A day trip to Winchester

A courthouse with a gold dome

Downtown Winchester’s courthouse | Photo by the LEXtoday team

As we near the end of the school year, our sights are set on summer and the vacations it will bring. To make planning a little easier for you, we’re sharing a curated day trip guide to Winchester.

Located just 18 miles east of Lexington, Clark County is the home of our famous soda Ale-8 + the birthplace of fan-favorite dip, beer cheese.

Pro tip: If you love taking the scenic route, we recommend heading straight out Winchester Road and taking Combs Ferry Road.

Image from iOS (42)

Beech Springs Farm Market | photo by the LEXtoday team

Stop No. 1 | Leisurely lunch at Beech Springs Farm Market, 4776 Old Boonesboro Rd. Like straight out of a movie, this roadside market features fresh produce, local jams and jellies, cheese plates, and pies. Sit for a spell in one of the rocking chairs or create your own fun with a game of cornhole.

A historic two story peach house surrounded by picnic tables

The Peach House at Harkness Edwards Vineyard | photo by the LEXtoday team

Stop No. 2 | Wine tasting at Harkness Edwards Vineyards, 5199 Combs Ferry Rd. The Peach House is picture-perfect for a day with friends or a picnic with the family. Walk-in wine tastings are welcome or check the events page for classes such as paint + sips or cake-decorating.
Stop No. 3 | Treasure hunting at the downtown shops, Main Street Downtown Winchester is a thrift + antique lovers dream. Dirty South Pottery is a local favorite featuring handmade mugs, bowls, and full place settings.

Image from iOS (45)

The Leeds Theatre in downtown Winchester | photo by the LEXtoday team

Stop No. 4 | Catch a show at the Leeds Center for the Arts, 37 N. Main St. Plan your visit around one of the historic theater’s upcoming performances, or just pose for a picture under the bright lights.

Stop No. 5 | Brews with buddies at Abettor Brewing Company, 128 N. Highland St. Head down the brick road of Depot Street to close out the day with some local craft beer or cider.

Pro tip: Download the Tour Winchester app for even more fun places to eat, stay + play.

More from LEXtoday
Add a little color and light to your days with these free art galleries.
Three of the top local spots serving up the season’s favorite treat.
A quick guide to keeping the party neighbor-friendly.
We’re highlighting the best kid-friendly activities that Lexington, KY has to offer — complete with art classes, animal encounters, and outdoor fun.
Find local trivia nights in Lexington, Kentucky on weekdays and weekends including bars, breweries, and restaurants.
Prepare for winter weather in Lexington with these seasonal temperature and precipitation outlooks.
Snowy days in Lexington mean hills are calling. Keep warm, stay safe, and discover the best local sledding spots.
A grassroots effort is helping Lexington region properties become part of a nationwide habitat network.
Explore nine different opportunities to see dazzling lights around town.