Downtown Middlesboro, Kentucky

Discover shopping, dining, and accommodation in downtown Middlesboro.

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Shop Downtown Discount Card

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.

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Hotels

Days Inn Middlesboro Ky

1623 Cumberland Ave

Middlesboro, Kentucky

Sleep Inn & Suites

1260 N, 12th Street

Middlesboro, Kentucky

Holiday Inn Express Middlesboro

1252 N 12th St

Middlesboro, Kentucky

Hotel Tips

Ask to be placed opposite of any roadways. Road noise can be a constant source of pollution which may not be a noticeable problem during the day but reveals itself at night. Don't be afraid to request a room change to get a better sleep.

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.

Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.

Things To Do

Middlesboro brings smiles by way of doughnuts and pastries made fresh daily for your enjoyment. Everyone has their favorite of course but having a variety of bakeries is what makes downtown so special. Fritters, scones and pies oh my!

Middlesboro is the place to plan your wedding. You'll be spending a lot of time downtown as there are so many wonderful shops to find invitations, photographers, bakers, caterers and jewelers. Planning your wedding will be a breeze with so much support from local merchants to make a perfect and memorable day.

Middlesboro is the place to buy jewelry offered by downtown merchants with a wide variety of lovely earrings, necklaces, bracelets and of course diamond rings. You are sure to find the top artisan brands and jewelry maker that brings a special touch to each piece offered.

Why Do You Love Downtown?

Caren Murphy

Cute shops, great crab cakes, friendly.

Tim Dygert

Very cool stores.

Christie

Downtown Salem is getting better and better - love the small businesses!

Roberta Gomes

it's so quaint!

Kara Braud

Beautiful place!

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