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The Blackstone, Autograph Collection

The Best Hotels | Resorts To Stay In Chicago (Pet Friendly, Family-Friendly, Couple Appropriate) (2022)

Holidays are always a fun experience, though if accommodations are not comforting, your time can go frustrating. When looking for hotels and resorts, three things are prime, ‘Luxury,’ ‘Comfort,’ and ‘Hospitality.’ And if there’s a city that boasts all of these in abundance, it definitely has to be Chicago. Hotels and Resorts in Chicago are its opulence ranging from intimate boutiques to dazzling B&Bs, world-class hospitality to quality amenities, and architectural dream to high-end luxury.

Most of the popular hotels and resorts in Chicago are housed either downtown or around the top-rated attractions. The options can range from your cosy resorts to the Western hemisphere’s second-tallest building (hotel). Whether you are in Chicago with your kids, partner or pets, there are several budgeted and luxurious accommodations to choose from. For expert recommendations, you can look at our choicest picks below. We believe that the options will definitely appeal to you.

The Best Hotels/Resorts To Stay In Chicago (Pet Friendly, Family-Friendly, Couple Appropriate)

Pet-friendly Hotels/ Resorts in Chicago

1. Four Seasons Hotel Chicago (Luxury Hotel)

Four Seasons is a luxurious hotel in Chicago that un-reveals the best views of the city’s skyline and Lake Michigan. It is a pet-friendly hotel that allows two pets up to 25 pounds with no additional fees. Upon welcome, pets are greeted with a bed and treats. The hotel allows both dogs and cats, and if your pet is well-behaved, you can leave them alone in the room or with pet sitters. They also have a dog park within walking distance from the hotel.

Other than that, four seasons hotel is an excellent choice for travellers seeking luxury, comfort and modern treatment. While their extensive rooms and architecture will impress you, the hospitality and comfort will call you back again. You can also explore services including a spa, indoor swimming pool, whirlpool, high-end restaurant and a fine art collection.

2. Best Western Plus Hawthorne Terrace Hotel (Mid-Budget Hotel)

A laid-back red-brick hotel, the Best Western Plus is a hotel you must try upon when travelling with pets. They allow two pets per room that combinedly weigh less or equal to 80 pounds (both dogs and cats). You can even bring pets, including birds and other law permitted pets, only with prior approval by the hotel and self-risk. The hotel asks for a $50 cleaning fee; however, it is refundable at the end of your trip. The best part is that Best Western only allows pets in specific rooms so that other guests with allergies like asthma can stay peacefully. You can also access dog-friendly parks and pet stores nearby.

The hotel is located half a mile from the lakefront and quite close to Wrigley Field and the El train station. They serve a continental breakfast buffet daily, that is part of your room-package itself. Best western plus also have a beautiful courtyard where you can spend the peaceful evening sipping upon your favourite drinks. Though rooms here are a little smaller, they are still quite comfortable.

3. Carlton Inn Midway (Best-Budgeted Hotel)

If you are looking for an affordable pet-friendly hotel in Chicago, look no farther than the Carlton Inn Midway. The hotel is located 2 miles from the Midway international airport and nearly 9 miles from downtown Chicago. It is a pet-friendly hotel that allows two pets per room, which can weigh a maximum of 50 pounds. With a minimal fee of $10 per night, you receive pet beds and other basic amenities for your little friend. If your pet is friendly and well-behaved, you can get them along with owners’ dogs who are exceptionally mannered.

Carlton Inn Midway is extremely comforting, ideal for overnight stays and weekend getaways in Chicago. The complimentary services include 24/365 free local shuttle to the airport, free breakfast and access to their business and fitness centres. The hotel neighbourhood also has multiple food joints and authentic local restaurants serving under budget.

Family-Friendly Hotels/ Resorts In Chicago

1. The Blackstone, Autograph Collection (Luxurious Resort)

If you want to experience pure luxury with architectural values right in downtown Chicago, check-in at the Blackstone. The hotel/ resort is built in a 1910 beaux-arts building housing 328 rooms. Every single room here is beautiful and of the decent size. You can observe beautiful views of Buckingham Fountain and Lake Michigan from the property itself. Unlike the contemporary hotels, Blackstone Autograph Collection has a vintage vibe that feels like you are in old Chicago.

Hotel interiors are inspired with vintage touch like black and white wallpaper, marbled bathrooms, practically like the old-world Chicago. Guests can access the Club Lounge and the in-house restaurant Mercat a la Plantxa. While the hotel lacks a spa and swimming pool, you can always book an in-room spa service comprising massages, therapies, and whatnot.

2. Radisson Blu Aqua Hotel, Chicago (Luxurious Hotel)

Today Radisson Blue needs no introduction around the world, and its Aqua Hotel in Chicago is one of its exceptional properties. Located in the Lakeshore East neighbourhood (downtown), the Radisson Blu Aqua Hotel overlooks the gorgeous Lake Michigan. This swanky site is within walking distance from Navy Pier, Magnificent Mile, Millennium Park and other top-rated attractions in Chicago. However, it is the locality and the hotel property that keeps attracting visitors all year round.
Everything makes Aqua the choicest pick amongst visitors, from the sleekly styled buildings to the gold-plated gas fireplace, floor-to-ceiling windows, and ample sunlight in rooms. Rooms here provide access to Nespresso machines, comfortable bedding, huge bathrooms, balconies with views and other amenities. Along with that, they also offer an indoor pool, seasonal terrace pool, cabanas, basketball court and a huge fitness centre.

Couple-Appropriate Hotels/Resorts in Chicago

1. Thompson Chicago (Mid-Budget hotel)

Thompson Chicago is an absolutely gorgeous hotel. You can reach it amongst the Gold Coast of Chicago, a porch and popular locality. It is upscale and trendy and ideal for couples who are seeking some quality time. The idea of romanticizing can boost alone with seeing the pictures of its rustic and urbanely aesthetic rooms. Every single room here possesses a golden vibe that, when complemented with dim lights, creates a romantic ambience.

Guest can access the relaxing cocktail lounge or enjoy a sophisticated dining experience at their in-house restaurant, the Nico Osteria. Another best part about Thompson is that everything in Chicago is within walking distance from the hotel. Be it the calming lakeshore of Michigan, the popular Magnificent Mile or downtown Chicago.

2. Sophy Hyde Park (Mid-Budget Hotel)

Sophy Hyde Park is an artistic boutique hotel located in the Chicago City centre. From its hardwood floor sitting to colourful artwork and sophisticated designing infuses a warm and cosy vibe. For couples who are on their honeymoon or romantic getaway in Chicago, the Sophy Hyde Park is one fine place. Every single room here comprises comforting furniture, oversized art pieces, romantic lights. And above all, their exceptional hospitality compliments it all. Once you walk into their bathrooms, the huge and deep soaking tubs (ideal for two) will upgrade your mood.

Guest can either eat at the outstanding Mesler Kitchen | Bar | Lounge or try other local joints nearby. Around the hotel, one can reach several shopping and entertainment destinations. It is all that one trip alone can be carved out of that. On a nicely weathered evening, you can step out hand in hand with your partner for a quick walk to the famous Lakeshore Drive.

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