13 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

“Maroni's is such a gem in the middle of Southold. The Sushi Tuesdays are INCREDIBLE and the truffle grilled cheese is to absolutely DIE for. Kristen & Amber are 2 of the best on the North Fork and if you've not had their meatball pot yet I IMPLORE you to do so. And this is coming from someone who doesnt eat meatballs outside her Nonna's kitchen.

I can not express this enough but make reservations and enjoy the fact that the place deals in cash/check/zelle only and that the prices on the menu reflect tax & tip so you can know exactly what you're spending in advance.“

4.7 Superb58 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 Good95 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!“

4.2 Good113 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…“

4.5 Superb99 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
6

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

“A Mano has been one of our go to spots for years. They're consistently great. The only problem is, I keep ordering the same things because I like them so much. The mushroom pizza is to die for, their pastas are always perfect, and the atmosphere is romantic, perfect for date night. The place just has charm, and the staff is always super friendly, welcoming and attentive.“

4.3 Superb59 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

“This charming roadside take out and restaurant goes way beyond expectations. The dining rooms are proper and attractive. The atmosphere is more European bistro/cafe/trattoria than NY Deli. The service is very good. The Italian/American menu is extensive. And the food is outstanding and a great value. Highly Recommended.“

4.4 Superb53 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 Good61 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

“Restaurant was packed as is usual at this time of the year.However the food,and service was not compromised. Fried artichokes were excellent,as was the arugula pizza,and egg plant pizza as well!
However for me as a gluten free Celiac customer, i needed gluten free pasta.Well they not only had it but it was the best I had ever had!!! It was the shrimp fra diavalo over ziti.Perfect heat to a firm pasta cooked perfectly in a separate pot as not to cross contaminate,now that's customer service !
If you want a terrific meal without stupid Hampton prices, come to this terrific local restaurant ,you won't be disappointed!“

4.6 Superb50 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

“Our group enjoyed dinner at the bar with Ava. She was welcoming and offered suggestions for drinks and dinner. The food was delicious and the atmosphere was cozy and inviting. Pork chop special was divine and the dessert was decadent.

Definitely coming back for another visit.“

4.5 Superb80 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
Buffalo Wings
Caprese Salad
Veal Cardinale
Chicken Bacon
Chicken 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 Superb62 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 Good46 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.“

3.6 Good50 Reviews

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