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Lexington, KY

Road Trip over Labor Day Weekend 2023

  • 29
  • 17:46
  • 974 mi
  • $141
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Created by roadtripper459494 - August 1st 2023

Leigh Ann and I are traveling to Lexington, KY over Labor Day for a girl's trip. We plan to see some harness racing at the historic Red Mile, enjoy good food, tour Secretariat's home, and visit the retired racehorses at Dream Chase Farm. Should be fun!

6004 Springview Drive, Mount Olive, United States

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334mi 05h 06m
Photo of Old Talbott Tavern
4.0

107 W Stephen Foster Ave, Bardstown, KY, US

Old Talbott Tavern

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The Old Talbott Inn for a late lunch will be our first stop. This historic Tavern was built in 1779 using Flemish stonework, rarely seen in America. The Inn was a haven of hospitality to those sturdy pioneers who carved an empire out of the threatening wilderness. It's location, at an important crossroad, is where every stagecoach passed on its journey either West or East, stopping at the Tavern's front door.

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51mi 00h 54m
Photo of Jack Jouett House Historic Site
5.0

255 Craig's Creek Rd, Versailles, KY, US

Jack Jouett House Historic Site

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Learn about Jack Jouett's heroic Revolutionary War exploits and his subsequent life with his family in frontier Kentucky. The house was built circa 1797 in early Kentucky Federal-style architecture and is a wonderful example of unadorned elegance and simplicity. Admission and parking are free. Open 10-5 Fridays and Saturdays. No reservation needed.

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12mi 00h 17m

Shadwell Farm

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Shadwell Farm is the estate of Hamdan bin Rashid Al Maktoum, the former Deputy Ruler of Dubai. This is the largest horse farm in Lexington, KY with around 3,400 acres under claim.

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3mi 00h 06m
Photo of Keeneland Race Course
5.0

4201 Versailles Rd, Lexington, KY, US

Keeneland Race Course

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Keeneland is considered to be the most genteel and beautiful horse racetrack facility in the world. It is a National Historic Landmark which welcomes visitors 365 days a year.

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13mi 00h 21m

2200 War Admiral Way, Lexington, KY, US

Vinaigrette Salad Kitchen

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(859) 935-9045 Soups and salads. Very good reviews. Hours: 10:30 to 9:00 daily

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0mi 00h 03m
Photo of Hampton Inn Lexington I-75
4.0

2251 Elkhorn Rd., Lexington, KY, US

Hampton Inn Lexington I-75

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Our base for three nights while in Lexington (859) 299-2613 Confirmation #90198972

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20mi 00h 26m

703 Winchester Rd, Paris, KY, US

Claiborne Farm

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Home of the great Triple Crown winner, Secretariat. Reservations are for Saturday morning, September 2, at 10 a.m. Arrive 15 minutes early.

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12mi 00h 17m

Diamond Creek Standardbred Farm

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6146 Paris Pike Georgetown 40324 (859) 707-5987

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4mi 00h 13m

Kentuckiana Standardbred Farm

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984 Crumbaugh Road Georgetown 40324 (502)863-3070 Kentuckiana Farm is a family owned and operated Standardbred Horse Farm sitting on 600 acres. This farm welcomes visitors, both current customers and newcomers who may be interested in becoming part of the harness racing industry. Call ahead to plan a visit.

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6mi 00h 17m

159 E Main St, Georgetown, KY, US

Fava's Restaurant

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(502) 863-4383 Homey, family-run joint since 1910 with retro decor and Southern-inspired plates for breakfast, lunch, and supper. Located in the downtown historic district of Georgetown.

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3mi 00h 07m
Photo of Old Friends Retired Racehorses
5.0

1841 Paynes Depot Rd, Georgetown, KY, US

Old Friends Retired Racehorses

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(502) 863-1775 Our General Guided Walking Tour starts promptly at 1:00 and will last 90 minutes. Arrive 15 minutes early. All walking tours take place as scheduled rain or shine. Wear appropriate shoes and clothing. This is a working farm with farm smells and muddy ground.

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4mi 00h 08m

2545 Weisenberger Mill Rd, Lexington, KY, US

Weisenberger Mill

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(859) 254-5282 Saturday hours are 9-12. No tours or walk-in customers.
All products are offered on website. They offer a variety of flours and cornmeals. Six generations of the Weisenberger family have owned and operated this historic mill and continue to do so today. Located in charming town of Midway and is worthy of a stop.

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4mi 00h 07m

Midway, KY Museum

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101 East Main Street Midway, KY 40347 (859) 403-2042 Midway, KY was a town surveyed and laid out by the Lexington and Ohio Railroad with many of the streets and avenues named after the railroad company directors. The town grew up along Railroad Street where lodging and saloons were built for the men working on the line. Midway, also called Middleway, sat half-way between Lexington and Frankfort and saw its first steam locomotive in 1835 as it rumbled through on its way to Frankfort. In the town's heyday, over 30 trains a day would pass through the middle of town. Time has a way of changing things, and the last passenger train passed through Midway in May, 1971. Today, visitors see only a caboose where the old depot once stood but Midway is surviving and doing well. The town has been "revitalized" and welcomes visitors who come to enjoy the eateries and the delightful shops lining Main Street. With 176 buildings listed on the National Register of Historic Places, there is something for everyone.

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0mi 00h 01m

125 E Main St, Midway, KY, US

Heirloom Restaurant

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18mi 00h 21m

2251 Elkhorn Rd., Lexington, KY, US

Hampton Inn I-75 Lexington/Hamburg Area

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12mi 00h 18m

4201 Versailles Rd, Lexington, KY, US

Keeneland Track Kitchen

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(859) 280-2449 Saturday and Sunday hours are 6-11 a.m. Keeneland's main track (dirt) is open every morning for training from 5:30 to 10:00. The Track Kitchen serves home-style breakfast and lunch seven days a week to trainers and jockeys as well as visitors.

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3mi 00h 08m

3301 Versailles Rd, Lexington, KY, US

Calumet Farm

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Calumet Farm is a 762-acre breeding and training farm established in 1924 in Lexington, KY. Calumet Farm holds a record history of Kentucky Derby and Triple Crown winners plus can boast of 11 horses in the Thoroughbred Racing Hall of Fame. Calumet was the top money-earning farm in racing for 12 years. Sadly, by 1990 all interested family members and all of their champion stallions had died. The farm went on the auction block. Fortunately, Calumet was purchased by a wealthy businessman who restored the farm to its former beauty with white fences and lush pastures.

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3mi 00h 08m

1200 Red Mile Rd, Lexington, KY, US

The Red Mile

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NO ENTRY FEE. POST TIME IS 1:00 The Red Mile has been hosting harness racing since its opening on September 28, 1875, and is the second-oldest harness racing track in America. Dan Patch (foaled 1896) was a legendary harness racehorse who established in 1905 a world pacing record here at The Red Mile that endured for 33 years.

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12mi 00h 26m

3001 Pisgah Rd, Versailles, KY, US

Winstar Farm

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Winstar is a 2,500-acre Thoroughbred farm that serves as home to over 700 horses.

Banner Photo Credit: Yelp