My sister and I ate here during Mathew's Market Days, we were looking for something other than warmed over hotdogs. The restaurant was very busy but there were two seats at the bar. We ordered two draft beers and decided on a pizza we wanted to try. The pizza was one of the very best I have had here in Virginia, always on the lookout for great pizza being from the very Italian Rochester area of upstate New York. Check their hours before going, other than that expect delicious-ness!!! read more

Stopped in for lunch during the festival. I had had their pizza before but got sandwiches this time. Everything, including the service, was great! read more

Southwind Pizza - Oyster Poboy - New American Near Me - Mathews, Virginia

The pizza at Southwind is so good that no other compares in our little town. The staff is amazing. Our group of ladies dine for lunch often. read more

Great place! This sleepy little town fills UP this place for lunch! The service, the food....always right on! The food is great (OMG, try the chicken salad!!!), and the wait staff is always helpful, attentive, and prompt, even when the restaurant is completely full! The chef is willing to make some subs when requested, but try to avoid asking....trust them, the food is great as-is! The deco is eclectic, with a racing skull hanging from the ceiling in back room. Old finds, fun things, and just a good time here!!! read more

Good pizza. Good beer. Cute place. Great service. What else would you need? Only negative was my daughter's chicken fingers came out with one frozen in the middle. read more

The restaurants in Deltaville were full at 8pm on a Friday night in early October which was unexpected, so our group of five friends drove to Mathews to get pizza. We called and ordered ahead, a Rigby Island pizza and a New Pointe pizza. When we arrived they were getting ready to close but the staff said we could sit on the porch to eat which was super nice of them. They served us drinks and dessert as if we had ordered for dine in. We were so happy to have such friendly and welcoming service since it was so late. Our waiter Michael was wonderful and we will certainly be back. That buttermilk parmesan dressing they have is worth the drive. read more

Southwind Pizza - Rigby Island and New Pointe pizza - New American Near Me - Mathews, Virginia

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Cute little restaurant in the middle of the cute town center of Mathews. Not a huge menu, which I love because normally it means the food is fresh. This was definitely the case for Southwinds! Family friendly atmosphere and very laid back. While we weren't in the mood for pizzas, the menu changed our minds. The Caribbean Jerk Chicken pizza hit the spot! Great service and overall experience! read more

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Great place to eat, fast service, nice casual atmosphere. We got the Big Island and Berkely 8 inch pizzas and the bang bang shrimp appetizer which I highly recommend. read more

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we were in the area and needed a lunch break. gave the Southwind Cafe a try. we had our little pupper with us and they have outdoor seating in the shade. Morgan quickly came out to greet us and take our order. our dog got a bowl of water. we decided to try the pizzas. we did the big island and the tangier island. they were delicious. they are cut into 4 slices but we only could finish 3 each. as long as we were taking home the other slices we had to add some cake for later. so we took home a slice of lemon blueberry and a slice of carrot cake. they were amazing. its good to know I have a go to place for food when I am in the area. you have to stop in here. friendly service, small town kindness and great food. read more

Southwind Pizza - blueberry lemon cake after the ride home, delicious - New American Near Me - Mathews, Virginia

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Went here on a Friday evening specifically for the gluten free pizza. They were out. Of all gluten free crust. Then ordered the Fillet mignon. A few minutes later the waitress comes out and informs me they're out. Again... on a Friday evening. It's one of their specials yet they've already run out. I settle on the shrimp and grits, and asked if I could still get the sides included with the fillet, since they were out of so many choices. The waitress came back out to inform me, yes, but for an extra $7. Would I still like the sides? I said ok, no I will not be paying that but I will be leaving a yelp review. 2 minutes later she informs me the owner said I can have the sides for free. When our meals came out, we had to ask for the salads which should have come out beforehand. The owner did bring the sides out personally, and checked on us again later, so he attempted to remediate the situation somewhat. The shrimp and sauce on the shrimp and the salad dressings were good. My husband got the trout and it had zero flavor, zilch. The grits were flavorless, and the mashed potatoes were lumpy. The ratatouille was unevenly chopped, so the squash was unevenly cooked. We had to go in and ask for the check when we were done (we were sitting outside), and here's the kicker: my husband was vomiting 8 hours later with food poisoning (mind you he had not eaten out anywhere but here in the past 72 hours). It's a very small town. Maybe this is why they can get away with overpriced food and running out of various specials and still make a profit. Would not recommend and will not be returning. read more

*3.5/5 Let me preface: my crab cake sandwich was delicious. Filling. Scrumptious. Insert all other positive adjectives. Satisfying to the point that I'd give Southwind Pizza a strong 4 stars if not for the subpar service. I get it -- I've worked in the service industry before, it's hard to be smiley and cheery all the time. Standoffish service? It happens. But it's also hard to ignore the fact that we were a group of POC in a town that proudly flew Confederate battle flags on their streets. I'm not trying to assert anything or the other, but yeah, it was a thought in my mind. Not factoring this into the score, since I'm not sure how much control Southwind has over this, but the water had the weirdest aftertaste. read more

Southwind Pizza - Crab cake sandwich - New American Near Me - Mathews, Virginia

Really good pizza as always. Fast and friendly delivery service. Always a solid choice for dine in or carry out. read more

Prices are too expensive. Good food, but very pricey. Service is always spot on and many brews to sample

Great food and beer selection. Pizza is amazing...the 8" personal pizza is more than enough for anyone.

My friend told me about this place and told me I had to try their pizza. I had the Fisherman's Island pizza. They were currently out of scallops but they offered to make it with extra shrimp and crab so I went for it. Great choice. The pizza crust was delicious and the toppings were perfect. I cannot wait to go back and try it with scallops or try the lobster roll. Melody was our server and she was amazing. Super friendly and laughed at my jokes. Haha. The restaurant was very clean and they were getting ready to do a renovation. I'll have to wait to go back but I will. I would definitely recommend this to anyone wanting a great little place to grab a bite. read more

We drive an hour from Yorktown a few times a year to have lunch or dinner at Southwind. The pizza is great, the beer is cold, the service is friendly. We've had the Goodwin Island pizza and damn it's good! read more

Southwind Pizza - Bar - New American Near Me - Mathews, Virginia

Great food (especially the pizza) and great staff? If you want a great pizza, this the place Fer sure! Get to go or enjoy a great dine in experience! They have a lot of other menu items, but the pizza is unbelievable! They must have a great oven because the top is slightly charred and the under carriage is awesome. No wimpy crust here! read more

Great atmosphere, fantastic food and service with a smile. Favorite local place.Big Island

Lord of big tasty had a hankering for some pie and suds. We were offered fresh home made cinnamon buns from the chief! Beer was cold and refreshing . What a surprise to have such great fresh ingredients! The pizza pie was amazing. The crust was perfectly cooked .. will be back read more

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Absolutely recommend Southwind Pizza ... and for a lot more than just the pizza! Although their pizzas are the best, and unique, so are their other offerings from local specials to daily offerings ... from Sunday brunch, to evenings with entertainment. Dine at the bar, at a table or on their porch. read more

Meh! Pizza was extremely saucy and just not good overall! I paid over $50 for 3 little pizzas. Cheese, pepperoni and cheese steak, which they left off the peppers! I would not waste my money eating here! read more

Southwind Pizza - $20 for this!!! - New American Near Me - Mathews, Virginia

We only went for dessert and oh boy dessert did NOT disappoint! We had key lime pie and peanut butter pie and lavender Ice cream sandwich. Service was excellent as well. The place was hoppin so I'm guessing the pizza was very good as well. The folks around us were enjoying their entrees. read more

Found this place looking for local eateries near Gloucester. Hands down has become one of my favorite pizza joints. And the beer on tap...great selection. read more

Excellent food and great service. I had the salmon with a light cream sauce and it was excellent.

Wow the food and drinks here are amazing. Had veggie pizza with vegan cheese. It was awesome! The peanut pie was just as amazing. The chef there is 5 stars!!! The bartender guy was so friendly. Went back the following day because the food is so good. Vegan options too!!! read more

One of our favorite places to eat. Always good food. Excellent choice of draft beers.

Hello Just had lunch here it's amazing!!! Brunch hours were over but the Dan said we could still get anything from the brunch menu. Amazing crab cake, oyster stack succulent inside cruncher on the outside not to mention the potato cakes eggs were well done & the potatoes from another planet! Ashley our waitress was sweet & helpful! I would travel from California to eat here!! read more

Southwind Cafe seems like such a cute local place! They have a limited seating on the patio, and when you step inside, it is packed with the locals as well as a cute little vibe to it! The atmosphere was quite inviting, and the chef himself, noticed us walking in, and asked if we wanted to just sit up at the bar (as it was available right away), or wait a few minutes for a table to open up. We opted for the bar, as we wanted to order their famous pizzas and hit the road to drive back. I'm so glad we did, as Chris, the bartender, was very attentive and just plain AWESOME! He was so incredibly sweet and gave us some of the events that are going on in town as well as copies of some 'Rivah' magazines that include local events and such. We were also seated next to another local named Steve, and he was pretty awesome, too, offering some of the local attractions that we could check out the next time we were in town. My husband ordered their homebrewed sweet tea (again, I'm thinking we're just not a fan of Mathew's filtration system, as this also had an off taste to it); we also ordered the Rigby signature pizza to go, a small size. The pizza itself has thick crust, and had a generous amount of cheese, basil, and tomatoes. I was surprised, as Chris stated that Southwind was ranked as #2 for the best pizza in VA (others all in Virginia Beach) - the pizza itself was okay, and I appreciated the fresh ingredients as the toppings. I would love to come back and try out their other menu items, as I've heard that the chef gets pretty inventive. +ask for Chris, the awesome bartender! :D read more

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This is a great restaurant with a great front porch for dining. Pizza is fresh tasting and excellent. Fine ingredients. Great sandwiches and salad too. Friendly staff. Overall a really great place. read more

We visited the cute little town of Mathews while on a beautiful motorcycle ride through the Virginia countryside. Based on Yelp reviews and recommendations from friends who knew the area, we decided on Southwind Cafe as our lunch destination. We'd been warned that it gets crowded, but we arrived between the lunch and dinner crowds so we got a table right away (there was still a healthy number of people enjoying leisurely meals). What a nice place! The decor was clean, bright, colorful, and artsy (locally made art & crafts, I think). It looked like just about every piece on display was for sale. The single bathroom was tidy and had good lotion if you like that kind of thing. There was a refrigerated display case that held delicious looking desserts sold by the slice (apple, lemon, pumpkin, and key lime pies; carrot and almond cakes)...unfortunately, we didn't try any. There was nice bar with seating that had a good selection of wine and beers on tap. Service was friendly and timely. We never felt rushed or in need of anything. They had a good variety of sandwiches, salads, and pizzas to keep most folks happy. Right off the bat, their Black bean-Sweet potato Quesadilla off their regional/seasonal menu jumped out at me, but it was really popular and had already sold out! Disappointing. Instead, we ordered two pizzas (Tangier Island and Parrot Island, I think) . I've posted a pic of how those came out, and they tasted as good as they looked. The crust was crispy and chewy, and had fresh toppings that packed a lot of flavor. They both had good topping to crust ratios. We cleaned our plates. We will definitely make Southwind Cafe a regular stop when we're riding out that way. If Mathews is not a usual destination for you, FYI...the small pedestrian area around the cafe has other restaurants, coffee shops, galleries, and boutique/antique/other stores that make for a good day trip. PS I see up above where it says Southwind Cafe is not wheelchair accessible. There were stairs leading up into the front of the cafe, but there was a gentleman in a wheelchair dining inside when we came in, so perhaps there's a wheelchair accessible ramp somewhere on the premises? read more

Southwind Pizza - 8 inch pizzas - four slices each. Delish! The logo glasses can be purchased (along with nearly everything else on display). - New American Near Me - Mathews, Virginia

1st time here and it was just wonderful. Service was great and food was absolutely yummy. I had the Island Paradise and my husband as the daily special seafood pizza. So good. read more

Southwind Pizza - New American Near Me - Mathews, Virginia

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On a lovely spring eve in April, I happened upon the charming Southwind Cafe in Matthews, VA. Having formerly met the chef/owner and spoken with him at length about his fabulous Southwind pizza pies, I was indeed anticipating a mouthwatering dining experience. The waitress was kind enough to seat me and my faithful pooch, Conniption, on the front porch in the fading sunlight. I ordered the Gwynn's Island Specialty Pie for myself and a grilled chicken breast for Nip. Fifteen minutes later, my pie was delivered. I had asked for a bowl of water for the dog, and it was promptly delivered along with his chicken breast, thoughtfully diced into dog-sized bites. The pizza was good, although I detected way more mozzarella than goulda cheese. I ate half and saved the rest for a late night snack. Then I sat for quite awhile, feeling forgotten, secretly longing for a box and a steaming hot cup of coffee. I had been contemplating dessert but was beginning to get tired of waiting. No one bothered to check to see if my food was prepared to my satisfaction. As with this chef/owner's other restaurant in Gloucester, the quality of the food was fine, but the service sadly lacking. Overall, not my most pleasurable dining experience. read more

Southwind Pizza - New American Near Me - Mathews, Virginia

I was visiting a friend in a neighboring town and we stopped by for brunch. Not only is the atmosphere warm and inviting, and the service excellent but the food is absolutely amazing! We split the gruyere risotto balls as an appetizer and they were delicious. Then, we both landed on the shrimp Charleston as our entrees. This is a shrimp and grits dish that changed my idea of what shrimp and grits should be. It was creamy and perfectly seasoned with just the right shrimp-to-grits ratio. I will absolutely be back for more!! It would be worth the drive from the far west side of Richmond JUST to experience that masterpiece again, although I would love to explore the quaint little town it's in as well. Thank you to the chef for an amazing meal and the staff for exceptional service!! What a lovely Sunday treat. read more

If you have the chance to get the dinner special grilled scallops Charleston with the Byrd Mills grits... DO IT!

This is a great small-town restaurant. The pizza is the best around. Very friendly wait staff. The interior reflects the the history of Mathews, a small county on the Chesapeake Bay. Very popular with locals, highly recommend out of town guests! read more

While in Mathews for a weekend getaway, my husband and I stopped by Southwind and ordered to-go at the bar (We ordered the Parrot Island pizza and a side of chicken strips). The wait was long, but we ordered some drinks and played with the neat mind puzzles on the bar, so we didn't mind. We expected a lot more from the food - the pizza was not good at all. The sauce was too sour and crust too tough. Even worse, however, were the chicken strips. They were disgusting. Additionally, we ordered the strips with ketchup and honey mustard and we were told they had neither (and we were also told they were out of "every other sauce we could imagine") and so one of the waitresses without asking threw a single chic-fil-a sauce (leftover from her lunch) into the to-go box with our chicken (which I found kind of gross). The food isn't good, but the atmosphere at the bar was very fun and there isn't much to do in the area, so I can easily see the appeal - just don't expect as much as the previous reviews seemingly promise. read more

Southwinds has totally supported our community throughout the COVID pandemic. I'm proud of their support and especially grateful for Dean and the entire staff. Great food exceptional service! read more

This is one of my favorite places to eat when I'm down at the river. The pizza always hits the spot and never has disappointed--I always get the Paradise Island. Their food is always fresh, especially seafood specials. The owner is a great guy and truly seems to care about his customers and their experience. I'm so happy they expanded so more people can enjoy this place! Also, who doesn't love a restaurant that has live music?! read more

Southwind Pizza - New American Near Me - Mathews, Virginia

Awesome food friendly staff and great service. Whether you eat in or take out consistently on point. Salads are great but the pizza is amazing we have enjoyed great burgers fish and chips and the beer selection offers something for any beer drinker you have with you. My entire family loves this place. Try it out read more

Southwind Pizza was subpar. To put it nicely. 2 hairs were found in my pizza. Although, I will say the waitress was very nice, probably the best part of my experience was her service. I would consider going back but would not get the pizza, all the cheese fell completely off the dough. read more