Community Celebration Month

January 2026

Kick off 2026 with our Community Celebration Month, a full month dedicated to the people and organizations that make Charlottesville thrive. Enjoy a packed schedule of programming—from Friday night shrimp boils to weekly live music—along with all your favorite menu items, from flatbreads and fondues to roasting s’mores around our fire pits. We’ll also be pouring a full selection of non-alcoholic options, including sparkling wines, beers, and mocktails, alongside our lineup of award-winning wines, hard ciders, and beers.

Throughout the month, we’ll be hosting special events dedicated to our community, including celebrations for teachers, nurses, nonprofit organizations, first responders, small businesses, and hospitality industry professionals. Scroll down for full details on how we’re coming together to celebrate—and say thank you to—the people who make Charlottesville such a special place.

Mocktails & Mimosas
January 2026

We’re ringing in the new year with a refreshing new lineup of non-alcoholic beverages! From our vibrant mocktails to fruity mimosas, we have something for every taste. And if you haven’t yet tried Wölffer Estate’s non-alcoholic Sparkling Rosé, you’re in for a treat! Trust us, it’s that good. We’re excited to feature this non-alcoholic sparkling gem on our menu all month long, alongside hand-crafted mocktails and a selection of refreshing non-alcoholic beers.

Shrimp Boil & Live Music
Most Friday Nights

Get ready for a delicious, flavor-packed Shrimp Boil Feast! We’re bringing the best of Southern tradition right to your plate with succulent shrimp, juicy sausage, tender corn on the cob, and perfectly seasoned potatoes – all served hot and ready to enjoy in a relaxed, fun atmosphere with live music from 5-8pm every Friday night.

Pair your steamed shrimp with a glass of sparkling Blanc de Blancs or 2024 Viognier, or enjoy our many other food options paired with a variety of gold medal wines. We also offer housemade beer and cider plus juice flights and cheese boards for the kids. There is something for the whole family at Eastwood.

Friday, January 2: Shrimp Boil & Live Music by John Kelly
Friday, January 9: Closing Early for Private Event
Friday, January 16: Shrimp Boil & Live Music by Matthew O’Donnell
Friday, January 23: Shrimp Boil & Live Music by Jimmy Overton
Friday, January 30: Shrimp Boil & Live Music by Sue Harlow

January Jubilee An Evening of Live Jazz, Swing Dancing, and Low Country Flavors
Saturday, January 31 | 5-8PM

Join us for January Jubilee, a New Orleans–inspired celebration filled with live jazz, swing dancing, and Southern flavor.

Live Music & Music Bingo
Thursday – Sunday Every Week

Join us for the popular Eastwood After Dark featuring upbeat, danceable music on Saturday nights from 5-8pm (in addition to our more mellow Saturday afternoon music program). Eastwood also hosts a range of live performances by talented local and regional musicians every Thursday and Friday night and many Sundays. See Winery Calendar For Details