Memorial Day weekend is the official start of road trip season, and, hard as it is to believe, it'll be here before we know it. In honor of National Road Trip Day on May 26th -- we're sharing a variety of interesting places the Roadtrippers team has been.
There’s something endlessly romantic about summer road trips. You’re hitting the highway, putting on some tunes, rolling the windows down, and soaking in that warm breeze—perhaps setting up camp for the night in a scenic spot and cooking dinner over a campfire.
If you don’t have a trip on the calendar yet, it’s not too late to start planning. You can also use Autopilot™, our very own AI trip planner, to map out your ideal trip in just a few clicks.
Nick Kelly, Director of Product
Growing up in Omaha, my family used to take road trips to Fort Robinson State Park in the panhandle of Nebraska. After talking about going back for years, my brother’s family from Orlando plus my family and my parents (now all living in Cincinnati) finally made our return trip to Fort Robinson.
Before Fort Robinson, we visited Rocky Mountain National Park for a couple days and we got to stay at the Stanley Hotel, the (supposedly haunted) inspiration for the hotel in The Shining. We hiked a little and drove Trail Ridge Road.
After Colorado, we drove north to hang out at Fort Robinson for a few days, but we also took a couple day trips up into South Dakota. The highlight of the trip was the day we visited Custer State Park and drove the Needles Highway.
Ken Valuska, CFO
Most every year, my family and I take a trip to Oak Island, NC to spend a week at the beach. It's ~12 hours with all the stops - but we get up (super) early and enjoy breaking the trip up into smaller, two-or-three hour chunks of driving. A couple of highlights on our journey: my sons love bugs and superheroes, and the Mothman Statue in Point Pleasant, WV strikes a certain cord with them (and the Mothman-themed cookies at the local coffee shop, Coffee Grinder, have become a must). One other spot we love is Big Walker Lookout in Wytheville, VA; it's a nerve-wracking climb up 100 feet of stairs, but the view of the Appalachian Mountains at the top makes it worth it!
Erica Diaz,
Every few months, we pack up the car—two kids, two dogs, way too many snacks—and head west to Glenwood Springs and Aspen. It’s just about four hours from home, but between the views and the playlists, it flies by.
We usually kick things off in Glenwood, and staying at Hotel Colorado has become our little tradition. It’s the best dog-friendly hotel we’ve ever stayed at—full-on historic charm, pups treated like royalty, and walking distance to both the hot springs and downtown. Zero stress, which is exactly the vibe we’re going for.
Our days are pretty loose: a long soak in the springs, some good trail time with the dogs, and a patio meal somewhere casual. We love ending the day with a good sit—just soaking it all in, dogs passed out under the table. After dinner, if we’re not totally done, we walk over to the park in the middle of town, grab some ice cream, and let the kids run around while we chill. Honestly, it’s the perfect nightcap.
Mornings start with a solid cup of coffee (non-negotiable) and a slow stroll through local antique shops. I somehow always end up stuffing the car with books and vintage lamps.
Then we head to Aspen for round two—more hiking, more dog-friendly spots, more wandering. It’s close enough to do on a whim and somehow always feels like exactly what we needed.
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