A lone hiker sits at the edge of a cliff over a vast wooded and mountain valley.

Open Skies & MoonPies: Explore the Pie in the Sky Trail

The Pie in the Sky driving route is filled with historical stops, local museums and charming town squares.

Amanda Burton

Chattanooga is the jumping off point for the Pie in the Sky adventure through the peaks and valleys of Southeast Tennessee. Explore the beauty of underground caverns and make your way along the Tennessee River that weaves its way through the region. Grab a MoonPie at the MoonPie General Store in Chattanooga, then head out to these stops.

Explore the Arts and the Iconic Adventure on the Pie in the Sky Trail

Stop 1 of 1

Lookout Winery - Guild

Pizza, white wine and a view of the Tennessee River and surrounding mountains
Views, pizza and wine. Doesn't get much better.
Photo Credit: Lookout Winery/Pizzaria

Look Out Winery & Wood Oven Pizza in Guild provides a picturesque view near Chattanooga. Grab a seat on the patio to enjoy this winery with exceptional views while enjoying a wine tasting expertly paired with gourmet, Neapolitan-style pizzas. Look Out Winery's wines are created as natural as possible with family techniques handed down over generations.

Stop 1 of 1

Lodge Museum of Cast Iron & Factory Store - South Pittsburg

Lodge Cast Iron in South Pittsburg

The Lodge Museum of Cast Iron celebrates cast iron's past, present, and future. It explores its making, cultural significance, and the history of Lodge, America's original cast iron manufacturer. Snap a photo in front of the World's Largest Cast Iron Skillet while you visit.

Stop 1 of 1

Mountain Goat Market - Monteagle

Pepperoni pizza at Mountain Goat Market in Monteagle, TN
Have a slice or homemade sandwich.
Photo Credit: Andrew Saucier

The funky artistic renditions of goats participating in various forms of goat merriment that adorn the building’s exterior will be what draws you in to the Mountain Goat Market first. But it’s the food that’ll keep you coming back. They’ve got breakfast, an espresso bar, artisanal sandwiches, desserts and even awesome pizzas.

Stop 1 of 1

The Sewanee Inn - Sewanee

The Sewanee Inn and surrounding locations.

Overnight on the Trail by enjoying a relaxing vacation stay at The Sewanee Inn, perched near the Cumberland Plateau. Gothic architecture rises to meet you with Southern hospitality, scenic beauty and sumptuous rooms. Enjoy Shakerag, the onsite restaurant and lounge or Green's View Grill for bar fare after a round on the golf course. 

Stop 1 of 1

The Caverns - Pelham

Fossil ceilings, limestone walls,  The music starts when evening falls, Ancient rock echoes modern sounds, In the cool, dark underground. Written about The Caverns in Pelham, Tennessee.
The Caverns in Pelham, Tennessee
Photo Credit: Journal Communications Inc / Michael Weintrob

The Caverns is world renowned and hosts live music from country to EDM in The Caverns' subterranean music venue. Enjoy prehistoric natural acoustics for "The Greatest Show Under the Earth." During the day, enjoy a guided cave tour that lead you through two caves. Book the Big Room Adventure Cave Tour for two hours of caving to discover salamanders and fascinating cave formations like drapery and crystals. The Tombstone Pass Adventure Cave Tour is the ultimate caving adventure, full of mud and discovery of an underground river.

Stop 1 of 1

Dutch Maid Bakery - Tracy City

Grab a loaf of banana nut bread from Tennessee's oldest bakery, Dutch Maid Bakery in Tracy City to start your day the right way.
Photo Credit: @ellie_vates

Tennessee's oldest, family-owned bakery is Dutch Maid Bakery in Tracy City. They use the same mixers, ovens and recipes that John Baggenstoss, the founder of Dutch Maid in 1902, used 100 years ago. Stock up on warm homemade and salt-rise bread, fried pies, giant M&M cookies and decorated cakes with flavors like chocolate, key lime, white chocolate and pineapple. Stop into the cafe Monday, Wednesday-Saturday for delicious sandwiches, fresh salads and delicious bakery items.

Stop 1 of 1

Stone Door at Savage Gulf State Park - Beersheba Springs

A lone hiker sits at the edge of a cliff over a vast wooded and mountain valley.
Stone Door in Savage Gulf State Park

Stretch your legs in the expansive 19,000-acre Savage Gulf State Park, featuring 60 miles of hiking to remarkable vistas, waterfalls and the Great Stone Door, a stunning cliff line overlooking the Savage Gulf. The name comes from a top-to-bottom crack in the cliff that resembles a door left ajar.

Stop 1 of 1

Cumberland County Playhouse - Crossville

Cumberland County Playhouse in Crossville, TN
Cumberland County Playhouse in Crossville, TN

The highly acclaimed Cumberland County Playhouse is one of the largest professional theater companies in rural America. Plan your road trip to coincide with one of the many Broadway shows hosted at the Playhouse like The Addams Family and Les Miserables or one of the live music performances like Eaglemania and Riley Clemmons.

Stop 1 of 1

Scopes Trial Museum - Dayton

Scopes Trial Museum & Rhea County Courthouse in Dayton, Tennessee.

Visit the historic 1891 Rhea County Courthouse and the Scopes Trial Museum to learn more about the watershed event, as well as the county’s history. The Scopes Trial became the trial of the century in 1925 whch was a clash about teaching evolution in public schools. The courtroom was electryfing, introducing the legendary three-time presidential candidate William Jennings Bryan, John T. Scopes and Clarence Darrow, a renowned defense attorney.

Stop 1 of 1

Children's Holocaust Memorial - Whitwell

The Children's Holocaust Memorial in Whitwell, Tennessee.

The Children's Holocaust Museum was born from a 1998 Whitwell Middle School eight-grade study of the Holocaust. After some research, the students discovered Joseph Valler, a Norwegian Jew credited for inventing the paperclip. Norwegians wore paperclips on their lapels as a silent project against Nazi occupation in WWII. Students began bringing in paper clips and wrote letters to famous people asking for paperclips and their responses. Over 30,000 letters and over 30 million paperclips have been sent to the middle school. The memorial has 11 million paperclips houses in an authentic German transport car, honoring the lives of all people who were murdered by the Nazis. An additional 11 million paperclips are included in a monument honoring the children of the Holocaust. Read the letters, documents, books and see artifacts displayed in the Children's Holocaust Memorial Artifact Library. Guided tours can be booked a week in advance and are $2 per person.