City Grocery
american★ 4.5(325)
The Square's anchor restaurant since 1992, in a building with exposed brick walls, heart-pine floors, and candlelit white tablecloths that somehow feel both formal and deeply relaxed at the same time. The menu rotates with the seasons around Southern ingredients — shrimp and grits, fried green tomatoes with remoulade, gulf fish — and has earned Michelin recognition in the first South guide. The upstairs bar is a beloved Oxford institution in its own right, good for a drink before or after dinner.
3 local tips
- Reservations are strongly advised for dinner; walk-ins can usually find a spot at the upstairs bar
- The upstairs bar menu is more casual and stays open after the dining room quiets down
- Saturday lunch on the Square is its most relaxed moment, with a lighter menu
Ajax Diner
american★ 4.3(593)
A no-frills lunch counter and diner on the Square that has been voted Oxford's best plate lunch since it opened, and Mississippi Magazine readers have named it the best plate lunch in the state multiple times. The menu is unreconstructed Mississippi comfort food — chicken and dumplings, meatloaf, sweet potato casserole, turnip greens, fried catfish — served in a room that feels like the town's informal city hall. Southern Living called it one of the South's most legendary restaurants.
3 local tips
- The daily plate lunch specials are the reason to come; ask the counter staff what they recommend
- Lines form before noon and move steadily; the wait is part of the Oxford diner ritual
- Bring cash; the space is tight and the pace is fast
The City Grocery Restaurant Group's more casual Square sibling, occupying a former drugstore with a long bar, exposed brick, and a menu that bridges Creole and Southern comfort cooking — jambalaya, crawfish egg rolls, shrimp and grits, and a Pickle Martini that has become part of Oxford bar mythology. The upstairs balcony is the largest on the Square and fills up on warm evenings. A good middle option between Ajax's diner prices and City Grocery's white-tablecloth register.
3 local tips
- The upstairs balcony is the best outdoor perch on the Square; claim a table at dusk
- The Pickle Martini is not a gimmick — it is genuinely good and deeply Oxford
- Weeknight dinners are quieter and easier to linger; weekends fill fast after nine
Saint Leo
italian★ 4.6(262)
A James Beard-nominated wood-fired Italian spot a half-block south of the Square, with thin-crust pizzas and handmade pasta coming out of a live-fire oven in a room that is warm and deliberately unhurried. The focus on seasonal ingredients and Southern-inflected versions of Roman and Neapolitan dishes sets it apart from what Italian food means in most Mississippi towns. This is a place for a full evening rather than a quick bite.
3 local tips
- The wood-fired pizzas are the primary reason to come; the crust is notably good
- The small-plates section of the menu works well for a lighter dinner at the bar
- Reservations are worth making on weekends; the room fills early
Snackbar
american★ 4.4(150)
The North Lamar brasserie that calls itself 'Bubba Brasserie' — a genuine marriage of French bistro technique with North Mississippi ingredients, best understood through the raw oyster bar, the house charcuterie, and dishes like steak frites that taste right in both idioms. Part of the City Grocery restaurant group; the room is low-lit and relaxed, without the Square crowds. Also Michelin-recognized in the inaugural South guide.
3 local tips
- Start with the raw oyster bar; it is the clearest statement of what the kitchen is doing
- The steak frites and the house charcuterie plate are reliable markers for a first visit
- The bar program is excellent; this is a good stop for a cocktail even without a full dinner
Big Bad Breakfast
brunch★ 4.4(371)
A North Lamar breakfast spot from the City Grocery restaurant group that does exactly what the name implies — big, serious Southern breakfast, with house-cured bacon cured in Tabasco and brown sugar, biscuits made from scratch, shrimp and grits, and a full egg menu. The wait on weekends is real and unashamed; locals bring patience and newspapers. The biscuits and the bacon are the specific things everyone mentions.
3 local tips
- Arrive early on weekends — the line forms before the doors open and does not shorten quickly
- The Tabasco brown sugar bacon is the signature item and comes with almost everything
- Weekday mornings are substantially faster and no worse
Bottletree Bakery
cafe★ 4.3(149)
A well-established Oxford bakery on Van Buren Avenue with a cult following for sourdough loaves, focaccia, and morning pastries, plus sandwiches and soups that anchor the lunch crowd. The vibe is a neighborhood bakery rather than a polished coffee shop, and thirty-plus years of local loyalty show in the regulars who treat it as a second kitchen. Good for provisions before a long drive or a slow breakfast before the Square opens up.
3 local tips
- The sourdough and focaccia sell out; arrive by mid-morning if bread is your priority
- The line moves faster than it looks; staff behind the counter are efficient
- The soups and sandwiches at lunch are solid and priced honestly
McEwen's
american★ 4.5(126)
A Southern-American dinner restaurant on Van Buren Avenue that balances dressed-up cooking with a room warm enough to feel like a celebration without requiring one. The menu runs from pan-seared scallops and Chilean sea bass to steaks, and the staff has a reputation for attentiveness that holds up even on busy nights. For Oxford, it fills a niche somewhere between Boure and City Grocery — elevated but not stiff.
3 local tips
- The crunch cheesecake dessert has a loyal following; leave room
- The wine list is one of the more thoughtful in town
- Good for a special dinner that does not require the white-tablecloth ritual of City Grocery
Zaap Thai Kitchen
asian★ 4.4(66)
Oxford's most reliable Thai option, on North Lamar, serving traditional Thai and Vietnamese plates — curries, pad thai, basil rice, pho-adjacent noodle bowls — with a flexible spice level and genuinely fresh ingredients prepared to order. In a town where the dominant culinary idiom is Southern, this is the place locals reach for when they need a reset. Small room, fast service, unpretentious.
3 local tips
- The basil rice and the green curry are the most consistently praised dishes
- Call ahead or order early on weeknights; the kitchen can get backed up
- Spice levels are honest — medium is actually medium here
Taylor Grocery & Restaurant
seafood
A legendary catfish house twelve kilometers south of Oxford in the crossroads village of Taylor, operating out of a clapboard building that looks exactly like a place where the best fried catfish in Mississippi would be served — because it is. The whole catfish, the hush puppies, and the slaw are the standard order, and no reservations are taken, so the porch waiting scene is as much a part of the experience as the food. Michelin-recognized in the inaugural South guide.
4 local tips
- No reservations; arrive before the doors open to avoid an hour-plus wait, especially on weekends
- The porch is where the real Oxford social life happens on Thursday-through-Sunday evenings
- Open Thursday through Sunday for dinner only; plan your week accordingly
- The drive south on Old Taylor Road is itself a pleasant ten-minute country detour
Proud Larry's
american★ 4.4(132)
A South Lamar institution that operates as a full-service restaurant by day and one of Oxford's best live music venues by night, with shows running most nights of the week across genres. The food — wood-fired pizzas, sandwiches, jambalaya — is serious enough to draw people who are not coming for the music, and the room's funky decor and unpretentious energy make it feel like the informal backstage of Oxford social life.
3 local tips
- Check the calendar before you go; shows sell out and cover charges vary
- The wood-fired pizza is the most consistent part of the food menu
- The venue is 18-plus for most evening shows; a good option for an older crowd on a weeknight
South Depot Taco Shop
mexican
A casual taco and burrito shop on Van Buren Avenue a block from the Square, with generous portions and a menu of fish tacos, custom burritos, bowls, and nachos that draws a loyal lunch crowd of students and downtown workers. It is not a destination restaurant but it is the kind of place every neighborhood needs — fast, honest, and reliably satisfying in a town where Mexican options are thin.
3 local tips
- The fish tacos and the burritos are the standouts; portions run large
- Lines at lunch move steadily; peak hour is noon to one-thirty
- A good spot to grab food before an afternoon at the Square
Heartbreak Coffee
cafe★ 4.4(374)
Oxford's most serious local coffee roastery, with a cafe on North Lamar roasting its own beans and producing espresso drinks, pour-overs, and affogatos alongside fresh-baked pastries and cinnamon rolls. The atmosphere is community-minded and the staff are regulars unto themselves — the kind of place that feels like it was here before you arrived and will be here long after. A good choice for a slow morning before heading to the Square.
3 local tips
- The affogato and the house espresso drinks are the best things to order
- Cinnamon rolls sell early; arrive by mid-morning if pastry is the priority
- Multiple locations in Oxford; the North Lamar spot has the most room to sit
The Velvet Ditch
seafood★ 4.9(36)
A sports bar and seafood spot on South Lamar that has found a genuine niche since opening — the kind of place with craft daiquiris, fresh Gulf gumbo, and enough screens for game day without feeling like a chain sports bar. The Gulf seafood orientation means the shrimp, the crab, and the gumbo are taken seriously. A good fallback for a casual dinner or a long afternoon watching a game with locals.
3 local tips
- The gumbo is the dish that keeps people coming back; order it as a starter
- Patio seating fills fast on fall weekends; arrive with time to spare
- The daiquiri program is more interesting than the name suggests