Tennessee Off-the-Beaten-Path Road Trip Itinerary
Tennessee’s backroads beckon with hidden gems that rival its famous music cities and Smoky Mountains. This road trip itinerary takes you through charming small towns, pristine natural areas, and quirky attractions, all while prioritizing sustainable travel. Spanning 7–10 days and roughly 600 miles, the route zigzags from Northeast Tennessee to the Cumberland Plateau, offering intimate experiences for couples or adventurers. Expect historic villages, waterfalls, local eateries, and eco-friendly stays that support communities and preserve the Volunteer State’s beauty.
Day 1–2: Jonesborough – The Storytelling Capital
Distance from Start: 0 miles (starting point, accessible via Tri-Cities Airport)
Why Visit: Jonesborough, Tennessee’s oldest town, exudes historic charm with its brick-lined Main Street and vibrant storytelling tradition. As the home of the International Storytelling Center, it’s perfect for couples who love immersive cultural experiences.
Sustainability Spotlight: Jonesborough promotes low-impact tourism through its walkable downtown and annual festivals that support local artisans. Many businesses use locally sourced materials, and the town encourages cycling with bike-friendly paths.
Romantic & Offbeat Activities
- Storytelling Festival (October): Attend a live storytelling session or visit the International Storytelling Center for year-round exhibits on Appalachian oral traditions.
- Chester Inn Museum: Stroll through this 1797 inn, where history whispers through creaky floors and antique furnishings.
- Margarette Falls Hike: Drive 30 minutes to Cherokee National Forest for a 2.8-mile round-trip hike to a 60-foot cascade, ideal for a romantic picnic.
- Dinner at The Black Olive: Savor farm-to-table Italian dishes in a cozy setting, with ingredients sourced from nearby farms.
Where to Stay
Eureka Inn: A historic B&B with eco-conscious practices like energy-efficient lighting and locally sourced breakfasts. Its wraparound porch is perfect for evening chats.
Sustainability Tip: Walk or bike to downtown attractions to reduce your carbon footprint.
Day 3: Rugby – A Victorian Time Capsule
Distance from Jonesborough: 150 miles (2.5 hours via I-40 W and TN-52)
Why Visit: Rugby, a restored 1880s British utopian village, feels like stepping into a Jane Austen novel. Its Victorian architecture and serene setting in the Big South Fork National River and Recreation Area make it a romantic escape.
Sustainability Spotlight: The Rugby Restoration Association preserves historic buildings using sustainable materials and supports reforestation in the surrounding 125,000-acre park. Local cafes source organic produce from regional farms.
Romantic & Offbeat Activities
- Uffington House Tour: Explore this preserved Victorian home, complete with period furniture and tales of Rugby’s utopian dream.
- Harrow Road Café: Share a traditional British afternoon tea with scones and local jams, served in a quaint dining room.
- Gentleman’s Swimming Hole: Hike a short trail in Big South Fork to this secluded swimming spot for a refreshing dip.
- Stargazing: Rugby’s low light pollution makes it ideal for a romantic night under the stars—bring a blanket!
Where to Stay
Newbury House at Historic Rugby: Stay in a Victorian-era cottage with solar-heated water and organic linens. The property supports local conservation efforts.
Sustainability Tip: Opt for guided hikes with local experts to learn about the area’s ecology without disturbing wildlife.
Day 4–5: Monterey & Cookeville – Creative Revival
Distance from Rugby: 60 miles (1 hour via TN-52 and US-70)
Why Visit: Monterey and Cookeville, in the Upper Cumberland Plateau, are small towns experiencing a creative renaissance. Monterey’s historic charm and Cookeville’s vibrant arts scene offer a blend of relaxation and culture.
Sustainability Spotlight: Both towns support eco-tourism through farmers’ markets, renewable energy initiatives, and trail systems that encourage hiking and biking. Cookeville’s “Certified Sustainable” businesses prioritize zero-waste practices.
Romantic & Offbeat Activities
- Monterey Depot Museum: Discover the town’s railroad history in a lovingly restored depot, with exhibits on its mining past.
- Bee Rock Overlook: Hike a 1-mile trail in Monterey for panoramic views of the Calfkiller River Valley, perfect for a sunrise proposal.
- Cookeville Art Walk: Wander downtown Cookeville’s murals and galleries, pausing at Cream City Ice Cream for organic scoops.
- Cummins Falls State Park: Drive 15 minutes from Cookeville for a 3-mile round-trip hike to a 75-foot waterfall, where you can swim in the gorge (permit required).
Where to Stay
Garden Inn Bed & Breakfast (Cookeville): An eco-friendly inn with geothermal heating and organic gardens. Its private suites overlook rolling hills.
Sustainability Tip: Shop at Monterey’s farmers’ market for picnic supplies, supporting local growers and reducing packaging waste.
Day 6: Bell Buckle – Quirky Southern Charm
Distance from Cookeville: 80 miles (1.5 hours via I-40 W and TN-269)
Why Visit: Bell Buckle, a tiny town of 500, bursts with Victorian charm and quirky festivals. Its walkable downtown, lined with antique shops and cafes, is ideal for a leisurely day.
Sustainability Spotlight: Bell Buckle’s community-driven tourism supports local artisans, and its festivals use compostable materials. The town’s low-traffic streets encourage walking, minimizing emissions.
Romantic & Offbeat Activities
- Bell Buckle Café: Share a plate of Southern comfort food, like fried catfish and cornbread, followed by homemade peach cobbler.
- Webb School Arts & Crafts Festival (October): Browse handmade jewelry and pottery, perfect for unique souvenirs.
- Bell Buckle Railroad Station: Visit this historic depot-turned-community space for a dose of nostalgia.
- MoonPies & RC Cola: Stop by a general store for this iconic Southern snack combo, a fun road trip treat.
Where to Stay
The Barn at Drew (nearby Shelbyville): A rustic-chic guesthouse with solar panels and rainwater harvesting, 15 minutes from Bell Buckle.
Sustainability Tip: Bring reusable water bottles and shop at local stores to avoid single-use plastics.
Day 7–8: Lynchburg & Hohenwald – Whiskey and Wildlife
Distance from Bell Buckle: 50 miles to Lynchburg (1 hour via US-231 S); 60 miles to Hohenwald (1.5 hours via US-412 W)
Why Visit: Lynchburg, home of Jack Daniel’s Distillery, offers a boozy twist on romance, while Hohenwald’s Elephant Sanctuary and natural beauty captivate animal lovers.
Sustainability Spotlight: Lynchburg’s distillery recycles water and uses sustainable grains, while Hohenwald’s Elephant Sanctuary prioritizes animal welfare and educates visitors on conservation. Both towns support local economies through small businesses.
Romantic & Offbeat Activities
- Jack Daniel’s Distillery Tour: Take the “Angel’s Share” tour in Lynchburg for whiskey tastings and behind-the-scenes stories.
- Miss Mary Bobo’s Boarding House: Enjoy a family-style Southern meal in Lynchburg, served in a historic 1860s home.
- Elephant Sanctuary (Hohenwald): Book a guided tour to learn about retired circus elephants in a 2,700-acre refuge (no direct animal contact).
- Natchez Trace State Park: Hike or kayak in Hohenwald’s park, with 40 miles of trails and serene lakes for sunset paddling.
Where to Stay
Lynchburg Country Inn: A cozy motel with energy-efficient appliances, walking distance to the distillery.
The Farmhouse at Hohenwald: A sustainable guesthouse with organic breakfasts, near the sanctuary.
Sustainability Tip: Carpool or use a fuel-efficient vehicle for the short drives between these towns to reduce emissions.
Day 9–10: Crossville & Ozone Falls – Nature’s Finale
Distance from Hohenwald: 130 miles (2.5 hours via US-412 E and I-40 E)
Why Visit: Crossville, the “Golf Capital of Tennessee,” surprises with its outdoor adventures and quirky history, while nearby Ozone Falls is a stunning natural gem.
Sustainability Spotlight: Crossville’s state parks promote low-impact recreation, and local lodges use renewable energy. The area’s trails are maintained to prevent erosion, preserving the Cumberland Plateau’s ecosystems.
Romantic & Offbeat Activities
- Ozone Falls: Hike a 0.3-mile trail to this 110-foot waterfall, where a turquoise splash pool invites a refreshing swim.
- Cumberland Mountain State Park: Rent a canoe for a romantic paddle on Byrd Lake or hike the 7-mile Pioneer Loop Trail.
- Minister’s Tree House (Closed): Drive by this former 97-foot treehouse in Crossville, a roadside curiosity visible from Beehive Lane (no entry due to safety concerns).
- Stonehaus Winery: End your trip with a complimentary wine tasting, featuring locally grown muscadine wines.
Where to Stay
Black Mountain Lodge (Crossville): An eco-lodge with solar power and farm-to-table dining, nestled in the woods.
Sustainability Tip: Pack out all trash from hikes and use reusable containers for winery picnics.
Practical Tips for a Sustainable Road Trip
- Best Time to Go: Spring (April–June) or fall (September–November) for mild weather and vibrant foliage.
- Car Rental: Choose a hybrid or electric vehicle from Tri-Cities Airport for better fuel efficiency.
- Packing: Bring reusable water bottles, cloth napkins, and a cooler for local market finds.
- Route Planning: Use Tennessee’s “Discover Tennessee Trails & Byways” brown signs for scenic routes like the “Promised Land” or “Screaming Eagle” trails.
- Budget: Expect $100–$150/day per person for lodging, food, and activities, with free hikes and low-cost attractions keeping costs down.
- Connectivity: Rural areas may have spotty cell service; download offline maps via apps like Gaia GPS.
- Support Local: Dine at farm-to-table restaurants and shop at farmers’ markets to boost small-town economies.
Conclusion
This off-the-beaten-path Tennessee road trip weaves through historic hamlets, cascading waterfalls, and creative communities, offering a refreshing alternative to the state’s tourist-heavy destinations. From Jonesborough’s storytelling to Ozone Falls’ turquoise pools, each stop invites couples to connect with each other and the land. By choosing eco-friendly lodges, supporting local businesses, and treading lightly, you’ll leave Tennessee’s backroads as pristine as you found them. Pack your bags, crank up a bluegrass playlist, and hit the open road for an adventure that’s as sustainable as it is unforgettable.