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October 22, 2023
Lexington, Kentucky

Esther & Chandler

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    Things To Do

Things To Do

Lexington is one of our favorite places, and we are so excited to share that with you on this special weekend. Lexington has an abundance of beautiful sights, champion horses, amazing coffee, and incredible food, but these are some of our personal favorites! For more ideas on the perfect weekend in Lexington, follow @thingstodoinlexingtonky on Instagram or visit them at: https://www.thingstodoinlexingtonkentucky.com/guides-to-lexington
Keeneland Race Track

Keeneland Race Track

4201 Versailles Rd, Lexington, KY 40510

October is Fall Race Meet! Grab a ticket and spend the morning at the races. PLEASE NOTE: Tickets to Keeneland are sold in advance! We recommend you grab a ticket as early as August 15th.

Old School Coffee

380 South Mill Street, Lexington, KY 40508
, (859) 309-1968

We get this coffee every time we come home!

Bourbon n' Toulouse

829 Euclid Avenue, Lexington, KY 40502

If you like cajun food, you will LOVE this Lexington staple. Super casual!

Woodford Reserve Distillery

7785 McCracken Pike, Versailles, KY 40383
, (859) 879-1812

Take a distillery tour and don't forget to get some bourbon balls on your way out- Esther thinks Woodford makes the best ones out there!

James E. Pepper Distillery

1228 Manchester Street, Lexington, KY 40504
, (859) 309-3230

Take a distillery tour and sample some of the oldest bourbon in the country!

Kentucky Theatre

Kentucky Theatre

214 East Main Street, Lexington, KY 40507
, (859) 231-6997

Catch a movie in this beautiful theater. Esther once surprised Chandler for Valentines day by flying into Lexington without telling him, and getting tickets to see Casablanca at this Theater!

Carson's Food & Drink

Carson's Food & Drink

362 East Main Street, Lexington, KY 40507
, (859) 309-3039

Highly recommended for Brunch!

Agave & Rye

Agave & Rye

123 North Broadway, Lexington, KY 40507
, (859) 523-1170

Grab some crazy delicious tacos and take a walk downtown!

LexLive

LexLive

301 South Broadway, Lexington, KY 40508
, (859) 286-6491

Go bowling, catch a movie, hang out in the Sports Bar, or play arcade games in downtown Lexington!

Mirror Twin Brewing

725 National Avenue, Lexington, KY 40502
, (859) 447-8146

Grab some pizza and beer!

Crank & Boom Craft Ice Cream (Manchester)

1210 Manchester Street, Lexington, KY 40504
, (859) 288-2176

We love the distillery district- grab some ice cream at this craft shop!

Goodfellas Pizzeria - Distillery

1228 Manchester Street, Lexington, KY 40504
, (859) 523-5280

While they also have a downtown Lex location, we love the distillery district!

Arboretum

Arboretum Bike Path, Lexington, KY 40503

Take a walk through the beautiful gardens of the Arboretum near the University of Kentucky. Chandler and Esther met while students at the University

Malone's Lansdowne

3347 Tates Creek Road, Lexington, KY 40502
, (859) 977-2488

Try our favorite- the Chicago sushi roll featuring filet mignon and asparagus.

Merrick Inn Restaurant

Merrick Inn Restaurant

1074 Merrick Drive, Lexington, KY 40502
, (859) 269-5417

Have a dinner date night at this horse farm estate-turned restaurant. We recommend the pecan crusted pork chop- our favorite! Semi-formal attire required.

Chocolate Holler

400 Old Vine Street, Lexington, KY 40507
, (859) 523-3619

The best mochas and hot chocolates we've ever had!

For all the days along the way
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