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? 

One of the things to look forward to the most with a new year is all the new trips there are to plan. Twelve months are a blank canvas to fill with destinations, escapes, cultural immersion, and memories. Whether you prefer to go on grand adventures scaling mountains and reaching high peaks or cozy, slow travel leisurely walking down old, historic cobblestone streets, dipping in and out of bookstores and cafes while getting to know the local people, a new year is a new opportunity to fill as many moments as possible with curiosity and enriching experiences. We'd love to take off for hundreds of places in the world, but these eight are currently at the top of our minds.

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…

Happy November! I hope All Hallow’s Eve went without any ghoulish surprises this year and was lots of fun. Now that November is here, fall is in its final few weeks. The leaves are falling rapidly, the colors have changed, and the weather has turned much more brisk. It’s delightful! With four weeks left until Thanksgiving and four weeks between T-Day and Christmas, now is the time to plan a last-minute fall getaway. With limited time to spare, a getaway that’s closer to home makes much more sense. For those of you Chicago-based or Midwest-based, I have five late fall getaways to put on your calendar. It’s a great time to travel to any of these locations because the height of tourist season is over. Rates are dropping and crowds are thinning. Take this as an opportunity to explore each of these Midwestern destinations at your own leisure…