Cozy Fall Hotspots in Downtown Lexington

By: Sydney Redmon

With colder weather and rainy days sweeping into the bluegrass state along with the autumn season, it can be disheartening to know that some of our favorite summer activities won’t be around again until next year. But don’t be sad! Fall in Kentucky means vibrant scenery, tasty treats, and a chance to recharge your batteries while exploring the homey aesthetic Lexington has to offer.

Here is a list of some of our favorite cozy spots to frequent this fall in #downtownlex!


Old School Coffee

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When autumn rolls around, the first thing I think of is getting a nice cup of coffee and finding a comfortable place to enjoy it—Old School Coffee is the perfect place to do both! Located in scenic and historic Dudley Square, this cafe serves up a relaxing experience through premium, ethically sourced coffee paired with an open, naturally lit 1800’s era building accented in exposed brick.

With easily accessible parking, a varied but classic menu, and several sweet treats, this coffee house is the ideal place to grab a quick cup of coffee on a crisp morning, meet up with a few friends, or savor a quiet moment with a book and hot drink on a rainy day!

For more details, Click Here.


Keeneland Mercantile Shop

Keeneland Mercantile opens equine-themed shop at City Center | Lexington Herald Leader

Craftsmanship, southern culture, and a cozy dash of retail therapy is what waits for you at the Keeneland Mercantile store this fall! This downtown Lexington shop carries beautifully crafted products that are sure to elevate your home’s comfort level and bring out the fall aesthetic such as leather goods, cookware, apparel, fall ales and spirits, and traditional southern foodstuffs.

Whether you’re searching for early holiday gifts, the next stop on a day trip, or a warm and inviting shop to escape the chilly air, Keeneland Mercantile is sure to inspire some fall spirit during your visit!

To learn more about Keeneland Mercantile and its products, Click Here.


Lexington Brewing and Distilling Co.

Bourbon and the unique Kentucky scenery, what more could you want on a relaxing fall day? The tours at Lexington Brewing and Distilling Co. offer you the chance to learn about and explore one of Kentucky’s unique Bourbon Trail stops that not only has a claim as a brewery, but doubles as a distillery as well. Fall is the perfect time to indulge in the rich history of spirits and ales in the bluegrass state, all while sampling the products!

To book a tour, Click Here.


Downtown Lexington Parks

If you’re looking to enjoy the changing leaves and crisp fall air, downtown Lexington has a multitude of parks and lush areas open for the public to soak up the autumn atmosphere!

Gratz Park, Woodland Park, and Phoenix Park are some of the most centrally located parks with outdoor art exhibits, seating options, playgrounds, and sports fields available for use. These areas are perfect for a day outing with the family or simply some out-of-the-way relaxation among the fall scenery!


North Lime Coffee and Donuts

From Halloween candy and Thanksgiving desserts to caramel apples—fall is a time to indulge your sweet tooth. Known for extravagant flavored donuts and a vibrant atmosphere, North Lime Coffee and Donuts is the place to be for sweet treats this fall!

This shop boasts an impressive donut menu that changes each week with delicious fall flavors (vegan options included) such as maple bacon, pumpkin spice, cinnamon roll, pumpkin-filled, and pumpkin cheesecake, all of which can be washed down with a delicious cup of coffee. North Lime Coffee and Donuts is sure to become one of your fall favorites!


Black Swan Books

The hunt for a good book to enjoy by the fire is a fall tradition for many that can be satisfied at Black Swan Books! This quaint used books store is a hidden gem for any book enthusiast or person looking for a quiet escape that aligns with the fall aesthetic.

Tall, overflowing wall shelves, stacks of tomes lining the aisles, and the everpresent scent of books luring you deeper into the shop allows Black Swan Books to transport you from the bustling streets of downtown Lexington into a cozy retreat that will enhance any fall day!


The fall experience in downtown Lexington is one of a kind, so don’t miss your chance to explore and find your favorite autumn haunts this season! Don’t forget to sign up for our newsletter and follow our social media pages for more information and suggestions on where to spend your time in #downtownlex!

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