo Room (Second Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Cuckoo Room (Second Floor)

9.4 out of 10
Exceptional
(10 reviews)
  • 1032 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Skylight Room (Upstairs)

Skylight Room (Upstairs) | Premium bedding, pillowtop beds, individually furnished, desk

Skylight Room (Upstairs)

  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 1 Double Futon
  • Free WiFi

View all photos for Egret Room (Second Floor)

Egret Room (Second Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Egret Room (Second Floor)

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 3
  • 1 Queen Bed and 1 Twin Bed
  • Free WiFi

View all photos for Eagles Nest (Second Floor)

Eagles Nest (Second Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Eagles Nest (Second Floor)

10.0 out of 10
Exceptional
(5 reviews)
  • Sleeps 3
  • 1 King Bed and 1 Twin Bed
  • Free WiFi

View all photos for Woodpecker (Second Floor)

Woodpecker (Second Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Woodpecker (Second Floor)

10.0 out of 10
Exceptional
(3 reviews)
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Chickadee room (First Floor)

Chickadee room (First Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Chickadee room (First Floor)

9.8 out of 10
Exceptional
(6 reviews)
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Cardinal Room (First Floor)

Cardinal Room (First Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Cardinal Room (First Floor)

9.6 out of 10
Exceptional
(9 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 Queen Bed and 1 Twin Bed
  • Free WiFi

View all photos for Flamingo Room (First Floor)

Flamingo Room (First Floor) | Premium bedding, pillowtop beds, individually furnished, desk

Flamingo Room (First Floor)

10.0 out of 10
Exceptional
(2 reviews)
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

Standard Double Room

  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

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  • Breakfast included
  • Parking included
  • Air conditioning
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7.6 out of 10, Good, 525 reviews
$115 nightly
The price is $128
Jul 1 - Jul 2
Total with taxes and fees
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About the neighborhood

Chicago

Located in Bucktown, Ray's Bucktown B&B is 2.5 mi (4 km) from Lincoln Park Zoo and within a 10-minute drive of other popular attractions like Wrigley Field. This 11-room, 3.5-star bed & breakfast has free in-room WiFi along with free self parking and a rooftop terrace.
View more B&B in ChicagoOpens in a new window

What's nearby

  • Milwaukee Avenue - 8 min walk - 0.5 miles
  • Concord Music Hall - 9 min walk - 0.5 miles
  • The 606 - 11 min walk - 0.6 miles
  • DePaul University-Lincoln Park - 3 min drive - 1.4 miles
  • Humboldt Park - 4 min drive - 1.3 miles

Getting around

  • Western Station (O Hare Branch) - 11 min walk
  • Chicago Clybourn Station - 18 min walk
  • Chicago Midway Airport (MDW) - 33 min drive

Restaurants

  • ‪Starbucks - ‬7 min walk
  • ‪Charleston - ‬4 min walk
  • ‪Allez Cafe - ‬7 min walk
  • ‪The Leavitt Street Inn & Tavern - ‬4 min walk
  • ‪The Corner Bar - ‬1 min walk

About this property

Ray's Bucktown B&B

Guests of Ray's Bucktown B&B enjoy a rooftop terrace, free WiFi in public areas, and a 24-hour business center. If you decide to drive, there's free parking. Staff members can help with accommodation requests, and provide luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.
42-inch flat-screen TVs come with cable channels, and guests can stay connected with free WiFi. Pillowtop beds sport premium bedding and bathrooms offer hair dryers and free toiletries. Other standard amenities include fans, ironing boards, and desks. Housekeeping is available on request.
Guests can pamper themselves by indulging in the onsite spa services.

Similar properties

Interior detail
The Hotel at Midtown
Bucktown
  • Pool
  • Hot tub
  • Spa
  • Parking included
9.0 out of 10, Wonderful, 878 reviews
$323 nightly
The price is $379
Jul 29 - Jul 30
Total with taxes and fees
The Hotel at Midtown

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site

Food and drink

  • Free cooked-to-order breakfast available daily 7:00 AM to 11:00 AM
  • Coffee and tea in common areas

Things to do

  • Bicycle storage
  • Library
  • TV in common areas

Family friendly

  • Art supplies
  • Children's books
  • Children's games
  • Children's toys
  • Laundry facilities

Conveniences

  • Free newspapers in lobby
  • Laundry facilities
  • Luggage storage
  • Shared microwave
  • Shared refrigerator
  • Water dispenser

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (on request)

Business services

  • 24-hour business center

Outdoors

  • Garden
  • Picnic area
  • Rooftop terrace

Spa

  • Spa services

Accessibility

  • No elevator

More

  • Comprehensive food waste policy
  • Local artist showcase
  • Rooftop garden
  • Smoking not allowed
  • Some LED lighting used
  • Vegan dining options
  • Vegetarian breakfast available
  • Vegetarian dining options
  • Water dispenser usage encouraged

Room amenities

Bedroom

  • Blackout drapes
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathrobes
  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Shampoo
  • Slippers
  • Soap
  • Toilet paper
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • 42-inch flat-screen TV with premium cable channels
  • DVR
  • Streaming services

Food and drink

  • Shared kitchen access

More

  • Air conditioning
  • Desk
  • Desk chair
  • Fan
  • Heating
  • Individual furnishings
  • Iron/ironing board
  • Laundry detergent
  • LED lighting
  • Recycling
  • Reusable coffee/tea filters
  • Window screens

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: midnight
Contactless check-in available
Express check-in available
Minimum check-in age: 18

Check-out

Check-out before noon
Contactless check-out available
Express check-out available

Special check-in instructions

Guests planning to arrive outside of normal check-in hours must contact the property in advance for check-in instructions and an access code; front desk staff will greet guests on arrival at the property
To make arrangements for check-in please contact the property at least 72 hours before arrival using the information on the booking confirmation
Prior to arrival, you must complete online registration via a secure link
You will be asked to provide the property with a copy of your government-issued photo ID after booking
If you are planning to arrive after 8:00 AM please contact the property in advance using the information on the booking confirmation
Guests should be aware that 2 cats reside at this property
This property enforces quiet hours from 10:00 PM to 8:00 AM
Information provided by the property may be translated using automated translation tools

Access methods

Access code, staffed front desk

Pets

  • This property welcomes pets for USD 20 per accommodation, per day
  • Dogs only
  • Food and water bowls are available
  • Service animals exempt from fees

Property payment types

Important information

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Pet fee: USD 20 per accommodation, per day
  • Service animals are exempt from fees

This list may not be comprehensive. Fees and deposits might not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Cashless transactions are available
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit
  • Check-in: 3:00 PM—-midnight
  • Check-out: noon
  • Minimum check-in age: 18
Checking in and out are easy with express services. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards. Cash is not accepted. 
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a security system, and a first aid kit.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • No alcohol is served at Ray's Bucktown B&B.
  • There are no elevators.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Ray's Bucktown Bed & Breakfast
Ray's Bed & Breakfast
Ray's Bucktown
Ray`s Bucktown Hotel Chicago
Ray`s Bucktown b&b
Ray's Bucktown B&B Chicago
Ray's Bucktown Bed Breakfast
Ray's Bucktown B&B Bed & breakfast
Ray's Bucktown B&B Bed & breakfast Chicago

Frequently asked questions

What can I see close to Ray's Bucktown B&B?

This bed & breakfast is situated in Bucktown within a short 11-minute walk of Milwaukee Avenue. You'll also find United Center and Wrigley Field within a short drive.

How much does it cost to stay at Ray's Bucktown B&B?

As of Jun 30, 2026, prices found for a 1-night stay for 2 adults at Ray's Bucktown B&B on Jul 5, 2026 start from $184, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is there parking available at Ray's Bucktown B&B?

Yes, self parking is offered for free at the bed & breakfast. Bicycle parking is also available for guests.

Does Ray's Bucktown B&B feature a casino?

No, Ray's Bucktown B&B doesn't have a casino.

Is there an indoor pool at Ray's Bucktown B&B?

No, there is no indoor pool at this bed & breakfast.

Is Ray's Bucktown B&B a good place to stay for couples?

Amenities that appeal to couples at this bed & breakfast include premium bedding, streaming services, and bathrobes.

Are there hot tubs at Ray's Bucktown B&B?

No, this bed & breakfast doesn't have a spa tub.

Does Ray's Bucktown B&B have a restaurant that serves breakfast?

Ray's Bucktown B&B offers free cooked-to-order breakfasts each morning though there is no restaurant.

Does Ray's Bucktown B&B allow pets to stay free of charge?

Although they can't stay for free, dogs are welcome at Ray's Bucktown B&B for a fee of USD 20 per accommodation, per day. The property also provides food and water bowls.

Are there connecting rooms at Ray's Bucktown B&B?

No, this bed & breakfast doesn't feature connecting guestrooms.

Where is the closest airport to Ray's Bucktown B&B?

The closest major airport to Ray's Bucktown B&B is Chicago Midway Airport (MDW), which is 14.2 mi away (33 minutes by car). Another top airport is Chicago O'Hare Intl. Airport (ORD), which is located 14.1 mi away (27-minute drive).

Are there rooms with balconies at Ray's Bucktown B&B?

No, there aren't any guestrooms at Ray's Bucktown B&B that offer a balcony.

Ray's Bucktown B&B Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 370 out of 404 reviews
Rating 8 - Good. 27 out of 404 reviews
Rating 6 - Okay. 4 out of 404 reviews
Rating 4 - Poor. 0 out of 404 reviews
Rating 2 - Terrible. 3 out of 404 reviews

9.8/10

Cleanliness

10/10

Staff & service

9.8/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Lindsay

Liked: Cleanliness, staff & service, property conditions & facilities
If all lodging was this good, hotels would go out of businesses.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Nicole

Liked: Cleanliness, amenities, property conditions & facilities
Place was amazing! Unique, great staff, comfy rooms and staff was very accomodating.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast alone was worth the trip! Warm, generous, eclectic, this place goes out of their way to welcome their guests. And they’re PET FRIENDLY.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Ashley

quirky and fun, with a delicious breakfast! would definitely stay again
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Matthew

Liked: Cleanliness, amenities, property conditions & facilities
Best everrrrr
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

John

Liked: Cleanliness, amenities, property conditions & facilities
Really neat eclectic B&B in midtown Chicago. Very friendly and accessible staff, very clean, and quiet. Breakfast is usual fare but preparation and ingredients are excellent. I do wish they had breakfast potatoes as an option on their menu though. Bed is very comfy but room and BR are a little cramped.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Jon

Liked: Cleanliness, amenities, property conditions & facilities
Spotless room. Very friendly staff. All kinds of nice extras such as snacks, drinks, etc. Interesting artwork & oddities throughout the b&b. Garage parking tight but a huge plus. Made to order breakfast was excellent. Would definitely return.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Laura

Liked: Cleanliness, staff & service, amenities
I enjoyed my night here and the deep soaking jetted tub was just what I needed to relax. Ashley was very kind as was the rest of the staff. I appreciated the secure on site parking which was included. My made to order omelette was delicious for breakfast.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Douglas

Liked: Cleanliness, staff & service, amenities
Ray’s B&B is triple-A accommodations… Authentic, Amazing, & Artistic. Inviting and helpful staff, delicious food cooked-to-order (don’t skip), & an unending supply of things to look at in a great neighborhood will guarantee you have a great stay!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely one of the best stays I’ve ever had.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Kristin

Liked: Cleanliness, staff & service, property conditions & facilities
We had the best stay at Rays and will definitely be back! Everything about this place is fantastic, its hard to know where to begin, but the care and love put into their B&B can be felt for real. And had an unbelievably comfy and restful sleep. Woke up feeling refreshed, and had the best made to order breakfast!
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Tala

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Ray's is such a fun, quirky place to stay - tons of creativity has gone into making it a unique stay. The breakfast is fabulous, on-site parking is convenient, and there is excellent attention to safety and security. I thoroughly enjoyed my stay and look forward to visiting again!
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great location, great breakfast and friendly staff
Stayed 1 night in Jan 2024
Verified

10/10 Excellent

Teresa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Charming B&B, good breakfast, great location.
Stayed 2 nights in Jul 2022
Verified

10/10 Excellent

Laura Jane

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Cozy and Wonderful!

Such a wonderful find - sweet staff, homey setting, beautiful neighborhood close to the 606 walking trail and train. On top of this the most amazing breakfasts we could ask for. A wonderful gem of a place to visit!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Lori

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very cute B&B. Staff is super friendly and helpful! Breakfast was always delicious.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

malinda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We arrived very late and staff went out of their way to make things smooth and welcome us. The place is perfect. I cannot wait to come stay longer
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Carl

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Excellent

Best B and B we've ever stayed in.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Petra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Absolutely phenomenal visit!! The place is so cozy. Breakfast is a 1000000/10!! Staff is so nice and made the whole visit so cozy. We will be back.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Jessica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I absolutely loved staying at rays b&b!
Stayed 1 night in Dec 2023
Verified

10/10 Excellent

Laila

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was great, the staff was kind, and it was a pleasant surprise.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great place to stay for solo or couples. Breakfast service is incredible.
Stayed 1 night in Nov 2024
Verified

10/10 Excellent

Margaret

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I stumbled upon this excellent B &B. The neighborhood was lovely with all the spring blooms.
Stayed 1 night in Apr 2025
Verified

10/10 Excellent

Adrienne

Liked: Cleanliness, staff & service, property conditions & facilities
So much like home but with amazing staff, breakfast and kind touches.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

wayne

Liked: Cleanliness, staff & service, property conditions & facilities
Great place, great staff, great location.
Stayed 3 nights in Sep 2023