Road trip from Milwaukee to Pittsburgh

Pittsburgh has a lot great places to eat and bars to hit. Find a Prmanti Bros. Sandwich shop. The sandwiches are legendary. Also look for a Quaker Steak and Lube for good wings and drinks. Ride the incline if you can. It's a ride up the side of a mountain next to the river. Just cool because they basically don't exist anywhere anymore. 

If you're passing through Cleveland you should check out Ohio City.  There are a bunch a great bars and restaurants.  I would recommend Great Lakes Brewing Company.

As far as Toledo (Ohio) goes, we have an amazing zoo, if you like animals, that you really should go see.  We also have a great museum and lots of bars.  But if I was you (young and traveling with friends), I'd stop in Sanduskyinstead and go to Cedar Point  It has the most and biggest rollercoasters.  It is just packed with rides.  Definitely a great stop for you and it is between Toledo and Cleveland. They also have a Margaritaville that's a lot of fun:  http://www.themargaritavilleonline.com/

I went to Pittsburgh with my sister and her children last year.  We had small children with us so we didn't go to a lot of bars, actually we went to none.  But one of the things we thought was really cool to see and ride were the incline cable cars.  It was neat part of the history of Pittsburgh and at the top were bars!  But we went to an ice cream parlor instead.  Have fun!!

If you like grilled cheese, there's a great place called Melt at the Ballpark in Cleveland that is worth a visit. 

GO to the Toledo Zoo. You will thank me.

There's a lot to do in the Cleveland area depending on time of year, age of your crew, and interests, but since you asked about bars I'm going to assume you're looking for nightlife. In Cleveland there are a few districts with several good places to go. East 4th Street is near where the Cavs and Indians play, has several great restaurants including Michael Symon's Lola bistro. Lots to do in that area otherwise. If you're young and looking for more dance-club type establishments, try the Warehouse District on West 6th Street.

Hi, Ty ... Toledo (http://www.toledozoo.org/)  has one of the best zoos we've ever seen.  The Cleveland Museum of Art (http://www.clevelandart.org/) has just completed a restoration.  Also, if you are near Cleveland, be sure to visit the Holden Arboretum (http://www.holdenarb.org/home/) if you are taking your road trip in spring or summer.  Also, Brandywine Falls (http://www.nps.gov/cuva/historyculture/brandywine-falls.htm) south of Cleveland is a wonderful place to stop and admire natural beauty.  And, in southeastern Ohio, there is a wonderful safari park called The Wilds (https://thewilds.columbuszoo.org/) that I would highly recommend.

In the Pittsburgh area, The Carnegie Museum of Natural History in the Oakland section of Pittsburgh (http://www.carnegiemnh.org/  ) has one of the best dinosaur collections in the country! And, attached to the CMNH is the Carnegie Museum of Art. And on the North Shore, you'll find the Carnegie Science Center (http://www.carnegiesciencecenter.org/  ) which has tons of activities for kids of all ages, as well as a huge IMAX theater showing nature films. Don't forget to visit Phipps Conservatory (http://phipps.conservatory.org/ ) which is also in Oakland, within walking distance of the Carnegie. Then, visit the National Aviary at Pittsburgh (http://www.aviary.org/ ), which is a real treat! I think it is the only stand-alone aviary in the country and is well worth a visit if you like birds.  About an hour southeast of Pittsburgh, you'll be able to visit Frank Lloyd Wright's masterpiece, Fallingwater (http://fallingwater.org/ ) and not too far from Fallingwater, you'll find another Wright house, Kentuck Knob (http://kentuckknob.com/ ). Both of these houses are close to Ohiopyle State Park (http://www.laurelhighlands.org/outdoors/ohiopyle/ ), which is gorgeous. I've just mentioned a few highlights.  Pittsburgh, itself, is one of the most beautiful cities in the country.  Be sure to drive up on Mt Washington and view the city from observation platforms up there. Here is a link to a photographer who takes many gorgeous pictures of Pittsburgh: http://davedicello.com/places/pittsburgh/   Enjoy!

I would highly recommend a stop in Cleveland. Things are really heating up there with LeBron being back so any downtown bar would be fun during a Cavs game. You can also see his influence all over the city. December is a great time to be there because they do a good job of decorating the city. Like Pittsburgh, Cleveland is a true midwest city with good people, GREAT food (Ohio City and Tremont Area have amazing affordable restaurants) and true blue-collar culture. Also - Great Lakes Christmas Ale recently hit the shelves... reason enough alone to make a stop. :)

Hi Ty! I'm a Clevelander and I suggest you stop in my hometown. Cleveland has so much to offer!! Do you like breweries? We have plenty. Market Garden Brewery, Nano Brew Cleveland, Great Lakes Brewing Company, Buckeye Brewing Co - just to name a few. 

If you're looking for the club nightlife, head down to W 6th St. If you're here on a weekend and the Browns are in town, buy tickets for the Dawg Pound at FirstEnergy Stadium. The Cavs season is starting, so you can try and get your hands on some tickets at Quicken Loans Arena to see LeBron. Of course, stop by the Rock and Roll Hall of Fame and Museum. 

Another cool part of town is E 4th St. Like comedy? Stop by Hilarities 4th Street Theatre. You can eat, drink and bowl at The Corner Alley. After that, head over to the Chocolate Bar. 

Cleveland is a great place to visit! It's not expensive and there's much to do. If you want more ideas just let me know. Feel free to swing by my blog as well. I have some stuff on Cleveland posted there. You'll find my email on there, too, if you want to reach out directly. Good luck!!