Staypineapple, An Iconic Hotel, The Loop
Boutique hotel with restaurant, near Chicago Cultural Center





When you stay at Staypineapple, An Iconic Hotel, The Loop, you'll be in a fantastic location, only a five-minute walk from Michigan Avenue and Millennium Park. Guests can visit the fitness centre for a workout or grab a bite to eat at Atwood, which serves American cuisine and is open for dinner. Other highlights at this boutique hotel include a bar/lounge and free bike rentals. Fellow travellers love the comfortable beds and helpful staff. Public transportation is only a short walk: Washington Station is steps away and Lake Station is 2 minutes.
VIP AccessExceptional
Popular amenities
- Connecting rooms available
- Bar
- Laundry facilities
- Pet-friendly
- Parking available
Main amenities (12)
- Housekeeping (on request)
- Near the beach
- Restaurants and bar/lounge
- Fitness centre
- Free use of bicycles
- Valet parking
- 24-hour front desk
- Coffee/tea in a common area
- Front desk safe
- Water dispenser
- Laundry service
- Meeting room
Feel at home (6)
- Free cots/infant beds
- Connecting/adjoining rooms available
- Private bathroom
- Premium TV channels
- Lift
- In-room climate control (air conditioning)
£120
includes taxes & fees
22 Dec - 23 Dec
Why we love this property

Boutique city centre gem
Experience gorgeous city panoramas from this boutique hotel located in the heart of city centre. Modern design meets urban charm.

Dreamy sleep essentials
Wrapped in soft dressing gowns, guests can drift into serene slumber on hypo-allergenic bedding. This hotel's turndown service adds a touch of luxury.
Room options
Check availability for these dates
Showing 10 of 10 rooms

Burnham King
Exceptional
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
LCD TV
Hypo-allergenic bedding
Premium bedding
Down duvet
Pillow-top bed
- Sleeps 3
- 1 King Bed

Atwood Queen
Good
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
Mini-fridge
LCD TV
Hypo-allergenic bedding
Premium bedding
Down duvet
- Sleeps 3
- 1 Queen Bed

Atwood Queen Mobility Accessible w/Tub
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
Mini-fridge
LCD TV
Hypo-allergenic bedding
Premium bedding
Down duvet
- Sleeps 3
- 1 Queen Bed

Atwood Queen Mobility Accessible w/Roll-in Shower
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
Mini-fridge
LCD TV
Hypo-allergenic bedding
Premium bedding
Down duvet
- Sleeps 3
- 1 Queen Bed

Burnham Two Double Mobility Accessible w/Tub
Exceptional
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
LCD TV
Hypo-allergenic bedding
Premium bedding
Down duvet
Pillow-top bed
- Sleeps 4
- 2 Double Beds

Burnham Two Double Mobility Accessible w/Roll-in Shower
Exceptional
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
LCD TV
Hypo-allergenic bedding
Premium bedding
Down duvet
Pillow-top bed
- Sleeps 4
- 2 Double Beds

Burnham 2 Two Queen
Exceptional
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
LCD TV
Hypo-allergenic bedding
Premium bedding
Down duvet
Pillow-top bed
- Sleeps 4
- 2 Queen Beds

Reliance King Suite
Wonderful
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
LCD TV
Hypo-allergenic bedding
Separate bedroom
Premium bedding
Down duvet
- 1 bedroom
- Sleeps 4
- 1 King Bed

Reliance King Suite Mobility Accessible w/Tub
Wonderful
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
LCD TV
Hypo-allergenic bedding
Separate bedroom
Premium bedding
Down duvet
- 1 bedroom
- Sleeps 4
- 1 Double Sofa Bed and 1 King Bed

Millennium Park View King Suite
Exceptional
Highlights
Air conditioning
Connecting rooms available
Free cots/infant beds
LCD TV
Hypo-allergenic bedding
Separate bedroom
Premium bedding
Down duvet
- 1 bedroom
- Sleeps 4
- 1 King Bed
Similar properties

Silversmith Hotel Chicago Downtown
- Parking available
- Free WiFi
- Connecting rooms available
- Air conditioning
Wonderful
2,113 reviews

The Allegro Royal Sonesta Hotel Chicago Loop
- Pet-friendly
- Parking available
- Internet access
- Connecting rooms available
Wonderful
2,278 reviews
£109
includes taxes & fees
5 Jan - 6 Jan 2026

Arlo Chicago
- Pet-friendly
- Parking available
- Free WiFi
- Restaurant
Wonderful
1,881 reviews
£123
includes taxes & fees
4 Jan - 5 Jan 2026

citizenM Chicago Downtown
- Free WiFi
- Restaurant
- Air conditioning
- Gym
Exceptional
4,094 reviews
£94
includes taxes & fees
14 Dec - 15 Dec

L7 Chicago by LOTTE
- Pet-friendly
- Parking available
- Free WiFi
- Restaurant
Exceptional
3,346 reviews
£124
includes taxes & fees
1 Jan - 2 Jan 2026

The Royal Sonesta Chicago Downtown
- Pet-friendly
- Parking available
- Free WiFi
- Internet access
Exceptional
3,124 reviews
£124
includes taxes & fees
5 Jan - 6 Jan 2026

Hyatt Centric The Loop Chicago
- Pet-friendly
- Parking available
- Free WiFi
- Restaurant
Wonderful
2,276 reviews
£98
includes taxes & fees
21 Dec - 22 Dec

Palmer House a Hilton Hotel
- Pool
- Spa
- Pet-friendly
- Parking available
Very good
2,120 reviews
£109
includes taxes & fees
28 Dec - 29 Dec

theWit Chicago, a Hilton Hotel
- Spa
- Parking available
- Internet access
- Restaurant
Wonderful
1,006 reviews
£144
includes taxes & fees
2 Jan - 3 Jan 2026

Virgin Hotels Chicago
- Pet-friendly
- Parking available
- Free WiFi
- Restaurant
Wonderful
1,418 reviews
£154
includes taxes & fees
21 Dec - 22 Dec
Sign in to view eligible discounts and perks. More rewards for more adventures!
About the area

1 W Washington St, Chicago, IL, 60602
About this property
Staypineapple, An Iconic Hotel, The Loop
When you stay at Staypineapple, An Iconic Hotel, The Loop, you'll be in a fantastic location, only a five-minute walk from Michigan Avenue and Millennium Park. Guests can visit the fitness centre for a workout or grab a bite to eat at Atwood, which serves American cuisine and is open for dinner. Other highlights at this boutique hotel include a bar/lounge and free bike rentals. Fellow travellers love the comfortable beds and helpful staff. Public transportation is only a short walk: Washington Station is steps away and Lake Station is 2 minutes.
At a glance
Property amenities
Room amenities
Special features
Dining
Atwood – This restaurant specialises in American cuisine and only serves dinner. Guests can enjoy drinks at the bar.
Frequently asked questions
Have a question?
Get instant answers with AI powered search of property information and reviews.
Most popular destinations
Hotels
Hotels with a Pool in San SebastiánSpringHill Suites by Marriott Chicago ChinatownHyatt Place Chicago/Wicker ParkCrowne Plaza Chicago Ohare Hotel & Conf Ctr by IHGMercure Gloucester Bowden Hall HotelHotels in SilchesterHyatt Regency McCormick Place Chicago Hampton by Hilton Bath City
Hotels in EdinburghMarriott Marquis ChicagoHotels near Glasgow Central StationHotels in BracknellTregaddra Farmhouse B&BLords Inn PorbandarHotel Ibersol SiurellVOI Vila do Farol Resort