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From260US$ /night
Check-in
10Jun2025Select date
Check-out
11Jun2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

108 N May Street, Chicago, Illinois, United States, IL 60607
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Choose the Room

From cozy doubles to spacious family suites – all with flexible options, breakfast, and exclusive deals.
Sinclair Room
Max:
2 persons
455 sq. feet 
Bed options:
1 King-size bed
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Bellow Room
Max:
2 persons
305 sq. feet 
Bed options:
1 King-size bed
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Second City Room
Max:
2 persons
220 sq. feet 
Bed options:
1 King-size bed
Shower
Heating
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Check Dates & Room Rates

See what's available for your travel dates

Getting around

All Transportation Options at a Glance

City Centre
Chicago 1.0 mi
Airports
Midway International (MDW) 9.3 mi
Chicago O'Hare International (ORD) 17.5 mi
Train
Ogilvie Transportation Center4300 ft
Underground
Morgan1700 ft
Racine3000 ft
Bus
Bus stop700 ft

Amenities

Thoughtfully designed amenities for a comfortable & memorable stay

General

  • No smoking on site
  • Free Wi-Fi in public areas
  • Parking
  • Express check-in/ -out
  • No pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Security
  • Luggage storage
  • Lift
  • ATM/Cash machine
  • Barber shop
  • Vending machines
  • Smoke detectors
  • Fire extinguishers
  • Key card access
  • Key access

Guest Parking

  • Electric kettle

Services

  • Housekeeping

Dining

  • Restaurant
  • Bar/ Lounge area

Business

  • Business centre
  • Fax/Photocopying

Children

  • Board games

Facilities for people with disabilities

  • Toilet for disabled

Spa & Leisure

  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Sitting area
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Free toiletries

Self-catering

  • Electric kettle

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Parquet floor
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Location

108 N May Street, Chicago, Illinois, United States, IL 60607
Map view
108 N May Street, Chicago, Illinois, United States, IL 60607
Nearby
Museum
National Hellenic Museum
2000 ft
Park
Skinner Park
1700 ft
Restaurants
Chicago Waffles
1000 ft
1104 West Madison Street
Cone Gourmet Ice Cream
1300 ft
1047 W Madison St
The Corned Beef Factory Sandwich Shop
1700 ft
1016 W Lake St
G-Cue Billiards and Restaurant
2000 ft
157 N Morgan St
Do-Rite Donuts & Chicken West Loop
1800 ft
181 N Morgan St
Bonci
1800 ft
161 N Sangamon St
JP Grazianos
2100 ft
901 W Randolph St
Jeni's Splendid Ice Creams
1900 ft
908 W Randolph St
Palace Grill
1600 ft
1408 W Madison St
Sawada Coffee
2300 ft
112 N Green St
Gus's World Famous Fried Chicken
3100 ft
847 W Fulton Market

Guest Ratings & Reviews

Real Guest Experiences & Ratings
82%
enjoyed their stay & would return
Friendly Staff
Location Charm
Exterior Appearance
Limited Dining Options
8.2/10
Great
Rooms
8.7
Location
7.7
Service
9.3
Dining
9.3
Guest reviews
8.2/10
based on 3 reviews
9.5
9.5/10 based on 48 reviews
Frank
United States, March  2024
9.0/10

I felt like I found the home of my dreams just a little far from downtown Chicago, yet still within reach, offering a cozy and inviting atmosphere. The place takes great care to ensure the best comfort with attention to every detail, though it could be more appealing in some aspects.

Rooms
9.0
The room was awesome - quiet, comfortable with a king size bed. The added touch of an aux cord, Bluetooth speaker, and Netflix on the TV made it even better.
Service
9.0
The service was top-notch, showing us around the beautiful room and the lovely accommodations of the property. They truly put thought into renovating to ensure a nice atmosphere.
Location
8.0
The location was inviting, albeit a bit far from downtown. However, being close enough to the downtown area yet outside the Loop added an interesting aspect to my Chicago stay.
Dining
10.0
The dining experience was a culinary delight; the delicious food made my stay truly enjoyable.
Facilities
9.0
The facilities were great, especially the fireplace in the common area for a cozy evening. All in all, a really nice bed and breakfast experience.
Chester
United States, December  2023
8.2/10

I had a lovely stay at the hotel. The rooms were clean and had plenty of open space, although they were relatively small. The design with two adorable stools to sit on added a modern and hip touch to the overall feel of the B&B.

Rooms
8.0
The rooms were clean and had lots of open space, although relatively small. They were adorable and very hip with two stools to sit on.
Service
9.0
The service was exceptional. The staff was very attentive and friendly, taking great care in every detail to ensure the best possible comfort during our stay. From showing us the beautiful room to the lovely accommodations of the rest of the B&B, we were beyond impressed.
Location
7.0
The location felt truly inviting and super chic, creating a homey atmosphere. However, it didn't look inviting at all, to be honest. The friendly staff and the fireplace added a nice touch, but being outside of the Loop didn't make it as convenient as we'd hoped.
Dining
9.0
The dining experience was beyond perfect. The food was not only delicious, but it felt like a true culinary experience. The eggs were cooked to perfection.
Facilities
Pete
United States, April  2023
9.0/10

I had a wonderful stay at the hotel. The rooms were clean, spacious, and had great amenities like an aux cord, Bluetooth speaker, and Netflix on the TV. The service was top-notch, with friendly staff who went above and beyond to make sure we were comfortable. The location was perfect for exploring the city on foot, although not the most inviting from the outside. Dining was excellent with delicious homemade sweets. The facilities were superb, providing everything I needed for a relaxing stay.

Rooms
9.0
The rooms were clean and had lots of open space, available throughout the day. I loved the additional features like the aux cord, Bluetooth speaker, and Netflix connected to the TV.
Service
10.0
The staff was very friendly and accommodating. They showed us our beautiful room and the lovely accommodations of the hotel, leaving us beyond impressed.
Location
8.0
The location was truly inviting, super chic, and homey. Despite not looking inviting from the outside, it was in a perfect walking distance to downtown, offering a unique charm just outside the Loop.
Dining
9.0
The dining experience was excellent, with delicious food and home-made sweets around the bed and breakfast.
Facilities
9.0
The facilities were top-notch, providing everything I needed for a comfortable and enjoyable stay.
Friendly Staff
Exterior Appearance
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Check-in
10Jun2025Select date
Check-out
11Jun2025Select date
Rooms and Guests2 Guests, 1 Room