Best Hotels For a Staycation in Chicago

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Whether you’ve had too much family time leading up to the holiday season, or simply need a getaway by yourself, somewhere is the perfect hotel for a pampering and undisturbed staycation in Chicago.

This list includes some of the most inquired hotels when people visit Chicago or trying to take some off, as well as the latest holiday deals happening!

The Hotel at Midtown

2444 N Elston Ave, Chicago, IL 60647

Reopened this year, The Hotel at Midtown quickly became one of the local residents’ favorite choices for a staycation in Chicago.  Attached to the Midtown Athletic Club, a stay at The Hotel at Midtown gives you access to a world-class fitness facility, a brunch restaurant, indoor and outdoor pools, tennis courts, and a spa that is to die for. From spas to gyms, The Hotel will make sure you feel at home yet have the best relaxation in your life, let alone the 5-star service treats you like a royal!

Royal Sonesta Chicago Downtown

71 E Wacker Dr, Chicago, IL 60601

Those who book more than seven nights of stay during the holidays at Royal Sonesta’s Chicago Downtown location will get up to a whopping 40% discount on one of the hotels’ spacious suites.

With some of the largest guest rooms in Chicago — averaging 400sft, which is double the size of a standard room in Chicago, and over 81 individual suites, there is plenty of room for you or the family to stay.

Plus, the hotel’s convenient location puts you within walking distance to Michigan Avenue for you to wrap up your last-minute holiday shopping.

canopy staycation in Chicago
Image Credit: Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop

226 W Jackson Blvd, Chicago, IL 60606

The first Hilton lifestyle property and the first Canopy by Hilton hotel in Chicago has officially opened to give you the ultimate staycation experience this holiday season. Amassing 350 guestrooms and suites between the two properties, the complex offers two on-site restaurant concepts, two unique meeting and event spaces, an on-site fitness center, and an outdoor terrace space.

Through February 2022, Canopy Chicago Central Loop is offering a grand opening special, treating guests to a complimentary third night with the booking of two nights. Both Canopy Chicago Central Loop and Hilton Garden Inn Chicago Central Loop also participate in Hilton Honors. It’s time to claim your instant benefits and member discounts!

Nobu Hotel Chicago

155 N Peoria St, Chicago, IL 60607

Looking for a more cultural experience? Book your staycation in Chicago in the vibrant and sleepless Fulton Market District and have everything from food, live music, to art at your fingertips. With 115 rooms and suites featuring old-world Japanese influences in an ultra-modern design, Nobu is the definition of style and taste. Enjoy your stay with their state-of-the-art fitness center, indoor Tranquility Pool, and renowned rooftop.

If you plan to stay three or more nights at Nobu Chicago, you’ll get 21% off with a flexible cancellation policy. Guests will also enjoy complimentary valet parking now through March, 2022. Nobu Hotel Chicago is also offering guests a “Suite Experience,” which offers a complimentary night when booking a minimum of four consecutive nights.

Ace Hotel Chicago

311 N Morgan St, Chicago, IL 60607

Another great spot in the Fulton Market District, Ace Hotel Chicago brings you the perfect balance of culture and modern fares. If you book your stay now, the hotel will hook you up with $30 worth of food and drinks every day, redeemable anywhere in Ace Hotel Chicago.

With the gallery in Ace Hotel reopening and live performances coming back, your staycation would be the furthest thing from boredom and mundaneness. Check out their event calendar and make sure your stay overlaps with one of the amazing performances coming up.

Sheraton Chicago Riverwalk

301 E North Water St, Chicago, IL 60611

Sheraton Chicago Riverwalk has always been a top spot for a holiday staycation in Chicago. With endless activities within the hotel and in adjacent areas, such as rock climbing at Block 37 and ice-skating at the Maggie Daley ice ribbon, Sheraton Chicago Riverwalk will keep your days and nights full of entertainment.

You can also book the Elf Life Suite that includes festive decorations, beverage coupons to Link Café for hot chocolate, candy canes, and an elf to bring back home during the holiday season or participate in the hidden elf hunt. If you find all 5 elves, you can redeem a secret prize!

The Blackstone, Autograph Collection

636 South Michigan Avenue, E Balbo Dr, Chicago, IL 60605

Elegant and classic, The Blackstone will sweep you off your feet with its gorgeous architecture and modern amenities. When you book your room, you also receive a $50 meal credit to dine-in, carry out or receive delivery from Eleven City Diner, and a $50 spa credit at K’Alma Spa redeemable as room service.

During the holiday season, guests can also enjoy a classic holiday display featuring dazzling toy trains. Hear hissing steam, squeaking metal, and whistles blowing in the lobby of the storied architectural icon rooted in Chicago’s legendary past.

blu aqua
Image Credit: Radisson Blu Aqua Hotel

Radisson Blu Aqua Hotel

221 N Columbus Dr, Chicago, IL 60601

Every Blu down in Bluville likes the holidays a lot, which is why this season Radisson Blu Aqua Hotel thought, 2021 is the year to bring Bluville to Chicago, because why not!

This December, the hotel is featuring a very merry holiday tree with decorations both big and small for all to see. FireLake Grill House & Cocktail Bar is serving new Bluville treats, such as festive cocktails that are tasty and sweet.

Also, proceeds from all stays in December will be donated to the Pediatric Cardiology Center at Lurie Children’s Hospital, a miracle we can all believe!

rose hotel lobby staycation chicago
Image Credit:

The Rose Hotel Chicago O’Hare

5200 Pearl St, Rosemont, IL 60018

An energetic and edgy boutique hotel, The Rose Hotel features 165 stylish guest rooms and suites, all curated through the contributions of DLR, Getty’s Group, and Janko Group.

Visually stimulating art, thoughtfully woven throughout the design of each room, creates an elegant and innovative ambiance, perfect for all families to enjoy. Each guest room is equipped with all-down alternative bedding, triple-pane windows to eliminate airplane noise, and a pillow menu, offering a personalized sleep experience.

So, if you’re looking for an unforgettable staycation in Chicago, check out Rose Hotel at O’Hare.

Ambassador Chicago

1301 N State Pkwy, Chicago, IL 60610

Nestled among historic mansions in a quiet, gilded neighborhood in the Windy City, Ambassador Chicago is only steps from Lake Michigan and premiere shopping on Oak Street and the Magnificent Mile.

Guests can also enjoy $8 specialty cocktails from 4:00 – 7:00 PM, Monday through Friday, or indulge in the Bottomless Mimosa available Friday and Saturday, 10:00 AM – 2:00 PM for $30/person!

You might even be surprised by one of their live performances or artist events!

Featured Image Credit: The Hotel at Midtown

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