Steel city grit with surprising charm
Primanti Bros. for the fries-on-the-sandwich, a Pirates game at PNC Park (the prettiest yard in baseball) or a Steelers Sunday at Acrisure, then incline up Mt. Washington for the skyline shot. Church Brew Works in a converted cathedral, Hofbrauhaus on the South Side, late-night at Jack's in Southside Flats. Gritty, three-rivers, working-class generous — the bachelor city that never tries too hard.
casino • 3-4 hours
Waterfront casino with table games, slots, and live entertainment
boat cruise • 2 hours
Three rivers sightseeing cruise with food and drinks
golf • 2-3 hours
Driving range bays with food, drinks, and competitions
axe throwing • 1.5 hours
BYOB axe throwing with tournament-style games
rooftop • balanced • $$$
Stunning overlook bar with panoramic views of the three rivers and skyline
bar • unhinged • $
Legendary South Side party bar with cheap drinks and dance floor
club • unhinged • $$$
South Side nightclub with VIP areas and themed events
Dress code: Upscale casual
speakeasy • chill • $$$
Hidden cocktail bar inside Rivers Casino with 1920s vibe
comedy club • balanced • $$
Intimate improv and stand-up in the Cultural District
tiki bar • balanced • $$
Fun tropical-themed bar in South Side with rum cocktails
lounge • balanced • $$
Lawrenceville cocktail lounge with inventive drinks
beer garden • chill • $$
Huge beer hall and patio on the North Shore near PNC Park
Argentine • $$$ • Best for: group-dinner
Open-fire grilled meats in the Strip District
American • $ • Best for: late-night
The iconic Pittsburgh sandwich with fries and coleslaw on top
New American • $$$ • Best for: group-dinner
Whiskey-focused gastropub with 500+ bottles in the Cultural District
American • $ • Best for: brunch
Legendary breakfast spot with famous crepe-style hotcakes
Spanish • $$$ • Best for: group-dinner
Lawrenceville Spanish tapas and pintxos spot
Eastern European/Vegan • $$ • Best for: dinner
Trendy Bloomfield vegan bar with pierogi and natural wine
Japanese/Korean • $$$ • Best for: dinner
Stylish Lawrenceville spot with craft cocktails and Asian fusion
New American • $$ • Best for: brunch
Lawrenceville brunch favorite with great patio
boutique-hotel • Max 2 guests
Stylish Kimpton hotel in the Cultural District with great bar
boutique-hotel • Max 2 guests
Trendy East Liberty hotel in a converted YMCA
airbnb • Max 10 guests
Full houses walking distance to South Side bar strip
hotel • Max 2 guests
Luxury hotel at Point State Park with river views
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