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A Weekend Trip


A Weekend Getaway in Cumberland Gap: Where History and Adventure Await 

Cumberland Gap, a quaint town nestled amidst rolling hills and rich history, beckons travelers seeking a weekend escape. Whether you’re drawn by its historical significance, outdoor adventures, or charming local culture, Cumberland Gap promises a memorable experience from Friday evening to Sunday afternoon. Here’s a detailed itinerary to make the most of your visit:

Friday Evening: Arrival and Local Discoveries

Start your weekend getaway by checking into one of Cumberland Gap’s cozy accommodations. Many places offer early check-ins if requested, ensuring you can settle in and unwind right away.

Explore Local History and Charm

After settling in, head over to The Little Congress Bicycle Museum. Here, you can delve into the town’s past while picking up a handy town map to guide your explorations.

Evening Stroll on the Boone Greenway

Take a leisurely walk along the Boone Greenway, soaking in the tranquil evening ambiance and perhaps spotting local wildlife amidst the lush greenery.

Dining and Nightlife

As night falls, indulge in a delicious dinner at one of Cumberland Gap’s many dining options. Whether you’re craving Southern comfort food, international cuisine, or a casual bite, the town offers plenty to satisfy every palate. Save room for dessert or a nightcap to cap off your evening.

Ghost Tour and Local Delights

For those intrigued by the paranormal, plan ahead and book a ghost tour—a spine-tingling experience that adds an extra layer of excitement to your night in Cumberland Gap. Before calling it a night, unwind at Buerkau Park, where the gentle sounds of the creek provide the perfect backdrop for relaxation.

Saturday: Outdoor Adventures and Local Finds

Morning Energies

Start your Saturday with a hearty breakfast, either at your lodging or at local favorites like Gap Creek Coffee or The Juice Spot.

Gear Up for Outdoor Fun

Prepare for a day of outdoor adventure by grabbing a to-go meal from one of Cumberland Gap’s eateries. With trails catering to all levels of hikers, you’re sure to find one that suits your pace. Remember to capture the scenic beauty with plenty of photos to share and tag your experience.

Local Gems and Shopping

After your hike, swing by Gertie’s Commissary, where WolfWell began, and explore its unique offerings. For lunch, consider dining at Angelo’s, Nineteen19, or returning to Gap Creek Coffee for a satisfying meal.

Shopping and Local Art

Visit The Nutty Squirrel Trading Post for souvenirs or the Iron Furnace Tattoo Company for a more permanent memento. Need a grooming session? Singler’s Barber Shop on Brooklyn is a local favorite.

Explore Local Culture

Stay at 522 Colwyn, a charming VRBO in a historic 1928 Oklahoma Kit Home with Festival Park just across the street. Browse local art at The Artist Co-Op and don’t miss Hillfolk! at the back. Wander further to Whistle Stop Antiques and The Frame Shop, where Steve can help you frame a favorite photo or pick up a piece of local art.

Historical Exploration

Venture to the Iron Furnace at Cumberland Gap National Park, a short walk from the Olde Mill Inn Bed and Breakfast, to delve into the region’s industrial past and natural beauty.

Evening Indulgences

Dinner offers another chance to savor the diverse culinary scene in Cumberland Gap. Whether you opt for a tasting round or settle on a single eatery, you’ll leave satisfied and full of local flavors.

Sunday: Relaxation and Departure

Lazy Morning

On your final day, treat yourself to a well-deserved lie-in. Enjoy a leisurely breakfast before packing up for your departure.

Cultural Stops and Last-Minute Shopping

Before leaving town, visit The Olde Church in Cumberland Gap for a memorable photo op. Take a final stroll to pick up any last-minute souvenirs or gifts you may have overlooked.

Departure and Beyond

As you bid farewell to Cumberland Gap, consider a stop at the Abraham Lincoln Library and Museum on the campus of Lincoln Memorial University, where history buffs can explore artifacts and stories of one of America’s greatest presidents—just remember not to rub Abe’s nose!

Safe Travels and Future Plans

Whether you’re headed to nearby state parks in Kentucky, Tennessee, or Virginia, Cumberland Gap wishes you safe travels. We look forward to welcoming you back soon for more adventures and discoveries.

Plan Your Visit Today

In conclusion, Cumberland Gap offers a perfect blend of history, outdoor activities, and local charm for a weekend getaway. Plan your visit soon to experience all that this hidden gem has to offer. From scenic trails to cultural hotspots and delightful dining, Cumberland Gap awaits your exploration. See y’all soon!