Travel + Destinations Christine Rosko Travel + Destinations Christine Rosko

8 Places to Visit in the Midwest

The Midwest is one of the most underappreciated regions in the United States. With cities like Chicago and picturesque scenery along the rugged shores of Lake Superior, there are an endless number of places to explore. Whether you’re looking for an urban adventure or to slow down and reconnect with nature, the Midwest holds varied landscapes, like lush forests, serene lakeshores, waterfalls, caves, and caverns, plus so much more. Apple festivals, berry festivals, and arts festivals fill the year with things to do, and friendly communities welcome people into their towns. We will always be ready for a coastal escape, but you can also find us making our way through the slower-paced, diverse goldmine that is the Midwest.

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Travel + Destinations Christine Rosko Travel + Destinations Christine Rosko

9 Road Trips From Chicago

Who doesn’t love a good road trip? One of the best things about Chicago is its central location, which makes it easily accessible to many great destinations across the Midwest. With several states within a reasonable driving distance, there is an endless number of places to choose from for your next weekend retreat or extended getaway. From charming lakeside towns less than two hours away to natural marvels in every direction, while we love our hometown of Chicago, we love to get away from it once in a while, too. Whether you’re a local or visiting, consider one of these memorable road trips for your next adventure. 

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Chicago, Travel + Destinations Christine Rosko Chicago, Travel + Destinations Christine Rosko

Guide to Summer in Chicago

Summertime in Chicago has an energy you can’t experience anywhere else. Because winters are long and can be brutal, Chicagoans go all out, from patio brunches to beach days. Even if it’s one hundred degrees and humid, rooftops will be packed and the beach will be buzzing. Whether you’re a local or visiting for a few days, we’ve got your guide to summer in Chicago, from where to eat to how to escape the heat when it becomes too much. Grab your sandals and let’s get going!

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Travel + Destinations Christine Rosko Travel + Destinations Christine Rosko

9 Destinations to Visit This Summer

Summer is here for anyone living in the northern hemisphere! For many, that means it’s time to shut the laptop and head out for a long-anticipated vacation. Whether you’re looking for something that can be planned over a long weekend or a much lengthier adventure, we’ve compiled nine destinations to consider for your summer travels. From Turkey’s Turquoise Coast to the lesser-known Balkan city of Tirana, wildlife adventures in the Galapagos and Serengeti, a tropical escape in the Philippines, and one of the most famous destinations to catch the best DJs in the world, we’ve got a spot for whatever vibe you’re looking for this summer. Take yourself on a solo adventure and slow down to enjoy the sunshine. This time is for you, so make the most of it!  

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Solo Travel Christine Rosko Solo Travel Christine Rosko

10 U.S. Destinations for a Solo Trip

For first-time travelers, venturing somewhere closer to home could make the experience much more comfortable. Lucky for those who live in the continental U.S., there are endless destinations to explore coast to coast. You could say it’s one of the biggest perks of living in the States. Whether you feel the most at home in a big city or prefer something quieter with big open spaces, it’s impossible not to find exactly what you’re looking for, and solo travel ensures you don’t have to compromise for anyone or anything. When it comes down to choosing a destination, ask yourself a few questions. What are you looking to get out of this trip? What are you most excited to see and do? And what do you want to take away from it? 

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Travel, Chicago Christine Rosko Travel, Chicago Christine Rosko

Checking In: An Iconic Hotel by StayPineapple

Being a local to Chicago makes me one of the luckiest people when it comes to a staycation. Instead of airfare, I pay a round-trip price of $16 to get to and from the city and can plan a trip around hotel prices. Plus, the location can’t be beat. Even New Yorkers get out of their city when they take a staycation. I mean, that’s why the Hamptons exist, right? When I’m desperate to get away but don’t have the time or bandwidth to plan an actual trip, I’ll open Hotel Tonight or check a few of my favorite hotels in the city to see where I can find the best price…

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Travel Christine Rosko Travel Christine Rosko

5 Places For a Quick Fall Getaway

Before diving head first into the holiday season, plan a quick getaway to relax and enjoy the final weeks of the season. It seems that most of the US had a somewhat late summer this year which means the fall leaves are appearing and sticking around later than usual. Thanksgiving is a month away and it starts the insanity that is the holiday season, but not if you start preparing now! In the meantime, give yourself a break by taking a quick trip away from everyday life. These five destinations have a mix of warmer and colder fall weather but each is a strong contender in its own right. From New England to California, whether you have a regular weekend or a long weekend, these are worth a fall getaway…

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