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Explore the history and scenery of Appalachias original gateway to the West.
Theres something magnetizing about the Cumberland Gap.
Pinnacles Overlook offers a beautiful view of the town of Cumberland Gap.Credit:Korrin Bishop
This geologic formation involves a deep notch, or gap, in the otherwise continuous ridgeline of Cumberland Mountain.
It later became a strategic outpost for both Union and Confederate troops during the Civil War.
Deep green mountainscapes hug thepark-like townin a 360-degree embrace.
Cumberland Gap is filled with unique, historic lodging options like The Olde Mill Inn Bed & Breakfast.Credit:Korrin Bishop
When you arrive in Cumberland Gap, expect to hear gentle music wafting over from anearby porch.
The town also offers several convenient, peaceful, short-term rentals throughAirbnbor Vrbo.
Youll find two unique options on Colwyn Avenue, the main street through Cumberland Gaps historic downtown.
Dining options in Cumberland Gap are made for lingering, like on the porch of Gap Creek Coffee House & Cafe.Credit:Korrin Bishop
you might also grab homemade wraps or salads to-go for a picnic later on.
This understated dining nook sits in the shade of a towering mulberry tree.
For a laid-back dinner with friends, plan for a night atAngelos in the Gap.
You can hike to the historic Cumberland Gap by taking the Wilderness Trail from town.Credit:Korrin Bishop
Youll find all your Italian favorites, from fettuccine alfredo and meat lasagna to calzones and pizza.
Ample seating inside and on the patio makes this an excellent spot for groups.
Nineteen19 Grill & Baroffers diverse lunch and dinner menus in an approachable, yet elegant atmosphere.
Shop for local arts and crafts at the Cumberland Gap Artists Co-op.Credit:Korrin Bishop
Its perfect for a romantic date night, family get-together, or celebratory gathering of friends.
A visit to Cumberland Gap truly puts thenational parkin your backyard.
Descend Tri-State Point the same way you came up.
The Olde Church is one of several lovingly restored historic buildings in Cumberland Gap.Credit:Korrin Bishop
When you reach the historic Cumberland Gap, turn right on the Wilderness Trail.
If you turn right in this parking area, youll find a long boardwalk back into town.
Thishiking loopis about three miles and offers scenery, history, and fresh air to start your day.
Outdoor movies are a summer and fall favorite in Cumberland Gap’s Berkau Park.Credit:Korrin Bishop
Use it to eye good porches for your post-hike refreshment.
Stop by for an education on the areas healing diversity of plants.
Meanwhile,antiquers will lovethe towns two vintage shops:Whistle Stop AntiquesandGertie’s Commissary.
The latter is located in Cumberland Gaps historic depot.
The nearbyCumberland Gap Artists Co-opis another must-stop for Appalachian arts and crafts.
Youll find everything from felted portraits and watercolor landscapes to handmade jewelry andhomemade preserves.
Stop to enjoy the swings out front before looping back to town pastThe Olde Church Events Center.
The moment Tammy arrived in Cumberland Gap, she said she felt at home.
The space also offers lodging perfect for wedding parties,family reunions, or other groups.
Finish your loop of town with a couple of its newer additions.
TheLittle Congress Bicycle Museumis a quirky, hole-in-the-wall homage to pedal power.
When to Visit
Cumberland Gap is adelightful destinationyear-round.
The fall is also a beautiful time to explore whencolorful leavespaint the mountainsides.
Other events include outdoor movies, farm-to-table dinners,Airstream rallies, and more.
it’s possible for you to learn about the towns upcoming eventson its website.
