Top 10 Road Trips

by  Matthew Moran | May 30, 2012
Family roadtrip
Family roadtrip / Epiximages/iStock

With summer around the corner, the open road beckons. In that spirit, we present our favorite American road trips from coast to coast. Some are well-known destinations and others are off the beaten path. Several are steeped in history, while a few pursue remote, wild beauty. Best of all, most of these routes make for splendid drives all year long, so you can get out and explore their bounty whenever the mood strikes. So rev your engines . . . and hit the road. For a preview of our favorite routes, see our Road Trips Slideshow.

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Big Sur, California

Iconic Route 1 extends almost the entire length of California, but our favorite stretch for road trips is through Big Sur, which comprises 90 or so miles along the central coast from San Simeon to Carmel. Big Sur’s beauty is not overrated: Sandwiched between the Santa Lucia Mountains and the Pacific – redwood groves on one side and rocky beaches with sea lions on the other – it’s remarkably unspoiled, partly because the only access is via the two-lane Route 1, or Cabrillo Highway. Devote a long weekend, ideally in May or September for fewer crowds. Start out in San Jose, which has the closest major airport, and head south 74 miles on U.S. 101. Merge onto Route 156 and pick up Route 1, cruise through Monterey and Carmel, and then enter Big Sur proper. There are no big towns, only small clusters of roadside restaurants and stores, so fill the gas tank in advance. The road twists along precipitous cliffs and it can be a relief to stop for impromptu hiking, picnicking, or beachcombing (try Jade Cove for its namesake stone). A bohemian Eden in the 1960s, when Jack Kerouac and Henry Miller spent time here, Big Sur is an area where their free-spirit vibe still lingers.

Smart Splurge Hotel: Few venues match the laid-back elegance and unrivaled location of Post Ranch Inn, a Smart Luxury Award winner

Great Value Hotel: Among the region's many campgrounds, our favorite is Big Sur Campground & Cabins ( for its broad range of lodging options, from bare-bones tent sites to rental cabins with full kitchens. Its location under the redwoods on Big Sur River – just a few miles from three state parks – can’t be beat.

See our California destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals. 

Blue Ridge Parkway, North Carolina and Virginia

Although old-time Appalachia has been immortalized in song, these days it can be difficult to locate that haven of rolling hills and wildflowers. The Blue Ridge Parkway (, which stretches 469 miles along the southern Appalachian Mountains and links two national parks – Virginia’s Shenandoah ( and North Carolina’s Great Smoky Mountains ( – hits all the right notes. Drive the entire length if there's time (but remember the speed limit is 45 miles per hour in most parts). For a shorter jaunt, fly into Asheville, North Carolina, and follow the parkway north for about 2 hours to Boone. Not a single interstate crosses the parkway. Instead of gas stations and motels, it’s flanked by picnic areas and hiking trails lined with dogwood, tulip trees, and red maples, with the mighty Appalachians as the backdrop. Highlights include Grandfather Mountain, a U.N.-designated International Biosphere Reserve (and site of the exhilarating Mile High swinging bridge), and the gardens and winery of the magnificent Biltmore Estate (, a 19th-century Vanderbilt château near Asheville. Most sightseers do this road trip in spring and fall for the wildflowers and foliage, but the summer brings fewer cars, and the breezy, dry weather is near perfect. 

Smart Splurge Hotel: Close to Boone and 3 miles west of artsy Blowing Rock is the Westglow Resort & Spa (, a destination spa set in a Greek Revival-style mansion with Blue Ridge vistas; non-guests can dine at the restaurant, Rowland’s.

Great Value Hotel: The Renaissance Asheville Hotel ( is within walking distance of downtown Asheville and just a few miles from the Biltmore Estate’s myriad attractions, which include house tours, wine tastings, garden walks, and horseback riding.

Use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals.

Going-to-the-Sun Road, Montana

In an epoch of climate change, it’s more satisfying than ever to make a pilgrimage (albeit by car) to witness the awesome beauty of glaciers in idyllic northern Montana. In Glacier National Park (, the Going-to-the-Sun Road runs east to west for 50 miles. Take at least half a day to drive it in early June or just after Labor Day for the most unencumbered backcountry tour. Although the park stays open year-round, parts of this road trip route close from mid-September to mid-June. In July and August, when the route is beleaguered by traffic and maintenance work, jump on the free and eco-friendly shuttle bus. The Sun Road, as it's also called, crosses the Continental Divide at a breathtaking elevation of 6,646 feet (keep an eye out for mountain goats and bighorn sheep) and passes by Jackson Glacier Overlook, which, as the name suggests, is a good place to spot glaciers. A huge feat in engineering when it was created 79 years ago, the parkway includes portions carved into a sheer vertical cliff known as the Garden Wall. On the side of the road, the valley lies thousands of feet below.

Smart Splurge Hotel: The park is celebrated for its scenery, not its lodgings. Just outside, try Silverwolf Log Chalet Resort (, several minutes from the west entrance. Its snug log cabins come with gas fireplaces, daily maid service, and even Wi-Fi.

Great Value Hotel: The quaint 96-year-old Swiss chalet-style Many Glacier Hotel ( serves afternoon fondues in the lobby and presides over a prime spot along Swiftcurrent Lake. 

See our Montana destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals. 

Hana Highway, Hawaii

Driving Maui’s serpentine Hana Highway on the rural east side of the island provides a feel for Hawaii’s early days, when wild beauty and sleepy surf towns ruled. The famous road, also called the Road to Hana, starts in the town of Paia (about a 40-minute drive from Maui’s more developed southwest area) and wiggles east along the coast for more than 60 miles. The road trip's entire length can be traveled in about 3 hours but it’s better to allot at least a day to take in the rain forest setting (and allow for traffic). Rent a convertible, slather on sunscreen, and start before dawn to catch the sunrise. With the route incorporating some 600 hairpin curves and dozens of one-lane bridges, the driving is as taxing as the sights are stunning. Leave some time to check out a few of the following: Keanae Arboretum, with an exotic botanical garden; Waikani Falls, a trio of crashing chutes; and Ka’eleku Caverns (, an ancient site created from lava flow. Turn around at the peaceful village of Hana or, for the real finish-line reward, continue further to Haleakala National Park to camp among vegetation that grows nowhere else in the world.

Smart Splurge Hotel: A Smart Luxury Award winner, the remote Hotel Hana-Maui, with its spacious bungalows, is almost at the end of the Hana Highway and offers complimentary yoga, snorkeling, and tennis.

Great Value Hotel: An oceanfront condo-hotel on Hana Bay, Hana Kai Maui Resort ( is near the black-sand Popolana Beach.

See our Maui destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals.

Million Dollar Highway, Colorado

Near Telluride but worlds away, a 24-mile stretch of U.S. 550 takes visitors back in time to when the West was still wild (the road trip conditions are not for the faint of heart). Connecting the old mining towns of Silverton and Ouray in the San Juan Mountains of southwestern Colorado, the Million Dollar Highway traverses the Uncompahgre Gorge to the summit of Red Mountain Pass, where a series of hairpin turns – sans guardrails – flank stomach-churning vertical drops. The countryside, decked in wildflowers during the spring, sustains elk, mountain goats, black bears (most here are actually a shade of brown), and deer. In the tiny towns of Silverton (a National Historic Landmark) and Ouray, Victorian buildings from the 1870s evoke the frontier era. Although the Million Dollar Highway is short, budget a day for it – all those twists and turns take time.

Smart Splurge Hotel: Lively Telluride is most famous for its skiing but offers great fun year-round, with abundant festivals and outdoor activities. Set amongst the 14,000-foot Rocky mountaintops and a short gondola ride above the historic town of Telluride, The Peaks Resort and Golden Door Spa has 161 spacious units, and boasts easy access to more than 100 ski trails, an indoor rock-climbing wall, and the standout Golden Door Spa.

Great Value Hotel: Embrace the quirky Old West spirit of Silverton at the Teller House (, a well-restored, Victorian-style B&B. 

See our Colorado destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals. 

Red Rock Scenic Byway, Arizona

While the city of Sedona’s growth may have resulted in a bit of a commercial sprawl, its captivating rock formations still stand guard right outside town on the Red Rock Scenic Byway, a 7.5-mile little slip of road trip heaven. Also known as Route 179, it starts in Sedona and runs south, ending at Interstate 17 near Rimrock. Clearly marked trailheads and off-road bike paths are scattered along the way, so bring hiking boots or a mountain bike. Spend at least half a day exploring the red rock formations (many named after objects they resemble, like Bell, Cathedral, and Snoopy), which seem to change shape and color with every shift of light. Most of the drive cuts through the diverse Coconino National Forest (, full of hills and washes covered in yucca, juniper, cacti, and piñon pines. Hawks and eagles swoop overhead and elk, deer, coyotes, and quail roam the terrain. Look familiar? In the 1940s and ’50s studios shot many Westerns here, including Broken Arrow with Jimmy Stewart.  

Smart Splurge Hotel: Sedona is stocked with all manner of hotels, many of them overpriced. With Adobe Grand Villas ( you can see what you’re paying for: Each of the 16 plush villas is 850 square feet or more and stocked with drinks and snacks, including freshly baked bread. 

Great Value Hotel: For tranquility, try Canyon Wren Cabins ( situated 6 miles inside Oak Creek Canyon. The four cedar chalets have wood-burning fireplaces and gas grills on the patios. 

See our Sedona destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals.

Sea Islands, Georgia

Island hopping along the Georgian coastal barrier islands provides a glimpse at historic blue-blood enclaves that also beckon birders and naturalists. Over a long weekend, gain an introduction to intriguing island outposts, connected by causeways and bridges, and, in some cases, only reached by ferries. Start this road trip in Savannah and head about 2 hours south on coastal Route 17 to Brunswick, the area’s gateway. Drive over the causeway to St. Simons, one of the four Golden Isles along with Little St. Simons, Sea Island, and Jekyll. The largest of the populated islands, upscale St. Simons is known for its golf courses and historical sites and a long, white-sand public beach. Bird watchers should head to Gould’s Inlet on East Beach for sightings, in season, of laughing gulls, royal and caspian terns, red-throated loons, or painted buntings. Sea Island, accessible by car from St. Simons, is synonymous with the Cloister resort (, the ne plus ultra when it comes to Southern luxury. Even if you’re not staying at the resort, it’s worth visiting the island to cruise Sea Island Drive, lined with impressive Spanish Mediterranean-style mansions. To reach Jekyll, return to Route 17 on the mainland and turn east on the Jekyll Island Road (Route 520). Once a playground of Rockefellers and Pulitzers, Jekyll today is the stomping ground of leisure travelers who frequent its pristine beaches and golf courses, as well as marshes and maritime forests. Head to the south end for the best birding, or take a guided walk to view nesting loggerhead sea turtles.

Smart Splurge Hotel: Unspoiled Cumberland Island, reached via ferry from either St. Marys on the Georgia mainland or Amelia Island, Florida, is covered in saltwater marshes, maritime forests, quiet beaches, and dunes. A wide variety of animals from alligators and armadillos to wild horses live there. Its one hotel is the stately Greyfield Inn (, a mansion built by the Carnegies in the early 20th century and run by the family ever since. 

Great Value Hotel: The 38-room Beachview Club (, Jekyll Island’s smallest hotel, lives up to its name, offering prime ocean views from most rooms and a beachside swimming pool. 

See our Georgia destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals.  

Seward Highway, Alaska

An easy way to enjoy a cross section of Alaska’s massive beauty is to traverse the 127-mile Seward Highway that links Anchorage to the tiny portside town of Seward on magnificent Resurrection Bay. This compact swath encompasses boreal forests, mammoth glaciers, and majestic fjords. Starting in Anchorage, where it’s easy to rent a car at the airport, the road leads south across the Kenai Peninsula, hugging the base of the rugged Chugach Mountains and overlooking the Turnagain Arm of Cook Inlet as it winds past waterfalls and wildlife. Try to spot grazing Dall sheep on the cliffs, beluga whales in the waters below, and eagles and numerous seabirds above. The road trip can be done in 3 hours, but take two leisurely days and stop en route at the Alaska Wildlife Conservation Center ( or pan for gold at Crow Creek Mine ( In Seward, tour the nearby Kenai Fjords National Park (, a singular wonderland of fjords and glaciers.

Smart Splurge Hotel: Forty miles south of Anchorage, the 304-room château-style Alyeska Resort is remote yet very civilized, with a top-notch spa and a staff that can organize different adventures, from glacier cruising to helicopter tours and white-water rafting. Come winter, it serves as a ski resort. 

Great Value Hotel: Built in 1936 and located in downtown Anchorage, the Historic Anchorage Hotel has large comfortable rooms with character to spare. 

See our Alaska destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals.  

Sonoma and Napa Valleys, California

Road trips through the neighboring valleys of Sonoma and Napa can be an entirely chichi experience, but there are also historic spots and quiet nature alongside the luxury standouts. To combine the best of both worlds in one long weekend, rent a car in San Francisco. Then, go an hour north on U.S. 101 to Healdsburg, a sophisticated Sonoma hub brimming with tasting rooms and top restaurants (for a splurge, try Cyrus; Next, head further north on 101 to Lake Sonoma for a leg-stretching hike. Then take Route 128 southeast into Napa Valley and stop in Calistoga, to soak in a mud bath or check out the Old Faithful Geyser of California;, which shoots up water every 30 minutes. From Calistoga, cross over to the Silverado Trail, a lovely meander south (roughly parallel to Route 29) past some of the area’s most notable wineries including Phelps (, Mumm (, Stags’ Leap (, and Clos Du Val ( Take Route 29 at Oakville (procure picnic supplies at the gourmet Oakville Grocery Co.; or in the restaurant mecca of Yountville. Further on, merge onto Interstate 80 and return to San Francisco.

Smart Splurge Hotel: Napa excels at luxury (with prices to match). A perfect example is the three-room Poetry Inn ( on a hillside overlooking Stags Leap. Expect impeccable service.

Great Value Hotel: While still on the expensive side, the Inn at Sonoma (, in the town of Sonoma, offers 19 inviting rooms with value-packed extras like complimentary breakfast, afternoon wine, hors d’oeuvres, and freshly baked cookies.

See our Sonoma or Napa Valley destination guides for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals.

U.S. Route 1, Maine

In August, when the masses descend on Vacationland to partake in the annual Lobster Festival (, Route 1 is a parking lot winding through a million small towns with schizophrenic stoplights. But in early summer and fall, road trips here offer an unobstructed front-row seat to the state’s hardy coastal beauty. Start this weeklong tour of Maine in its south, in the town of Kittery. Drive north through laid-back, gay-friendly Ogunquit before reaching posh Kennebunkport and its seaside mansions (for an unforgettable meal, try the renowned White Barn Inn). Then head to foodie-friendly Portland and eventually Freeport, home of quintessentially Northeastern clothier L.L. Bean (open 24 hours; Further north – or down east, as they say – the landscape turns desolate within the blueberry barrens of Washington County and the sights become more ruggedly striking. Don’t miss the reversing saltwater falls, a natural wonder that results from the area's strong tides, near West Pembroke. Sometimes this can be observed in utter solitude. The trip ends in the tiny city of Calais at Canada’s border.

Smart Splurge Hotel: In the cheerful harbor town of Camden, the 138-year-old Camden Harbour Inn with its classic mansard roof and wraparound porch, received a very chic makeover and a French-inspired restaurant, Natalie’s (, from its new Dutch owners in 2007. 

Great Value Hotel: Located just outside of Portland, the Quaker Tavern B&B ( was built around 1780 and is surrounded by 15 acres of quiet farmland and forests. Each room in this National Historic Landmark features a fireplace, private parlor, and feather bedding. Guests can start their day with an organic continental breakfast and then enjoy a nature walk through the wooded trails or relax by the Zen garden.

See our Maine destination guide for more trip-planning information, then use our Travel Search price comparison tool to find the lowest rates on flights, hotels, packages, and more travel deals. 

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