01
Best overall pick
Taglio
Columbia-Tusculum Hillside • Modern Craft Pizza Bar • Destination For Creative Pies
Square-cut pies with crisp edges, inventive toppings, and a lively bar scene make Taglio worth the quick drive from Fairfax.
If you like bold flavors and a little experimentation, Taglio should be at the top of your list. Their thick, airy crust and well-charred edges carry everything from classic pepperoni to house-made hot honey and seasonal vegetables. It’s a great option when you want pizza to feel like a proper night out rather than just takeout.
02
Classic neighborhood slice shop
Ramundo's Pizzeria
Mt. Lookout Square • New York–Style Slice Counter • Late-Night Slice Fix
Ramundo’s is the go-to for oversized, foldable New York–style slices just a short hop from Fairfax.
This is the kind of place where you walk in, point at a massive slice in the case, and are eating within minutes. The crust hits that thin-yet-sturdy sweet spot, with just enough chew to hold generous toppings. It’s especially handy for casual meetups or a quick bite after an evening in Mt. Lookout’s bars and cafes.
03
Best wood-fired vibe
Fireside Pizza
Walnut Hills Historic District • Wood-Fired Taproom Pizza • Best For Craft Beer Pairings
Fireside pairs blistered wood-fired pies with a strong local beer list in a character-filled old firehouse.
The menu leans into chewy, leopard-spotted crusts and well-balanced topping combos, from simple margherita pies to sausage and hot pepper options. With picnic tables, rotating taps, and a relaxed, community feel, it’s ideal when your group wants good pizza and a place to linger. From Fairfax, it makes for a fun, low-key night out without heading all the way downtown.
04
For serious crust fans
Saint Francis Apizza
Hyde Park Business District • New Haven–Inspired Apizza Shop • For Serious Pizza Purists
Saint Francis focuses on charred, New Haven–style pies with thoughtfully sourced toppings and a minimalist menu.
Expect a thinner, crisper crust with deep char and a smoky flavor that fans of classic coal-oven pies love. The topping list is tight but dialed in, with options like clam, hot oil, and high-quality cheeses that let the dough and sauce stay in the spotlight. It’s a smart pick when you’re willing to drive a few extra minutes from Fairfax for truly destination-worthy pizza.
05
Worth-the-drive family spot
Padrino
Downtown Milford Riverfront • Cozy Italian Restaurant & Pizzeria • Relaxed Night Out Pick
Padrino serves well-executed pizzas in a warm, brick-walled space that works just as well for families as for laid-back date nights.
The crust strikes a middle ground between thin and doughy, giving plenty of support to classic toppings like sausage, banana peppers, and extra cheese. Beyond pizza, the menu has enough pastas and appetizers to keep everyone at the table happy. Plan on a slightly longer drive from Fairfax, but pair it with a stroll through Milford’s walkable downtown and it feels like a mini outing.