7-Day Appalachian Adventure: West Virginia, Kentucky, and Tennessee Itinerary

Enjoy breakfast at The Union Pub and Grill before exploring the grounds of the prestigious University of Virginia. Take a guided tour to learn about the university's rich history and architecture.

Have a leisurely lunch at The Lookout Bar & Grill at Eagle View with panoramic views. Spend your afternoon at Mulberry Row, a part of Thomas Jefferson's Monticello, and then indulge in wine tasting at Jefferson Vineyards.

Dress up for a sophisticated dinner at Brick Salt Bar+Kitchen, offering a refined dining experience. Cap off the evening with a visit to the elegant Trump Winery for a taste of their renowned wines.

Cross over to Kentucky and start your day with a southern-style breakfast at The Bucket. Afterward, visit the iconic Churchill Downs and take a tour of the historic racetrack.

Enjoy a lunch at Bittinger's Sports Grill before immersing yourself in the bourbon culture with a tour and tasting at Maker's Mark Distillery. Explore the rolling hills and learn about the distillation process.

Dine at Keith's Bar & Grille, known for its comfort food and welcoming atmosphere. Afterward, experience the vibrant nightlife of Louisville at Fourth Street Live!, with its live music and variety of entertainment options.

Wake up in Tennessee and grab breakfast at The Lost Paddle Bar And Grill. Start your day with a visit to the iconic Grand Ole Opry, where you can take a backstage tour and learn about the history of country music.

Enjoy a classic southern lunch at Bunkers | Sports Bar & Restaurant. Spend your afternoon at Country Music Hall of Fame, exploring the exhibits and immersing yourself in the world of country music.

For dinner, head to Long Point Grille & Bar for a lakeside dining experience. Afterward, take a guided tour of the Jack Daniel's Distillery and learn about the process of making Tennessee whiskey. End the night with some live music at a local venue.

Begin with breakfast at The Office Hot Spot, Bar & Grill before heading to Snowshoe Mountain for a day of outdoor activities. Depending on the season, you can enjoy skiing, mountain biking, or simply take in the breathtaking mountain views.

Refuel with a casual lunch at Inn Between Bar & Grill. Afterward, continue your outdoor adventure with a visit to Seneca Caverns, where you can explore the underground wonders of West Virginia.

Relax and enjoy the evening at The Union Pub and Grill, where you can share stories of your day's adventures over a satisfying dinner.

Start with breakfast at The Lookout Bar & Grill at Eagle View and then head to Cass Scenic Railroad State Park. Take a ride on the historic steam-driven Shay locomotives and experience the beauty of the West Virginia mountains.

Have a laid-back lunch at Brickside Bar & Grille and then visit the Green Bank Observatory. Explore the world's largest fully steerable radio telescope and learn about the wonders of the universe.

Enjoy a delightful dinner at Sam's Uptown Café, known for its cozy atmosphere and diverse menu. Cap off the night with some gaming and entertainment at Mardi Gras Casino, trying your luck at the tables or enjoying live music.

Have a final breakfast at Bar 101 before embarking on a journey to discover the beautiful waterfalls of West Virginia. Visit Blackwater Falls and Cathedral Falls for a serene morning in nature.

For lunch, enjoy the casual atmosphere and delicious food at The Union Pub and Grill. Afterward, take a scenic drive to Harpers Ferry and explore the historic town nestled between the Potomac and Shenandoah rivers.

Conclude your trip with a memorable dinner at Brick Salt Bar+Kitchen, reminiscing about your Appalachian adventure and savoring the local flavors.