Middlesboro is a small city in Kentucky located in the Cumberland Gap National Historic Park. It's home to several unique attractions, including the Lincoln Memorial University, the William Whitley House State Historic Site and several other historic sites. There are many outdoor activities to enjoy in Middlesboro, from hiking to exploring the area's caves system.
1. Middlesboro parks and places for a walk on a first date
Middlesboro has an array of parks and places for couples to enjoy a walk together on a first date. Red Bird Mission, located just outside of town, offers trails for hikers and mountain bikers as well as a playground and picnic area. Cumberland Gap National Historic Park offers a great place to explore the area's rich history and nature, with many trails and overlooks throughout the park. For a more urban walk, visitors can explore downtown Middlesboro and its many old buildings, shops, and restaurants.
2. Places for a coffee date in Middlesboro
Middlesboro has plenty of coffee shops to choose from for an enjoyable coffee date. Third Street Coffee House serves up coffee, tea, and other beverages, as well as sandwiches and baked goods. Green Dirt Coffeehouse has a cozy atmosphere, with specialty coffee drinks and a variety of pastries. The Big Biscuit Café is a great spot to grab a cup of coffee and a bite to eat. Paradise Perk, located downtown, has a great view of the city and a selection of gourmet coffee drinks.
3. Middlesboro galleries, museums and exhibitions to visit on a date
For couples wanting to explore culture and art, Middlesboro has plenty of galleries, museums and exhibitions to visit. The Lincoln Memorial University Art Museum features permanent and rotating exhibits of art from the Renaissance to the present day. The Arts Depot is a great place to enjoy a variety of artworks from local and regional artists. The William Whitley House State Historic Site offers a look at the history of the area and a chance to peek into the life of early settlers.
4. Live music and entertainment to invite your date to in Middlesboro
Middlesboro is home to numerous events throughout the year, including live music and entertainment. The Middlesboro Jazz & Blues Festival is a great place to hear some music and enjoy the unique atmosphere of the area. Country Music fans can make their way to the annual KY Country Jam Festival in May. For something a little different, check out the weekly open mic nights held at Live & Let…. Live every Thursday. There's also live entertainment at The Place on Sunday afternoons.
5. Middlesboro pubs, bars or restaurants for a first date drink or food
For a first date drink or a romantic dinner, Middlesboro is home to several pubs, bars, and restaurants. Some great options include The Block, a local favorite with craft cocktails and bar food, and the Iron Horse Saloon, which offers live music, great drinks, and a relaxed atmosphere. For something more upscale, head to The Carlton, which has a wide selection of wines and a delicious menu. If you're looking for a casual spot, there's always McCloud's, which serves up burgers and other pub favorites.
6. Other date ideas to try in Middlesboro
If you're looking for something a little out of the ordinary, there are lots of other date ideas to try in Middlesboro. Head to The Cave House for a tour of a natural cave and to enjoy some of the best views of town. Or, watch a movie at the historic Lincoln Theater. For an active date, check out Escape the Gap for a game of laser tag or the Middlesboro Adventure Park for a game of paintball. Other activities include a visit to the Old Time Fiddlers' Convention or The Bell Theatre in nearby Pineville.
