Staypineapple, an Iconic Hotel, the Loop
Staypineapple, an Iconic Hotel, the Loop welcomes two dogs of any size for an additional fee of $25 per night. Dog treats, bowls and beds are available, but dogs may not be left in the room unattended. There isn't a pet relief area on site, but there is a grassy area a few blocks from the property and a dog park within walking distance. Cats are not permitted. For same day arrivals, please call 877‑411‑3436 to confirm availability of a pet-friendly room.
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Room Types
Please Select a Room
- Deluxe Room, 1 King BedDeluxe Room, 1 King Bed
- 1 king bed
- Up to 3 people
- Pet fee additional
Room details
1 King Bed
180 sq feet
Entertainment - LCD television with premium channels and Netflix
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Deluxe Room, 1 Queen BedDeluxe Room, 1 Queen Bed
- 1 queen bed
- Up to 3 people
- Pet fee additional
Room details
1 Queen Bed
175 sq feet
Entertainment - LCD television with premium channels and Netflix
Food & Drink - Mini-fridge
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Mini-fridge
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Deluxe Room, 2 Queen BedsDeluxe Room, 2 Queen Beds
- 2 queen beds
- Up to 4 people
- Pet fee additional
Room details
2 Queen Beds
172 sq feet
Entertainment - LCD television with premium channels and Netflix
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Executive Suite, 1 King BedExecutive Suite, 1 King Bed
- 1 king bed
- Up to 4 people
- Pet fee additional
Room details
1 King Bed
380 sq feet
Entertainment - LCD television with premium channels and Netflix
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Deluxe Room, 1 Queen Bed, AccessibleDeluxe Room, 1 Queen Bed, Accessible
- 1 queen bed
- Up to 3 people
- Pet fee additional
Room details
1 Queen Bed
175 sq feet
Entertainment - LCD television with premium channels and Netflix
Food & Drink - Mini-fridge
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Accessibility - Bathroom grab bars
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Bathroom grab bars
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Accessible bathtub
- Mini-fridge
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Wheelchair accessible
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Deluxe Room, 1 Queen Bed, AccessibleDeluxe Room, 1 Queen Bed, Accessible
- 1 queen bed
- Up to 3 people
- Pet fee additional
Room details
1 Queen Bed
107 sq feet
Entertainment - LCD television with premium channels and Netflix
Food & Drink - Mini-fridge
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Accessibility - Bathroom grab bars
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Bathroom grab bars
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Roll-in shower
- Netflix
- Mini-fridge
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Wheelchair accessible
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Suite, 1 King Bed, Park View (Millennium)Suite, 1 King Bed, Park View (Millennium)
- 1 king bed
- Up to 4 people
- Pet fee additional
Room details
1 King Bed
334-sq-foot room with park views
Entertainment - LCD television with premium channels and Netflix
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Executive Suite, Multiple Beds, AccessibleExecutive Suite, Multiple Beds, Accessible
- 1 king bed, 1 sofa bed
- Up to 4 people
- Pet fee additional
Room details
1 Double Sofa Bed and 1 King Bed
395 sq feet
Entertainment - LCD television with premium channels and Netflix
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Accessibility - Bathroom grab bars
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Bathroom grab bars
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Accessible bathtub
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Wheelchair accessible
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Deluxe Room, 2 Double Beds, Accessible (Roll-In Shower)Deluxe Room, 2 Double Beds, Accessible (Roll-In Shower)
- 2 double beds
- Up to 4 people
- Pet fee additional
Room details
2 Double Beds
175 sq feet
Entertainment - LCD television with premium channels and Netflix
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Accessibility - Bathroom grab bars
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Bathroom grab bars
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Roll-in shower
- Netflix
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Wheelchair accessible
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
- Deluxe Room, 2 Double Beds, Accessible (Mobility Accessible with Tub)Deluxe Room, 2 Double Beds, Accessible (Mobility Accessible with Tub)
- 2 double beds
- Up to 4 people
- Pet fee additional
Room details
2 Double Beds
174 sq feet
Entertainment - LCD television with premium channels and Netflix
Sleep - Hypo-allergenic bedding, turndown service, and bed sheets
Bathroom - Private bathroom, shower/tub combination, bathrobes, and designer toiletries
Practical - Laptop-compatible safe, free newspaper, and iron/ironing board; free cribs/infant beds available on request
Comfort - Climate-controlled air conditioning
Accessibility - Bathroom grab bars
Need to Know - Housekeeping on request
Non-Smoking
Connecting/adjoining rooms can be requested, subject to availabilityRoom Amenities
- Non-Smoking
- Bathroom grab bars
- Turndown service
- In-room climate control (air conditioning)
- Hypo-allergenic bedding available
- Phone
- In-room safe (laptop compatible)
- Desk
- Designer toiletries
- High-speed internet access
- iPod docking station
- Towels provided
- Premium TV channels
- Bedsheets provided
- Netflix
- Accessible bathtub
- Connecting/adjoining rooms available
- Streaming services
- Hulu
- Shower/tub combination
- Private bathroom
- Bathrobes
- Wheelchair accessible
- Hair dryer
- Iron/ironing board
- Housekeeping on request
- LCD TV
- Internet access (surcharge)
- Cable TV service
- Free newspaper
- Free cribs/infant beds
OUR GUARANTEE: Book a room now! Our canine concierge will make sure you’re assigned a pet-friendly room, so there aren’t any surprises at check-in.
Compare Rates
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Available Rooms
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OUR GUARANTEE: Book a room now! Our canine concierge will make sure you’re assigned a pet-friendly room, so there aren’t any surprises at check-in.
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Description
In a city chock full of awesome—cuisine, art, architecture, shopping—we proudly offer Staypineapple, an Iconic Hotel, the Loop just steps from Millennium Park. Not to be outdone by the amazing city around it, the hotel is housed in a National Historic Landmark building and is the perfect jumping off spot for exploring downtown Chicago. In the Loop and with the Theater District just steps away, you are poised to take full advantage of all the city has to offer. Whether it’s a warm, summer day or a teeth-chattering winter white-out, every day will be a spectacular one. All of our rooms and suites feature historic touches original to the building while also offering every modern amenity: high-definition TVs, high-speed Wi-Fi and mini fridges. It’s your Windy City oasis.
Amenities
- Pet Friendly
- Gym / Fitness Center
- Free WiFi
- Meeting Rooms
- Air Conditioning
- Heating
- Restaurant
- Parking Available
- Wheelchair Accessible
- Dry Cleaning
- Elevator
- Non-Smoking Property
- Bicycles
Reviews
- MonicaAug 26, 2023Great for big dogs!
We recently stayed at Staypineapple in Chicago when our AC went out on 100° days! :/ I cannot recommend this place enough. The honored my request for a quiet room because I have a couple nervous pups when it comes to noises outside of the room. They have pup packages that include a dog bed, water bowl, poop bag dispenser and treatos! Everyone was so nice and welcoming to both us and the pups. They also don't have size restrictions so we were able to stay with our big boy.
- Magdalene MaeJul 16, 2023Perfect weekend
Booked the room so we could have a relaxing place to stay after a day at Montrose Dog Beach. Unfortunately, it started pouring & we had to cut our beach day short. I was worried about checking into a hotel drenched & covered in sand, but everybody was so very friendly & helpful; checking in was a breeze & they helped me with things before I even knew I needed help with them! The front desk, the valet, the cleaning crew! Everybody! They were so, so sweet to my dogs- treats all the time! (My youngest dog became wise to this & would beg to go outside just so she could walk around the corner & come in the front door to get attention & treats.🤣 They also catered to my caffeine addiction & loaded me up with extra coffee. The bed, pillows & duvets are like a cloud; even the robes & bath towels are ridiculously soft.
Definitely going to be back - make it a summer tradition. Can’t wait to check out the other locations🍍 - NaotakaSep 19, 2021Great hotel
Very clean and pleasant hotel at the center of Chicago. We had a good stay with our 2 dogs.
- KelseyDec 7, 2019No Potty Area
This is a great hotel except there’s no where for pups to potty. We had to walk ten minutes so my pup could relieve himself.
Location
Traveler Photos
We dug up 6 pictures of dogs at Staypineapple, an Iconic Hotel, the Loop.
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Health & Safety
Safe Stay: Staypineapple, an Iconic Hotel, the Loop has enhanced cleaning and safety measures in place. Hand sanitizer is provided to guests, and rooms are disinfected between each stay. Cashless payment is available. This property does not require health documentation at check-in.