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Plan Your Weekend In Lexington

Visiting Lexington this month? Let us help you plan your weekend! Here's our list of must-do's while you're in Lexington for the weekend!



  • Carson's Food & Drink, 362 E Main St, Lexington, KY 40507 Menu
  • Great Bagel, (2 locations) Downtown: 396 Woodland Ave, Lexington, KY 40508 OR Man O'War: 3650 Boston Rd #108, Lexington, KY 40514 Menu
  • Eppings On Eastside264 Walton Avenue Lexington, KY 40502 Menu
  • Lexington Diner, 841 Lane Allen Rd, Lexington, KY 40504 Menu


  • Wallace Station / Windy Corner (depends on your location, both are excellent/same chef), Wallace Station: 3854 Old Frankfort Pike, Versailles Menu, KY 40383 Windy Corner: 4595 Bryan Station Rd, Lexington, KY 40516 Menu
  • Agave & Rye, (2 locations) Fayette Mall: 3535 Nicholasville Rd, Lexington, KY 40503, Downtown: 123 North Broadway Lexington, KY 40507 Menu
  • The Southern Deli & Tavern, 207 S Limestone, Lexington, KY 40508 Menu
  • Red State BBQ, 4020 Georgetown Rd, Lexington, KY 40511 Menu


  • Distilled on Jefferson, 157 Jefferson St, Lexington, KY 40508 Menu
  • Carson's Food & Drink, 362 E Main St, Lexington, KY 40507 Menu
  • Frank & Dino's, 271 W Short St, Lexington, KY 40507 Menu
  • Dudley's on Short, 259 W Short St #125, Lexington, KY 40507 Menu



  • CRÚ Food & Wine Bar, 107 Summit At Fritz Farm #120, Lexington, KY 40517 Menu
  • West Sixth Brewing, 501 W 6th St # 100, Lexington, KY 40508 Menu
  • Country Boy Brewing, 436 Chair Ave, Lexington, KY 40508 - PS, they have a GREAT food truck! 
  • Carson's Food & Drink, 362 E Main St, Lexington, KY 40507 Menu
  • Tony's of Lexington, 401 W Main St, Lexington, KY 40507 Menu
  • Harry's Bar & Grill, 3735 Palomar Centre Dr, Lexington, KY 40513 Menu
  • The Break Room, 1178 Manchester Street, Lexington, KY 40508 
  • Henry Clay's Public House, 112 N Upper St, Lexington, KY 40507


Bourbon Tastings (not at a distillery)
  • Bluegrass Tavern, 115 Cheapside, Lexington, KY 40507 Menu
  • Belle's Cocktail House, 156 Market St, Lexington, KY 40507 Menu
  • Bourbon on Rye, 115 W Main St, Lexington, KY 40507 Menu
  • Elkhorn Tavern, 1200 Manchester St, Lexington, KY 40504 Menu
  • Distilled on Jefferson, 157 Jefferson St, Lexington, KY 40508 varies
  • Chevy Chase Inn, 833 Euclid Ave, Lexington, KY 40502 varies
  • OBC Kitchen, 3373 Tates Creek Rd, Lexington, KY 40502 Menu


Things to do

  • Visit Horse Farms via Visit Horse Country
  • Keeneland (April & October only)
  • The Distillery District (Manchester Street)1228 Manchester St., Lexington, KY 40504
  • The Burl, 375 Thompson Rd, Lexington, KY 40508 Event List
  • LexLive, 301 S Broadway, Lexington, KY 40508 About
  • Red Mile, 1200 Red Mile Rd, Lexington, KY 40504 Event List
  • Bourbon Distilleries, find a full list here
  • The Summit at Fritz Farm, 120 Summit At Fritz Farm #155, Lexington, KY 40517 List of shops/food/drink
  • Evan's Orchard 198 Stone Rd, Georgetown, KY 40324 or Eckert's Orchard 1396 Pinckard Pike, Versailles, KY 40383


 Places to Stay

  • The Origin Hotel, book here
  • 21c Hotel & Museum, book here
  • Lexington Marriott City Center, book here
  • The Campbell House (Hilton), book here
  • The Sire Hotel (Hilton), book here
  • Eight Pole Inn, book here
  • The Lyndon House, book here

Comment your favorite places to visit around town!

- Autry, Team Spendthrift 

Things to do during a weekend in Lexington


  • Jerry

    Another interesting place with lots of history inside is The Aviation Museum of Kentucky which is located at Blue Grass Airport right across the road from Keeneland.

  • George Cox

    Belle Notte is a favorite of ours. Great Italian food and the loaf of warm bread they give you demands a doggie bag to take home with the other leftovers. Excellent ambiance and service.

  • Brian Dickens

    The Barrel Market in The Summit at Fritz Farm is “All Things Bourbon “ with Fine and Rare Selections available by the bottle and tasting. 100’s of Gand Crafted Bourbon Items a Gallery featuring local Artists and a collection of vintage and historical Bourbon Artifacts

  • Linda Cantillon

    Thank you for these recommendations! It’s just so “Kentucky” – nicest people I’ve ever met!



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