14 Best Italian Restaurants near Southold

Maroni Southold Italian • $$
54195 Main Rd, Southold

Customers` Favorites

Toasted Marshmallows over Chocolate Mousse
Ribs with Gummi Bear Glaze
Chicken Parmigiana
Penne Ala Vodka
Sushi Tuesday

“This is a special place.Small but well thought out tables.Exquisite small food plates with cleverly constructed recipes for a really memorable meal.Every item is better than you expect.
One of the very best this year.
Well done !“

4.7 Superb78 Reviews
Michelangelo Southold Italian • $$
53345 Main Rd, Southold

Customers` Favorites

Cheese Slice Pizza
Eggplant Parmesan
Chicken Parmigiana
Chicken Piccata
Pepperoni Pizza
Sicilian Pizza
Fried Calamari
Eggplant Pizza
Grandma Pizza
Garlic Knots

“The food is excellent and the pizza is even better. There once a week. You will be pleased.“

3.9 Good220 Reviews
Léon 1909 Italian
29 W Neck Rd, Shelter Island Heights - 6.14 miles

Customers` Favorites

Slow Roasted Chicken
Clams and Sausage
Bone in Ribeye
Roasted Fluke
Roast Chicken
Roasted Pork
French Fries

“We visited on Saturday evening during the Thanksgiving holiday weekend. From the moment we entered through the front door, we were welcomed by big smiles, big smells of delicious food, and what felt like a warm hug from a good friend. Classic and palette awakening cocktails. Try the brandade fritters and the best Caesar salad I have ever enjoyed. Sea bass was fresh out of the waters that surround the east end. The burger and the roasted chicken. For sides we ordered the onion gratin, romanesco and French fries. Surprise banana split for dessert. Delicious! See you again soon. Happy Holidays!“

4.3 Superb140 Reviews
4

A Mano

A Mano Italian • $$
13550 Main Rd, Mattituck - 6.81 miles

Customers` Favorites

Linguine Shrimp Crabmeitat Chilies Emon armen27
Fig and Prosciutto Pizza
Flourless Chocolate Cake
Homemade Bread with Oil
Chicken Parmigiana
Margherita Pizza
Chicken Parmesan
Pasta Bolognese
Sunday's Gravy
Burrata Salad

“We had a great dinner at this restaurant. All the appetizers and salads were fresh and delicious. The pizza was crispy and perfect. Side note. I left my credit card at the restaurant. Owner called me to inform me and stayed late until I could go back and get it.“

4.3 Superb66 Reviews
Touch of Venice Italian • $$$
28350 Main Rd, Cutchogue - 4.79 miles

Customers` Favorites

Grilled Shrimp in Scampi Sauce
Linguine Con Vongole
Linguine with Clams
Rigatoni Bolognese
Shrimp Fra Diavolo
Stuffed Artichoke
Grilled Swordfish
Veal Parmigiana
Beef Bolognese
Fluke Francese

“The food is amazing and the staff is incredible. We had a blast there last evening. Can’t wait to go back!“

4.5 Superb76 Reviews
Grana Trattoria Antica & Enoteca Italian • $$
1556 Main Rd, Jamesport - 10.69 miles

Customers` Favorites

Wood Roasted Eggplant Pizza
Grilled Artichoke Salad
Wild Mushroom Pizza
Eggplant Parmigiana
Margherita Pizza
White Clam Pizza
Grilled Octopus
Not Your Mom
Fig Pizza
Jamesport

“Excellent food ..cooked to perfection..Great wait staff..Cozy & Inviting…“

4.4 Superb97 Reviews
Cappelletti Restaurant & Take Out Italian • $$
3284 Noyack Rd, Sag Harbor - 8.91 miles

Customers` Favorites

Fried Calamari
Marinara Sauce
Eggplant Parm
Garlic Rolls
Lobster Roll
Garlic Bread
Focaccia
Sandwich
Risotto

“We love going to Capelettis — it’s a charming local restaurant that always makes you feel welcome. The owner and chef, Luigi, always greets you with a smile when you walk through the door, which makes the experience feel very personal and special.
He is an amazing chef — the pasta fagioli soup is the best, and everything is always delicious. The staff couldn’t be nicer, and the whole place has a very homey, local feel.
One of our favorite spots — we highly recommend it.“

4.4 Superb61 Reviews
8

Isola

Isola Italian • $$$
15 Grand Ave, Shelter Island Heights - 6.16 miles

Customers` Favorites

Olives and Flatbread
Chicken Parmigiana
Oysters Rockefeller
Pasta Bolognese

“Kayla and I had an amazing dinner Steak night. Kayla's steak was out of this world delicious. I had the Swordfish which was tasty and delicious. Thank you Brad for treating us like family. We will be back again soon.“

4.2 Good55 Reviews
Pellegrino's Pizza Bar & Restaurant Pizza • $$
1271 Noyack Rd, Southampton - 9.47 miles

Customers` Favorites

Seared Local Calamari
Meatball Sliders
Eggplant Sliders
Arugula
Pizza

“Pellegrino‘s is some of the finest Italian food on the East End. It also is a cool place to hang out with a casual vibe with no pretense.. as a local realtor when people ask me, what’s a great restaurant in the north sea area Pellegrino is always the first to come to mind. Great food fantastic service a small, but vibrant bar area or what you’ll find here.
They make a great pizza.
I cannot recommend this place more highly.
Stop in for a bite you will not be disappointed.“

4.6 Superb48 Reviews
10

Alpina

Alpina Wine Bar • $$
45 Front St, Greenport - 6.08 miles

Customers` Favorites

House Made Swiss Sausage
Cacio E Pepper Agnolotti
Classic Wiener Schnitzel
Chartreuse Soufflé
Charcuterie Board
Bread Basket
Duck Breast

“Had such a great night. Sat at the bar and was treated so nicely by the bartender. Great drinks - my boyfriend thought it was best Manhattan he has ever had! Food is delicious, atmosphere is great for a date night. Had the racelette, pork schnitzel and the special osso bucco. All beyond delicious!!“

4.5 Superb91 Reviews
Lenny's Pizza & Bistro (AKA Lenny's of Jamesport) Pizza • $$
1451 Main Rd, Jamesport - 11 miles

Customers` Favorites

Sicilian Square Pie
Chicken Francaise
Mozzarella Sticks
Buffalo Chicken
Slice of Pizza
Chicken Wings
Chicken Bacon
Veal Cardinale
Caprese Salad
Buffalo Wings

“I am a Shipt shopper and travel to Riverhead once or twice a week. After a long day, I always look for something fast, delicious, and satisfying. Since I love Italian food, I googled an Italian restaurant nearby and came across Lenny Pizza & Bistro.

My first visit was on September 22, 2025, when I ordered the baked ziti, sautéed spinach, and garlic knots. This was actually my first time ever having freshly baked garlic knots—and they were incredible! That entire meal was so delicious, I knew I’d be back.

On September 29, 2025, I returned and tried the meat lasagna with the sautéed spinach and garlic knots—it was absolutely perfect. Yesterday, I found myself craving that lasagna again and just had to go back. Once more, I ordered the meat lasagna, spinach, and garlic knots, and it was every bit as amazing as the last time.

The food here is consistently fresh, flavorful, and comforting—exactly what I need after a long workday. I can honestly say Lenny Pizza & Bistro has quickly become my go-to spot in Riverhead. Highly recommend!

—Victoria“

4.5 Superb57 Reviews
12

Basso

Basso Wine Bar • $$
423 Main St, Greenport - 7.41 miles

Customers` Favorites

Charcuterie

“Great local place with excellent food and wine in a comfortable friendly atmosphere.“

4.4 Superb19 Reviews
Roma Pizzeria Pizza • $
31455 Main Rd, Cutchogue - 4.23 miles

Customers` Favorites

Buffalo Chicken Pizza
Pepperoni Pizza Pie
Marinara Sauce
Cheese Pizza
Garlic Knots
Salad

“Born in New York and grew up in Huntington. This is my First time at Romas and visiting mom from Virginia, my son has never been to any authentic New York pizza joints. So when we tried Roma’s, he had the Sicilian and he told the owner “it’s the best pizza he ever ate”. Coincidentally the owner knows Tony from our local pizza place in Virginia. Real glad we got up for some real New York pizza before leaving to go home in little ol’ Virginia.“

3.9 Good43 Reviews
Michelangelo Pizzeria Pizza • $
10095 Main Rd, Mattituck - 7.41 miles

Customers` Favorites

Broiled Seafood Platter
Buffalo Chicken Pizza
Chicken Parmesan
Vegetable Pizza
Fritti Di Mare
Veal Milanese

“Lovely dinner with my family last night. Waitstaff could have came around to keep drinks full and make sure our needs were met. Food was delicious but someone needs to please clean that pizza oven. Burn bottom and crust was a bummer as everything else was very nice. Photo is my take home slices. All three pies were this way. Such a shame. My family came from MA.“

3.5 Good54 Reviews

You May Also Like