Hotel>Illinois>Cook>Dorothy's

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Guest House

Dorothy's

Cook, Illinois

The Fun Awaits

Perfect for nature loversOnly 1.2 km to Lincoln Park and 3.3 km to Montrose Beach

Tourist attractions nearbyOnly 3.4 km to Lincoln Park Conservatory and 4.2 km to Lincoln Park Zoo

Nice location! Near public transportOnly 608 m to Addison Station (Red Line) and 3 km to Montrose Harbor

Near healthcare facilitiesOnly 1.3 km to Advocate Illinois Masonic Medical Center and 1.5 km to Thorek Memorial Hospital

Reviews

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4.3/5

GoodFrom 50 reviews

5.0/516 May 2026

Fabiana

Ficámos muito satisfeitos com a estadia. O espaço estava muito limpo, confortável e bem equipado, exatamente como descrito. Recomendo sem hesitar e voltaria a ficar aqui ☺️

5.0/512 May 2026

Jennifer • Others

Absolutely perfect stay in Chicago. Everything we needed was there, breakfast was over the top amazing. I LOVE the area and the pizza spot downstairs, this place includes other perks also like BOGO well drink downstairs. Big Gay Sal’s pizza also does room service. I have never felt so at home away from home. 10/10 recommend, HIGHLY recommend

5.0/510 May 2026

Adrian

It is a shared experience. It helps to be respectful and polite to the other patrons

5.0/59 May 2026

Lynne • Solo Trip

Great kitchy place. The stairs are a bit hard esprit lots of luggage, but the room was quaint and the property was clean

5.0/59 May 2026

Michael

I loved everything about this place! I was a bit skeptical when I saw how inexpensive it was relative to the location (a 5 min walk to Wrigley), but it was just perfect. A 100+ yr old house in the heart of Halsted, super clean, really quiet (weekday only stay), friendly people — it checked every box. I’ll never stay anywhere but here when I come to Chicago for Cubs games.

5.0/530 Apr 2026

BEATRICE • Couple Trip

Accueil parfait, petit déjeuner délicieux, nous avons adoré nos 3 nuits à Chicago dans ce quartier très branché. Nous y avons très bien dormi.

5.0/523 Apr 2026

Robert • Solo Trip

First time at Dorothy's but I've stayed at her sister location so I know the owner/management and what to expect. Great location and the building is kept up very well. My only non happy comment was no dresser in this room. Its ok since this visit was just me. Being able to use a full kitchen and store food in the refrigerator is a major plus

5.0/53 Apr 2026

Kimberly • Trip with Friends

Loved the place. Has everything I needed.

5.0/524 Mar 2026

Lisa • Solo Trip

I stayed here during a week of business etc and found the accommodations excellent for a long-ish stay. My room was the Purple Room - private bath, dining area, living room and separate bedroom. Clean, quiet, comfortable and appointed with everything one would need: Coffee maker, small fridge, microwave, dishes. Plenty of towels and storage in the bathroom. Big comfortable sectional sofa to lounge/work on. The staff is off site and responded quickly to text messages. The lock code provided easy and safe access to the room. VERY fun neighborhood - walking distance to everything, including Chicago's beautiful lakefront.

5.0/52 Mar 2026

Maricel

At first, I was scared because it has no front desk. However, you just have to follow the instructions and everything went well. It was truly a unique experienced.

5.0/59 Feb 2026

David

All as promised

5.0/52 Feb 2026

Jennifer • Solo Trip

Fantastic location within walking distance of Wrigley Field and many Lakeview hot spots. Check-in and check-out were seamless, and I was pleasantly surprised by the amount of space within the suite! It's definitely not for folks who aren't used to urban street noise, although it didn't bother me at all. My ONLY "complaint" was that the room was super cold. There is a portable radiator in the living room, but even turned up all the way, it didn't warm the space up at all. I located an extra blanket in the front closet, wrapped up in that, and was warm and happy as a clam. I will definitely be returning!

5.0/518 Jan 2026

Winter Fox

cozy and close to cool places

5.0/516 Jan 2026

Yesim

It was nicee

5.0/531 Dec 2025

Mark • Solo Trip

The room was small, but very comfortable. Initially, I was a bit leery of the "no reception; we'll send you a code" check-in, but it went very smoothly. The code worked on all the doors it was supposed to work on, and I appreciated the triple-layer of code security - outside door, door to the floor, door to the room. Dorothy's is ideally situated, and easy walking distance to attractions in the area, in addition to the Red line train and numerous bus lines. If I had to ding Dorothy's on anything, it's this: Coffeemate isn't cream and doesn't do the same in your coffee in the morning as does half-and-half.

5.0/515 Dec 2025

James • Solo Trip

What an absolutely amazing room, made me feel like home. Wonderful apartment in the middle of everything.

5.0/525 Nov 2025

bijan • Others

so convenient, cozy, and welcoming. excellent

5.0/521 Nov 2025

ROMEO • Trip with Friends

Fun place

5.0/55 Nov 2025

Fernando Emmanuel

Just breakfast no good… noise but I was advised, everything else is perfect!

5.0/528 Oct 2025

Zac

Nice location to wrigleyville

Popular Facilities

WiFi

Parking

tiket Green

Children Facility

Luggage Storage

Free Parking

Public Facilities

On-street Parking

Parking (Free)

Hotel Services

Luggage Storage

Other Facilities

Shared Microwave

Food & Drinks

Refrigerator

Continental Breakfast

Info

No Elevators

Hotel Policy

Smoke-free Property

tiket Green

Connectivity

Free WiFi

Location

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3445 N Halsted St, Chicago, Illinois, US

Nearby Destinations

All distances are measured in straight lines. The actual travel distance may be different.

Accommodation Rules

Check-in Procedure

Check-in4:00 PM-10:00 PM

Check-out12:00

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 and debit cards; cash is not accepted
Safety features at this property include a fire extinguisher

There is no front desk at this property. Prior to arrival, guests must complete online registration with the property via a secure link. Guests will be asked to provide the property with a copy of their government-issued photo ID before arrival. If you are planning to arrive after 10:00 PM please contact the property in advance using the information on the booking confirmation. Guests planning to arrive outside of normal check-in hours will receive an email within 48 hours before arrival with check-in instructions and an access code. Guests can access their accommodation through a private entrance. A virtual front desk provides assistance to guests. Information provided by the property may be translated using automated translation tools.

Want to check in early? Fill out the Special Requests form on the booking page.

About Dorothy's

Dorothy's Location
Located in Chicago (Lakeview), Dorothy's is within a 15-minute walk of Wrigley Field and Lake Michigan. This bed & breakfast is 3.6 mi (5.7 km) from Michigan Avenue and 4.6 mi (7.4 km) from Chicago Riverwalk.

Dorothy's Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and a communal living room.

Dorothy's Rooms
Make yourself at home in one of the 7 air-conditioned rooms featuring microwaves. Prepare your meals in the shared/communal kitchen. Complimentary wireless internet access is available to keep you connected. Bathrooms have showers and hair dryers.

Restaurant and Cafe
A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM.

Room Type and Price

Sun, 16 Aug 2026 - Mon, 17 Aug 2026 (1 night)

1 Room, 1 Adult, 0 Children