Legends Along the Crooked Road

Explore the history of a uniquely American art form: country music. Many locations on this tour are featured in the film: Country Music by Ken Burns; written and produced by Dayton Duncan; and produced by Julie Dunfey. From its deep and tangled roots in ballads, blues, and hymns performed in small settings, to its worldwide popularity, learn how country music evolved over the course of the 20th century, as it eventually emerged to become America’s music. Take this journey to learn about the most famous legends inducted into the Country Music Hall of Fame, Grand Ole Opry, and/or the International Bluegrass Music Association Hall of Honor. Your group will also take a Hatfield / McCoy Tour, explore the Harry Meador Coal Museum, June Toliver House, the Daniel Boone Wilderness Trail, along with Tours & lots of Live Musical Performances all awaiting you on this epic journey.

9 Days /8 Nights

Group size

Highlights Include:
  • Blue Grass Heritage Museum
  • Live Country Western Musical Performance
  • Tour & Tastings
  • Hatfield & McCoy Tour
  • Harry Meador Coal Museum
  • June Tolliver House
  • Live Friday Night Bluegrass
  • Daniel Boone Wilderness Trail
  • Birthplace of Country Music Museum
  • Barter Theatre Show
  • Patsy Cline Hometown Tour

Day One:
  • Arrive in Winchester, KY, and enjoy an included Welcome Dinner at a local favorite restaurant. Afterwards, check into your hotel to relax and prepare for the fun-filled days ahead!
Day Two:
  • Enjoy breakfast at your hotel this morning prior to checking out and departing for a tour of the Ale-8-One Bottling Plant, bottling soda and other beverages since 1902.
  • Afterwards, visit the Bluegrass Heritage Museum, bringing the history of the area to life by collecting and preserving objects valuable to the history of Kentucky.
  • Depart the museum with a ‘Coal-Miner’s Sack’ Lunch to enjoy on your way to visit the birthplace of Loretta Lynn – Butcher Holler. Nestled between two fog-shrouded mountains, up a "holler", just two miles southeast of the coal mining camp of Van Lear, this is the region that inspired country music star Loretta Lynn to write some of her most famous songs, most notably, “Coal Miner’s Daughter.” Depart for a Tour and Tasting at Alltech Dueling Barrells Distillery. Using copper pot stills, the facility produces moonshine, bourbon, and Pikeville Ale.
  • This evening, check into your local hotel and enjoy a LIVE Country Western Musical performance and buffet dinner.
Day Three:
  • Have a relaxing breakfast before checking out and depart for a Hatfield & McCoy Tour, learn about America’s most famous family feud. This afternoon, enjoy lunch included before traveling to Virginia, where you’ll visit the Ralph Stanley Museum, a monument to Dr. Ralph Edmond Stanley, legendary American bluegrass artist, internationally known for his distinctive singing and banjo playing. Tonight, check into your local hotel and enjoy dinner at the historical Inn. You’ll enjoy a dining experience taking you back to the sock-hop days, complete with an authentic jukebox signed by Miss Peggy Sue.
Day Four:
  • Enjoy breakfast at your hotel this morning before departing for a tour of the Harry Meador Coal Museum. This museum was put together bit-by-bit and piece-by-piece and now offers a rich educational experience about coal and its influence on local lifestyles.
  • Next, tour the Southwest Virginia Museum, located in a 1890s Victorian stone mansion housing over 25,000 artifacts and exhibits which tell the stories of the exploration and development of Southwest Virginia.
  • Depart and enjoy a visit to the John Fox Jr. Museum, the home of the famous mountain author most well-known for his novel “Trail of the Lonesome Pine” which became the nation’s first million copy selling novel and was later made into a movie.
  • Enjoy lunch included while visiting. Later, at the June Tolliver House, you’ll explore the many rooms and floors filled with paintings from local artists and a must-see archive of historic photographs. Be sure to visit the giftshop where you’ll find books written by local authors, crafts made by local artisans, and much more.
  • This evening, take a tour of Big Stone Gap, a little town with a big story!
  • After a moment to relax and have dinner on your own at the hotel, you’ll visit Historic Lays Hardware Center for the Arts for their Friday Night Bluegrass! Local groups will entertain and provide live music to “shake a leg” to on the dance floor.
Day Five:
  • Enjoy breakfast at the hotel before checking out this morning. Travel along the Daniel Boone Wilderness Trail to Natural Tunnel State Park. One of the nation's most historic routes, the Daniel Boone Wilderness Trail was blazed by the legendary frontiersman in 1775 from Long Island of the Holston, at what is now Kingsport, TN, through the Cumberland Gap of Virginia, and into Kentucky.
  • Enjoy lunch on own in downtown Bristol. Visit the historic Burger Bar, a quaint eatery and the last location Hank Williams was ever seen alive. This afternoon, you’ll visit the Birthplace of Country Music Museum which was established to preserve and promote the rich music heritage of the region. In 1998, the US Congress passed a bill officially recognizing Bristol as the Birthplace of Country Music. After visiting, you’ll depart and check into your local hotel where you’ll also enjoy an included dinner.
  • After dinner, depart for the Carter Family Fold and Carter Family Experience. Take your seats in what was once an Old Tobacco Barn and enjoy a toe-tapping show before returning to the hotel for the night.
Day Six:
  • Have a relaxing breakfast before departing for the Bristol Motor Speedway. Featuring a high-banked, quarter-mile race track, the Bristol Motor Speedway hosts major auto races, amateur driving schools, daily tours, and various concerts and performances.
  • Depart and enjoy an included BBQ Lunch with toe-tappin’ bluegrass entertainment! After lunch, meet your GUIDE for an amazing City Tour of Abingdon. Nestled in the mountains of Southwest Virginia, in an area of unparalleled natural beauty and rich in tradition, the city of Abingdon was chartered in 1778 and is a Virginia Historic Landmark.
  • Take a Tour and enjoy a tasting at the Abingdon Olive Oil Company Gallery offering over thirty-two varieties of oils. Later, explore a historic mill where you’ll be greeted by a banjo player and storyteller.
  • Tonight, enjoy dinner at the charming Martha Washington Inn and enjoy a classic show at historic Barter Theatre.
Day Seven:
  • After enjoying breakfast this morning, check out and meet your GUIDE for a Walking Tour of Downtown Galax. Visit the Chestnut Creek School of Arts and learn some flat footing and square dancing so you can dance with locals at the music venues we visit!
  • Continue with a visit to a Fiddle Shop and see handmade and vintage banjos, fiddles, autoharps, and learn where the term, “Hillbillies", originates.
  • Enjoy lunch included at a local Smokehouse before visiting the Blue Ridge Music Center. Delight in the music of local performers and tour the Roots of American Music Exhibit, a world class exhibition which tells the story of how the mixing of European and African musical cultures created new sounds which have profoundly influenced the development of American popular music.
  • This afternoon, continue your journey along the Blue Ridge Parkway and stop for a photo opportunity at Meadows of Dan, the most photographed spot on the parkway, before arriving at a Winery for a Tour & Tasting. Located in a spectacular mountain setting, the owners are proud to be both a grower and buyer of Virginia fruit.
  • Later, depart and check into the famous Hotel Floyd. Step inside and you’ll find a showpiece honoring the diverse culture and character of the beloved Blue Ridge Mountain community.
  • Enjoy live entertainment in the amphitheater this evening, with an opportunity to participate, before feasting on a family style dinner at a local’s favorite Tavern, serving hearty meals since 1927.
Day Eight:
  • This morning, enjoy breakfast at the hotel prior to checking out and departing for Winchester, Virginia.
  • Enjoy lunch on your own along the downtown pedestrian mall.
  • Afterwards, meet your GUIDE for a Patsy Cline’s Hometown Tour. Keeping true with one of Patsy Cline’s signature songs, “Come On In and Sit Right Down and Make Yourself at Home”, we’ll visit the Patsy Cline Historic House. Patsy resided at the home from 1948-53, and it serves as a proud testament to Patsy's love of family. The house, furnished with some personal items, is decorated to display the appearance as it was when Patsy and her family lived there.
  • This evening, check-in to the you local area hotel where the fabled twenties come roaring back with unparalleled style. Enjoy a delicious Farewell Dinner tonight at the hotel featuring the talents of a local singer, who will bring some of Patsy’s most famous songs to life.
  • Retire to your room at your leisure this evening.
Day Nine:
  • Alas, after enjoying a relaxing and leisurely breakfast check out and depart for home humming the tunes and tapping your toes to the sounds of Virginia’s Heritage Crooked Road Music Trail.

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