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    Pearl
    Third Time's the Charm, Restaurant in Brooklyn
    Restaurant150Points
    Star Wine List 2026

    Third Time's the Charm

    Red Hook, Brooklyn

    Restaurant in Brooklyn, United States

    The Read

    Chef

    Chris Milazzo

    Dress

    Casual

    Why go

    Choose Third Time's the Charm when the brief is wood-fired pizza, drinks, an easy Red Hook dinner rather than a formal Brooklyn meal. Its Star Wine List recognition gives the drinks side more weight than a standard pizza stop, while Red Hook Tavern and Cafe Kestrel are better cross-shops for broader dinner menus.

    About Third Time's the Charm

    Is Third Time's the Charm worth choosing for pizza in Brooklyn? Yes, if the draw is a casual evening built around wood-fired pizza and a supper-club-style feel rather than a formal meal. In Brooklyn, where dinner can take many forms, this is the pick when the group wants wood-fired pizza in a casual setting.

    Wood-fired pizza is the reason to go

    The useful way to think about Third Time's the Charm is not as a generic pizza stop. The format points closer to a supper-club-style evening, with chef-owner Chris Milazzo attached and wood-fired pizza as the anchor. That makes it a stronger fit for diners who care about pizza than for anyone looking for a broad, all-purpose menu.

    The practical case for choosing it is direct: go when wood-fired pizza is the center of the plan and a casual Brooklyn dinner is the goal. It is open Wednesday through Sunday evenings, with later hours on Friday and Saturday. For a deeper scan before committing, use the full Brooklyn restaurants guide.

    Choose it for a casual Brooklyn dinner, not for maximum menu range

    This is a better match for diners who want a low-friction dinner built around wood-fired pizza than for a group trying to satisfy every preference at one table. The cuisine signal is specific, which is a strength if everyone is on board and a limitation if the group needs a wide range of options.

    If the night calls for a different kind of Brooklyn dinner, Red Hook Tavern, Cafe Kestrel, The Good Fork Pub, Brooklyn Crab, Lundy's of Brooklyn are also worth comparing by mood, group needs, the kind of evening you want rather than by cuisine alone.

    For readers building a larger Brooklyn itinerary, nearby category guides are more useful than forcing this into every plan: Brooklyn hotels for where to stay, other Brooklyn dining guides for what to do around dinner. If pizza is the core search, Third Time's the Charm makes the most sense when wood-fired pizza is the main reason to go.

    The takeThis is primarily an evening destination: the supper-club format and course-driven rhythm make it best suited for dinner, when guests can settle in for a measured meal. It fits date nights and after-work evenings when diners want something more intentional than a casual slice — yet it remains accessible enough for a relaxed hangout with friends. Because the restaurant is framed as reputation-driven rather than reliant on walk-ins, the experience skews toward guests who plan ahead and value a composed, multi-course approach rather than quick turnover.
    Venue detailsCozy
    Recognition and awards1 source
    Also considerAlternatives
    Restaurant contextBrooklyn, United States

    Planning details

    Location
    275 Van Brunt St, Brooklyn, NY 11231
    Website
    charmbarnyc.com
    Explore BrooklynNearby
    Around this placeMore Pearl picks
    The take

    The Take

    The Vibe

    Third Time's the Charm settles into Red Hook's slower rhythm with a small, course-driven supper-club that foregrounds wood-fire technique. The dining room reads intimate and intentionally paced: rather than chasing foot traffic, the spot fills by reputation and leans into a disciplined service model that still feels approachable. The wood oven and pizza program give the menu a rustic, elemental backbone while the supper-club format lends a more considered, sophisticated profile than a standard pizza joint. Overall it presents as a quietly confident neighborhood destination — low-key but exacting, the kind of place you discover by word of mouth.

    Best For

    This is primarily an evening destination: the supper-club format and course-driven rhythm make it best suited for dinner, when guests can settle in for a measured meal. It fits date nights and after-work evenings when diners want something more intentional than a casual slice — yet it remains accessible enough for a relaxed hangout with friends. Because the restaurant is framed as reputation-driven rather than reliant on walk-ins, the experience skews toward guests who plan ahead and value a composed, multi-course approach rather than quick turnover.

    Ordering Tips

    Expect a slow, course-driven service anchored in wood-fired cooking — the meal is structured more like a supper club than a grab-and-go pizza counter. Plan time accordingly and consider reserving in advance given the room "fills on reputation rather than walk-ins." Let the format dictate pacing: embrace the sequence of courses rather than rushing to individual plates. The menu centers on wood-fired pizzas and related Northeast-sourced preparations, so balance those dishes with a few of the kitchen’s signature items to experience both the oven-driven technique and the supper-club rhythm.

    Venue details

    Ambiance

    Cozy interior with refinished flooring, original tin ceilings, impressive bar, blown-glass fixtures giving a gorgeous glow, and big enclosed heated backyard.

    Tags

    Vibe

    CozyTrendyLively

    Best For

    Casual HangoutDate NightAfter Work

    Experience

    Open Kitchen

    At the Table

    Dress Code
    Casual
    Noise Level
    Conversational
    Service Style
    Upscale Casual
    Meal Pacing
    Standard
    Capacity
    Small

    Signature Dishes

    • Spicy Marg
    • White Lotus Season 2
    • Trademark Infringement
    Planning details

    Location

    275 Van Brunt St, Brooklyn, NY 11231 · Directions

    charmbarnyc.com

    Recognition and awards
    Also consider

    Where to go if this does not fit the night

    Choose Red Hook Tavern if the group wants a fuller American dinner in the same general Red Hook orbit. Choose Cafe Kestrel if the better match is European or New American cooking instead of a pizza-led format.

    Restaurant context

    How it compares in Brooklyn

    Third Time's the Charm is the tighter choice when the plan is pizza plus drinks in Red Hook. Red Hook Tavern is better for a fuller American tavern meal, especially if the group wants a broader menu. Cafe Kestrel is the stronger cross-shop for European or New American cooking rather than a pizza-led night.

    For casual group energy, The Good Fork Pub is the easier recommendation when diners want pub flexibility over a focused wood-fired format. Brooklyn Crab and Lundy's of Brooklyn make more sense for waterfront seafood or larger, looser plans. Choose Third Time's the Charm when the food brief is narrower and the drinks component matters.

    Explore Brooklyn
    Around this place
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    Discover more on Pearl

    Unlock the full Third Time's the Charm guide in Pearl, including awards, comparisons, FAQs, planning details, and nearby places.

    Compare Third Time's the Charm
    Third Time's the Charm Brooklyn and similar venues
    VenueLocationCuisineAwards
    Third Time's the CharmBrooklynWood-fired pizza / supper-club style
    Star Wine Lists 2026
    Cafe KestrelNew York CityEuropean, New American
    2026 Michelin Plate2025 New York Times Best Restaurants in New York City
    Red Hook TavernNew York CityAmerican
    2026 Eater NY 38 Best Restaurants in New York City · #372026 World's 101 Best Burgers · #63Star Wine Lists 20262026 James Beard Award Semifinalists2025 World's Best Steaks 25 Best Burgers · #212025 OAD Casual in North America Ranked · #522025 Michelin Plate2024 OAD Casual in North America Ranked · #842023 OAD Casual in North America Highly Recommended
    The Good Fork PubNew York CityNo published awards;
    Lundy's of BrooklynNew York CityNo published awards;
    Brooklyn CrabNew York CityNo published awards;

    How Third Time's the Charm Brooklyn compares with similar nearby venues.

    FAQ

    Frequently Asked Questions

    How far ahead should I book Third Time's the Charm?

    Check the venue directly for the latest booking process. The hours are Wednesday, Thursday, Sunday from 4 PM to 9 PM, Friday and Saturday from 4 PM to 12 AM; it is closed Monday and Tuesday.

    Can Third Time's the Charm accommodate groups?

    The details point to a casual wood-fired pizza / supper-club-style format, which can work well for a relaxed dinner when the group is aligned on pizza. Compared with Red Hook Tavern, this is best evaluated as a more pizza-focused Brooklyn option.

    Does Third Time's the Charm handle dietary restrictions?

    Plan conservatively and check ahead, especially if the restriction is strict. For any table with mixed needs, confirm directly with the venue before booking or arriving.

    Is Third Time's the Charm good for a special occasion?

    Yes, if the occasion is casual rather than formal. The setup is wood-fired pizza / supper-club style, with casual dress and evening hours. Third Time's the Charm is best framed as a Brooklyn night out centered on pizza.

    What are alternatives to Third Time's the Charm in Brooklyn?

    Use Cafe Kestrel, Red Hook Tavern, Brooklyn Crab, Lundy's of Brooklyn, The Good Fork Pub as comparison points depending on the mood and group needs. Third Time's the Charm makes the most sense when wood-fired pizza is the main plan.

    Is lunch or dinner better at Third Time's the Charm?

    Dinner is the clear choice, since the hours are evenings only: closed Monday and Tuesday; open Wednesday, Thursday, Sunday from 4 PM to 9 PM; and open Friday and Saturday from 4 PM to 12 AM. If the plan is lunch, look elsewhere in Brooklyn.