Downtown Prestonsburg, Kentucky
Discover shopping, dining, and accommodation in downtown Prestonsburg.
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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
Super 8 Prestonsburg
550 S US 23
Prestonsburg, Kentucky
Comfort Suites
51 Hal Rogers Dr
Prestonsburg, Kentucky
Quality Inn Prestonsburg
1887 Us Highway 23 N
Prestonsburg, Kentucky
BROOKSHIRE INN PRESTONSBURG
85 halrogers dr
Prestonsburg, Kentucky
JENNY WILEY STATE RESORT PARK
75 THEATRE COURT
Prestonsburg, 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.
Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.
Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.
Things To Do
Prestonsburg thanks the collection of small business owners who devote their time and energy to make shopping downtown a great experience. Inventory offered downtown is shopped by the merchant buyer to bring the best products to your neighborhood.
Prestonsburg brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.
Prestonsburg makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.
Why Do You Love Downtown?
Kim Ward
Unique and wonderful shopping.
Angela Shields
I will be visiting Ashland for the first time this coming weekend! I have heard from numerous people what a great town it is and how much I will like it. Very excited to check it out and do some shopping!
Mary Morales
DO NOT KNOW IT YET, NEW TO THE AREA
Angela Corrigan
Convenient, friendly. Stayed at Kermit inn.
Jolette Kosier
We are coming to Anoka this weekend we would like to see what this area has to see and enjoy.
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The American Cancer Society does not endorse any product or service.

