14-Day Adventure Road Trip & Foodie Experience in Lebanon, TN

Day 1: Arrival in Lebanon

Lebanon, TN

8:00 AM

Breakfast at Sweets and Treats

Start your day with a slice of their famous biscuit and gravy or enjoy their sweet cinnamon rolls.
Head to South Cumberland Street.
USD15, 1 hour

9:30 AM

Exploring the Lebanon Square

Stroll through the historic Lebanon Square, visiting local shops and boutiques.
Walk around the square area.
Free, 2 hours

12:00 PM

Lunch at The Rustic Barn

Enjoy a hearty lunch featuring their wood-fired pizzas that are a local favorite.
Located on North Castle Heights Ave.
USD20, 1.5 hours

2:00 PM

Visit the Cedar Creek Sports Center

Relax or engage in a variety of sports activities, including mini-golf and more.
Head to Cedar Creek Road.
USD10, 2 hours

5:00 PM

Dinner at Bojangles’ Famous Chicken 'n Biscuits

Indulge in some mouthwatering fried chicken and biscuits.
Located on West Main Street.
USD12, 1 hour

7:00 PM

Evening stroll at Lebanon Greenway

Enjoy a relaxing evening walk along the scenic greenway surrounded by nature.
Access from the main entrances.
Free, 1.5 hours
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Day 2: Nashville Adventure

Nashville, TN

8:00 AM

Breakfast at Biscuit Love

Start with their famous Bonuts (biscuit-doughnuts) and Southern breakfast classics.
Located in Historic Marathon Village.
USD15, 1.5 hours

10:00 AM

Visit Country Music Hall of Fame

Dive into the rich history of country music in this stunning venue.
Take Broadway to 5th Ave S.
USD25, 2.5 hours

1:00 PM

Lunch at The Pharmacy Burger Parlor

Enjoy one of the best burgers in town alongside a refreshing milkshake.
Located on Eastland Avenue.
USD18, 1.5 hours

3:00 PM

Explore the Parthenon at Centennial Park

Visit this full-scale replica of the original Parthenon in Athens with an amazing art museum inside.
Head to West End Avenue.
USD10, 2 hours

6:00 PM

Dinner at Hattie B's Hot Chicken

Experience Nashville's famous hot chicken with some Southern sides.
Located on 19th Avenue South.
USD20, 1.5 hours

8:30 PM

Live Music at Tootsie’s Orchid Lounge

Enjoy live performances in one of Nashville’s iconic honky-tonk bars.
Located on Broadway.
Free, 2 hours
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Day 3: Cultural Exploration

Nashville, TN

8:00 AM

Breakfast at The Pancake Pantry

Savor delicious pancakes in this Nashville staple restaurant.
Head to 21st Ave South.
USD12, 1 hour

9:30 AM

Visit Ryman Auditorium

Take a guided tour of the 'Mother Church of Country Music.'
Located on 5th Avenue South.
USD20, 2 hours

12:00 PM

Lunch at Puckett's Grocery & Restaurant

Dig into Southern comfort food that will leave you satisfied.
Located on 5th Avenue South.
USD15, 1.5 hours

2:00 PM

Explore Frist Art Museum

View beautiful exhibitions of art in a stunning art deco building.
Head to 21st and Broadway.
USD10, 2 hours

5:00 PM

Dinner at Etch

Experience contemporary cuisine from a renowned local chef in an upscale environment.
Located on 4th Avenue South.
USD35, 1.5 hours

8:00 PM

Visit The Bluebird Cafe

Experience an intimate evening of songwriters and live music.
Head to the Hillsborough Village area.
USD10, 2.5 hours
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Day 4: Chattanooga Road Trip

Chattanooga, TN

8:00 AM

Breakfast in Nashville at The Farm House

Enjoy farm-to-table meals featuring local ingredients to kick off your journey.
Located on Broadway.
USD20, 1.5 hours

10:00 AM

Ride to Chattanooga

Enjoy a scenic ride, soaking in the beauty of the rolling hills and landscapes.
Follow U.S. 41 for a scenic route.
Free, 2 hours

12:00 PM

Lunch at The Boathouse Restaurant

Dine with a view of the Tennessee River while enjoying seafood and burgers.
Located on Riverside Drive.
USD25, 1.5 hours

2:00 PM

Visit Tennessee Aquarium

Explore the stunning exhibits and learn about diverse aquatic life.
Head towards the Chattanooga Riverfront.
USD30, 2.5 hours

5:00 PM

Dinner at Tony's Pasta Shop

Savor homemade pastas in an inviting atmosphere.
Located in the Bluff View Art District.
USD20, 1.5 hours

7:30 PM

Relax at Coolidge Park

Unwind with an evening walk or a ride on the carousel.
Access from River Street.
Free, 1 hour
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Day 5: Outdoor Adventure in Chattanooga

Chattanooga, TN

7:30 AM

Breakfast at Bluegrass Grill

Start with a hearty breakfast featuring omelets and pancakes.
Located near the city center.
USD15, 1 hour

9:00 AM

Visit Lookout Mountain

Take a ride to see the breathtaking views and the Civil War history at Point Park.
Bike to Lookout Mountain.
USD10, 3 hours

12:30 PM

Lunch at The Diner

Refuel with classic diner food to keep your energy up.
Located on Market Street.
USD15, 1.5 hours

2:00 PM

Explore the Chattanooga Choo Choo

Visit the historic train terminal that's become a hotel and entertainment complex.
Walk a few blocks from the restaurant.
USD5, 1 hour

3:30 PM

Visit Ruby Falls

Discover the breathtaking underground waterfall in the heart of Lookout Mountain.
Continue up Lookout Mountain.
USD25, 2 hours

6:00 PM

Dinner at The Blue Plate

Try out their Southern-style comfort food for a satisfying meal.
Head to the North Shore area.
USD18, 1.5 hours

8:00 PM

Evening Cruise on the Tennessee River

Relax with a scenic river cruise featuring the rising city skyline.
Board from the Chattanooga Riverboat.
USD35, 2 hours
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Day 6: Pigeon Forge Getaway

Pigeon Forge, TN

8:00 AM

Breakfast at The Old Mill Restaurant

Enjoy a traditional Southern breakfast in the midst of a working gristmill.
Located on Old Mill Avenue.
USD20, 1.5 hours

9:30 AM

Ride to Pigeon Forge

Enjoy a beautiful ride through wooded mountains and hills.
Follow Highway 441.
Free, 1.5 hours

11:00 AM

Visit Dollywood Theme Park

Spend an exciting day at this renowned theme park known for its rides and shows.
Located in Pigeon Forge.
USD85, 5 hours

5:00 PM

Dinner at The Showboat Restaurant

Savor a classic Southern meal while enjoying a live musical show.
Head toward the riverfront.
USD30, 2 hours

8:00 PM

Explore The Island in Pigeon Forge

Enjoy shopping, dining, and entertainment in this vibrant location.
Located just off the Parkway.
Free, 2 hours
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Day 7: Nature & Relaxation

Pigeon Forge, TN

8:00 AM

Breakfast at Pancake Pantry

Dive into a stack of fluffy pancakes in a cozy setting.
Head to Parkway.
USD15, 1 hour

9:00 AM

Adventure in the Great Smoky Mountains National Park

Explore scenic trails and breathtaking views on your motorcycle.
Enter the park from Pigeon Forge.
Free, 4 hours

1:00 PM

Lunch at Mama's Farmhouse

Experience family-style Southern cooking served with hospitality.
Located on Wears Valley Rd.
USD20, 1.5 hours

2:30 PM

Visit the Pigeon Forge Snow

Enjoy indoor snow tubing or snow play in a unique atmosphere.
Located on the Parkway.
USD25, 2 hours

5:00 PM

Dinner at The Old Mill Pottery House Café

Relish a delightful meal surrounded by pottery creations.
Adjacent to The Old Mill.
USD20, 1.5 hours

7:30 PM

Evening at the Smoky Mountain Opry

Watch a variety show featuring music, dance, and comedy.
Located on the Parkway.
USD30, 2 hours
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Day 8: Gatlinburg Getaway

Gatlinburg, TN

8:00 AM

Breakfast at Pancake Pantry Gatlinburg

Indulge in delicious pancakes in a fun mountain-clad atmosphere.
Located on the Parkway.
USD15, 1 hour

9:30 AM

Visit the SkyLift Park

Take a ride on the chairlift for stunning views and walk across the SkyBridge.
Short ride to the park entrance.
USD25, 3 hours

12:30 PM

Lunch at The Cherokee Grill

Savor mountain cuisine featuring steaks and Southern dishes.
Located on the Parkway.
USD20, 1.5 hours

2:00 PM

Explore Ripley's Aquarium of the Smokies

Discover marine life and interactive exhibits in an engaging aquarium.
Head towards River Road.
USD30, 2 hours

5:00 PM

Dinner at The Melting Pot

Enjoy a unique dining experience with fondue-style meals.
Located near the city center.
USD50, 2 hours

7:30 PM

Gatlinburg Strip Stroll

Wander the bustling street filled with shops, attractions, and nightlife.
Access from the nearby parking areas.
Free, 1.5 hours
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Day 9: Downhill Relaxation

Gatlinburg, TN

8:00 AM

Breakfast at The Pancake Pantry Gatlinburg

Relish in more delicious pancakes to fuel your day.
Located on the Parkway.
USD15, 1 hour

9:30 AM

Nature Walk in Bear Park

Enjoy scenic hiking trails through gorgeous landscapes.
Head into the National Park.
Free, 3 hours

1:00 PM

Lunch at Wild Plum Tea Room

Savor gentle flavors in this cozy tea room with Southern delights.
Short ride from Bear Park.
USD25, 1.5 hours

3:00 PM

Visit Anakeesta

Explore this treetop walk, gardens, and zip lines in a magical setting.
Short ride to Anakeesta.
USD30, 3 hours

6:00 PM

Dinner at The Smoky Mountain Brewery

Relax with good food and craft beers in a warm atmosphere.
Located in Gatlinburg.
USD25, 1.5 hours

8:30 PM

Evening Bonfire

Enjoy an evening under the stars with s’mores and music.
Available at many lodge locations.
USD10, 1.5 hours
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Day 10: Knoxville Culture

Knoxville, TN

8:00 AM

Breakfast at First Watch

Indulge in fresh, seasonal dishes to start the day right.
Located downtown Knoxville.
USD15, 1 hour

9:30 AM

Visit the Knoxville Museum of Art

Delve into original art with a focus on local artists.
Located in the World's Fair Park.
Free, 2 hours

12:00 PM

Lunch at The Tomato Head

Savor pizza and sandwiches with locally sourced ingredients.
Located on Market Square.
USD15, 1.5 hours

2:00 PM

Explore Knoxville's Riverwalk

Leisurely stroll along the river while taking in the views.
Begin at Volunteer Landing.
Free, 2 hours

5:00 PM

Dinner at Crate 87 Kitchen

Enjoy an elevated dining experience with creative dishes.
Located on Gay Street.
USD30, 1.5 hours

7:30 PM

Visit the Knoxville Historic District

Discover the charm of old town Knoxville with shops and entertainment.
Head to Gay Street.
Free, 2 hours
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Day 11: Adventure in Knoxville

Knoxville, TN

8:00 AM

Breakfast at The Grub

Start your day with hearty breakfast plates in a cozy setting.
Located near downtown.
USD15, 1 hour

9:00 AM

Visit Ijams Nature Center

Enjoy hiking, rock climbing, and breathtaking river views.
Short ride from downtown.
Free, 3 hours

12:00 PM

Lunch at Stock & Barrel

Try gourmet burgers and local brews in a casual atmosphere.
Located in the Old City.
USD20, 1.5 hours

2:00 PM

Explore the Sunsphere

Visit the iconic 1982 World's Fair Site for panoramic city views.
Head to World's Fair Park.
USD10, 1 hour

4:00 PM

Taste testing at Knoxville's Sweetwater Distillery

Take part in a guided tour with tastings of local spirits.
Short ride to the distillery.
USD25, 2 hours

6:30 PM

Dinner at The Chop House

End the day with a fine dining experience featuring steaks and seafood.
Located on N. Shore Drive.
USD50, 2 hours

8:30 PM

Nightlife on Market Square

Experience the vibrant nightlife of downtown Knoxville.
Access via Market Square.
Free, 2 hours
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Day 12: Cookeville Exploration

Cookeville, TN

8:00 AM

Breakfast at The Filling Station

Enjoy a hearty breakfast with classic Southern flair.
Located on East Broad St.
USD15, 1 hour

9:00 AM

Visit Cummins Falls State Park

Hike to one of the most breathtaking waterfalls in Tennessee.
Short ride to the state park.
USD5, 3 hours

12:00 PM

Lunch at Old Town Pizzeria

Savor thin-crust pizza made with fresh ingredients.
Located on S. Willow Ave.
USD15, 1.5 hours

1:30 PM

Explore Downtown Cookeville

Wander local shops and galleries filled with unique finds.
Walk around the city center.
Free, 2 hours

4:00 PM

Visit Dogwood Park

Relax and enjoy peaceful surroundings in this lovely park.
Located near downtown.
Free, 1.5 hours

6:00 PM

Dinner at The Catch

Enjoy a seafood dinner with fresh catches from the Gulf.
Located on N. Washington Ave.
USD25, 1.5 hours

8:00 PM

Catch a show at Cookeville Performing Arts Center

Enjoy a performance showcasing local talent.
Located downtown.
USD15, 2 hours
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Day 13: Outdoor Activities in Cookeville

Cookeville, TN

8:00 AM

Breakfast at Chef’s Special Cafe

Indulge in omelets and other breakfast favorites.
Located on S. Jefferson Ave.
USD15, 1 hour

9:00 AM

Hike at Burgess Falls State Park

Explore the stunning waterfalls and lush scenery on hiking trails.
Short ride to the park.
USD5, 3 hours

1:00 PM

Lunch at The Diner on the Square

Enjoy homestyle food in a classic diner setting.
Walk from the park.
USD15, 1.5 hours

2:30 PM

Visit Local Wineries

Taste local wines and learn about the wine-making process.
Short ride to nearby wineries.
USD10, 2.5 hours

5:00 PM

Dinner at The Oak's Restaurant

Savor delicious Southern dishes in a warm atmosphere.
Located on N. Washington Ave.
USD25, 1.5 hours

7:30 PM

Visit the Cookeville Depot Museum

Explore local history and the elements of the state's railway system.
Located downtown.
USD10, 1.5 hours
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Day 14: Journey Back to Lebanon

Lebanon, TN

8:00 AM

Breakfast at El Rancho

Start your day with a hearty plate of breakfast burritos.
Located on East Main St.
USD15, 1 hour

9:30 AM

Ride Back to Lebanon

Enjoy the nostalgic ride back along scenic highways.
Return via U.S. 70.
Free, 2 hours

12:00 PM

Enjoy lunch at The Olive Garden

Relax and enjoy a meal of Italian cuisine for your final stop.
Located on West Main St.
USD20, 1.5 hours

2:00 PM

Visit Wilson County Museum

Discover the history and culture of Wilson County through fascinating exhibits.
Located in Lebanon.
USD10, 2 hours

5:00 PM

Dinner at The Fish House

End your adventure with some of the freshest seafood in the area.
Located near the lake.
USD25, 1.5 hours

7:00 PM

Evening Reflection at Don Fox Community Park

Spend your last evening reflecting on an unforgettable journey.
Access from N. Cumberland St.
Free, 2 hours
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