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Travelers can expect a variety of cozy and affordable Airbnb options in Midwest cities, ranging from private rooms in shared homes to entire apartments. These accommodations often provide local charm, easy access to city attractions, and amenities like kitchens and Wi-Fi, making them ideal for solo road trippers.

Downtown Chicago

Twin Cities Escape

Sitting on Michigan Avenue and the Chicago River in a historic landmark building, LondonHouse features Chicago’s only tri-level rooftop bar. The hotel is less than 10 minutes’ walk from Millennium Park.

All spacious guest rooms at the LondonHouse Chicago include free WiFi, a large work station and a 55 inch flat-screen TV. Some rooms include Chicago skyline and historic landmark views.

The 24-hour fitness centre includes stat-of-the-art equipment, ballet bar and more. Professionals will enjoy the flexible meeting spaces while events in the grand ballroom with stunning views are available as well.

The on-site LH offers a view with reimagined regional cuisine and cocktails. It includes a one-of-a-kind terrace overlooking the river and dining underneath the 23rd story domed cupola.

Navy Pier and the Art Institute of Chicago are each within 2 km of the LoundonHouse Chicago, Curio Collection by Hilton.

LondonHouse Chicago, Curio Collection by Hilton

The hotel offers a luxurious stay with stunning views and exceptional service, making it a perfect choice for solo travelers looking for comfort and convenience. Guests have praised the friendly staff and the hotel's prime location near attractions.

Sofija

Linda

Megan

Possibly the the best located, amazing Chicago hotel

Hood and Boujee Vegans

amazing Hotel with exceptional river and city views and awesome roof top bar with great vi

Ashley

Amazing views, comfortable, clean room and excellent staff!

Elisabeth

Great hotel, great location stay away from the restaurant.

Kamal

great customer service and very clean room. awesome location

Stevie

Melanie

Ryan

Would love to spend more time there again soon!

This boutique Chicago hotel is located in the heart of city, just 5 minutes' walk from the luxury shops of the Magnificent Mile. It features modern rooms with a flat-screen TV and free Wi-Fi.

Each room at Eurostars Magnificent Mile offers a minibar with chilled wine and floor-to-ceiling windows.

A fitness centre is located on site, along with concierge services.

This hotel is within 10 minutes’ walk of the Museum of Contemporary Art. Navy Pier is 1 mile away.

Eurostars Magnificent Mile

Just 1 block from the Magnificent Mile in Downtown Chicago, this historic European-style high-rise hotel boasts beautiful city views and offers free WiFi.

Each room at Hotel Saint Clair - Magnificent Mile includes a 32-inch flat-screen TV with premium cable channels and a coffee machine. A hairdryer is also provided.

Guests can get a taste of Chicago favorites at any of the popular restaurants located just a few blocks from the hotel. There is also a snack shop located on-site.

This hotel is an 8-minute walk from the Grand Avenue CTA red line station, providing easy access to Chicago attractions. The Shedd Aquarium is 1.6 miles away. The property is a 15-minute walk away from Navy Pier.

Hotel Saint Clair - Magnificent Mile

This hotel is highly praised for its excellent location, friendly staff, and comfortable accommodations, making it a great choice for solo travelers. Guests have enjoyed the cleanliness and convenience of the hotel, with many mentioning the ease of access to local attractions.

Julia

Joanna

Amber

Cute, clean, with a friendly, efficient staff.

Patricia

Central and walking distance to main attractions.

magaly

Daniel

Carolynn & Marc

Carla Davila

Kristine

I absolutely adore you and I’ll be back and would prefer 809 so that I can check on things. I hate knowing someone ruine

I was worried about google reviews, but this place was exactly what I needed and no worries!

Situated amongst the shopping, dining and entertainment on the Magnificent Mile, this boutique hotel is located in the heart of downtown Chicago and offers historic architecture, on-site dining options and a 24-hour fitness centre.

The modern, stylish rooms at Warwick Allerton Hotel Chicago feature a flat-screen TV, iPod docking station and work desk. Guests can enjoy a drink from the room's minibar. Select rooms feature spectacular Magnificent Mile views.

12,000 square feet of on-site meeting and banquet space is available at the Warwick Allerton. The meeting spaces include luxury furnishings, modern technology and catering options. A 24-hour business centre and same-day laundry and dry-cleaning services are also offered.

Navy Pier, Millennium Park and the Art Institute of Chicago are all 1 mile away from the hotel. Water Tower shopping mall is 3 blocks away.

Warwick Allerton Chicago

This hotel offers a fantastic location in the heart of Chicago, making it a great starting point for your solo road trip to various Midwest cities. Guests have praised the comfortable rooms and friendly staff, ensuring a pleasant stay before hitting the road.

phyllis

Jenice

Our interaction with the front desk, cleaning crew and the bartender was amazing. I can not put enough emphasis on how a

Katie

Marcio

Todd

Great location for shopping, walking and restaurants. Hotel was clean. Bed was comfortable. No breakfast options availab

Wenzler

Virginie

Excellent stay in this hotel in Chicago! I would definitely go back!

Ying-Chun

Anthony-Richard

A pleasant surprise to get such good value for money in a high-end neighborhood.

Directly across from Millennium Park and sitting on the iconic Michigan Avenue, Congress Plaza Hotel offers elegance, luxury, and history in the heart of downtown Chicago. This historic Chicago hotel offers stunning city and lake views, on-site dining options, and free WiFi.

Offering a mix of contemporary amenities and classic, historic character, each room at Congress Plaza Hotel boasts high ceilings, expansive bathrooms and a flat-screen cable TV. Coffee makers, working desks, and ironing facilities are provided in each room. Some rooms offer separate living areas and family-friendly bedding layouts.

Rafael’s offers a menu of American classics, coupled with creative seasonal chef specialties for lunch and dinner. For breakfast, guests can start the day off with breakfast at Gazebo or grab a drink and watch a game on the flat-screen TVs at the Congress Lounge, which offers city views and comfortable leather couches and chairs.

A 24-hour fitness centre, barbershop and same-day dry cleaning and shoeshine services are available on-site. The hotel includes 23 contemporary venue event spaces, including the infamous Gold Room, dating back to early 1920's Chicago. Room service, a business centre, and multiple seating areas are also offered.

Congress Plaza Hotel is within walking distance from Chicago must-see attractions such as the Art Institute of Chicago, Buckingham Fountain, and Lake Michigan. Shops, dining and entertainment on the Magnificent Mile is only 10 minute's walk. Navy Pier is only 2 miles away.

Congress Plaza Hotel Chicago

This hotel in Chicago offers a fantastic location with easy access to local attractions and public transportation, making it a great base for exploring the Midwest. Guests rave about the friendly staff, comfortable rooms, and beautiful views, ensuring a pleasant stay.

Louise & Kenneth Mark

Lovely good value chicago hotel in great location

Nikolaus

Danner

Great hotel in the heart of the city near Grant Park, McCormick Place, United Center, shopping, etc.

Evelina

angie

Xenakis

Fantastic. Definitely will stay here again when visiting Chicago

Lisa

Fliss

Curry

IT is an amazing hotel in the heart of the city.

Angela

Historical Chicago Hotel Exceeds Expectations

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Airbnb options for a solo road trip from Chicago to Midwest cities

Parking

Restaurant

Pets allowed

Room service

Meeting/banquet facilities

24-hour front desk

Tennis court

Sauna

Fitness centre

Golf course (within 3 km)

Garden

Terrace

Non-smoking rooms

Airport shuttle

Fishing

Business centre

Babysitting/child services

Laundry

Dry cleaning

Continental breakfast

Facilities for disabled guests

Skiing

Barber/beauty shop

Family rooms

Games room

Casino

Breakfast in the room

Ironing service

Free parking

Internet services

Lift

Express check-in/check-out

Solarium

Safety deposit box

Valet parking

Currency exchange

Spa and wellness centre

Massage

Children's playground

Billiards

Table tennis

Karaoke

Windsurfing

Darts

Hot tub/Jacuzzi

Soundproof rooms

Canoeing

Hiking

Chapel/shrine

BBQ facilities

Packed lunches

Car hire

Cycling

Bowling

Tour desk

Hammam

Heating

Fax/photocopying

Diving

Horse riding

Squash

Snorkelling

Luggage storage

WiFi

Mini golf

Ski storage

Ski school

Allergy-free room

Indoor pool

Outdoor pool

Free WiFi

Non-smoking throughout

Air conditioning

Designated smoking area

ATM/cash machine on site

Private beach area

Restaurant (à la carte)

Restaurant (buffet)

Snack bar

Sun terrace

Outdoor pool (all year)

Outdoor pool (seasonal)

Indoor pool (all year)

Indoor pool (seasonal)

Concierge service

Entertainment staff

Nightclub/DJ

Private check-in/check-out

Shuttle service (free)

Shuttle service (additional charge)