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Favorite Fall Drives, Highway 385, Rapid City, South Dakota

The fall foliage road trip was designed with places like South Dakota in mind. Venture to Rapid City and you’ll have the chance to cruise with relatively little traffic up and down the pine forests and granite passes of the Black Hills. Highway 385 will lead you to Vanocker Canyon and Spearfish Canyon National Scenic Byway, home to waterfalls and golden aspens. Also in the Black Hills is the 68-mile Peter Norbeck Scenic Byway (a 4-hour drive) that winds through six rock tunnels, past towering pinnacles and over pine-clad peaks, only to arrive at the most famous sculpture in the country, Mount Rushmore. As if that wasn’t enough incentive, the annual fall round-up of bison takes place tomorrow, September 25th at nearby Custer State Park. Watch the cowboys and cowgirls drive the herd of some 1,300 buffalo, some of whom will be sold at auction in November. 

 
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Favorite Fall Drives, Route 54A, Keuka Lake, New York

Autumn in the Finger Lakes of western New York State is the time of year when leaves on the maples turn a tad crimson and the grapes on the vines are ready to be harvested for their award-winning Rieslings. Start on the northern tip of Keuka Lake in the town of Penn Yan. Head south on Route 54A and just outside of town, you’ll see signs for Apple Barrel Orchards, a third-generation U-pick apple orchard that makes homemade cider on the premises. Continue south along the shores of the 20-mile long lake to reach Dr. Konstantin Frank’s Vinifera Wine Cellar. Founded in 1962 and now run by Dr. Frank’s grandson, Fred, Dr. Frank put the Finger Lakes on the wine lovers’ map with his award-winning dry and semi-dry Rieslings. Have lunch on an outdoor deck overlooking the narrow northern part of the lake at Heron Hill Winery. The Blue Heron café takes full advantage of its locale nestled amidst the farmland to offer local seasonal fruit over field greens and a caprese salad with large fresh tomatoes. A perfect place to stay in Hammondsport is the octagonal-shaped Black Sheep Inn, where the owner, a former caterer in Cleveland, creates innovative and tasty breakfasts. 

 
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Favorite Fall Drives, The Fruit Loop, Hood River, Oregon

Autumn colors are not usually associated with the Northwest, the land of conifers. Yet, outside of Hood River, the 35-mile Fruit Loop feels like a quintessential fall drive back east. That is, until you look up and see the lofty snowcapped peak of Mount Hood towering above 11,000 feet. The route is lined with pear orchards, fields of lavender, alpaca farms, farm stands, wineries, and an emerging hard cider scene. Sample the wares at Hood River Cider Works, Fox-Tail Cider, or Hood Valley Hard Cider, and you’ll be surprised to find that the drink is crisp, refreshing, and can easily be paired with the Chinook salmon and steelhead trout the region is known for. Quaff down a cider at the picnic tables behind Solera Brewery in Parkdale and you’ll be mesmerized by the spectacular view of Mount Hood. Make the wise choice of spending the evening at the Columbia Cliff Villas in Hood River and you’ll wake up to a sunrise over the Columbia River Gorge. 

 
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Favorite Fall Drives, Route 100, Vermont

Mid-September to mid-October, when the summer crowds are gone and the snow has yet to drop, is my favorite time of year to cruise around America. This week, I’m going to delve into some of those blessed routes. First up, a fall foliage drive on Route 100 in Vermont. 
 
Don’t believe the Vermont fall foliage hype? All it takes is one drive on Route 100 from Killington to Stowe to understand the allure. Traveling along the ridgeline of the 4,000-foot Green Mountains radiating with its verdant robe of multi-hued maples, you can’t help but sing its praises. Be sure to stop in the farming community of Rochester for the requisite “cows and meadow” photo and the historic village of Stowe to find one of the numerous freshly painted white steeples. Along the route, you’ll want to visit the Cold Hollow Cider Mill for your jug of cider, out-of-the-oven doughnuts, and genuine maple syrup. Nearby is the Ben & Jerry’s factory, where you can take a tour, sample the wares, and find out how the duo started their celebrated business. Spend the night at the Stowe Mountain Lodge, at the base of Vermont’s tallest peak, Mount Mansfield, and you’ll have the opportunity to take in the fall foliage while playing a round of golf
 
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Drive the Sea-to-Sky Highway…in Your Own Lamborghini

The drive to Whistler from Vancouver is on one of the most breathtaking stretches of roadway in North America, the Sea-to-Sky Highway. The drive heads north away from the ocean high into old-growth forest. Just outside Squamish, you can see rock climbers scurry up the cliffs and spot the white dome atop 8,787-foot Mount Garibaldi. Then you pass two impressive waterfalls, Shannon and Brandywine, before making a final ascent to the lofty peaks of Whistler. I always love taking this route on the open-air compartment of the Rocky Mountaineer’s “Whistler Sea-to-Sky Climb.” But next time I might have to take the train down after first driving to Whistler in a Lamborghini. Scenic Rush, a Vancouver-based tour company that started in 2014, offers four exotic driving experiences ranging in price from $495 to $1,295 CAD per person. The 3.5-hour Sea to Sky Experience also includes the opportunity to take the Sea to Sky Gondola in Squamish or a helicopter tour above the alpine peaks of the Coast Mountain Range. Be sure to spend a night or two in Whistler to try the longest zipline in North America, take the spectacular Peak 2 Peak Gondola over a 2.5-mile span from Whistler to Blackcomb, and try the summer bobsled.  
 
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Where the Farmland Meets the Sea

Sandwiched between the far better known travel destinations of Newport and Cape Cod is a little slice of heaven reserved for New Englanders in the know. Head an hour southeast of Boston past the gritty ports of New Bedford and Fall River and you’ll reach a sylvan stretch of Massachusetts and Rhode Island where farmland rolls to the ocean and long inlets are bordered by historic towns settled as far back as 1616. This drive (or bike ride) on backcountry roads is only 38 miles, but you’ll want to give yourself a day to explore. 

 
Start in the former whaling port of Padanaram, a picturesque village in South Dartmouth, Massachusetts. Design stores for summer cottage owners and casual seafood restaurants have replaced the shipbuilders that once lined the harbor of the Apponagansett River. Details & Design (332 Elm Street) features driftwood planters, women’s sundresses, and “Padanaram” pillows, complete with longitude and latitude. Down the block, Flora Home (324 Elm Street) offers outdoor patio furniture and pitchers and glassware, ideally suited for serving lemonade on a porch. 
 
To read about the entire route, please check out my latest story for Yankee Magazine
 
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Top 5 Favorite Spring Drives, Washington D.C. to Shenandoah National Park

There’s no need to be caught in summer traffic on the 105-mile-long Skyline Drive when you can have the mesmerizing Shenandoah National Park roadway to yourself in the shoulder season. After the 2-hour drive from DC, drop your bags off at the Skyland Resort, the premier Shenandoah lodge originally open in 1888. Perfectly perched at the 3,680-foot apogee of Skyline Drive, you have exquisite vistas of Shenandoah Valley. The famous Skyline Drive twists and turns atop the spine of the Blue Ridge Mountains, offering numerous opportunities to stop and take pictures or go on a walk. At Mile 42.6 is one of Shenandoah’s signature trails, White Oak Canyon. The five-mile trail snakes through towering hemlocks into a deep and narrow gorge that’s home to six waterfalls. More than half of the plant species in Shenandoah are wildflowers, so be on the lookout for the bluets, pink azaleas, and the fragrant white flowers of the mountain laurel. 
 
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Top 5 Favorite Spring Drives, Austin to Texas Hill Country

An hour west of Austin lies the Balcones Escarpment, a long geologic fault zone that divides Texas in half. Balcones is Spanish for “balconies,” an apt way to describe how the Texas Hill Country suddenly thrusts up from the gently rolling prairie to create limestone canyons. On lonely backcountry roads, you’ll be driving under tall cypress trees past large cattle ranches and fields of bluebonnets that are in bloom come April. Take US 290 west from Austin to Johnson City’s Wildflower Loop. Then be sure to tour the nearby LBJ Ranch in Stonewall, stop for bratwurst and a pint of Shiner Bock in the German settlement of Fredericksburg, go for a stroll on the pebble-strewn paths of the 5400-acre Hill Country State Natural Area, and listen to the next Willie Nelson at the legendary country music hamlet of Luckenbach. The homey Hoffman Haus B&B in Fredericksburg is a good place to rest your legs after a day of touring the region. 

 
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Top 5 Favorite Spring Drives, Avila Beach to Monterey, California

Highway 1 on the mid-Californian coast is the road you see in car ads, a stunning stretch of road that deserves to be driven in a red convertible. The climax is the route through Big Sur, where the stomach-dropping turns edge the bluffs as you gape in awe at the wide clean beaches and cliffs that drop precipitously to the frothing ocean. Spend the first night at the sleepy hamlet of Avila Beach, staying at a room overlooking the water at Avila Lighthouse Suites. The next morning, drive north to tour Hearst Castle and see the dreamy blue-tiled indoor pool, inlaid with 22-karat gold. No wonder Cary Grant visited the estate more than 40 times. Four miles north of Hearst Castle, a must-stop is the beach of Piedres Blancas to watch hundreds of large elephant seals lounging, grunting, wrestling, and diving into the Pacific. Continuing north, the mountains of Los Padres National Forest rise above the Pacific and the road becomes a mix of ups, downs, and hairpin turns. A quarter-mile walk at Pfeiffer Burns State Park leads you to the waterfalls and wildflowers of this rugged paradise. For lunch, stop at Nepenthe to dine on nachos while overlooking the stunning surroundings. Finish the drive in Monterey, to visit one of the America’s most innovative aquariums, bike along the waterfront past seals, and dine at seafood restaurants on the street John Steinbeck coined Cannery Row.  

 
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Top 5 Favorite Spring Drives, Clarksdale to Natchez, Mississippi

The amount of musicians that began their careers in the small Delta town of Clarksdale, population 21,000, is remarkable. Muddy Waters was raised on the Stovall Plantation outside of town. Soul man Sam Cooke was born here, along with electric blues master John Lee Hooker, W.C. Handy, and Ike Turner, whose green house still stands on Washington Street. Learn about the birthplace of the Blues at the Delta Blues Museum, and then spend the night at one of the most intriguing properties in America, the Shack Up Inn. Set on the Hopson Plantation, where the mechanical cotton picker made its debut in 1941, owner Bill Talbot has converted six former sharecropper shacks into his own version of a B&B (bed and beer). The next morning head south on Highway 61 through the rolling green farmland that makes up the heart of the Delta. Eventually you’ll reach the trenches Union and Confederate troops dug during the Civil War’s bloody Siege of Vicksburg, now a National Military Park. Another hour of driving and you’ll find that gem of a town on the Mississippi River, Natchez. During its heyday prior to the Civil War, when cotton was king, Natchez had more millionaires per capita than any other city in the country. They built palatial estates, like Monmouth Plantation, your final stop. Monmouth’s meticulously landscaped grounds, shaded by centuries-old oaks and their thick dress of Spanish moss, is bursting with colorful azaleas come spring.