Reasons to Visit Chicago During the Summer Months

So, now that you know why visiting Chicago in the spring is such a great idea let’s turn our attention to what the Windy City has to offer during the rest of the year. In the month of June Grant Park becomes a mecca for blues fans. The hugely popular (and always jam packed) Chicago Blues Festival takes place the first weekend in June and the best part—–it’s free! June is also the month when the most decadent food festival in the country takes place. Taste of Chicago runs for 10 days from late June through the July 4th holiday … Continue reading

Winter Family Fun in Chicago

In my previous blog I listed some of the spectacular outdoor activities that await you in Chicago this winter. I failed to mention that the city also offers a host of family friendly events for those of you who can only tolerate the cold for a short period of time (that would be me). I can’t stand the cold (being born and raised in Hawaii does that to a person), but my love for Chicago outweighs my distaste for Mother Nature’s brutal winter assault so my family makes the trip no matter what the weather. We just stick to the … Continue reading

Winter Vacations in Chicago

If you like your winters cold then Chicago is your kind of town. I happen to love the Windy City (no matter what season), but I realize there are many travelers who would prefer a week in Hawaii to seven days in a chilly midwestern metropolis. Those people don’t know what they are missing. Of course, the beauty of so many people having that mindset is that traffic is lighter, lines at attractions are shorter, you don’t have to wait for a seat at area restaurants, shops are not packed and area hotels offer incredible winter deals those willing to … Continue reading

Counting Down to 2008 in the Windy City

Where will you be bidding farewell to 2007? If you are visiting family in the Midwest and are looking for a memorable place to usher in 2008 then I would highly recommend heading to downtown Chicago. Some of my fondest New Year’s Eve memories have been made in Chi-town and I’m hoping to continue the tradition for years to come. In my previous blog I listed some family-friendly events taking place around the Windy City for parents with young children. If you have older children or were lucky enough to find a babysitter and are planning to hit the town … Continue reading

Ringing in the New Year in Chicago

I may have never experienced New Year’s Eve in Times Square, but I have spent many wonderful December 31st’s in the Windy City. Whether you are visiting Chicago with your children or are enjoying a romantic holiday with your sweetie, my favorite Midwest metropolis has multiple New Year’s Eve events just ripe for the picking. Take a look: Family Fun at Navy Pier. If you have young children this is the place to be on New Year’s Eve. During the day Navy Pier hosts a variety of family-friendly activities including arts-and-crafts, live music and dancing contests. What I love about … Continue reading

Post-Holiday Travel Deals in Chicago

There’s no shortage of holiday happenings in Chicago, but once the Christmas trees come down the Midwestern metropolis gets a bit quiet (relatively speaking). Which is why many area hotels are offering post-holiday deals to lure visitors downtown. I happen to love Chicago and have been there often enough to know that the following bargains are worth taking advantage of. Take a look at these outstanding deals, which are effective through January and then peruse the links that follow them. Each article provides details on spectacular Chicago attractions and proves that these hotel deals (at three-star properties in the heart … Continue reading

Christmastime in the Windy City

Consider yourself lucky if your holiday travel plans bring you anywhere near Chicago in the next few weeks. Okay, the traffic is nothing to cheer about, but the spectacular holiday events and attractions the Windy City offers during the month of December are virtually unparalleled. I listed some of my favorites in a previous blog and now I am back with more. Here are a few additional must-see holiday events you won’t want to miss: Christkindlmarket After a few minutes strolling around you may think you’ve been transported to the German Christmas Market in Nuremberg. But, alas, you’re still in … Continue reading

Christmastime in Chicago

I grew up in a very small town on an island in the middle of the Pacific Ocean. Which means as a child I was not exposed to the holiday pomp and pageantry displayed in many major metropolitan areas. However, in the years since moving from my hometown in Hawaii I have tried to make up for lost time by frequenting large cities during the holidays. I’ve been to New York, Los Angeles, Seattle, and Dallas, but without a doubt my favorite city to visit during the month of December is Chicago. Chicago is an incredible place to visit year … Continue reading

Ghoulish Good Times In Chicago

I’ve told you where you can get your scare on in the Windy City, but if you have younger ghosts and goblins you’ll want to haunt more kid-friendly events. If you live anywhere near Chicago I would highly recommend attending some of the following family friendly Halloween-related events. Last weekend, we went to Pumpkinpalooza where my 3-year-old daughter had a blast painting pumpkins, creating Native-American crafts, decorating wooden bats, feeding llamas, and gorging herself on Halloween candy… all in 88 degree weather. (Now that’s freaky!) We can’t wait to get to attend these events: TERRORIFIC THURSDAY For city kids who … Continue reading

Sunday Travel Funnies: WHOAAA! A Two-Headed Turtle

After a brief hiatus the Sunday Travel Funnies are back! A ton of humorous travel tales have transpired since we’ve been away so let’s get right to it… WHOAAA! Look out for some laughs if you are traveling through Oak Lawn, Illinois. Apparently, for some motorists a big red stop sign is not enough to get them to apply the brakes. Which is why officials in the Chicago suburb recently installed additional signs beneath the traditional stop signs with messages that include “WHOAAA” or “Stop … and smell the roses.” Oak Lawn’s mayor says the idea is to get drivers … Continue reading