Settle into the rhythm of the Bluegrass with this two-night group getaway that blends Lexington’s rich history, world-class horse farms, and unforgettable local flavor. From Southern comfort dining and downtown discoveries to hands-on heritage experiences and scenic countryside escapes, this itinerary offers a well-rounded taste of the Horse Capital of the World, perfect for groups looking to experience the best of Lexington with ease.
Day 1
Pictured: Mary Todd Lincoln House
12:00 pm | Welcome to Lexington! Enjoy local dining at The Barn Door Grill, located in the Bluegrass Stockyards Regional Marketplace. The ever-evolving menu features southern-style comfort food always cooked fresh to order, highlighting fresh, local ingredients like meats, vegetables, and cage-free eggs.
2:00 pm | Arrive at the Mary Todd Lincoln House, the girlhood home of the former first lady, for a private tour led by knowledgeable, friendly staff. After the tour, explore the museum store and small garden, or walk to nearby downtown restaurants and shops.
4:00 pm | Check in at your hotel.
6:00 pm | Dinner at a local Lexington restaurant, followed by exploring the Distillery District. A revitalized piece of Lexington's history, the area has grown into an entertainment hub with live music venues, art galleries, unique shopping, bourbon tastings, craft breweries, and local restaurants. It's also home to popular attractions like the James E. Pepper Distillery, a piece of Lexington history famous for its small-batch bourbon and craft spirits.
8:30 pm | Return to your hotel.
Day 2
Pictured: Shaker Village of Pleasant Hill
9:00 am | Depart for Shaker Village of Pleasant Hill, the largest restored Shaker community in the U.S.
11:00 am | Arrive and tour historic Shaker Village, where you can dive into the stories that paint a picture of the community that once lived there. With 3,000 acres of farmland and 34 restored 19th-century buildings, you can attend hands-on classes, walk the farm for a first-hand look at the innovation of the Shakers, or visit The Historic Centre to view the impressive collection of Shaker architecture, furniture, artifacts, and archives.
1:00 pm | Lunch at The Trustees' Table, where you can dine on traditional favorites and seasonal Kentucky dishes prepared with straight-from-the-garden ingredients.
3:00 pm | Return to Lexington and tour a Thoroughbred horse farm through Visit Horse Country. Offering tours at 28 locations, you can visit stallion farms, nursery farms with mares and foals, veterinary clinics, adoption facilities, an equine feed mill, and more.
5:30 pm | Standing as a testament to enduring values and a relentless pursuit of excellence, Ramsey's Diner has become a Lexington favorite over the past 37 years. Try classics like the Kentucky Hot Brown or Fried Bologna "Double Decker" Sandwich, then finish off your meal with a delicious slice of pie from Missy's Pies.
7:30 pm | Depart for Red Mile Gaming and Racing, the second-oldest harness racing track in the world. The recently-renovated entertainment destination features over 900 gaming terminals, simulcast racing on 175 televisions throughout the venue, live music and special events, and live harness racing from July through October.
10:00 pm | Return to your hotel.
Day 3
Pictured: Ale-8-One
8:00 am | Enjoy breakfast at your hotel.
9:30 am | Depart Lexington for Winchester, KY, for an Ale-8 Factory Tour.
10:30 am | Arrive and tour the Ale-8 factory to learn more about Kentucky's Official Soft Drink. The unique blend of ginger and citrus has become a beloved tradition, offering a crisp, refreshing taste that's perfect for any occasion.
11:30 am | Depart for your next destination.
