Best Historic Restaurants in Highland Park

10 restaurants available nearby

1. Spirits & Tales

4.6

Exceptional(642)

Price: Expensive

• Contemporary French / American • Oakland

Booked 15 times today

A bold new brasserie sits atop The Oaklander Hotel and overlooks one of Pittsburgh’s most iconic neighborhoods, Spirits & Tales is designed for those with the desire gather around the table. Rooted in the spirit of the original brasserie, it reimagines classic French all-day plates and beloved dishes with inspired veg, locally sourced meats, and expertly prepared seafood. Classic and contemporary converge on the plate and in S&T’s unique interior design. Sweeping panoramic views and modern design are made complete by local details made of hand forged metal. Cocktailers will find a perfect martini service or unique perspectives and preparationsofa vast array of spirits in addition to regularly updated and menu-driven wine and craft beer offerings.

2. The Terrace Room

3.8

Excellent(940)

Price: Moderate

• American • Downtown

Booked 7 times today

The Terrace Room offers an incomparable ambiance and memorable menu. From the moment you arrive, you will be captivated by the beauty of original molded plaster ceiling, sweeping mahogany arches and the striking back wall mural titled “The Taking of Fort Pitt.” The restaurant opened on March 9, 1916, as “The Italian Terrace.” Photographs adorn the walls allowing you to revisit the rich history of this bespoke room. A Pittsburgh legend, the Terrace Room offers breakfast, lunch, high tea, dinner and Sunday brunch. Come discover a dining experience that matters and a focus on fresh, local favorites.

3. Osteria 2350

4.7

Exceptional(493)

Price: Moderate

• Italian • Downtown

Located Within Pittsburgh's Historic Strip District, Osteria 2350 Is a Casual Italian Eating Establishment, Similar to a Tavern, Less Formal Than a Ristorante or Trattoria, Offering Seasonally Prepared Dishes Featuring Fresh Local Ingredients. Offering Complimentary Valet After 4pm Friday and Saturday At The Entrance Of Our Neighboring Sister Location, Cioppino Restaurant & Cigar Bar.

A photo of Carmella's Plates and Pints restaurant

4. Carmella's Plates and Pints

4.8

Exceptional(714)

Price: Expensive

• American • Downtown

Booked 13 times today

Carmella’s Plates & Pints is the first restaurant for co-owners, Carmella Salem and Michael Alberter. Our kitchen creates upscale comfort cuisine.Our dining room has a warm and cozy feel due to the wood- beamed cathedral ceiling, open fireplace, taxidermy and stained glass windows that adorn the dining room. Our guests feel as though they are tucked away at some destination lodge that exists in the heart of the Historic Southside. Local meats are delivered daily with Wild Game plates on the menu such as our staple plates like the Bison Burger and Smoked Wild Boar Meatballs. We do have an intimate 60 seat dining room and ask that guests please call us for parties of 6 or more to make a reservation. Our expansive Whiskey Bar boasts over 500 Selections. Enjoy 11 Wines on Tap / 27 Craft beers on Tap / 11 Cocktails on Tap.

A photo of Bonfire Food and Drink restaurant

5. Bonfire Food and Drink

4.5

Awesome(499)

Price: Expensive

• American • Downtown

Booked 3 times today

Please call the restaurant if you do not see your desired reservation time. Located at the corner of 21st and E Carson St.Our menu offers selections from a wood fired oven, featuring snacks, flatbreads, sandwiches and entrees which may easily accommodate dietary restrictions. Please let us know if your group has any restrictions with mobility so we may accommodate.

6. Penn Brewery

4.3

Awesome(18)

Price: Moderate

• German • Northside

Booked 2 times today

Penn Brewery is one of the oldest craft breweries in the country and the second oldest brewery in Pennsylvania. We have long bierhall tables for your whole group or cozy booths available for your family's weekday dinner out. Our 19th century brewhouse and outdoor biergarten were built brick-by-brick by German immigrants. We welcome you, our friends and community, to our historic cobblestone slice of heaven here at 800 Vinial. There is nothing like it anywhere else in this city and perhaps the world. With great pride we invite you to feel the history and culture of Old World Germany here in your town with every step as you dine on our Historic Property.Penn Brewery’s restaurant serves Euro-Pittsburgh fare including wurst, schnitzel, and goulash alongside burgers, flatbreads, and sandwiches. Home of the Wurst Pierogie Ever. Additionally we have recently unearthed our historic lagering caves, which are viewable to diners year-round. Plenty of free parking available.

A photo of Nakama Japanese Steakhouse & Sushi Bar - South Side restaurant

7. Nakama Japanese Steakhouse & Sushi Bar - South Side

4.1

Excellent(1425)

Price: Moderate

• Japanese • Downtown

Booked 8 times today

Nakama Japanese Steakhouse & Sushi Bar is a hip, fresh approach to Japanese cuisine. Enjoy the knife wielding chefs & experience why Nakama has the absolute best tasting hibachi grilled steak, chicken & seafood as well as the best sushi in Pittsburgh. Nakama has won numerous awards including: Best Japanese/Sushi Restaurant by Pittsburgh Magazine from 2005 through 2018. Experience why Nakama is getting Pittsburgh's vote! We are located at heart of the historic South Side at 1611 East Carson Street & 10636 Perry Highway, Wexford, PA.

8. Co-Sign Speakeasy

4.8

Exceptional(112)

Price: Expensive

• Bar / Lounge / Bottle Service • Homestead

Booked 10 times today

Co-Sign SpeakeasyAn immersive cocktail experience located in the historic “Bank on 8th” building in Homestead. The space was delicately designed to transport its patrons to the Prohibition era. Enjoy hand made cocktails and a bar experience unlike anything else.

9. Grand Concourse

4.3

Awesome(8541)

Price: Moderate

• Seafood • Downtown

Booked 109 times today

Housed in the beautifully preserved Pittsburgh & Lake Erie Railroad Station, the Grand Concourse restaurant at Station Square is a true testament of grandeur and elegant dining. With a cathedral stained-glass vaulted ceiling, marble columns, and a dramatic staircase, guests are quickly transported to the glamorous side of the Progressive Era with the luxury of a modern day menu. Our award-winning seafood restaurant boasts a fine selection of our signature seafood dinner specials, tender steaks, poultry, and on Sundays, the best brunch in Pittsburgh. Nestled comfortably on the riverfront and overlooking the downtown skyline, Grand Concourse at Station Square will outshine any restaurant near you—and any seafood restaurant Pittsburgh has to offer. Come join us for the most memorable dining experience around.

A photo of Tupelo Honey - Pittsburgh restaurant

10. Tupelo Honey - Pittsburgh

4.2

Awesome(1117)

Price: Moderate

• Contemporary Southern • Mt. Washington

Booked 1 time today

Tupelo Honey is a revival of Southern food and traditions rooted in the Carolina Mountains we call home. We craft brunches, lunches and suppers that bring family and friends around the table and allow for conversations and cocktails to linger longer than usual. Please arrive on time with all members in your party present. We will cancel reservations 15 minutes after the scheduled time. The combining of separate reservations will not be honored. We look forward to seeing you soon!

See what locals rave about

From verified diners like you

K
Katie
Philadelphia County •7 reviews
5.0
Dined 1 day ago
If you are looking for a true hug this is your spot. What a surprise as you walk into the gorgeous bar and then to the back of the restaurant where you are transported to a lodge, cabin, a time travel where pubs began? The immense drink menu had us gobsmacked at the banana old fashioned and festive cocktails, but vinos on tap? Pierogis were legit homemade and the bison meatloaf was a chef kiss and the hug you need on a cold night. Dessert was a true treat and the French press was smooth and delicious.
More info
Carmella's Plates and PintsPrice: Expensive• American• Downtown
•
4.8
A
Arjun
Pittsburgh / Western PA •2 reviews
5.0
Dined 6 days ago
I always enjoy a stop in at bonfire! The menu is always changing with interesting culinary ideas that rarely disappoint. I think it's one of the most underrated restaurants in Pittsburgh!
More info
Bonfire Food and DrinkPrice: Expensive• American• Downtown
•
4.5
K
Kathy
Pittsburgh / Western PA •8 reviews
5.0
Dined 6 days ago
Decorated lovely for the holidays, food was delicious. Service was good.
More info
The Terrace RoomPrice: Moderate• American• Downtown
•
3.8
M
Mike
New York City •2 reviews
5.0
Dined 7 days ago
Nice restaurant, surrounded by ceiling to floor windows.
More info
Spirits & TalesPrice: Expensive• Contemporary French / American• Oakland
•
4.6
B
Bernard JVIP
Pittsburgh / Western PA •205 reviews
5.0
Dined on 19 Dec 2024
Great experience! Meal was perfectly paced; food served chilled or hot. Excellent service. Mussels and crostini were tantalizing. Mushroom flatbread was tasty. Apple & blue cheese salad and interspersed blue cheese crumbles were superb. Cannoli was the coup de grace. All to best to Osteria 2350 soon to be alumni!
More info
Osteria 2350Price: Moderate• Italian• Downtown
•
4.7

Best Historic Restaurants in Highland Park

Price

Cuisine

Regions

Areas

Top Rated

Dining Options

Seating options

Accessibility

10 restaurants available nearby

1. Spirits & Tales

2. The Terrace Room

3. Osteria 2350

4. Carmella's Plates and Pints

5. Bonfire Food and Drink

6. Penn Brewery

7. Nakama Japanese Steakhouse & Sushi Bar - South Side

8. Co-Sign Speakeasy

9. Grand Concourse

10. Tupelo Honey - Pittsburgh

See what locals rave about

Explore OpenTable