Milwaukee, WI

destination

Milwaukee

it is the perfect weekend trip. It has that big town small feel. It is filled with lots of breweries and lots of cheese <i>(yummmm)</i>. It is fun to go any season because they always have fests going on or things happening. Check out a brewers game in the summer and hit up October fest in the Fall.

St. Louis, MO

destination

St. Louis

this city is home to the iconic Gateway Arch. It is another great place to visit for a few days. Make sure you go up in the arch because it is a killer view. Check out the zoo as well, it is free and probably one of the best I have been to. I also recommend going out there for Mardi Gras, because it is one of the best ones in the United States.

Chicago, IL

destination

Chicago

this is my hometown so I may be biased when I say this is the best city in the Midwest. But honestly, it is a world known city and there is an endless amount of things you can do here. Summer is the best time to visit because nothing compares to a Chicago Summer that is filled with the outdoor bars, festivals, and of course the beach.

Galena, IL

destination

Galena

probably one of the most charming towns in Illinois. It is perfect any time of year but especially during winter because you will feel like you fell into a Hallmark Christmas movie. With one street filled with lots of local shops and restaurants, you will have plenty to do for a weekend trip. Nearby, there is also a ski resort, making it the perfect winter weekend trip.

Lake Geneva, WI

destination

Lake Geneva

this place is always a good time especially in the summer. It has a beautiful lake and a beach you can hang out at. It has a cute downtown with lots of shops and restaurants. Also, if you come in the winter, there is a ski resort where you can have some winter fun as well.

Hubertus, WI

destination

Holy Hill - Basilica and National Shrine of Mary Help of Christians

this is one for nature lovers. This is definitely only a day trip type of place because there is not much to see here other than the Holy Hill. I put this on the list though because this place is just breathtaking. On top of a hill is this magnificent church that you can climb all the way up and get stunning views from. I recommend going in the fall because it is beautiful, but I have seen pictures of it in the winter and would love to see it covered in snow as well. So if you are brave enough to bear the Midwest cold, then check it out in the winter as well.

Wausau, WI

destination

Wausau

This town has a really cute downtown area filled with shops and restaurants. But that is not the reason why it is on this list. The best part of this is Granite Peak, which is a great spot for some Midwest snow fun. Grab your snowboard or skis <i>(if you're like me)</i> and go hit the slopes for the weekend. There are a lot of resorts around there and you can even do a ski and stay package which is 100% worth it.

Wisconsin Dells, WI

destination

Wisconsin Dells

This is the perfect family vacation and it is great any time of the year! With lots of resorts filled with water parks to a cute downtown area with many activities offered, this is the place that you have to experience at least once.