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Heart of Tennessee

Duration
5 nights
BASE PRICE
$2,098
LEVEL OF DIFFICULTY
Active
Book Tour
type
Supported
DISTANCE
22-35 miles/day

Overview

Follow the winding backroads of South Central Tennessee to adventure! The beauty of the countryside, the splendor of the seasons and the warmth of the people will charm you into staying longer.  

On our heart of Tennessee Tour you’ll enjoy slow travel, southern hospitality and charm, delicious southern meals, and a landscape rich in culture and natural beauty. 

As you stop in towns–many little more than hamlets–the local folk will welcome you with Southern hospitality and, when you leave, wish you a warm and hearty “Y’all come back!” And they’ll mean it.   

At each day’s end, gracious innkeepers will welcome you home, eager to share your lodging’s rich history. 

For much of the ride, you’ll see a Tennessee that looks much as it did in the late 18th century, when Scottish and Irish immigrants made their way west. Rolling hills draped with forests. Farms sprawling across the flatlands. Brooks and streams filtered by limestone ledges and often overflowing their banks, bringing fresh nutrients to the farmlands.

Highlights

Discover the very best of South Central Tennessee

Southern hospitality at family owned Bed and Breakfasts

True southern meal at Miss Mary Bobo's

Riding through a landscape rich in history and natural beauty

Visit Shelbyville - World Capital of the Tennessee Walking Horse and National Museum

Visit Lynchburg - Home to Jack Daniel's Distillery

Difficulty

Rolling hills, paved roads, rural setting

Itinerary

Day 1: Shelbyville (0 miles)

Arrive in Shelbyville, the Tennessee Walking Horse Capital of the World, located 50 southeast of Nashville. Rich in both cultural history and natural beauty, the town is known worldwide for the annual Tennessee Walking Horse National Celebration, a prestigious equestrian event dating back to 1939.  Located along the Duck River in southern Middle Tennessee, you can choose to fish or float, enjoy a long bike ride through the scenic countryside, ride a horse, enjoy one of their numerous festivals, or explore the historic downtown.

Lodging: Cinnamon Ridge B&B, a two-story colonial-style house situated in the heart of Tennessee Horse country

Cinnamon Ridge B&B

Day 2: Shelbyville to Lynchburg (25 miles)

Pedal your way through the Tennessee highlands towards Lynchburg, home to the famous Jack Daniels Distillery. Enjoy a true southern meal at Miss Mary Bobo’s and a distillery tour. Overnight accommodations one mile from downtown where you can explore shops, a winery and restaurants on your own in the evening.

Lodging: Tolley House B&B, a Greek Revival home and one of historic Lynchburg’s oldest antebellum homes,

Tip: add on a tour of the Jack Daniel's Distillery

Day 3: Lynchburg to Tullahoma/Normandy (22 miles)

Ride the open road through rolling hills along the Tennessee whiskey trail. Day 3 takes us past Tims Ford Lake into Tullahoma, a small but bustling town that has become a world leader in flight and engineering research. Enjoy coffee shops, breweries, distilleries, restaurants, and numerous lakes and state natural areas.

Lodging: Grand Lux Inn, a fully-remodeled 1905 home. The inn’s magnificent wrap-around porch is great for watching life in the downtown Historic District of Tullahoma.

Alternate Day 3 option: Opt for rustic and remote lodging between Wartrace, Shelbyville, and Tullahoma at the Ledford Mill Bed & Breakfast, an 1884 gristmill listed on the National Register of Historic Places. Rooms overlook woods, waterfalls and Shipman's Creek, which once drove the mill wheel. You won’t find WiFi or cell phone reception, but you will find a friendly resident cat!

Lodging: Ledford Mill B&B in Normandy

Miss Mary Bobo's

Day 4: Tullahoma/Normandy to Bell Buckle (23 miles)

Today we venture through Cascade Hollow towards the home of George Dickel Whiskey at the Cascade Hollow Distillery. We’ll enjoy a picnic lunch by the creek before making our way on back roads to Bell Buckle, a little town with big charm. You’ll find the epitome of “southern charm” here in the main square with antique stores, an old fashioned ice cream parlor, southern dinner and coffee shop all within walking distance of the B&B. We’ll also pass through Wartrace on this day which is home to the Tennessee Walking Horse National Museum here.

Lodging:Seasons B&B, just steps from the main square, owned and operated by “sisters and best friends” Anita Wade and Marie Pope, who promise to make you feel like family, too. 

Tip: Add on a tour/tasting at Cascade Hollow Distillery

Day 5 : Bell Buckle to Shelbyville (22 miles)

On our final day of riding, you’ll take our time riding back to Shelbyville where we started our journey. Depending on your selected departure date, you can opt for a visit to the newest distillery with the greatest history, Nearest Green Distillery, where legend has it this uncle taught Jack everything he needed to know about the craft of whiskey making. After a picnic lunch and a tour, we make our way back into Shelbyville to complete the Heart of Tennessee circuit. Enjoy one more night at Cinnamon Ridge B&B

 

Day 6: Depart

Breakfast included.

Add-on an extra night and do a loop ride. 

 

Tip: add on an extra night in any town to enjoy loop rides or rest days with time to explore tourist attractions or waterfall hikes.

Dates & Pricing

Dates:

Available daily upon request for group of 4 or more (subject to availability)

Pricing: 

$2,098 per person double occupancy

$450 single supplement

$325 e-bike rental

$175 hybrid bike rental

Inclusions

5 nights lodging

5 breakfasts

2 picnic lunches

Lunch at Miss Mary Bobo's

Support vehicle with driver and mechanic

Luggage transfers

Cultural and historical points of interest

Map
Gallery

Day 1: Shelbyville (0 miles)

Arrive in Shelbyville, the Tennessee Walking Horse Capital of the World, located 50 southeast of Nashville. Rich in both cultural history and natural beauty, the town is known worldwide for the annual Tennessee Walking Horse National Celebration, a prestigious equestrian event dating back to 1939.  Located along the Duck River in southern Middle Tennessee, you can choose to fish or float, enjoy a long bike ride through the scenic countryside, ride a horse, enjoy one of their numerous festivals, or explore the historic downtown.

Lodging: Cinnamon Ridge B&B, a two-story colonial-style house situated in the heart of Tennessee Horse country

Cinnamon Ridge B&B

Day 2: Shelbyville to Lynchburg (25 miles)

Pedal your way through the Tennessee highlands towards Lynchburg, home to the famous Jack Daniels Distillery. Enjoy a true southern meal at Miss Mary Bobo’s and a distillery tour. Overnight accommodations one mile from downtown where you can explore shops, a winery and restaurants on your own in the evening.

Lodging: Tolley House B&B, a Greek Revival home and one of historic Lynchburg’s oldest antebellum homes,

Tip: add on a tour of the Jack Daniel's Distillery

Day 3: Lynchburg to Tullahoma/Normandy (22 miles)

Ride the open road through rolling hills along the Tennessee whiskey trail. Day 3 takes us past Tims Ford Lake into Tullahoma, a small but bustling town that has become a world leader in flight and engineering research. Enjoy coffee shops, breweries, distilleries, restaurants, and numerous lakes and state natural areas.

Lodging: Grand Lux Inn, a fully-remodeled 1905 home. The inn’s magnificent wrap-around porch is great for watching life in the downtown Historic District of Tullahoma.

Alternate Day 3 option: Opt for rustic and remote lodging between Wartrace, Shelbyville, and Tullahoma at the Ledford Mill Bed & Breakfast, an 1884 gristmill listed on the National Register of Historic Places. Rooms overlook woods, waterfalls and Shipman's Creek, which once drove the mill wheel. You won’t find WiFi or cell phone reception, but you will find a friendly resident cat!

Lodging: Ledford Mill B&B in Normandy

Miss Mary Bobo's

Day 4: Tullahoma/Normandy to Bell Buckle (23 miles)

Today we venture through Cascade Hollow towards the home of George Dickel Whiskey at the Cascade Hollow Distillery. We’ll enjoy a picnic lunch by the creek before making our way on back roads to Bell Buckle, a little town with big charm. You’ll find the epitome of “southern charm” here in the main square with antique stores, an old fashioned ice cream parlor, southern dinner and coffee shop all within walking distance of the B&B. We’ll also pass through Wartrace on this day which is home to the Tennessee Walking Horse National Museum here.

Lodging:Seasons B&B, just steps from the main square, owned and operated by “sisters and best friends” Anita Wade and Marie Pope, who promise to make you feel like family, too. 

Tip: Add on a tour/tasting at Cascade Hollow Distillery

Day 5 : Bell Buckle to Shelbyville (22 miles)

On our final day of riding, you’ll take our time riding back to Shelbyville where we started our journey. Depending on your selected departure date, you can opt for a visit to the newest distillery with the greatest history, Nearest Green Distillery, where legend has it this uncle taught Jack everything he needed to know about the craft of whiskey making. After a picnic lunch and a tour, we make our way back into Shelbyville to complete the Heart of Tennessee circuit. Enjoy one more night at Cinnamon Ridge B&B

 

Day 6: Depart

Breakfast included.

Add-on an extra night and do a loop ride. 

 

Tip: add on an extra night in any town to enjoy loop rides or rest days with time to explore tourist attractions or waterfall hikes.

Discover the very best of South Central Tennessee

Southern hospitality at family owned Bed and Breakfasts

True southern meal at Miss Mary Bobo's

Riding through a landscape rich in history and natural beauty

Visit Shelbyville - World Capital of the Tennessee Walking Horse and National Museum

Visit Lynchburg - Home to Jack Daniel's Distillery

Rolling hills, paved roads, rural setting

Dates:

Available daily upon request for group of 4 or more (subject to availability)

Pricing: 

$2,098 per person double occupancy

$450 single supplement

$325 e-bike rental

$175 hybrid bike rental

5 nights lodging

5 breakfasts

2 picnic lunches

Lunch at Miss Mary Bobo's

Support vehicle with driver and mechanic

Luggage transfers

Cultural and historical points of interest

Maps are for reference only and may not be the actual routes used.
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