So you finally found someone in Pittsburgh to take out on a date. Sweet! Now you have to figure out where to take them. Boring Pittsburgh asked the community to help you with some first date suggestions. If you’re new to the Burgh (or new to dating in general) this list should point you in the right direction… the rest is up to you!
1. Phipps Conservatory

Visit Phipps Conservatory for a romantic first date
BottleBrushArt – I like Friday nights at Phipps, it’s beautiful, and a few good spots to steal that first kiss, even if it’s just on the cheek
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Karen Christine Scarpinatto – Get tickets to the Phipps Conservatory at night on Friday. The lighting is bright enough to see by, but soft enough that it’s like walking through a garden right before sunset.
2. Kayaking/Just Ducky Tours
Despite how nasty the rivers look sometimes, they can really serve as a fun, romantic setting for a date.
AlainaFrederick – Rent a kayak and go around the point in the city
In the late fall a Just Ducky Tour is always some corny fun!
3. The Pittsburgh Zoo
Zaphod X Zaphod – I usually go for the zoo. when’s the last time you were at the zoo? that’s what i thought. Takes people completely off-guard. Also, provides you with a lot of time to walk and talk – and if the date is someone with whom conversation is a task, I can still look at the animals. I love animals. Zoo is to be followed by a coffee stop at the Beehive, and lots of walking around and perusing on Carson Street, followed by a late night at Cambodican.
4. West End Overlook
A nice alternative to the hustle and bustle of Mt. Washington is the West End Overlook. You might even see a Bambi!
truth_in_ad – West End Overlook or Washington’s Landing.
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MichaelSally – Probably a visit to Mt. Washington, inclines…
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5. First Fridays
If your first date is on the first Friday of the month, check out the galleries and shops on Penn Ave during Unblurred!
carolynhoney – I’ll vote for First Fridays on Penn Ave for both- check out the Wherehouse at 4810 Penn for the city’s most thrilling artists
6. Visit a Museum
Believe it or not, museums are a great place to break the ice because you have to be quiet anyway – so there’s no need for the silence to be awkward. After you’ve walked around for 2 hours not saying anything, you will have lots to talk about at the dinner table.
Patrick Stehley – A museum (The Andy Warhol Museum, Carnegie Museum of Art/Natural History, Heinz History Center, etc)
7. Shopping
Why not walk around Ikea with your future spouse? Hold hands and browse akurum, edsvik, and kyligs… or play hide-and-seek. Hey, we know what you’re thinking, but at least it isn’t Walmart.
andyrama – Ikea
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8. Catch an Outdoor Flick
Christopher Schmidt – Come on! The movies on Flagstaff! Totally cute and harmless, but could lead to a whole lot more.
Patrick Stehley – The drive-in is always nice..
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9. Keep it Local
allthingsnoisy – My first date with my boyfriend was a holiday jazz show at Club Cafe, dinner at Yo Rita, and train-watching on 12th St.
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John Kuza – Excuses Bar & Grill on the South Side! Nothing boring about people watching on Carson Street on the patio.
TableforOne – … If shes from Lawrenceville, to see some some band you have never heard of.
GoGoPittsburgh – I always liked Station Sq for a first date Bar Louie, Hard Rock, Funny Bone, but I’m an old dude
SSFbigK – Go to the strip
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10. Eat, Drink, and Be Merry
The picture above is an example of what NOT to eat on your first date in Pittsburgh, PA.
Ya Jagoff – Gus and Yia-Yia’s Shaved Ice on the Northside
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spode411 – Depends how you wanna roll/what your interests are. You support local? Go @Bocktown You wanna roll high class? Go @McandSchmicks
Victoria Ely – Savoy Restaurant in the Strip District it’s nice and new. LOL
ElektraCuteXXX – I had a great first date at Te-Cafe not so long ago. Even though I swear that was Darjeeling and not Pu-erh, lol!
steeltownanthem – Tamari is a great first date place and just driving around the city at night is romantic, we have a great view!
Continue growing this list by sharing more first date suggestions in the in comments below…
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Good list. Add putt putt.
It depends on how romantic yoou want to get and how much $ you want to spend, but try Willow for the second or third date. Very nice restaurant and delicious food. Don’t take a blind date there.
Take the incline to Mt. Wash and eat at La Tavola!!!!! Greatest Italian in the Burgh by a long shot.
Kennywood–activities on the first date always give you something to talk about and enjoy.
This is a great list for dates in general, not only the first one. I would like to add one:
#11. Take a walk in Boyce Park
a long walk off a short pier? seriously, my witty comment didn’t make the cut.. i’m crying.
Allegheny Observatory–take a tour, attend open house, observe planets, or listen to an astronomy public lecture. Free reservations needed. (412-321-2400) Oftentimes chilly, so standing close in the dark is in order.
http://www.pitt.edu/~aobsvtry/
Your suggestion of the West End Overlook is a good one for a date. Also, a tour of Heinz Field is a nice adventure.