Route 66 vs Colorado Rockies

Route 66 is the great American road trip: roughly 2,400 miles of the Mother Road from downtown Chicago to the Pacific at Santa Monica, crossing eight states and three time zones. This Chicago to Santa Monica itinerary packs it into 10 days, which is fast. Expect about 200 to 330 miles and five to seven hours behind the wheel most days, mixing interstate stretches with the best surviving original alignments; two to three weeks is ideal if you can spare it. Start with a photo at the Begin sign, then roll past Illinois giants, the bent Chain of Rocks Bridge over the Mississippi and Ozark frozen custard stands. Cross the short Kansas corner and Oklahoma's diners before painting your own stripe at Cadillac Ranch outside Amarillo. In New Mexico, sleep under the glowing neon of the Blue Swallow Motel in Tucumcari, then drive through the badlands of Petrified Forest National Park, the only national park that protects a stretch of Route 66. A day off the road from Williams takes you to the Grand Canyon's South Rim. The finale climbs over the Black Mountains to Oatman, crosses the Mojave and ends with a sunset at the Santa Monica Pier. Book classic motels ahead in spring and fall.

The Colorado Rockies pack big mountain scenery within easy reach of a lively city, which makes them perfect for a long weekend. Start in Denver, the Mile High City, where food halls, breweries and green-chile-smothered everything have turned neighborhoods like RiNo, LoHi and Union Station into a serious food scene. Just 30 minutes west, Red Rocks Amphitheatre sits between towering sandstone slabs and is one of the world's most famous places to see a concert, or simply to climb the stairs at sunrise. From there the mountains take over: Trail Ridge Road in Rocky Mountain National Park climbs past 12,000 feet above treeline, and the old mining towns of Idaho Springs and Georgetown, plus the gateway town of Estes Park, make charming bases. With more time, head to Breckenridge, Vail, Glenwood Springs' hot springs pools, Aspen's Maroon Bells and the red rocks of Garden of the Gods near Colorado Springs. Plan ahead: Rocky Mountain National Park requires timed-entry permits in summer and early fall, the Maroon Bells need a shuttle or parking reservation, and the altitude is real, so drink plenty of water and take the first day easy.