7 Mississippi Pie Spots Worth The Drive From Anywhere In The State In 2026

Mississippi takes pie seriously, even when the bakeries and cafes doing the best work look humble from the road.

Across the state, dessert counters are turning out slices that make people plan detours, skip sensible lunches, and debate favorites with real conviction.

Think fried pies with flaky edges, lemon icebox slices, mile-high meringue, pecan pie, chess pie, chocolate cream, and seasonal fruit fillings that taste like somebody refused to rush the recipe. These are not desserts tacked onto the menu as an afterthought.

They are the reason regulars come early, travelers reroute, and weekend plans suddenly involve forks.

Make sure to bring your appetite, a cooler for any leftovers, and someone to share that second slice with because stopping at just one is going to be tougher than you might expect!

1. Walnut Hills Restaurant — Vicksburg, MS

Vicksburg has plenty of history, but Walnut Hills Restaurant at 1214 Adams St might just be the most delicious chapter in that story.

Known across the state for its round-table Southern dining experience, Walnut Hills also happens to serve one of the most talked-about pies in Mississippi.

The star of the show is the pecan praline pie, and it earns every bit of the hype.

Praline pecan pie sounds fancy, but the experience of eating it is pure Southern comfort. The filling carries that deep, buttery sweetness that only comes from quality ingredients and a recipe that someone has clearly been protecting for years.

Paired with a proper Southern lunch spread, it hits differently than any dessert you have had at a chain restaurant.

The restaurant holds a solid 4.5 rating and has kept regulars coming back for decades. That kind of loyalty is earned one plate at a time.

Walnut Hills is the spot where families gather after church, old friends catch up over cornbread, and visitors from out of state finally understand what Southern hospitality actually means.

The building itself has a charm that sets the mood before you even sit down. The round-table, family-style service means you pass dishes around with strangers who quickly feel like neighbors.

By the time the pecan praline pie arrives, the whole table is already smiling.

Vicksburg is a worthy destination on its own, but adding Walnut Hills to the itinerary turns a sightseeing trip into a full sensory experience. Eat the pie.

Order a second slice. Absolutely zero regrets will follow that decision, and your taste buds will personally thank you for making the drive.

2. Sugaree’s Bakery — New Albany, MS

Friday in New Albany means one very specific thing: the five-pound chocolate meringue pie at Sugaree’s Bakery. That is not a typo.

Five pounds. Of chocolate meringue pie.

Available every Friday at 110 W Bankhead St, this legendary creation is the kind of dessert that people actually plan their week around.

Sugaree’s earned recognition from Taste of the South magazine as one of the best bakeries in the entire South, and the pie selection is a big reason why. Beyond the Friday showstopper, the bakery offers pecan and chess pies daily.

Chess pie might sound simple, but Sugaree’s version has a depth of flavor that makes it genuinely hard to stop at one slice.

The bakery also holds an impressive 4.8 rating, which puts it in the same elite tier as the very best food spots in Mississippi. Ratings like that reflect real people having real moments of joy over really good food.

Sugaree’s delivers that experience consistently, which is why the reputation keeps growing.

New Albany might not be the first city that comes to mind when planning a food road trip, but Sugaree’s alone makes it worth the detour. The shop has a warmth to it that goes beyond the baking.

It feels like the kind of place where the recipes have been passed down carefully, and the standards have never slipped.

Pro tip: If you are planning a Friday visit specifically for the chocolate meringue pie, arrive early. Word travels fast in Mississippi, and that five-pound beauty does not sit around waiting forever.

Set the alarm, make the drive, and prepare to have your entire understanding of pie permanently upgraded.

3. Tom’s Fried Pies — Richland, MS

Some pies are baked with love, but Tom’s takes it one step further by frying theirs to golden, crispy perfection.

Tom’s Fried Pies at 1201 US-49 Ste 18 in Richland has built a loyal following across Mississippi for one simple reason: every single pie is made fresh daily using a time-tested family recipe.

That kind of dedication does not go unnoticed.

The menu covers both sweet and savory options, so even the folks who claim they are not dessert people will find something to obsess over. Their apple fried pie earned a national spotlight when Tripping Travel Guide recognized it in 2019 as one of the best apple pies in America.

That is not a small deal for a shop in Richland.

What makes a fried pie different from a regular pie? The short answer is everything.

The crust gets this satisfying crunch on the outside while staying soft enough to fold around a generous filling. It is the kind of handheld treat that makes you feel like a kid at a state fair, except of far better quality.

Tom also earns a 4.8 rating, which speaks volumes about consistency. High ratings like that do not happen by accident.

They happen because someone genuinely cares about getting the recipe right every single morning before the doors open.

If you are road-tripping through central Mississippi and you skip this stop, you will regret it before you even reach the next county line. Grab two or three because one is never enough, and the savory options deserve equal attention.

Tom’s is the kind of place that turns a regular Tuesday into something worth talking about.

4. Proffitt’s Porch — Columbus, MS

Chocolate chess pie is one of those desserts that sounds straightforward until you taste a truly great version of it and realize you have been underestimating it your whole life. Proffitt’s Porch in Columbus is the place that delivers that exact revelation.

Out at 1587 Officers Lake Rd, this spot has earned a reputation for pies that go beyond casual dessert and into genuine memory-making territory.

The chocolate chess pie here has that perfect balance of fudgy richness and a crust that holds its own without overpowering the filling. The chocolate chip pie is another standout that deserves equal attention.

Between those two options, you might need to flip a coin or simply order both, which is honestly the smarter strategy.

Proffitt’s Porch carries a 4.6 rating and has been confirmed by OnlyInYourState as a destination worth seeking out specifically for the pie. That kind of recognition from a source focused on state-specific hidden gems means the word is spreading beyond just the Columbus locals who already know the secret.

Columbus sits in northeast Mississippi and is worth a visit for several reasons, but Proffitt’s Porch gives you the best possible reason to make the trip food-related.

The setting enhances the experience with a relaxed, porch-inspired atmosphere that encourages you to slow down and truly enjoy what you are eating.

Good pie deserves good company and a little extra time. Proffitt’s Porch seems to understand that philosophy completely.

Order slowly, eat slower, and let the chocolate chess pie do what it was born to do. Columbus locals have been keeping this gem close for long enough.

Now it is your turn to see what the fuss is about.

5. Strawberry Cafe — Madison, MS

Caramel pie done right is one of the South’s most underrated achievements, and Strawberry Cafe in Madison has apparently figured out the formula.

At 107 Depot Dr in Madison, this charming cafe has built a following for its caramel and chocolate pies, which keep people coming back regularly.

The 4.5 rating reflects a crowd that is consistently satisfied.

Madison itself is a lovely town, and the Depot Drive location adds a certain character to the dining experience. The cafe atmosphere is the kind that makes you want to linger over your meal rather than rush through it.

When the caramel pie arrives, lingering becomes the only reasonable option anyway.

Caramel pie might not get the same cultural spotlight as pecan or sweet potato pie, but that is honestly part of its charm. It is a dessert for people who know what they are about.

Rich, smooth, and deeply satisfying in a way that feels both indulgent and oddly comforting at the same time.

The chocolate pie at Strawberry Cafe runs alongside the caramel as an equally serious contender. Choosing between the two is the kind of pleasant dilemma that makes a meal memorable.

Ordering one slice of each is a completely valid and highly encouraged approach that no one at the table will argue against.

OnlyInYourState has confirmed Strawberry Cafe as a Mississippi pie destination worth noting, which adds credibility to what Madison residents have already known for years.

If you are anywhere in the Jackson metro area or passing through central Mississippi, this stop makes the kind of impression that sticks with you long after the last bite disappears.

6. Two Sisters Kitchen — Jackson, MS

Jackson, Mississippi has no shortage of good food, but Two Sisters Kitchen at 707 N Congress St holds a special place in the city’s dining culture.

The Southern buffet format is the main draw, and it delivers the full spread of comfort food that makes you feel like you have been invited to a family reunion where the cooking is exceptional, and the portions are generous.

The pie selection arrives as the dessert chapter of a very satisfying meal. Two Sisters keeps homemade pies in the rotation alongside the rest of the Southern classics, and the combination of a full savory meal followed by a proper slice of pie is genuinely one of life’s better experiences.

Jackson residents have been leaning on this spot for exactly that reason.

The restaurant carries a 4.3 rating and has a warm, familiar energy that regulars appreciate. It is the kind of place where the food feels personal rather than commercial.

Buffet dining sometimes gets a bad reputation, but Two Sisters proves that the format can absolutely deliver quality when the kitchen actually cares about the outcome.

Congress Street is central and easy to reach, making Two Sisters Kitchen a practical stop whether you are a Jackson local or passing through on a longer road trip. The value of a full Southern meal plus dessert in one visit is hard to argue with from any angle.

If the pie selection is the thing that gets you through the door, consider it a bonus that you also get to experience some of the best Southern cooking in the capital city.

Two Sisters Kitchen is the kind of honest, unpretentious spot that every food lover should have on their personal list of Mississippi must-visits.

7. Crystal Grill — Greenwood, MS

Celebrity chef Cat Cora once called the lemon icebox pie at Crystal Grill in Greenwood chilled perfection, and that endorsement alone should be enough to get you in the car.

Crystal Grill has been a Mississippi institution for decades, and its dessert reputation has even earned a feature on Food Network’s The Best Thing I Ever Ate.

That is not the kind of recognition that happens by chance.

Pastry cook Annie Johnson’s lemon icebox pie is the signature reason pie enthusiasts make the trek to Greenwood. The balance of tart lemon against a creamy, chilled filling is the sort of thing that converts people who claim they do not even like lemon desserts.

It is that precise and that well-executed.

Beyond the lemon icebox pie, Crystal Grill is also known for its mile-high chocolate-and-coconut meringue pies. The meringue on these creations is the kind of towering, cloud-like achievement that makes you pause before cutting into it because it almost seems wrong to disturb something so dramatic. Almost.

Greenwood sits in the Mississippi Delta, a region with deep cultural roots and serious culinary traditions. Crystal Grill fits right into that legacy while maintaining a menu that continues to surprise and satisfy visitors who expect good food and leave having experienced something genuinely great.

The Delta is worth exploring for many reasons, and Crystal Grill offers the most delicious anchor for that trip. Make a reservation, plan your appetite accordingly, and save serious room for at least one full slice of that lemon icebox pie.

Annie Johnson’s recipe has been earning its reputation one perfectly chilled slice at a time, and you owe it to yourself to find out why.

8. Weidmann’s — Meridian, MS

Mississippi’s oldest restaurant has been doing things right since 1870, and Weidmann’s in Meridian still carries that legacy with quiet confidence.

The restaurant at 210 22nd Ave in Meridian has outlasted trends, changing tastes, and more than a century of competition by staying committed to the kind of cooking that never goes out of style.

The black bottom pie is the crown jewel of that commitment.

Black bottom pie is a dessert that sounds mysterious and delivers on the intrigue completely. Weidmann’s version features a silky dark chocolate cream layer resting on a gingersnap crust, followed by a custard layer, and finished with whipped cream and bitter chocolate shavings.

Every component plays its part without competing for attention, which is the mark of a truly balanced dessert.

The gingersnap crust is what sets this pie apart from every other chocolate-forward dessert you have encountered. It adds a subtle spice that cuts through the richness, keeping each bite interesting from the first to the last.

That kind of thoughtful construction is what earns a restaurant 150-plus years of loyalty.

Meridian is worth the visit for Weidmann’s alone. The restaurant has a historic atmosphere that makes the meal feel like an event rather than just dinner.

Sitting in a space that has served Mississippi for that long adds a layer of meaning to the experience that newer restaurants simply cannot replicate.

Order the black bottom pie without hesitation and take your time with it. This is not a dessert to rush through between bites of conversation.

Give it the full attention it deserves, and Weidmann’s will absolutely deliver one of the most memorable slices of pie you have ever had anywhere in the South.

9. Mammy’s Cupboard — Natchez, MS

Natchez is already one of Mississippi’s most fascinating cities, but Mammy’s Cupboard adds a layer of personality that is completely its own.

The restaurant is housed inside a structure designed to look like a 30-foot-tall woman, which makes it possibly the most visually memorable building you will ever eat pie inside.

The architecture alone earns it a place on any road trip itinerary.

Beyond the unforgettable exterior, Mammy’s Cupboard has a genuine reputation for homemade pies piled high with meringue. The meringue here is not a modest garnish.

It is a full commitment, stacked tall and toasted to that perfect golden finish that signals a baker who takes their craft seriously. Mississippi pie culture does not get more expressive than this.

The homemade quality comes through in every slice. Mammy’s keeps the pie tradition alive in a way that feels authentic rather than performative.

The flavors are straightforward and deeply satisfying, which is exactly what you want from a roadside pie stop that has been drawing visitors for years.

Natchez itself is full of antebellum history and scenic beauty along the Mississippi River, making it a natural stop for anyone exploring the southern part of the state. Mammy’s Cupboard fits perfectly into a day of sightseeing because it delivers a memorable experience that goes beyond just the food.

Pull off the highway, take a photo of the building because you absolutely should, and then go inside and order a slice of whatever pie has the most meringue on it. Mammy’s Cupboard is the kind of place that reminds you why road trips exist in the first place.

Natchez delivers, and Mammy’s makes sure the dessert course is the most talked-about part of the whole trip.

10. The Chimneys — Gulfport, MS

Gulf Coast dining has a certain relaxed energy that makes every meal feel like a small celebration, and The Chimneys in Gulfport leans fully into that spirit.

Known for its Mississippi Mud Pie, this spot delivers one of the most iconic Southern desserts in a setting that genuinely enhances the experience.

Waterfront surroundings and rich chocolate pie are a combination that is very difficult to argue against.

Mississippi Mud Pie is one of those desserts with a name so good it almost does the selling for you. The version at The Chimneys is dense, layered, and deeply chocolatey in the way that only a properly made mud pie can be.

It is the kind of dessert that demands your full attention and rewards you generously for giving it.

Gulfport sits along the Gulf of Mexico, and the coastal setting gives The Chimneys a backdrop that feels like a reward in itself. Eating a slice of Mississippi Mud Pie with lush green views nearby is the sort of afternoon that makes you wonder why you do not do this more often.

The answer is simply that you did not know this spot existed until now.

The Chimneys brings together the best of Gulf Coast atmosphere and serious dessert craftsmanship.

Mississippi Mud Pie originated as a Southern classic, and having it here along the Mississippi Gulf Coast adds a satisfying geographic poetry to the whole experience that is hard to replicate elsewhere.

Make the drive to Gulfport with purpose. The coastal city has plenty to offer, but ending any visit with a slice of Mississippi Mud Pie at The Chimneys is the kind of decision that makes the whole trip feel complete.

Order it, enjoy the view, and let the Gulf Coast do the rest of the work for you.