Winter in Jackson does not arrive with blizzards or shuttered streets. But its earlier sunsets and cool air gives locals a reason to do what they love doing best…eating. While wandering through the downtown streets and surrounding neighborhoods, I share with other Jacksonians the collective urge to slow down, enjoy the clear night skies, and linger a little longer over a good meal in a comfortable restaurant, and there are a few local joints that come to mind for a cozy winter dinner.

Rowan's: Belhaven's Corner Bar Charm

At Rowan's, in Belhaven Town Center, the vibe plays into that of an old-school corner bar. While sometimes hailed as a dive, the lack of nicotine-stained walls and clean bathrooms would beg to differ. The room glows with the soft light of 1980s-style dining room chandeliers, and the menu reads like a conversation. While the burger and fries are great, the fried bologna sandwich from my last visit kept me full and happy. Living somewhere between comfort and curiosity, this spot offers a great opportunity to have drinks with friends after work, grab a date night bite, or catch up on your favorite book in a booth with a boilermaker.

Hal & Mal's: Where Downtown Jackson Comes Alive

At Hal & Mal's, downtown Jackson hums with a kind of lived-in warmth that has evolved through decades of laughter, late nights, and live music. From Delta Tamales to red beans and rice to salmon salad (my favorite salad in Jackson), the food never disappoints. Depending on the day, you may have a live band playing table-side, or you may find you and your table caught in a crossfire of pub trivia while plates of fried pickles quickly disappear. This is the kind of place where winter nights stretch longer than planned, where one drink turns into two, and where Jackson feels most like itself.

Walker's Drive-In: Fondren's Comfort Food Institution

No list of comfort food and a comfortable setting would be complete without Walker's Drive-In, a Fondren institution that shines brightest when the air turns cool. Offering a more intimate setting, the space is cozy by design, and the menu features some of the best gourmet takes on Southern classics that this city has to offer. Steak, salads, and classic Southern seafood (the Redfish Anna is a must-try) arrive as works of art, inviting you to settle in and stay awhile. Walker's has a confidence that comes from knowing exactly what it is. You come here when you want to eat well, sit comfortably, and trust the kitchen without question.

BRAVO!: Highland Village's Italian Escape

At BRAVO!, winter feels slower, in the best possible way. Tucked into Highland Village, this great date night spot is the kind of place where the noise of the day fades as soon as you sit down. The dining room is warm without trying too hard, softly lit, comfortable, and familiar. This feels like a restaurant you've been to before—but better. BRAVO! is where I go when I want dinner to feel intentional, and I am looking for quality Italian fare in the City With Soul. With brunch, lunch, dinner, and a great cocktail (and mocktail) list, this is a spot made for lingering conversations, shared plates, and multiple glasses of wine. Like an old Italian Nona, BRAVO! simply invites you in and feeds you well.