Downtown Middlesboro, Kentucky
Discover shopping, dining, and accommodation in downtown Middlesboro.
Moving to Middlesboro?
Order a Free Relocation GuideWe are seeking partnerships with forward-thinking city officials and business leaders to replicate
our system in their downtowns and launch cities together.
ShopDowntown.org Discount Card Program
The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.
Shop
0 results
Hotels
Sleep Inn & Suites
1260 N, 12th Street
Middlesboro, Kentucky
Days Inn Middlesboro Ky
1623 Cumberland Ave
Middlesboro, Kentucky
Holiday Inn Express Middlesboro
1252 N 12th St
Middlesboro, Kentucky
Hotel Tips
Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.
Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.
Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.
Things To Do
Middlesboro has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!
Middlesboro is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.
Middlesboro has so many great reasons to shop downtown as local merchants have come together to offer a wide selection of artisan gifts and foods that you are sure to find something for everyone on your shopping list of gifts. Shopping options are plentiful and all inventory is hand selected by the shop owner and then yourself so you are sure to find something special that has your style and likes in mind.
Why Do You Love Downtown?
Heather Anne Hopfinger
You do not have to walk far for a movie or some place great to shop or workout
Robert Drennan
Planning a trip and want to visit after reading all the reviews
Kathleen Zimmerman
I get the best of both worlds of big city living and upper peninsula awareness.
Amber
The variety of shops!
Janet White
Never been but I love discounts! Going Today!
Join our newsletter
The American Cancer Society does not endorse any product or service.


