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Located in Lakeview, a neighborhood in Chicago, Dorothy's is in the entertainment district and near a metro station. Chicago Theatre and Art Institute of Chicago are cultural highlights, and travelers looking to shop may want to visit Michigan Avenue and Navy Pier. Looking to enjoy an event or a game? See what's going on at Wrigley Field or United Center.
Parking
Non-smoking rooms
Room service
Housekeeping
Luggage storage
Express check-in/check-out
65
Room details
29
Room details
Sleeps 2
22
Room details
Sleeps 2
18
Room details
Sleeps 2
29
Room details
Sleeps 2
50
Room details
1200 ft²
21
Room details
Sleeps 2
Based on 55 verified reviews
AI-generated summary based on recent guest reviews
At Dorothy's, guests consistently praise the lively, convenient location near Wrigley Field and transit, while noting a mix of simple rooms and larger suites, generally clean spaces, and a self-service setup with minimal on-site staff.
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At Dorothy's, guests consistently praise the lively, convenient location near Wrigley Field and transit, while noting a mix of simple rooms and larger suites, generally clean spaces, and a self-service setup with minimal on-site staff.
Recurring drawbacks include difficult street parking, nighttime noise from nearby bars, and steep stairs that limit accessibility. Communication is mostly via links or texting, with strict 4pm access and occasional confusion or unhelpful responses. Breakfast is a basic self-serve setup that some enjoy and others find lacking, and Wi‑Fi reliability varies. Expect a simple, budget-friendly stay in a great location if you’re comfortable with a hostel-like, self-managed setup.
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AI-generated summary based on recent guest reviews
Street parking is challenging and often confusing even with a pass, and some promised passes were not delivered. Access involves steep stairs and limited on-site assistance, which can hinder accessibility.
Joanne
9 Sept 2025
·
Stayed 4 nights
Gary
8 Aug 2025
·
Stayed 1 night
Stan
3 Aug 2025
·
Stayed 1 night
Wendy
28 Apr 2025
·
Stayed 1 night
Christopher
23 Jul 2025
·
Stayed 2 nights
Kenneth
22 Jul 2025
·
Stayed 1 night
Joshua
2 Oct 2025
·
Stayed 4 nights
Missy
18 Sept 2025
·
Stayed 2 nights
Susan
21 Jul 2025
·
Stayed 1 night
shiju
29 Dec 2024
·
Stayed 2 nights
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AI-generated summary based on recent guest reviews
Many guests describe rooms and bathrooms as clean or very clean. Some report issues like stained linens, mold around a shower, or minor maintenance problems.
Lisa
27 Aug 2025
·
Stayed 9 nights
Justin
15 Sept 2025
·
Stayed 2 nights
Frank
20 Apr 2025
·
Stayed 2 nights
Daniel
3 Sept 2025
·
Stayed 2 nights
TAMI
11 Jul 2025
·
Stayed 2 nights
Jose
28 May 2025
·
Stayed 3 nights
Rae
9 Sept 2025
·
Stayed 1 night
Sean
15 Nov 2025
·
Stayed 1 night
Gina
25 Sept 2025
·
Stayed 1 night
Colin
28 Jul 2025
·
Stayed 1 night
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AI-generated summary based on recent guest reviews
Room types vary widely: several small rooms with shared bathrooms and a few larger suites with private baths and sitting areas. Noise can affect light sleepers, and Wi‑Fi and in-room maintenance (lighting, fans, hot water) are occasionally unreliable.
Helen
26 Jul 2025
·
Stayed 5 nights
Joanne
9 Sept 2025
·
Stayed 4 nights
Ann
20 Aug 2025
·
Stayed 2 nights
Timothy
8 Mar 2025
·
Stayed 1 night
TAMI
11 Jul 2025
·
Stayed 2 nights
Geoffrey
10 Jul 2025
·
Stayed 2 nights
Sean
15 Nov 2025
·
Stayed 1 night
Larry
28 Jan 2025
·
Stayed 1 night
Steve
25 Oct 2025
·
Stayed 1 night
Thomas
7 Sept 2025
·
Stayed 1 night
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AI-generated summary based on recent guest reviews
On-site staff presence is limited; check-in is automated and typically enforced at 4pm, with communication mainly by text or links. Experiences range from friendly and helpful to passive-aggressive or unresponsive, with occasional billing or room-service issues.
Helen
26 Jul 2025
·
Stayed 5 nights
Gary
8 Aug 2025
·
Stayed 1 night
Zachary
20 Apr 2025
·
Stayed 1 night
GIANLUCA
17 Dec 2024
·
Stayed 1 night
Rae
9 Sept 2025
·
Stayed 1 night
Christopher
23 Jul 2025
·
Stayed 2 nights
Kenneth
18 Sept 2025
·
Stayed 3 nights
Joshua
2 Oct 2025
·
Stayed 4 nights
Missy
18 Sept 2025
·
Stayed 2 nights
Douglas
9 May 2025
·
Stayed 1 night
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AI-generated summary based on recent guest reviews
Lively, convenient spot near Wrigley Field, the CTA, and many restaurants and bars. Some guests report notable street and bar noise, and a few found the entrance hard to locate.
Ann
20 Aug 2025
·
Stayed 2 nights
Lakshmikant
25 Mar 2025
·
Stayed 4 nights
Zac
28 Oct 2025
·
Stayed 1 night
Jose
28 May 2025
·
Stayed 3 nights
Stan
3 Aug 2025
·
Stayed 1 night
Geoffrey
10 Jul 2025
·
Stayed 2 nights
Theodore
15 Jun 2025
·
Stayed 2 nights
Steve
16 Jul 2025
·
Stayed 1 night
Gina
25 Sept 2025
·
Stayed 1 night
Lynn
19 Jun 2025
·
Stayed 1 night
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AI-generated summary based on recent guest reviews
Self-serve continental breakfast (cereal, coffee, waffle maker, pastries), often provided next door; some guests enjoyed it while others found it minimal or poorly maintained. One report noted paid room‑service drinks were not delivered.
Konrad
27 Nov 2025
·
Stayed 3 nights
Joanne
9 Sept 2025
·
Stayed 4 nights
Gary
8 Aug 2025
·
Stayed 1 night
Joshua
1 Jun 2025
·
Stayed 1 night
Christopher
23 Jul 2025
·
Stayed 2 nights
Theodore
15 Jun 2025
·
Stayed 2 nights
Kenneth
18 Sept 2025
·
Stayed 3 nights
Gina
25 Sept 2025
·
Stayed 1 night
Joshua
2 Oct 2025
·
Stayed 4 nights
shiju
29 Dec 2024
·
Stayed 2 nights
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AI-generated summary based on recent guest reviews
Estrella
4 weeks ago
·
Stayed 1 night
Jodi
4 Aug 2026
·
Stayed 3 nights
NAdia
21 Jul 2026
·
Stayed 1 night
Amy
17 Jul 2026
·
Stayed 1 night
Jay
26 Jun 2026
·
Stayed 1 night
Yes, free parking is available on-site.
A complimentary continental breakfast is provided. The specific serving hours are not mentioned.
Check-in is at 4:00 PM and check-out is at 12:00 PM. Early or late check-in/check-out availability and costs are not specified, but guests can request it.
The property features step-free entrances and wheelchair-accessible facilities, including public areas and bathrooms, although specific details about elevators and pool access features are not provided.
The property is located in Lakeview, Chicago, near Wrigley Field and Lake Michigan. It is in the entertainment district and close to a metro station, making it convenient for accessing cultural highlights like the Chicago Theatre and Art Institute of Chicago.
Children are allowed at the property, but the minimum age for children to stay for free is not specified.
Instant AI responses are based on hotel information
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Cheaper
Pricier
Average nightly price across deals, with taxes & fees.
Prices in USD for 2 guests, updated daily.
Check-in must be done by someone who is at least 18 years old.
CheckIn Restrictions
Early check-in is available for a fee (subject to availability); Late check-out is available for a fee (subject to availability);
Age Requirements
Minimum age to check in is 18 years old
Pets
Service animals are allowed;Service animals are exempt from fees/restrictions;Pets allowed;Pet fee: USD 25 per pet, per stay; Service animals are exempt from fees;
Front Desk Services
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.
Identification
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges;
Children And Extra Bed Policy
Extra-person charges may apply and vary depending on property policy; No cribs (infant beds) availableNo rollaway/extra beds available
Dining
A complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM.
Parking
Non-smoking rooms
Room service
Housekeeping
Luggage storage
Express check-in/check-out
Housekeeping
Luggage storage
Express check-in/check-out
Parking
Free parking
Room service
Non-smoking rooms
Adults only
Outdoor Furniture
Free wi-fi