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Winchester Things To Do

Our experience living in Winchester is outstanding. It has a small town feel but it also is very close to Lexington. The people are super friendly, it is a very clean town and the local ammenties are more than adequate. I have copied the list of top attractions in Winchester to helkp mguide you.

1. Winchester Farmers Market


2 reviews

$  Farmers Market

123 N Main St, Winchester


I love to shop local and buy local products as often as I can, that is why I love it when the Winchester Farmers Market is in season.  I opted out of shopping at the big name box…


2. The Slaughterhouse


1 review

Arts & Entertainment

1480 Irvine Rd, Winchester


Why give it 5 stars? It's a new haunted attraction in Central Kentucky that's spooky from the outside, scary throughout, and just plain Halloween fun.  === === === ===  Joe & I…


3. Ale-8-One Bottling Company


4 reviews

Historical Tours, Souvenir Shops

25 Carol Rd, Winchester


I mean, for a free tour in which you get a big bottle of Ale-8-One to drink at the end, you can't beat it. You start with a 5-10 minute informative and humorous video of the history…


4. Woody’s Sports Bar & Grill


11 reviews

$$  Sports Bars, American (Traditional)

923 Bypass Rd, Winchester


After hearing about this place for a few years, I finally made my way here. My cousins karaoke here, my dad attends an occasional car show in the parking lots, and now I can say that… 


5. Engine House Pizza Pub


41 reviews

$  Delis, Pubs

9 W Lexington Ave, Winchester


Excellent specialty pizzas. They all sounded so good that we decided to just start at the top of the list and work our way down through all of them. So far we've tried six of them &… 


6. Malco Winchester Cinema


5 reviews


40 Winchester Plz, Winchester


Just a little local small town theater.  They have recently invested in a remodel and updates.  The seats are all new leather and reclining.   Great place to see a movie and is still… 


7. The Barre: A Fitness Boutique

1 review

Barre Classes, Aerial Fitness

116 S Maple St, Winchester


This studio is amazing! The women who attend, and the instructors, are welcoming and extremely encouraging. I took the new BOUNCE BARRE class. In my one hour class, I burned over 550…


8. DJ’s Steakhouse


22 reviews

$$  Sports Bars, American (Traditional), Steakhouses

836 Bypass Rd, Winchester

Outstanding dinner with the family tonight. We had chef salad, Philly cheesesteak, BLT, appetizers, grilled cheese, fish dinner & ribeye sandwich; everything was great. Best ribeye… 


9. daniel boone national forest


1 review

Hiking, Boating, Rock Climbing

1700 Bypass Rd, Winchester


The Daniel Boone National forest was originally named the Cumberland National forest, but was later changed in 1966 to honor the late explorer Daniel Boone. The Daniel Boone forest… 


10. Lykins Park


2 reviews


1601 Mt Sterling Rd, Winchester


This is a great city park in Winchester.  A few ballparks, swing set.  Clean and well maintained. 

The Best Dentist In Winchester


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