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Staypineapple, An Iconic Hotel, The Loop

Chicago, Illinois, United States of America

Front of property

Staypineapple, an iconic boutique hotel, is perfectly nestled in the heart of Chicago’s dynamic Loop neighborhood. The hotel is just steps away from major attractions such as Millennium Park and the iconic Cloud Gate.

50-inch LCD TV with cable channels, iPod dock, streaming services

Guests rave about the warm and welcoming reception. The staff is known for their exceptional hospitality, making visitors feel right at home.

Meeting facility

The hotel lobby is inviting, featuring unique decor that reflects the vibrant personality of Chicago. It’s the ideal spot to relax with a complimentary afternoon cookie and coffee.

Bar (on property)

Guests enjoy the on-site bar, where they can unwind after a day of exploration with a drink, and every guest receives a complimentary drink ticket upon check-in.

View from property

In each of the 122 rooms, visitors can enjoy modern amenities including a 50-inch LCD TV equipped with premium cable channels and streaming services, perfect for unwinding after a day in the city.

Bicycling

The hotel offers a delightful dining experience at Atwood, where guests can savor delicious American cuisine amid charming decor.

Bar (on property)

The bathrooms are elegantly appointed with designer toiletries and plush bathrobes, providing a serene escape for guests to refresh after a day of adventure.

Combined shower/tub, designer toiletries, hair dryer, bathrobes

Fitness enthusiasts will appreciate the well-equipped gym, allowing guests to maintain their workout routines even while traveling.

Interior detail

Every corner of Staypineapple is infused with charming vintage style, combining comfort and classic decor that tells the story of its rich history.

Reception

A unique perk of this hotel is the free bicycle rentals, enabling guests to explore the downtown area in a fun and eco-friendly way.

View from property

For business travelers, Staypineapple offers stylish meeting facilities, making it an excellent choice for corporate retreats or gatherings.

Reviews highlight the cleanliness and comfort of the rooms, with many guests praising the unique bedding options, such as soft hypo-allergenic bedding and personal duvets.

Hotel Amenities

Valet parking on site (USD 75 per night)
A restaurant
Coffee and tea in common areas
Available in all rooms: Internet access (surcharge)
Free bicycle rentals
Gym
Free crib
24-hour front desk
Free newspapers in lobby
Luggage storage
Safe at front desk
Dry cleaning/laundry service
Housekeeping (on request)
Multilingual staff
Porter/bellhop
Tour and ticket assistance
Turndown service
Meeting room
Elevator
Air conditioning (climate-controlled)
Connecting rooms available
Desk
Free daily newspapers
Iron/ironing board
Laptop-compatible safe
Phone
Atwood restaurant
English speaking staff
Bedsheets provided
Hypo-allergenic bedding
Bathrobes
Designer toiletries
Hair dryer
Private bathroom
Shower/bathtub combination
Towels provided
50-inch LCD TV with premium cable channels
iPod dock
Streaming services

Pros & Cons

Pros:

  • Exceptional and friendly staff known for outstanding hospitality.
  • Located in the vibrant Loop, close to major attractions.
  • Unique and charming decor blending historic and modern styles.
  • Complimentary drinks upon check-in and delightful lobby snacks.
  • Free bicycle rentals available for guests.

Cons:

  • Some guests reported issues with room size and maintenance needs.

Frequently Asked Questions

Yes, Staypineapple is a pet-friendly hotel with a pet fee of USD 29.95 per accommodation, per night.

The hotel is equipped with elevators for easy access to all floors.

Yes, valet parking is available on-site for USD 75 per night.

Each room features a 50-inch LCD TV, laptop-compatible safe, bathrobes, and designer toiletries.

Guests can enjoy American cuisine at the hotel’s restaurant, Atwood, and there is a bar on the property.

Location

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4.6 /5 (1003 reviews)