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Dorothy'S Bed & Breakfast Chicago Interior photoDorothy'S Bed & Breakfast Chicago Room photoDorothy'S Bed & Breakfast Chicago Interior photo

DOROTHY'S, Chicago

7.9|Very good
Check rooms and rates
From$71 /nightOnly on Our Website-10%
Check-in
06Nov
Check-out
07Nov
Guests
2 Guests

About the Hotel

3445 North Halsted Street, Chicago, 60657-
Near Fullerton Beach

Key Highlights

Adults-only bed and breakfast located within a 10-minute walk of Wrigley Field.

Situated on a vibrant street with dozens of bars, restaurants, and shops within a few minutes' walk.

Free continental breakfast with DIY waffles included.

Free Wi-Fi throughout the property.

Hotel Details

Location

Dorothy's is on a lively street in Chicago, less than 1 km from Wrigley Field and close to Boystown's bars and restaurants.
Located in the heart of a vibrant entertainment district, Dorothy's is under a 10-minute walk from Wrigley Field, making it a prime base for Cubs games and events. The property sits on a street filled with nightlife - including a bar directly below - so the area is energetic at all hours. Fullerton Beach is 3 km away and Lincoln Park Zoo 3 km. The surrounding neighbourhood, including Boystown, offers dozens of dining options (Mexican, pizza, yogurt, home-style) within a 2-3 minute walk. Midway International Airport is 23 km away. For quieter stays, rooms on the back side of the building face away from the main drag and offer more peace.

Accommodation

Rooms are adults-only, air-conditioned, and each has a private bathroom and a tea/coffee maker.
Each room includes a private bathroom, air conditioning, a tea and coffee maker, dining table, and TV. The unit type is a one-bed room with one bed. The apartments are spacious and come with a well-fitted kitchen (stovetop, refrigerator, dishwasher, kitchenware), a washing machine, a tumble dryer, and heating. Street-facing rooms can be very noisy due to the bar beneath; rooms on the back side of the building are significantly quieter. Some rooms (e.g. room 31) are compact and may feel tight. The property has multiple floors and no lift - moving luggage up stairs can be a workout, so packing lighter bags is recommended.

Dining

A free continental breakfast with DIY waffles is served each morning in the shared breakfast area.
Breakfast consists of a self-serve continental spread including DIY waffles, coffee, bread, pastries, and hot drinks. The offering is described as generous by some and basic by others. Coffee is available but can run out early if not replenished. A restaurant on the ground floor (Mexican) is a popular convenient option, and the area is filled with dining choices within a two-minute walk - including pizza delivery from Big Gay Sal's and several other casual eateries and bars.

Wellness and Leisure

Boating is available in the surrounding area, but no dedicated wellness facilities are on site.
The property does not have a pool, spa, gym, or sauna. For leisure, the surrounding area offers boating and the lively street itself provides a wide range of bars, nightlife, and entertainment. Lincoln Park Zoo is 3 km away.

Facilities and Services

Free Wi-Fi, a shared kitchen, lounge, luggage storage, and room service are available.
Wi-Fi is free and available throughout the property. A shared kitchen with a microwave, dishwasher, and cookware is accessible to guests. A shared lounge/TV area and outdoor seating are provided. Express check-in/out and luggage storage are free. Room service is available. Daily housekeeping incurs an additional charge. The property has CCTV, smoke alarms and fire extinguishers. Parking is free but off-site on the street - no reservation is possible and spots fill quickly, especially during games or events.
Highly rated by guestsof Dorothy'S
Wonderful locationFriendly staffContinental breakfastWell-equipped apartment
  • Dining

    Breakfast Bliss

    “The complimentary breakfast was a great way to start the day and save money.”

    Maria from Spain
    Review on
  • Room Features

    Suite Dreams

    “Our suite had a lovely bar cart and an iron with ironing board.”

    Chris from United Kingdom
    Review on
  • Bathroom

    Luxury Amenities

    “The shampoo and conditioner provided were of excellent quality.”

    Emily from Canada
    Review on

Critical Operational Notes

  • Check-in is from 16:00 and check-out by 11:00. Late checkout is not guaranteed.
  • Check-in process is remote and contactless - instructions are provided in advance, and there is no on-site reception.
  • Off-site free street parking available, but reservation is not possible and spaces are limited.
  • Pets are allowed with possible additional charges. Cats are present on the property.
  • Daily housekeeping is available for an additional charge.
  • No sleeping mats or extra guests beyond room capacity are permitted.
  • Luggage storage is free of charge.

Most popular facilities

at Dorothy'S
Wi-Fi
Parking
Luggage storage
TV
Adults only
Kitchen facilities

Top Strategic Tips

  • 01

    Request a room on the back side of the building to avoid street noise from the lively bar and restaurant strip.

  • 02

    Use free off-site street parking, but note that availability is limited and parking can be difficult during events and weekends.

  • 03

    Bring earplugs if you are a light sleeper, especially for street-facing rooms.

  • 04

    Check the room capacity policy: no sleeping mats are allowed, and occupancy is strictly per-room limits.

Choose your room type

Dorothy'S — double rooms, family rooms, and suites. Breakfast options and free cancellation available on selected rates
  • Apartment
    2 persons
    1195 sq. feet
    Air conditioning
    Heating
  • Standard Queen Room
    2 persons
    1 Queen-size bed
  • Standard Suite
    2 persons
    1 Queen-size bed
Show all rooms

Hotel Price Calendar

Check availability and prices for your dates

Facilities

What's included at Dorothy'S — facilities and services available during your stay
Facilities: Great
8.3/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Free parking
  • Off-site car park
  • Express check-in/ -out
  • Pets allowed
  • Security
  • Adults only
  • Luggage storage
  • Smoke detectors
  • Fire extinguishers

Services

  • Room service
  • Housekeeping

Spa & Leisure

  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Garden furniture
  • Tea and coffee facilities
  • Dining table

Bathroom

  • Washing machine

Self-catering

  • Shared kitchen
  • Dryer
  • Cookware/ Kitchen utensils
Show more

Dorothy'S Location

3445 North Halsted Street, Chicago, 60657
Map view
Nearby
btwn Halsted St & Broadway
Boystown
800 ft
3627 N Sheffield Ave
Skybox on Sheffield
1800 ft
3633 N Sheffield Ave
Lakeview Baseball Club
1800 ft
3458 North Halsted Street
Hydrate
200 ft
Store
Whole Foods Market
1300 ft
Gallery
The Leigh Gallery
400 ft
3480 N Lake Shore Dr
Temple Sholom
2000 ft
Park
Wendt Playlot Park
700 ft
Church
Lake View Presbyterian Church
1100 ft
Restaurants
Forever Yogurt
400 ft
3510 N Halsted St
Rewired Cafe
1300 ft
3508 N Broadway St
Ann Sather
2600 ft
909 West Belmont Avenue
Cozy Noodle & Rice
1600 ft
3456 N Sheffield Ave
Rice'N Bread
1600 ft
3435 N Sheffield Ave
Lucky's Sandwich Company
2000 ft
3472 N Clark St
Chicago Blarney Stone
1700 ft
3424 N Sheffield Ave
Subway
2000 ft
3821 N Broadway St
Windy City Sweets
2300 ft
3308 N Broadway St
Explore Chicago
Local Highlights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Wrigley Field
Wrigley Field
14 minutes' walk
Historic baseball park and home of the Chicago Cubs, featuring iconic ivy walls and guided tours on non-game days.
Lincoln Park Zoo
Lincoln Park Zoo
35 minutes' walk
Free admission zoo with diverse animal exhibits and beautiful gardens, great for families and nature lovers.
Alfred Caldwell Lily Pool
30 minutes' walk
Serene landscape with native plants and peaceful waters, ideal for relaxation or a quiet stroll.
Kayaking at Montrose Beach
10 minutes' drive
Adventure on Lake Michigan with kayak rentals available during the summer, offering a thrilling experience on the water.
Yoga at Lincoln Park
25 minutes' walk
Outdoor yoga sessions in a scenic park setting promote relaxation and wellness, suitable for all skill levels.
Ann Sather
Ann Sather
10 minutes' walk
Iconic Swedish diner famous for cinnamon rolls and hearty breakfasts, offering a cozy atmosphere with vegetarian options.
Rewired Cafe
Rewired Cafe
5 minutes' walk
Charming cafe with a focus on local ingredients, specializing in breakfast and brunch, perfect for casual dining.
Hydrate Nightclub
5 minutes' walk
Vibrant nightlife venue featuring drag shows and themed events, creating an inclusive atmosphere for all guests.
Skybox on Sheffield
Skybox on Sheffield
10 minutes' walk
Sporty bar with a laid-back vibe, perfect for catching a game or enjoying casual drinks with friends.
Getting around
  • City Centre
    Chicago 12 min  ·  4.8 mi
  • Airports
    Midway International (MDW) 36 min  ·  14.5 mi
    Chicago O'Hare International (ORD) 37 min  ·  15.0 mi
  • Train
    Ogilvie Transportation Center 11 min  ·  4.4 mi
    Millennium Station 11 min  ·  4.4 mi
  • Underground
    Addison 6 min  ·  1700 ft
    Belmont (Brown/Purple/Red Line) 9 min  ·  2300 ft
  • Bus
    Bus stop 2 min  ·  400 ft
Book early and pay less
See available rates for your dates
Check Rates
Property information and rules
Check-in
from 16:00-22:00
Check-out
until 12 pm
Internet
Wireless internet is available in the entire hotel for free.
Pets
Pets are allowed on request.
Number of rooms:
7
Former name
four bedroom apartment

Guest Reviews and Ratings

What guests said after staying at Dorothy'S
Breakfast
7.4/10
Cleanliness
8.5/10
Comfort
8.1/10
Facilities
8.3/10
Free Wi-Fi
10.0/10
Location
8.8/10
Paid Wi-Fi
7.5/10
Staff
7.6/10
Value for money
8.1/10
Pros
Perfect location
Clean apartment
Well-equipped hotel
Nice bar cart
Cons
Noisy bar
Bad windows
Guest reviews
based on 85 reviews
7.9/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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