ToursDay-ToursShort EscapesWeek-Long ToursAboutRider Info
CONTACT US

Tennessee Three-River Circuit

Duration
6 nights
BASE PRICE
1,189
LEVEL OF DIFFICULTY
Active
Book Tour
type
Self-guided
DISTANCE
28 miles average

Overview

The Tennessee Overhill is a treasure trove of rivers, waterfalls, forested mountains, quiet backroads, sprawling farmland and rolling hills set against the backdrop of Cherokee National Forest. It’s a region where tradition and family still mean everything, and it’s the family-owned farms and vineyards that share this tour’s focus with the natural beauty.

You'll not just enjoy some of the finest cycling Tennessee has to offer. You'll also observe farmers who have a passion for a calling that has been in their families for generations.

The vineyards you can visit are more recent additions to the Overhill, but they follow a tradition that started in Tennessee well before the Civil War. In a state better known for its whiskey, wineries are slowly making quite a name for themselves--and you’ll taste why.  

Your lodging includes two nights each (with three optional rest days) in your own private mansion, a charming country inn, and a riverside estate

You can also stop at a Mennonite farmer’s market, where you will ride through their settlement and see their way of life and their focus on farming.

Note: This tour can be customized based on interests and preferences for ride duration and level of difficulty.

Highlights

  • Overnight in your own private mansion, a charming country inn, and a riverside estate 
  • Scenic backroads cycling
  • Visits and wine tastings possible at Silver Spring Winery, Morris Vineyard and Tsali Notch Vineyard
  • Views to the Cherokee National Forest
  • Hiwassee River Valley
  • Tellico River Gorge with Bald River Falls
  • Historic towns of Tellico Plains and Athens

Difficulty

Active

Level 3 of 4

The region is called "Overhill" for a reason--and we'll be cycling over countless hills. But few are long and fewer are steep. With the exception of a few brief areas with packed gravel or dirt (very walkable), the surface is entirely asphalt.

Itinerary

Day 1: Arrival in Athens, Athens to Calhoun (23 miles)
Morning arrival to leave your car where your tour will end, outside Ramble Creek Manor, a private mansion.

You start your tour riding along the Eureka Trail, a hard-packed gravel trail that follows the path of a former rail line connecting the communities of Athens and Englewood. In Athens, you can explore the historic town and stop for ice cream at Mayfield Dairy, where you can have a brief tour.

You continue to Silver Springs Winery, one of Tennessee’s newest wineries but one that has already established deep roots. You can couple a tour and a tasting with lunch in their Greek Taverna.

You continue across rolling farmland until you reach the Hiwassee River, which you follow on a remote road to your even more remote lodging at Hiwassee Acres, which sits on 225 acres of beautiful Tennessean countryside and borders the Hiwassee River. The tranquil setting is ideal for outdoor activities such as hiking, swimming, kayaking, geocaching, and more. Hiwassee Acres is ideal for anyone seeking to get away from the rush of life and experience the quietude of nature while still enjoying the pleasures of modern accommodations.

Your hosts, David and Kathi, treat each guest like family and consistently go out of their way to make Hiwassee Acres a retreat to remember. They can also provide prepared foods or fill your grocery list (your room has a full kitchen).

Lodging: Hiwassee Acres

Day 2: Calhoun to Morris Vineyard to Calhoun (38 miles)
Today's ride takes you back along the Hiwassee River to historic Calhoun and Charleston. If time permits, you can visit the Hiwassee River Heritage Center, the National Historic Trail of Tears Tribute, and historic Henegar House.

You then continue into the deeply rural Chatata Valley and make your way to family-run Morris Vineyard. Their simple motto: "We plant. We grow. We harvest. We make."

All wines are produced and bottled on location at their vineyard and winery. The Morris family has dedicated three generations to this craft and offer a variety of 19 different wines to choose from, ranging from sweet to dry. They also make their own jellies and offer local cheeses. also have U-Pick your own fruit, wine tastings, jellies, local cheeses… and the best view in town!

Return on a wide rolling loop through the Hiwassee River Valley

Lodging: Hiwassee Acres

Day 3: Calhoun to Tellico Plains (34 miles or 39 miles with out and back to Savannah Oaks Winery and Delano Community Farm Market)

After breakfast, you enter the Hiwassee River Valley and make your way to historic Tellico Plains. If you’d like, extend your ride five miles and visit the Delano Community Farm Market, a Mennonite market where you can load up on fruit and baked goods, and Savannah Oaks Winery, nestled in the foothills surrounding Starr Mountain, on the picturesque Savannah Farms, whose 11,000 acres include the winery's thriving vineyards. Enjoy a tasting in an 1861 cantilever barn that was built by 40 men in one day!

For example, if whiskey is more your cup of tea, a must-experience stop is the new Starr Mountain Distillery in historic Etowah. If you’re lucky, you’ll meet “Shine,” the chief distiller with an abundance of backwoods stories to tell.

Lodging: Trout Mountain Coffeehouse and Inn or Tellico Farmhouse Inn

Day 4: Tellico Plains Along Tellico River Road and Back (24-44 miles round trip)

Follow the Tellico River through a deep chasm on an asphalt forest service road deep into Cherokee National Forest. The first half is nearly entirely uphill, but it’s gradual--although it doesn’t feel so gradual on the sweeping downhill ride back. It’s an out and back, so you can turn around whenever you’d like. The full distance takes you almost to the North Carolina line. Whatever distance you ride, you’ll have the river as company the entire way as it tumbles down from the Smoky Mountains. An early highlight: Bald River Falls (12 miles) with an opportunity to hike. Turn around here, or continue to Green Cove Angler Store (7 miles) for snacks and a restroom break with an optional extension to the Tellico Trout Hatchery (1.5 miles) and further to the North Carolina State Line (3 miles). Return to Tellico Plains (22 miles from State Line)

Lodging: Trout Mountain Coffeehouse and Inn or Tellico Farmhouse Inn

Day 5: Tellico Plains-Tsali Notch-Athens

You leave Tellico Plains bound for Athens with a leisurely ride to Tsali Notch Vineyard, a 202-acre muscadine grape vineyard, for a wine-tasting. You end where you started: Ramble Creek Manor, a mansion  outside of Athens, Tennessee, where you can soak in the pool or hot tub or relax on the deck overlooking the lush hills of Cherokee National Forest. If you don't have a car, we can arrange for prepared meals or fill a grocery list for dinner and breakfast. Ramble Creek has a spacious kitchen and outside grill.

Lodging: Ramble Creek

Day 6: Athens to Englewood loop (36 miles)

This is one of our favorite rides, as it provides a sampling of the best of everything in this part of the Chattanooga region - farmland, woodland, hills, and creekside flats - all in a manageable 36-mile loop. It also has the perfect lunch stop at the Tellico Junction Cafe in downtown Englewood, a small town with a lot of country charm.

Lodging: Ramble Creek

Day 7:  Individual departure

Please note that most lodging is in remote locations without access to stores or restaurants. We will provide you with options for grocery lists (when there's a kitchen) or prepared meals we can arrange to deliver.

Dates & Pricing

Dates

Daily, subject to availability, for parties of 2 or more.

Pricing

Minimum 2 participants

Per person, double occupancy: $1,189

Single supplement (one person in a room): $638

Inclusions
  • 6 nights lodging
  • Detailed route information and online maps
  • Emergency hotline
  • 2 breakfasts
  • Luggage transfers
Map
Gallery
  • Overnight in your own private mansion, a charming country inn, and a riverside estate 
  • Scenic backroads cycling
  • Visits and wine tastings possible at Silver Spring Winery, Morris Vineyard and Tsali Notch Vineyard
  • Views to the Cherokee National Forest
  • Hiwassee River Valley
  • Tellico River Gorge with Bald River Falls
  • Historic towns of Tellico Plains and Athens

Active

Level 3 of 4

The region is called "Overhill" for a reason--and we'll be cycling over countless hills. But few are long and fewer are steep. With the exception of a few brief areas with packed gravel or dirt (very walkable), the surface is entirely asphalt.

Day 1: Arrival in Athens, Athens to Calhoun (23 miles)
Morning arrival to leave your car where your tour will end, outside Ramble Creek Manor, a private mansion.

You start your tour riding along the Eureka Trail, a hard-packed gravel trail that follows the path of a former rail line connecting the communities of Athens and Englewood. In Athens, you can explore the historic town and stop for ice cream at Mayfield Dairy, where you can have a brief tour.

You continue to Silver Springs Winery, one of Tennessee’s newest wineries but one that has already established deep roots. You can couple a tour and a tasting with lunch in their Greek Taverna.

You continue across rolling farmland until you reach the Hiwassee River, which you follow on a remote road to your even more remote lodging at Hiwassee Acres, which sits on 225 acres of beautiful Tennessean countryside and borders the Hiwassee River. The tranquil setting is ideal for outdoor activities such as hiking, swimming, kayaking, geocaching, and more. Hiwassee Acres is ideal for anyone seeking to get away from the rush of life and experience the quietude of nature while still enjoying the pleasures of modern accommodations.

Your hosts, David and Kathi, treat each guest like family and consistently go out of their way to make Hiwassee Acres a retreat to remember. They can also provide prepared foods or fill your grocery list (your room has a full kitchen).

Lodging: Hiwassee Acres

Day 2: Calhoun to Morris Vineyard to Calhoun (38 miles)
Today's ride takes you back along the Hiwassee River to historic Calhoun and Charleston. If time permits, you can visit the Hiwassee River Heritage Center, the National Historic Trail of Tears Tribute, and historic Henegar House.

You then continue into the deeply rural Chatata Valley and make your way to family-run Morris Vineyard. Their simple motto: "We plant. We grow. We harvest. We make."

All wines are produced and bottled on location at their vineyard and winery. The Morris family has dedicated three generations to this craft and offer a variety of 19 different wines to choose from, ranging from sweet to dry. They also make their own jellies and offer local cheeses. also have U-Pick your own fruit, wine tastings, jellies, local cheeses… and the best view in town!

Return on a wide rolling loop through the Hiwassee River Valley

Lodging: Hiwassee Acres

Day 3: Calhoun to Tellico Plains (34 miles or 39 miles with out and back to Savannah Oaks Winery and Delano Community Farm Market)

After breakfast, you enter the Hiwassee River Valley and make your way to historic Tellico Plains. If you’d like, extend your ride five miles and visit the Delano Community Farm Market, a Mennonite market where you can load up on fruit and baked goods, and Savannah Oaks Winery, nestled in the foothills surrounding Starr Mountain, on the picturesque Savannah Farms, whose 11,000 acres include the winery's thriving vineyards. Enjoy a tasting in an 1861 cantilever barn that was built by 40 men in one day!

For example, if whiskey is more your cup of tea, a must-experience stop is the new Starr Mountain Distillery in historic Etowah. If you’re lucky, you’ll meet “Shine,” the chief distiller with an abundance of backwoods stories to tell.

Lodging: Trout Mountain Coffeehouse and Inn or Tellico Farmhouse Inn

Day 4: Tellico Plains Along Tellico River Road and Back (24-44 miles round trip)

Follow the Tellico River through a deep chasm on an asphalt forest service road deep into Cherokee National Forest. The first half is nearly entirely uphill, but it’s gradual--although it doesn’t feel so gradual on the sweeping downhill ride back. It’s an out and back, so you can turn around whenever you’d like. The full distance takes you almost to the North Carolina line. Whatever distance you ride, you’ll have the river as company the entire way as it tumbles down from the Smoky Mountains. An early highlight: Bald River Falls (12 miles) with an opportunity to hike. Turn around here, or continue to Green Cove Angler Store (7 miles) for snacks and a restroom break with an optional extension to the Tellico Trout Hatchery (1.5 miles) and further to the North Carolina State Line (3 miles). Return to Tellico Plains (22 miles from State Line)

Lodging: Trout Mountain Coffeehouse and Inn or Tellico Farmhouse Inn

Day 5: Tellico Plains-Tsali Notch-Athens

You leave Tellico Plains bound for Athens with a leisurely ride to Tsali Notch Vineyard, a 202-acre muscadine grape vineyard, for a wine-tasting. You end where you started: Ramble Creek Manor, a mansion  outside of Athens, Tennessee, where you can soak in the pool or hot tub or relax on the deck overlooking the lush hills of Cherokee National Forest. If you don't have a car, we can arrange for prepared meals or fill a grocery list for dinner and breakfast. Ramble Creek has a spacious kitchen and outside grill.

Lodging: Ramble Creek

Day 6: Athens to Englewood loop (36 miles)

This is one of our favorite rides, as it provides a sampling of the best of everything in this part of the Chattanooga region - farmland, woodland, hills, and creekside flats - all in a manageable 36-mile loop. It also has the perfect lunch stop at the Tellico Junction Cafe in downtown Englewood, a small town with a lot of country charm.

Lodging: Ramble Creek

Day 7:  Individual departure

Please note that most lodging is in remote locations without access to stores or restaurants. We will provide you with options for grocery lists (when there's a kitchen) or prepared meals we can arrange to deliver.

Dates

Daily, subject to availability, for parties of 2 or more.

Pricing

Minimum 2 participants

Per person, double occupancy: $1,189

Single supplement (one person in a room): $638

  • 6 nights lodging
  • Detailed route information and online maps
  • Emergency hotline
  • 2 breakfasts
  • Luggage transfers
Maps are for reference only and may not be the actual routes used.
No items found.
Book Now

We Also Recommend

Active
Guided
Week-Long Tours
Athens to Savannah Bicycle Tour
distance
38-62 miles/day
duration
7 nights
price
$1,979-2,897
Explore Southern backroads and hidden gems with local guides who share history and stories.
Enthusiast
Self-guided
Week-Long Tours
Wine and Bike in the Tennessee Overhill (Mansion-Based)
distance
39 miles average (maximum 54 miles)
duration
5 nights
price
$1,987
Experience the region's farms, rivers, woodlands and vineyards and enjoy the wines and farm-to-table dining
Recreational
Self-guided
Short Escapes
Tennessee Overhill Farm and Bike Escape
distance
Varies
duration
3 nights
price
Starting at $785
Explore the scenic Hiwassee, Tellico and Ocoee River Valleys from your home base on a farm

Questions? Drop us a line.

CONTACT US