Top 10 The Highway Hotels

Top 10 The Highway Hotels


Very Good
5 Reviews
1743-45 W Division St, Chicago, Illinois, United States
19.7km from Midway International Airport
3.8km from Ogilvie Transportation Center
4.6km from Chicago Union Station
440m from Division
1.0km from Damen
"My wife and I stayed here for 4 nights and everything was perfect. We've asked for an upper floor an so they gave us a great room with city view on the top floor. When we arrived at about 5pm, the room was not ready yet but in just a few minute they gave it to us. The hotel is close to the "L" to the town center and from O'Hare airport. Really a great experience, for sure I'll come back. Just a couple of really minor issue. There's no TV in the room and the "reception" is inside the spa and is open at the store opening times. Once you know that, it's all right, you know what to expect."
"What a lovely boutique hotel. Great location, wonderful staff and a delight to stay, Beds were comfy, rooms unique and its great value. You are close enough to all the action but far enough away for a quiet stay. We both booked a treatment in the spa, I had a facial and my parter a massage. They were wonderful! No need for a big chain hotel, would return in a heartbeat."
"Absolutely the best. Love this place. My Chicago Staycation. I will definitely return. Gives me opportunity to explore the neighborhood. Rooms are clean. Staff very nice. Charming, relaxing. I would recommend to anyone looking for a place to relax."
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10 Reviews
4872 N Clark St, Chicago, Illinois, United States
21.3km from O'Hare International Airport
3.0km from Rockwell
13.6km from Millennium Station
990m from Lawrence
1.0km from Argyle
"My friends and I were in Chicago for a weekend to hear some jazz at The Green Mill. Great club just a few blocks away from The Guesthouse. Our suite was a full 3-bedroom apartment, with well equipped kitchen (gas stove & oven, fridge, dishwasher, dishes, utensils), gas fireplace, balcony w/ bbq, laundry, 2 bathrooms. Couldn't ask for more. The staff were friendly and helpful. Everything was in top condition and very clean. This would be a great place for a long stay. Doesn't feel like a hotel, it feels like a home. It was about a 20-minute uber drive downtown to see the sites. There is a nice neighbourhood with a real "village" feel just a few blocks away with lots of pubs, restaurants, grocery stores etc. Everything you need."
"I'm a local Chicagoan and live in the neighborhood so have walked by this property many times. As a former hotel guy, I have always wanted to venture in and check out this property as it looks so nice from the outside. I finally had the perfect opportunity to throw a small engagement party for a couple of friends. Rick, the General Manager, could not have been nicer and the front desk staff was superb throughout the stay. I would highly recommend this to any out-of-town guest but also to any locals who have a good reason to put someone up in a beautiful suite for a night. I cannot wait to plan my next outing here!"
"The rooms are amazing! We felt right at home. My family all stayed at the hotel for my son's wedding and everyone was very pleased. I believe the hotel was one of the reasons the wedding was such a success. We will definitely stay at the Guesthouse again. "
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5 Reviews
3630 North Clark Street, Chicago, Cook County, Illinois, United States
22.9km from O'Hare International Airport
5.3km from Rockwell
10.6km from Millennium Station
350m from Addison (Red Line)
880m from Sheridan
"A 3 week stay and zero complaints! My husband and I kept having to extend our stay and everyone was very accommodating. Grace, the front desk manager, treated us like family and we started literally referring to the hotel at the end of our day as "let's go home!" Grace worked magic again and again to meet our every need. The rest of the front desk staff is also very helpful and welcoming. There is even a well trained adorable little dog named Pita that greets guests. Our stay was the end of September into October and the lobby restaurant was closed but we could still enjoy relaxing there with an unobstructed view of Wrigley. Anthony at West End bakery on the street level made us excellent coffee (complementary) every morning and he is personable and efficient! The valet Tuisant is super helpful and friendly and looks great in his vintage converse low tops. The hotel is very clean and we felt the proper health precautions were taken to keep guests and staff healthy. The beds are very comfortable and our room was large and attractively decorated in a low key baseball theme. Fantastic floor to ceiling windows offered an awesome view of Wrigley and Clark street was still bustling despite Covid. All the non hotel restaurants were open and offer outdoor heated seating."
"Words cannot describe how happy we are with Hotel Zachary and the team. Whenever my family comes to Chicago they stay at the hotel and always have had amazing things to say. So naturally, my wife and I decided to spend our wedding weekend there. The team at Hotel Zachary exceeded our expectations. They consistently went above and beyond for us and our family members staying at the hotel. They are kind, friendly and truly make you feel at home. They played a significant role in not only making our stay, but our wedding weekend special. If you are traveling to Chicago, I highly recommend you stay here. In addition to a warm welcome from the staff, you will love the rooms, beautiful property and the location. Plenty of restaurants in the neighborhood, close proximity the public transit, and right across from Wrigley field!"
"A good impression starts at the valet and the valet at Zachary is the friendliest, most helpful we've encountered in a very long time. Each staff member we encountered matched our expectation based on our initial reception. The rooms are spacious, clean, well planned, and attractive. My pet peeve is showers with little water; this shower was perfect. The location is perfect for a Cubs game, or anything in Wrigleyville, or the near north side. We visit Chicago often, and have always stayed down town, but our experience at hotel Zachary will change that. We've stayed at several Chicago hotels that are rated higher in tripadvisor, but are not near the quality of Hotel Zachary. I've never stayed in a US hotel with a better understanding of customer service. Thank you Zachary staff for a wonderful stay!"
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10 Reviews
2018 W North Avenue, Chicago, Illinois, United States
21.0km from Midway International Airport
5.2km from Ogilvie Transportation Center
5.9km from Chicago Union Station
130m from Damen
1.1km from Western (O Hare)
"As a Chicago local, I’ve recently set off on a journey, with COVID in mind, to explore this beautiful city and find the true gems. In that journey, and thanks to the recommendation of a friend, I stumbled upon The Robey. Let me tell you, after this horribly stressful week of mine– The Robey was like a breath of fresh air. From the two phone calls I had with the hotel, with Sydney and Michael, the customer service was astounding. They were knowledgable, eager to fulfill my requests, and incredibly kind. Starting on the ground floor, there’s the Robey Cafe which is adjacent to the lobby and incredibly beautiful. The front desk staff, Celia, specifically, were super sweet and efficient and made sure I understood and could take advantage of every amenity my room rate included. Contrary to other reviews, I thoroughly enjoyed the customer service I received. On the second floor, there is a gorgeous mid-century modern workspace with tons of space to set up shop and hang out, while masked-up and socially distant, of course. I stayed on the 8th floor, in one of the King suites with a tub. The room itself was one of the nicer rooms I’ve ever stayed in. Truly incredible. And the view? was STUNNING. Watching the sunset with a glass of champagne was truly the pinnacle of my stay. In the bathroom, which was absolutely beautiful, they included a bathtub tray so that I could watch read a book while taking a bubble bath! While I personally did not check out the rooftop or the lounge, I am sure they were just as incredible. In short, I had an incredibly relaxing night and will be returning with more business, both for myself and my family/friends. The Robey is officially the go-to hotel."
"A gem of a historical place turned into a hotel. Great architecture and easy on eyes. Peaceful sleep. Amazing rich diverse neighborhood. At the intersection of 3 major streets, right next to train station. If you are new to the city and want to explore, consider this place."
"Everything went well in our stay despite the pandemic. Room was nice with a great view of the city. Staff was very hospitable during our stay. Great location with a lot of nice restaurants nearby. Enjoyed the stay."
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5 Reviews
200 N Green Street, Chicago, Illinois, United States
"The Hoxton is an amazing place. I was in town and on tour with an artist, and my stay was nothing short of great. From walking into the lobby, the hotel is just a joy to look at. It's a beautiful Blend of Vintage and Modern. Destination wise,it has close access to great food and to the Interstate. Charlee and Kiara are amazing! Super resourceful and down to Earth. Anything I needed to know, they were on it. And anything I was looking for, they did their absolute best to get it! Give them raises!"
"This is absolutely my favorite hotel, it just speaks to my soul between the tasteful decor, thoughtful food/amenities, and location. The rooftop restaurant was AMAZING I'm still dreaming about that meal and the awesome drink selection. I love how much natural light lets into the room, the view, and that my dog was able to effortlessly accompany me. All the staff I encountered were so lovely and respectful. I will be staying here again."
"Always a great vibe and hot spot at the Hoxton even during the cold Chicago winter. The staff is amazing particularly the check-in hosts Matt and Charlie in the evening. Free water and even milk for everyone is great. Moreover, the simple free breakfast is a beautiful touch. I do not mind that the room are more New York-like since I spend most of my time in the lobby!"
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18 Reviews
127 West Huron Street, Chicago, Illinois, United States
20.1km from Midway International Airport
1.4km from Clark And Lake (Orange Line)
2.1km from Millennium Station
560m from Chicago
720m from Grand
"At the beginning, there was a problem with collecting money. Ctrip charged the room rate. The hotel charged it again. After communicating with Ctrip, it was resolved in a few days. The hotel returned the room rate. Ctrip actively helped solve the problem. The only bad thing was the hotel reservation. The taxi is not metered, it feels a bit pitted. Use Uber. Don't let the hotel book a car."
"Hotel location is good, but the credit card amount when deducting the fee is not the same as the original reservation, now the bill has not been released, do not know the calculation, dizzy"
"Great view, nice environment, moderate price, no slippers and toothbrush, overall is good, suitable for children, big room, central"
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11 Reviews
2444 North Elston Avenue, Chicago, Illinois, United States
21.8km from O'Hare International Airport
6.3km from Rockwell
6.8km from Ogilvie Transportation Center
1.7km from Western (O Hare)
1.8km from Damen
"Amazing experience and friendly staff."
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10 Reviews
311 North Morgan Street, Chicago, Illinois, United States
17.3km from Midway International Airport
1.4km from Ogilvie Transportation Center
2.0km from Clark And Lake (Orange Line)
190m from Morgan
820m from Grand
"Went to the Ace for a local night away and the Ace thoroughly impressed me. Since the pandemic I’ve been to a handful of properties to get away locally. I’ve never stayed at the Ace before but have been there for a wedding when they first opened and another art/music event, some time ago, pre covid. As far as how they’re operating, I haven’t had this experience at any other property. They give you sanitizing wipe packets upon check in for the room. As we approached the room, there was a sticker seal on the door - indicating that the room was cleaned and hadn’t been opened since then. On their site, they share they are keeping rooms empty for 24 hours after cleaning for precaution. These things were a nice touch and I appreciate that as a guest in a covid world. The room was nice and not particularly small even though it was a “small” room. Large shower and toilet with the sink separate from the enclosed bathroom. Comfortable headboard which I want to find for myself. Room was clean and the record player with records is an awesome touch. I liked that there were shelves for my beauty products/hairbrush in the sink area as opposed to having to leave it on the sink top. Hangers and extra hooks, but no drawers in the room, which I would’ve liked, but wasn’t a big deal. There’s a hot water kettle in the room but no glasses or cups, which was a mild bummer but sharing so you can note and request at the front desk, which I imagine could provide. Reservation came with breakfast which was grab&go from the front desk and pretty impressive. Likely due to City Mouse(Lula) running their food service. Options that morning were smoked salmon, yogurt parfait, or overnight oats. We got the smoked salmon and parfait with coffees to go back to the room which tasted like a decent medium/light roast. The smoked salmon came with crisp bread, creme fraiche, hard boiled egg, red onions. The salmon was beautiful and easily one of the best quality lox I’ve had in this city. Yogurt parfait came with Greek yogurt, fruit cup(berries and plums), Honeycrisp apple, and a house made granola bar that was delicious. I was pleasantly surprised with my stay at the Ace. Between the location and experience, I’d come back to stay for sure even though I live 10 minutes away. "
"The pictures on the website looks pretty amazing. But the first thing that strikes you when you enter the hotel in the afternoon (we arrived around 5) is the lighting. The hotel looked dark inside when we first arrived. The corridors also looked dark. In the morning though everything looked lovely. The rooms are medium sized with an industrial look. The layout was a bit odd with no sink in the washroom itself but near the entrance of the room. We had 2 rooms. I asked for a fridge and microwave. They gave a fridge but not the microwave. I’m glad we did have the fridge to store some drinks and leftover food. All rooms came with lots of snacks (even condoms and a vibrator- not kidding). The price list on the mini bar and snacks was very hefty which I guess is not a surprise. There is a restaurant attached to the hotel where we had breakfast everyday. Breakfast was supposed to be complimentary but due to Covid they were only doing packed breakfast. However due to the large number of guests they gave tickets to the restaurant for a sit down breakfast after 9 am. I had to go and collect it every morning at 7 which was a bit annoying because they were really supposed to have given that at the time of check in. Robert at the front desk was very helpful and always greeted you with a smile. He was the solver of all problems and so very pleasant with it. I wish the other staff there were the same. Parking at $25 was a bit of a nightmare. The underground parking was full of furniture just stuffed in many corners. They were there for the whole social distance rules and Covid issue and the hotel was clearly still adjusting to the changed circumstances. Going back and forth from the parking garage was no fun. The parking spots were nearly always taken. You had to call in every time you wanted to enter which I guess at least means it is secure. The location of the hotel was amazing near Fulton market and the West Loop. Google is just opposite the hotel. It is surrounded with restaurants, really good ones. The walls of the roads around the hotel have a lot of graffiti and art painted on them."
"I really enjoyed my stay here. Check-in and -out were very fast, room was clean and comfortable. Being able to text the front desk with questions/requests is a great perk, as is the Chromecast attached to the tv. I loved the in-room turntable (but I was doing a lot of record shopping). Quickly found free street parking two short blocks away, then never drove again since train lines are so close. Overall, while the hotel projects a modern, hipster vibe, it still manages to be welcoming, with an emphasis on good service."
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Very Good
5 Reviews
3475 N. Clark St., Chicago, Illinois, United States
23.2km from O'Hare International Airport
5.8km from Rockwell
10.1km from Millennium Station
300m from Addison (Red Line)
960m from Southport
"My husband and I stayed for one night at the Wheelhouse Hotel in February. We were impressed by the helpful staff and stylish rooms. The decor was unique and colorful. The location is perfect for anyone who plans to attend a game in the summer. We noticed a large ice skating rink right down the road which could be fun in the winter. Some things to note: even though it was off-season, Clark St is very busy with many party bars. We could hear a lot of partying and yelling outside our window until early in the morning. If you can't easily tune out music and voices, you might want to request a room on the top floor and wear earplugs. You might also think about bringing a travel fan or something to create white noise. Our room was neatly decorated with black and white checkered tiles in the bathroom and a rainhead shower. I would guess that all bathrooms have barn doors that slide open on rollers because we could hear the door rolling from the floor above us. The barn door design takes up less space, but it isn't a quiet choice. One suggestion I have would be for the hotel to install simple hooks on the inside of the bathroom doors. Ours did not have any sort of lock. We had a king bed which was definitely on the firm side. The king bed does take up a lot of space in the room, and my husband hit his leg on the corner of the bed twice. (It takes some people a little longer to learn!) If you need a lot of space, you might want to select a different room. The lobby area is nice and relaxing. Lots of sofa space to read or drink coffee. Please note that the hotel restaurant is not open at this time. From what I could tell, it looks like it's going to be really awesome when it does open. There are plenty of bars and restaurants up and down Clark St. so it wasn't a problem for us. The hotel offers free Cracker Jack snacks (in a bag) which was appreciated. Parking -- note that the hotel does not offer any parking. I used the Spot Hero app to secure parking in the Addison and Clark garage which is located right down the street from the hotel. The garage is super nice and well lit. I paid $18 for 24 hours. Overall, we had a really nice stay at the Wheelhouse and hope to return when the restaurant is open."
"Just great! In town for a family wedding! Had a late arrival and service could not have been better and it was 1AM!!!! Thank you Matt!! We also had early Saturday morning departure and again Matt was awake and friendly and hospitable! Charming decor!! Simple and neat and clean. Comfy beds and linens! Awesome shower! Wiukd definitely stay here again! Hoping they add a restaurant!"
"I decided to try something new on a work trip to Chicago and couldn't be happier to have found the Wheelhouse. What a cool, unique spot right in the middle of Wriglyville. Steve and the front desk staff were super helpful with local recommendations and advice on what to do. Rooms were clean and well appointed and beds very comfortable."
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0 Reviews
3475 N. Clark St., Chicago, Illinois, United States
"The Chicago Hotel Collection - Wrigleyville is an ideal spot for travelers wanting to discover the city. The Chicago Hotel Collection - Wrigleyville is an ideal choice for travelers who want to take in the sights and sounds of Chicago. The hotel is conveniently located just 6km from Rockwell and 23km from O'Hare International Airport. Transportation around the city is also convenient, with Addison (Red Line) Metro Station within walking distance. Keeping busy is easy, with Anshe Emet Synagogue, The Mercury Theater and Boystown all nearby. When guests have some time on their hands they can make use of the onsite facilities. For those driving themselves, parking is provided on site. "
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Top 10 The Highway Hotels & Weather

Sep 22, 2021
16 ~ 21℃
Sep 22, 2021
16℃ / 21℃
Sep 23, 2021
Mostly Cloudy
12℃ / 19℃
Sep 24, 2021
11℃ / 16℃
Sep 25, 2021
Mostly Clear
10℃ / 23℃
Sep 26, 2021
Partly Clear
12℃ / 19℃
Weather Forecast and Travel Tips for Chicago
Sep 21, 2021 Chicago Weather: Mostly Clear, Northeasterly Wind: 0–10 kph, Humidity: 83%, Sunrise/Sunset: 06:36/18:52
Chicago Running: Not Recommended, Cycling: Suitable
The best time to visit Chicago is from June to August. This is when the weather is warm and sunny, and very conducive for outdoor activities, beaches and the music festivals. From November to March, the weather turns cold and windy and it is not suitable for outdoor activities. Come April-May and September-October, you would experience the changing of the seasons whereby the weather changes quickly; the temperature is lower in the mornings and nights and it is advisable to bring along more warm clothing.
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