5 Day Tiny Town Road Trip from St. Augustine to Denver: Quaint Stops & Scenic Drives

Day 1: Historic Charm

St. Augustine, Florida to Blue Ridge, Georgia on July 24, 2025

8:00am

Breakfast at The Blue Hen Café

Enjoy hearty Southern breakfast staples in Historic St. Augustine to fuel the start of your road trip.
USD15, 1h0m

9:30am

Depart St. Augustine

Begin your drive northwest toward Blue Ridge, Georgia, enjoying scenic views along the way.
USD0, 6h0m

3:30pm

Explore Blue Ridge, GA

Discover this charming mountain town’s quaint downtown filled with shops, art galleries, and the famous Blue Ridge Scenic Railway (check schedule for tours).
USD0 - USD40, 2h30m

6:00pm

Dinner at Harvest on Main

Dine on locally sourced American cuisine featuring seasonal ingredients in a cozy setting.
USD30, 1h30m
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Day 2: Mountain Village

Blue Ridge, Georgia to Tellico Plains, Tennessee on July 25, 2025

8:00am

Breakfast at Sweetland Restaurant

Savor home-style breakfast favorites at this local Blue Ridge spot to start the day.
USD12, 1h0m

9:30am

Drive to Tellico Plains, TN

Travel northwest through scenic countryside toward this quaint gateway to the Cherokee National Forest.
USD0, 3h0m

12:30pm

Lunch at The Tellico Grains Bakery & Brew

Grab fresh sandwiches and baked goods along with a cold local brew.
USD18, 1h0m

2:00pm

Outdoor Adventure at Cherohala Skyway

Enjoy an afternoon scenic drive and short hikes along the Cherohala Skyway offering breathtaking mountain views.
USD0, 3h0m

6:00pm

Dinner at The Angry Bear

Experience rustic fine dining that emphasizes local ingredients and Southern flavors.
USD35, 1h30m
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Day 3: Rustic Beauty

Tellico Plains, Tennessee to Eureka Springs, Arkansas on July 26, 2025

7:30am

Breakfast at Grandpa’s Place Diner

Classic diner fare in a friendly atmosphere to prepare for a longer driving day.
USD10, 1h0m

8:30am

Drive to Eureka Springs, AR

Set out westward across Tennessee and into Arkansas, soaking in picturesque small towns en route.
USD0, 6h30m

3:00pm

Explore Historic Downtown Eureka Springs

Wander this Victorian-style town’s winding streets featuring unique boutiques, art galleries, and historic architecture.
USD0, 2h0m

5:30pm

Dinner at Local Flavor Café

Enjoy eclectic American dishes prepared with fresh local ingredients in an intimate setting.
USD25, 1h30m
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Day 4: Quaint & Cultural

Eureka Springs, Arkansas to Medicine Park, Oklahoma on July 27, 2025

8:00am

Breakfast at Mud Street Cafe

Relish hearty farm-to-table breakfast specialties in a cozy downtown spot.
USD15, 1h0m

9:30am

Drive to Medicine Park, OK

Journey west to this picturesque cobblestone village nestled near Wichita Mountains Wildlife Refuge.
USD0, 5h0m

2:30pm

Explore Medicine Park

Stroll the unique streets, enjoy local shops and galleries, or visit the nearby wildlife refuge for short hikes and nature viewing.
USD0-USD10, 3h0m

6:00pm

Dinner at Belle Isle Restaurant

Dive into homestyle American comfort food with an inviting atmosphere.
USD20, 1h30m
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Day 5: Mountain Gateway

Medicine Park, Oklahoma to Denver, Colorado on July 28, 2025

7:00am

Breakfast at a local café

Simple and quick country-style breakfast to start the final leg of the drive.
USD10, 1h0m

8:00am

Drive to Denver, CO

Make your way northwest across the plains and foothills to Denver, arriving in the early afternoon.
USD0, 8h0m

4:00pm

Relax in Denver’s LoDo Historic District

Explore the revitalized Lower Downtown area with its boutique shops, historic architecture, and street art.
USD0, 2h0m

6:30pm

Dinner at Mercantile Dining & Provision

Savor an upscale farm-to-table dinner featuring seasonal ingredients in an elegant setting within Denver’s Union Station.
USD40, 1h30m
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