The Dating Gazette
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Regent Square

east end village · 15218

Regent Square is the Pittsburgh neighborhood that pretends it is a small town, and gets away with it because Frick Park is essentially the backyard. Square Cafe still anchors the brunch line, Biddle's Escape keeps the laptop class caffeinated, and the D'Imperio's-to-D's Six Pax pipeline handles the rest. The housing stock is brick rowhomes and the occasional Tudor, priced like everyone figured out the secret about a decade ago. Dating here skews thirties-plus, Subaru-adjacent, with strong opinions about trail etiquette. Bring walking shoes, an actual conversation, and the willingness to run into your date's coworker at the farmers market.

$42,803
median income
$1,143
median rent
The data

Regent Square by the numbers

On the ground

Local date spots

Tom's Watch Bar - Pittsburgh · Regent SquarePittsburgh Improv · Regent SquareD's Six Pax and Dogz · Regent SquarePizzaiolo Primo Market Square · Regent SquareEscape Room Pittsburgh (Homestead) · Regent SquareGAME OVER Escape Rooms Pittsburgh · Regent SquareTalia · Regent Squarefl.2 · Regent SquarePar 2 Golf - Monroeville · Regent SquareDive Bar & Grille (Regent Square) · Regent SquareHemlock House · Regent SquareAlta Via Market Square · Regent SquareMurphy's Tap Room · Regent SquareSpins Bowl Pittsburgh · Regent SquareThe Forge Urban Wine Bar · Regent SquareThe Rebel Room · Regent SquareThe Terrace Room · Regent SquareCo-Sign Speakeasy · Regent SquareThe Loft Bar · Regent SquareRegent Square
19 spots · tap a point, label, or class to filter
Class
Budget
Vibe

19 spots across Regent Square

  • Regent Square
    Drinks

    Tom's Watch Bar - Pittsburgh

    Sports bar$$$$4.9 · 3,870
    Outdoor seatingGood for groups
  • Regent Square
    Activity

    Pittsburgh Improv

    Comedy club4.3 · 2,025
    LGBTQ+ friendlyGood for groups
  • Regent Square
    Dining

    D's Six Pax and Dogz

    American restaurant$$$$4.7 · 1,689
    Outdoor seatingGood for groups
  • Regent Square
    Dining

    Pizzaiolo Primo Market Square

    Italian restaurant$$$$4.3 · 1,035
    Outdoor seatingGood for groups
  • Regent Square
    Activity

    Escape Room Pittsburgh (Homestead)

    Escape room center4.9 · 675
    Wheelchair access
  • Regent Square
    Activity

    GAME OVER Escape Rooms Pittsburgh

    Escape room center5 · 593
    Wheelchair access
  • Regent Square
    Dining

    Talia

    Italian restaurant$$$$4.4 · 501
    Good for groupsWheelchair access
  • Regent Square
    Dining

    fl.2

    Restaurant$$$$4.1 · 483
    LGBTQ+ friendlyGood for groups
  • Regent Square
    Activity

    Par 2 Golf - Monroeville

    Miniature golf course4.4 · 276
    Wheelchair access
  • Regent Square
    Dining

    Dive Bar & Grille (Regent Square)

    Restaurant$$$$4.1 · 267
    Outdoor seatingGood for groups
  • Regent Square
    Drinks

    Hemlock House

    Bar$$$$4.6 · 259
    Outdoor seatingGood for groups
  • Regent Square
    Dining

    Alta Via Market Square

    Restaurant$$$$4 · 251
    Outdoor seatingWheelchair access
  • Regent Square
    Drinks

    Murphy's Tap Room

    Bar$$$$4.5 · 155
    Good for groupsWheelchair access
  • Regent Square
    Activity

    Spins Bowl Pittsburgh

    Bowling alley4.2 · 145
    Wheelchair access
  • Regent Square
    Drinks

    The Forge Urban Wine Bar

    Wine bar$$$$4.8 · 143
    Outdoor seatingLGBTQ+ friendly
  • Regent Square
    Drinks

    The Rebel Room

    Bar$$$$4.2 · 117
    LGBTQ+ friendlyGood for groups
  • Regent Square
    Dining

    The Terrace Room

    Fine dining restaurant$$$$4 · 106
    Good for groupsWheelchair access
  • Regent Square
    Drinks

    Co-Sign Speakeasy

    Cocktail bar4.9 · 99
  • Regent Square
    Drinks

    The Loft Bar

    Bar$$$$4.6 · 31
    Good for groups
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