I'm driving from Chicago to Washington, DC with my family for Thanksgiving. What great places are there to stop (relatively quickly) along the way that would appeal to a squirmy two-year-old? [more inside]
We're renting a tiny sports car and driving from Chicago to St. Louis and back on a 5 day weekend to visit some family. On the way back I would love to take the car off the freeway and maybe drive around some corners. [more inside]
My wife and I have a new baby and a serious case of cabin fever/wanderlust. We're considering taking a road trip this summer. Is this a terrible idea? If not, where should we go? Would Gatlinburg, TN be fun? [more inside]
We'll be flying to Chicago, spending a day or two there, then driving to Detroit. What are some fun, interesting, or picturesque stops between the two cities?
My friend and I are planning a one-way road trip from Denver, CO to Rochester, NY this June. The catch? We would like to complete it in around 7 days. I'm looking for your insight on how to make the most of the cities along our route in a limited amount of time (probably about 5 hours of exploring), suggestions for a better route, or general road trip advice. [more inside]
Where to stop and sleep on a road trip between Montreal and Chicago? [more inside]
Driving from Sacramento to Chicago along I-80. Any must-stop restaurants along the route (breakfast/lunch/dinner), without too much of a detour? [more inside]
"Actually, it's pronounced "mill-e-wah-que" which is Algonquin for "the good land." "I was not aware of that."
Road trip: what should we check out in Wisconsin and Minnesota? [more inside]
Road trip! My wife and I are taking our two kids on our first real road trip, from the mid-Atlantic to the Midwest. I’d like advice on routes, activities, and must-see stops along the way. Lots of details and specific questions after the jump. [more inside]
What are the best vacation destinations within driving distance from Chicago? [more inside]
Driving between Cleveland and Milwaukee with a day to spare; any ideas about interesting things to see? Not that interested in Cedar Point. Leaving the Rock & Roll Hall of Fame to go to Alpine Valley Music Theater for Pearl Jam's 20 Anniversary concert, if that context will help. Like national parks along with man made attractions.
I'm going on a road trip next weekend from Chicago to Toronto. What cool things should see on the way there/back?
Traveling from New York to Chicago for a wedding and taking a major detour... [more inside]
A friend and I are taking a road trip from Chicago to San Francisco. We'll be staying on I-80 for the most part. Do you have any suggestions on places we should check out or places we should stay away from? [more inside]
What's the best way to get from New York to Seattle without losing too much money (or my life) and possibly getting a great experience too? [more inside]
If you were an unsupervised 18 year old dude, what would you want to do in Chicago? Other than that?
[Chicago Filter] My just-turned-18-about-to-go-to-college cousin from Florida is taking a road trip with two of his buddies across the country, and will be visiting me here in Chicago for about 24 hours on (probably) August 3 and 4th. Where should I take them so as to cement my place as the cool one in the family? [more inside]
I need all of you clever, fun mefites to help me figure out were to go on my road trip from Chicago... [more inside]
Is taking a roadtrip through the midwest over a couple weeks during the winter (around the holidays) a horrible idea?
Is taking a roadtrip through the midwest over a couple weeks during the winter (around the holidays) a horrible idea? Tentative idea is Detroit to Tulsa via a bunch of stops to see things/cities/people. Tentative route - Detroit to Fargo via I-94 (via Chicago, Milwaukee, St Paul), Fargo to Kansas City via I-29 (via S. Dakota, Iowa and Nebraska) and then down to Tulsa. [more inside]
What month is better to visit Chicago this summer? June or July? Chicago-ans help me out. [more inside]
We are traveling from Chicago to Columbus, OH next week and to keep things interesting we'll have our 15-month-old in the back seat. I'm wondering if people who have made this drive have advice in terms of routing, avoiding traffic tie-ups and stopping points. [more inside]
In September I'm flying to Chicago to meet some friends. We'll be driving a van from Chicago to New York. What are some interesting things to do along the way? Is there anything especially weird that we should stop to see? [more inside]
RoadtripFilter: Where's a cool place to stop for a night between Chicago and Syracuse? [more inside]
Quick, interesting stops between Chicago and Dallas (via Memphis) along I57, I55, I30? Quirky, tasty, fun, and beautiful are all invited. [more inside]
Chicago to Houston in one week, two lovely gals, one Camry: We're taking a road trip the week before July 4, starting in Chicago and ending in Houston. Any route tips? Things to see? Do? Quirky free attractions to see along the way? [more inside]
Road Trip filter: My girlfriend and I live in Chicago, and we want to take a road trip somewhere for the long weekend. [more inside]
What amusing rigors can we put the bachelor through as we drive from Chicago to northern Wisconsin? [more inside]
What are some fast and fun things to do in Chicago? [more inside]
Going on an impromptu road trip to Des Moines. What do we do once we get there? [more inside]
chicagofilter: renting a car - from a dealer (or: where can I find a decently priced mileage-free rental for a roadtrip) ? [more inside]
Starting point: Chicago. Destination: Niagara Falls. Transportation: Honda Civic. Question: Am I nuts? [more inside]
The SO and I live in Chicago and have taken several road trips over the years. We're up for more, the problem is, we seem to have tapped out all the obvious choices. [more inside]
Chicago-Madison-Milwaukee Bachelor Party Roadtrip ideas... [more inside]
I'm getting married in October, and our honeymoon is a long leisurely drive up to Massachusetts. We know we'll be stopping at Niagara Falls for one night, but are there any other places we should stop and see, weird roadside attractions, etc? We've already been to the Rock and Roll Hall of Fame in Cleveland...any roads less traveled to consider?