Come out to Wallace every Saturday night and kick back to tunes from your favorite local musicians while you enjoy a cold one. No reservations needed; just show up when the spirit moves you!

Come out to Windy every Friday night and kick back to tunes from your favorite local bands while you enjoy a cold one. No reservations needed; just show up when the spirit moves you!

Enjoy a delicious two course lunch at Holly Hill Inn! Served every Wednesday through Friday.

Every Wednesday, join us for live music, a rotating tapas menu, and wine by the glass or bottle at the corner of Clay Ave and Main St (in the Penny’s and Pomegranate courtyard.) No reservations required!

Come out to Wallace every Saturday night and kick back to tunes from your favorite local bands while you enjoy a cold one. No reservations needed; just show up when the spirit moves you!

Come out to Windy every Friday night and kick back to tunes from your favorite local bands while you enjoy a cold one. No reservations needed; just show up when the spirit moves you!

Every Wednesday, join us for live music, a rotating tapas menu, and wine by the glass or bottle at the corner of Clay Ave and Main St (in the Penny’s and Pomegranate courtyard.) No reservations required!

Every Wednesday, join us for live music, a rotating tapas menu, and wine by the glass or bottle at the corner of Clay Ave and Main St (in the Penny’s and Pomegranate courtyard.) No reservations required!

Join Steve Mancuso and the Holly Hill Wine Guild for their monthly wine tasting. The MAY theme is Austria’s Grü-V Wines. An optional buffet dinner precedes the tasting.

Join Steve Mancuso and the Holly Hill Wine Guild for their monthly wine tasting. The MAY theme is Austria’s Grü-V Wines. An optional buffet dinner precedes the tasting.

Join us for our first Wine + Bites Night with Renee Brewer from Skurnik Wines, featuring chef-driven rotating bites from our culinary team at Honeywood. Your ticket will include four wines with a guided tasting by Renee plus shared apps.

Every Wednesday, join us for live music, a rotating tapas menu, and wine by the glass or bottle at the corner of Clay Ave and Main St (in the Penny’s and Pomegranate courtyard.) No reservations required!

It’s the fundraiser of the year for Lexington’s own FoodChain. Come out and mingle with chefs from around the country, listen to live music and watch art created before your eyes.

Join us at Fasig-Tipton for a full day of learning and networking. The day will include a keynote presentation from Vivian Howard, dynamic plenary and breakout sessions, presentation of the 2026 Food Connection Awards, a delicious Kentucky farm-forward lunch and a lively networking reception.

Every Wednesday, join us for live music, a rotating tapas menu, and wine by the glass or bottle at the corner of Clay Ave and Main St (in the Penny’s and Pomegranate courtyard.) No reservations needed!

Join us for breakout sessions at The 90 on the University of Kentucky campus, including hands-on cooking experiences with our very own Chef Tem and a special guest, Extension trainings on local foods, and area farm tours, concluding with the Pre-Summit Networking Reception at West Sixth Brewing (Barrel Room).

Every Wednesday, join us for live music, a rotating tapas menu, and wine by the glass or bottle at the corner of Clay Ave and Main St (in the Penny’s and Pomegranate courtyard.) No reservations required!

The Derby fun continues! Join us at Holly Hill Inn for a classic Derby Breakfast (aka Brunch!) in the quintessential Bluegrass setting. Enjoy a buffet filled with traditional Kentucky Derby favorites—fresh local asparagus, salad from our garden, Weisenberger cheese grits and more!

Wanna party in the city? Join us and our friends at West Sixth Brewing for a downtown Derby party. Chef Agnes will be filling the buffet full of her tasty Puerto Rican and Bluegrass dishes.

Our annual Derby soirée is back! Join us at Holly Hill Inn for a Derby party in the garden, on the porch, in our dining room. We’re adding a fried chicken buffet this year, in addition to our Bluegrass Smorgasbord and welcome cocktail. Put on your fancy pants and fancy hats and make like the gentry up home in Midway! Enjoy lawn games, garden strolls, live music, horse racing action and more!

Join us at Holly Hill Inn for a classic Derby Breakfast (aka Brunch!) in the quintessential Bluegrass setting. Enjoy a buffet filled with traditional Kentucky Derby favorites—fresh local asparagus, salad from our garden, Weisenberger cheese grits and more!

Join us for the first of many Tapas on the Corner nights!

Every Wednesday, beginning April 22, we’ll have live music, a rotating tapas menu, and wine by the glass or bottle at the corner of Clay Ave and Main St (in the Penny’s and Pomegranate courtyard)

Join Steve Mancuso and the Holly Hill Wine Guild for their monthly wine tasting. The April theme is Reimagining Rioja. An optional buffet dinner precedes the tasting.

Join Steve Mancuso and the Holly Hill Wine Guild for their monthly wine tasting. The April theme is Reimagining Rioja. An optional buffet dinner precedes the tasting.

Join us as we welcome Julianna Santo to host her beloved Wine Me Up at Honeywood! March is the time the Zodiac begins anew. It means a new start for all the signs, so let's reset with some wine and bites pairings curated for the Cardinal, Fixed, and Mutable signs. Come find out what the stars want you to drink.

The evening starts at 7pm with three wine and food pairings. This event is $45 per person and payment for dinner will be due at restaurant.

Chef Ouita Michel’s late mother, Pamela Papka Sexton, will be honored at a special literary evening at the Kentucky Theatre, hosted by Lexington’s Carnegie Center, which she helped found. The event is free and open to the public.

Join the Community Farm Alliance of Kentucky and Holly Hill Inn for a casual Sunday supper celebrating Kentucky food and farmers. Holly Hill staff farmer David Wagoner will lead tours of the vegetable and flower gardens at Holly Hill Inn.

Join our BFFs at West Sixth Brewing as they celebrate their 14th birthday! Smithtown Seafood will be cooking up some tasty treats along with other chefs and restaurants from around Lexington!

Join Easterseals Bluegrass for its annual Wild Game Dinner, and enjoy a one-of-a-kind culinary experience as local chefs, including our Holly Hill Events team, prepare an inspired menu of wild game dishes

Enjoy St. Patrick’s Day specials like Corned Beef and Cabbage, Galway Seafood Chowder, and freshly-shucked oysters at Wallace Station, Windy Corner and Smithtown Seafood all day long!