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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5-Day Itinerary to Washington DC

Five days is the perfect amount of time to soak up Washington DC. Museums alone could fill that but having a longer visit leaves room for day trips and taking your time. DC has plenty to offer from historical sites and buildings to restaurants and shopping. Regardless of your interests, there's something for everyone. Having spent quite some time in DC, I've put together an itinerary for a 5-day trip that includes everything from sightseeing to day trips. Grab a pen for notes, and keep reading…

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5 Things to Know About San Antonio

Visiting San Antonio for the first time was a trip of opportunity. My Noni (grandmother) and I had a wedding to attend and we decided to make a vacation out of it. I did a little bit of research, not as much as I normally do, but enough to fill our time there. I didn’t have any expectations for San Antonio because it never crossed my mind before this opportunity came up. We landed very late and saw nothing on the drive to our hotel but when we woke up in the morning, the views outside our window were a welcome sight. If you’re heading to San Antonio for the first time or maybe, like me, never considered traveling there...these 5 things might convince you it should be at the top of your travel list…

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Boudro's on the River | San Antonio Dining

One sunny Friday afternoon in San Antonio when the weather was warm but not too hot, two ladies went to lunch. They grabbed a table for two right next to the water shaded with an over-sized umbrella and began to browse the menu. Those two ladies were my Noni and I and it didn’t take very long to decide what we’d be eating for lunch that day. Boudro’s on the River is a Texas bistro that feels more like a French bistro. Like most restaurants along the riverwalk, there’s indoor and outdoor seating to cater to all weather and it has an almost upscale feeling to it. The cafe tables are elegant, like the nice cafes on the streets of Paris, and the waiters wear classic outfits and treat you as if you’re eating at the best fine dining establishment…

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7 Dream Winter Travel Destinations

The colder months are my favorite time of year. From fall through winter, we break out all the cozy sweaters, light up the fireplace and indulge in the best comfort foods. The nights are longer, which most people hate, but I happen to love because it motivates me to finish my day earlier. I get caught up in whatever book is on my nightstand, maybe watch a show or two, or simply spend time with friends or family. Believe it or not, I enjoy going out and meeting people for drinks or dinner more in the colder months than in the summertime. It sounds a little backwards but there’s something about crisp winter air and meeting people in warm, cozy restaurants when it’s already black outside by 6PM…

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A Taste of NOLA in Denver | Sassafras Restaurant Review

Who doesn’t love a little Cajun food with a dessert of beignets? Something about the New Orleans-style cuisine is homey and comforting, exactly what you need while visiting Denver in February. Before heading up to the mountains, my friends and I had a day in Denver to explore with each other which means brunch was on the itinerary. After research, and arguments of course, we settled on Sassafras American Eatery in the Capitol Hill neighborhood. A few blocks away from the Molly Brown House Museum, Sassafras serves up Southern-style comfort food with beignets that, according to my friend, rival that of Cafe du Monde in NOLA. They had great reviews, something on the menu for each of us and, most important, a ton of different drink options…

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5 Things to Know About Irving

It’s no secret that Texas is one of my favorite places to visit. Having family in the Dallas-Fort Worth area makes it easy to visit often plus, I always enjoy spending time with them. They’re a fun crowd to hang around with and we're always discovering new places together. My home base while visiting is almost always Irving. A cousin of mine lives in the city and it’s the perfect location to get around the DFW area. The airport is 15 minutes away, there are lots of different ways to get to both Dallas and Fort Worth, and there are plenty of things to do. It might seem counterproductive to stay outside of a big city but if you have a few days and want to equally explore both Dallas and Fort Worth, Irving is a great option and it might even save you a few bucks!

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5 Late Fall Midwestern Getaways

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…

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