Top 20 Best Things To Do In Oakland Pittsburgh

Oakland, Pittsburgh, is a lively neighborhood full of fun things to do. Whether you enjoy nature, art, or tasty food, there’s something for everyone. With lots of parks, interesting museums, and great places to eat, you’ll never run out of activities. Oakland is a hub of culture and community, making it a perfect spot for locals and visitors alike.

Today, we will look at some of the best attractions and activities in Oakland. You’ll find ideas for family outings, fun with friends, or even a nice date. Get ready to make some amazing memories in this vibrant part of Pittsburgh!

Things To Do In Oakland Pittsburgh

1. Visit the Carnegie Museum of Natural History for an Impressive Dinosaur Exhibit

The Carnegie Museum of Natural History is a must-visit for dinosaur enthusiasts. This museum houses an incredible collection of dinosaur fossils, including the colossal Apatosaurus. The museum doesn’t just display these giants; it brings their stories to life with engaging exhibits and interactive displays.

As you walk through the dinosaur exhibits, you can see the impressive skeletons and learn about their habitats and behaviors. The museum even features a complete reconstruction of a dinosaur habitat. This immersive experience allows visitors to step back in time and imagine what life was like for these magnificent creatures.

Don’t miss the chance to check out the fossil lab, where museum staff work on real fossils. You might even catch experts preparing new specimens. It’s exciting to see science in action right before your eyes.

Fun fact: The Carnegie Museum was one of the first to conduct scientific expeditions in the late 1800s. Their collection is renowned worldwide, making it an important site for paleontology.

A visit to the Carnegie Museum will not only be educational but also awe-inspiring. Bring your family and enjoy a day filled with adventures from the Jurassic era.

Address: 4400 Forbes Ave, Pittsburgh, PA 15213.

2. Explore the Stunning Phipps Conservatory and Botanical Gardens

Escape to a green oasis at the Phipps Conservatory and Botanical Gardens, where nature flourishes. This beautiful conservatory boasts various themed gardens, showcasing stunning flowers and plants from around the world. From tropical rainforests to desert landscapes, you can explore a diverse range of ecosystems all in one place.

The centerpiece is the Victorian glasshouse, a stunning architectural marvel that houses exotic plants and flowers. You’ll be amazed by the lush greenery and vibrant blooms that change with the seasons. Each visit offers a unique experience as the gardens evolve throughout the year.

In addition to the gardens, Phipps has various educational programs and workshops. Learn about sustainability, gardening, and plant care from knowledgeable staff. These sessions are perfect for both kids and adults who want to deepen their understanding of the environment.

Plan a leisurely stroll through the outdoor gardens, where beautiful water features and sculptures await. It’s a great spot to take pictures and enjoy a peaceful moment with nature.

The Phipps Conservatory is more than just plants; it’s a celebration of natural beauty and a commitment to conservation. Don’t forget to check out the gift shop for unique plants and gardening items!

Address: 1 Schenley Drive, Pittsburgh, PA 15217.

3. Take a Guided Tour of the Oakland Neighborhood’s Historic Architecture

The Oakland neighborhood is a treasure trove of historic architecture waiting for you to explore. Join a guided tour to learn about the rich history of this area and its remarkable buildings. Notable structures include St. Paul Cathedral and the University of Pittsburgh’s Cathedral of Learning.

Your guide will share stories about the architectural styles and the people who built these famous landmarks. You’ll see beautiful examples of Gothic, Romanesque, and modern architecture that tell the story of the city’s growth.

As you stroll the charming streets, take time to appreciate the details in the buildings. Look up at the intricate designs and unique features that enhance the neighborhood’s character. The tour will reveal how the architecture reflects Pittsburgh’s vibrant cultural heritage.

Don’t forget your camera! The stunning views throughout Oakland provide plenty of photo opportunities. Capture the essence of this historic area and take home memories of your adventure.

By the end of the tour, you will have a deeper appreciation for Oakland’s unique blend of history and modernity. It’s a delightful experience for history buffs and casual visitors alike!

Address: Various locations, Oakland, Pittsburgh, PA.

4. Stroll Through Schenley Park and Enjoy Its Trails and Picnic Areas

Schenley Park is an urban gem in Pittsburgh, perfect for outdoor lovers. This expansive park features beautiful trails that wind through hardwood forests, offering a peaceful escape from the city. You can walk, run, or bike along the numerous paths while enjoying the sights and sounds of nature.

Pack a picnic and relax at one of the designated picnic areas. Enjoy a meal surrounded by lush greenery and the gentle sounds of the park. It’s a wonderful way to spend an afternoon with friends or family.

For those who love sports, Schenley Park has facilities for tennis and playing fields. Whether you want to play a game or simply watch, there’s always something happening in the park.

Don’t miss the Phipps Run, where you can spot local wildlife. Bring your binoculars; you might see birds or even deer! This park serves as a home for various creatures, making it a perfect spot for nature enthusiasts.

Whether you’re looking for a leisurely walk or a vigorous hike, Schenley Park offers something for everyone. It’s an unforgettable place to connect with nature right in the heart of Pittsburgh.

Address: 1 Overlook Dr, Pittsburgh, PA 15217.

5. Spend an Afternoon at the Carnegie Museum of Art, Home to an Extensive Collection

The Carnegie Museum of Art is a cultural hub worth your time. This museum boasts an extensive collection of artworks that span centuries and styles. From contemporary pieces to classical masterpieces, there’s something for every art lover to admire.

As you explore the galleries, you’ll encounter works from renowned artists like Vincent van Gogh and Andy Warhol. The museum also hosts special exhibitions that showcase emerging artists, making it a dynamic space for creativity.

Take your time to appreciate the artwork and let it inspire you. The sculptures and installations invite you to think deeply about the world around you. Be sure to check the schedule for guided tours and educational events.

The museum’s café offers a cozy stop for refreshments after your art exploration. Enjoy a light meal or coffee while soaking in the beautiful surroundings.

Overall, a visit to the Carnegie Museum of Art is both enriching and enjoyable. It’s an ideal destination for a delightful afternoon filled with art, learning, and culture.

Address: 4400 Forbes Ave, Pittsburgh, PA 15213.

6. Attend a Performance at the University of Pittsburgh’s Heinz Chapel

Heinz Chapel is a stunning venue for music and performance. This beautiful Gothic-style chapel provides an inspiring setting for concerts and recitals. The acoustics are exceptional, making every note resonate beautifully within its walls.

Throughout the year, the University of Pittsburgh hosts various performances. From classical music to choral concerts, there’s always something exciting happening at Heinz Chapel. Check their schedule to see what’s coming up during your visit.

The interior of the chapel is equally impressive, with breathtaking stained glass windows that create a magical atmosphere. Come early to explore the architecture and take in the beauty before the performance begins.

Many attendees describe the experience as transcendent. The combination of stunning visuals and beautiful music leaves listeners with lasting memories. It’s a unique opportunity to experience art in a historic setting.

Whether you’re a music lover or an architecture enthusiast, attending a performance at Heinz Chapel is a must. Make it part of your Pittsburgh experience for a lovely evening.

Address: 1212 Cathedral of Learning, Pittsburgh, PA 15260.

7. Discover Art at the Andy Warhol Museum, Located Just a Short Distance Away

Art lovers cannot miss the Andy Warhol Museum, dedicated to the iconic pop artist. Located in the Cultural District, this museum showcases a vast collection of Warhol’s works, including paintings, photographs, and films. It’s the largest museum dedicated to a single artist in the United States.

Inside, you’ll find interactive exhibits that allow visitors to engage with Warhol’s unique style. Explore the famous Campbell’s Soup Cans or the vibrant Marilyn Monroe portraits. The exhibits flow seamlessly, giving you an immersive experience of the art.

Don’t forget to check off the museum’s programs and events. They frequently host workshops and lectures featuring contemporary artists inspired by Warhol. It’s a fantastic way to connect with the local art community.

The museum’s gift shop offers playful souvenirs that reflect Warhol’s influence. Bring home a piece of pop culture as a reminder of your visit.

A trip to the Andy Warhol Museum provides insight into the life of this legendary figure. It’s a fun and inspiring destination that captures the spirit of art in Pittsburgh.

Address: 117 Sandusky St, Pittsburgh, PA 15212.

8. Enjoy a Meal at the Iconic Primanti Bros. Restaurant in Oakland

Primanti Bros. is a Pittsburgh classic known for its unique sandwiches. This iconic eatery is famous for stacking meats, cheeses, and fries all between two slices of bread. It’s a flavor explosion that locals and visitors can’t resist!

The menu offers a variety of choices, including their signature pastrami sandwich. Each bite is hearty and satisfying, perfect for fueling your adventures around the city. Enjoy the lively atmosphere as you soak in the essence of Pittsburgh culture.

Don’t forget to try their coleslaw, which is added directly to the sandwiches! This traditional touch adds a refreshing crunch to the meal. Dining here is about more than just the food; it’s an experience filled with local charm.

The restaurant is open late, making it an excellent spot for a post-adventure meal. Whether you’re enjoying time with friends or grabbing a quick bite, Primanti Bros. won’t disappoint.

A meal at Primanti Bros. is a rite of passage in Pittsburgh. Treat yourself to a delicious, authentic local experience that you’ll savor.

Address: 3801 Liberty Ave, Pittsburgh, PA 15226.

9. Visit the Cathedral of Learning and Take in the Breathtaking Views from the Top

The Cathedral of Learning is an iconic landmark in Pittsburgh, rising 535 feet into the sky. This stunning Gothic skyscraper is part of the University of Pittsburgh’s campus and offers some of the best views in the city. You can take an elevator to the observation deck for a panoramic view of the surrounding area.

The interior of the Cathedral is just as impressive. It features beautiful architecture and stunning woodwork. Be sure to explore the Nationality Rooms, which reflect the cultures of Pittsburgh’s immigrant communities. Each room showcases unique designs and artifacts.

Visitors can join a guided tour or explore at their own pace. The tours provide insight into the history and significance of the Cathedral. Stories of its construction and the communities it represents make it an enriching experience.

Afterward, unwind at a nearby café for a snack while enjoying the charm of the campus. It’s a perfect spot to relax and reflect on your visit.

Visiting the Cathedral of Learning is a highlight for many traveling to Pittsburgh. It’s a blend of history, stunning architecture, and breathtaking views worth experiencing.

Address: 4200 Fifth Ave, Pittsburgh, PA 15260.

10. Wander Around the Beautiful Grounds of the University of Pittsburgh

The University of Pittsburgh campus is a stunning blend of historic and modern architecture. Wander around the beautiful grounds and take in the lush gardens, unique sculptures, and impressive buildings. The mix of green spaces and tall structures creates a vibrant atmosphere.

As you stroll, be sure to visit the university’s art installations scattered throughout the campus. Each piece contributes to the artistic vibe and enhances the natural beauty surrounding you. The grounds are ideal for a leisurely walk or a refreshing break from your adventures.

Photography enthusiasts will appreciate the picturesque spots around campus. Capture the grandeur of the Cathedral of Learning or the serene beauty of the gardens. Each corner holds something special waiting to be discovered.

If you’re in the mood for relaxation, find a quiet bench to sit and enjoy the atmosphere. The combination of students, faculty, and visitors creates a dynamic energy that’s fun to observe.

Overall, wandering the University of Pittsburgh’s grounds is a delightful experience. It’s a perfect way to soak in the culture and beauty that this institution offers.

Address: 4200 Fifth Ave, Pittsburgh, PA 15260.

11. Check Out the Local Events at the Kelly Strayhorn Theater

The Kelly Strayhorn Theater is a cultural hotspot in Pittsburgh. This vibrant venue hosts a variety of events, from live performances to film screenings. Whether you’re a fan of dance, theater, or music, there’s always something happening here.

This intimate theater promotes local artists and showcases innovative performances. Attending a show here gives you a chance to experience Pittsburgh’s diverse artistic community. The atmosphere is welcoming and energetic, making it a memorable outing.

Be sure to check the event calendar in advance. Tickets often sell quickly, especially for popular performances. It’s wise to plan your visit around events you don’t want to miss.

During your visit, take a moment to appreciate the theater’s unique architecture. The building itself is a work of art, blending history with modern design. It enhances the overall experience of attending a performance.

For a fun night out in Pittsburgh, the Kelly Strayhorn Theater is an excellent choice. You’ll leave inspired and entertained by the local talent on display!

Address: 5941 Penn Ave, Pittsburgh, PA 15206.

12. Explore the Innovative Installations at the Mattress Factory Art Museum

The Mattress Factory Art Museum is a unique destination for contemporary art lovers. Located in the North Side neighborhood, it features innovative installations created by artists from around the world. Each exhibit invites visitors to engage with art in surprising ways.

As you wander through the spaces, you’ll encounter site-specific works that challenge traditional boundaries. The museum thrives on creativity and experimentation, making it a stimulating environment for all ages.

Don’t miss the chance to explore the outdoor installations. The gardens and open spaces often feature striking artwork that interacts with the natural environment. Each visit offers something new, as exhibits frequently change.

Additionally, the Mattress Factory hosts various workshops and events. Participating in these can deepen your understanding of contemporary art and its impact on the community.

Overall, the Mattress Factory is not just a museum; it’s a vibrant forum for artistic expression. Plan a visit to experience a different side of Pittsburgh’s cultural landscape.

Address: 500 Sampsonia Way, Pittsburgh, PA 15212.

13. Participate in a Workshop at the Pittsburgh Glass Center

The Pittsburgh Glass Center offers a hands-on experience for those interested in the art of glassblowing. Here, you can participate in various workshops that guide you through the process of creating your glass masterpieces. No experience is necessary, making it an excellent opportunity for beginners!

Under the guidance of skilled instructors, you will learn techniques to shape and blow glass. Each participant can create their own unique piece to take home. It’s a fun and creative way to spend your day while learning a new skill!

Moreover, the center hosts public demonstrations that showcase glassblowing artistry. Watching these talented artists at work is inspiring and educational. You can also ask questions to learn more about the techniques involved.

The facility has a welcoming atmosphere, making it a great place to connect with fellow art enthusiasts and share your creative journey. It’s perfect for individuals, families, and groups looking for a unique activity.

Visiting the Pittsburgh Glass Center is a memorable experience. You’ll leave with new skills and a beautifully crafted glass piece as a reminder of your adventure.

Address: 5472 Penn Ave, Pittsburgh, PA 15206.

14. Take a Leisurely Bike Ride Along the Three Rivers Heritage Trail

The Three Rivers Heritage Trail offers a scenic route perfect for cycling enthusiasts. This beautiful trail runs alongside Pittsburgh’s three rivers, providing stunning views of the city skyline and waterfront. Biking here is a delightful way to experience the city and its natural beauty.

As you ride along the trail, you’ll pass various parks, historic sites, and beautiful landscapes. There are plenty of places to stop and take pictures, allowing you to capture the essence of Pittsburgh. The trail is well-maintained, making it suitable for cyclists of all skill levels.

The trail is not just for biking! You can walk or jog, making it a great destination for everyone looking to enjoy outdoor activities. Pack a picnic and stop at one of the many parks along the route for a relaxing break.

Make sure to watch out for local wildlife as you ride. Various birds and animals inhabit the area, adding to the charm of your adventure. Nature lovers will find this trail particularly rewarding.

Cycling along the Three Rivers Heritage Trail is a fantastic way to connect with Pittsburgh’s natural beauty. Whether you’re a resident or a visitor, this experience is not to be missed!

Address: Downtown trailheads start at Point State Park, Pittsburgh, PA 15222.

15. Enjoy a Peaceful Moment at the Duck Pond in Schenley Park

The Duck Pond in Schenley Park is a serene escape right in the city’s heart. This tranquil spot features a charming pond surrounded by lovely trees and walking paths. It’s the perfect location to unwind and enjoy nature.

Bring some bread and feed the ducks while enjoying the peaceful environment. The gentle sounds of water and wildlife create a soothing atmosphere, inviting visitors to relax and rejuvenate.

Picnic tables nearby make it easy to enjoy a meal outdoors. Take your time and savor the moment as you soak in the beautiful surroundings. It’s an ideal spot for families, couples, or anyone seeking a quiet retreat.

Walking paths around the pond invite exploration. You can take a leisurely stroll or find a bench to sit and reflect on the beauty of nature. It’s a lovely way to connect with the outdoors.

Visiting the Duck Pond creates a calming experience away from the hustle and bustle of the city. It’s a hidden gem that should be part of your adventure in Pittsburgh.

Address: 1 Schenley Dr, Pittsburgh, PA 15217.

16. Visit the Nearby Frick Park for Hiking and Outdoor Activities

Frick Park is a fantastic destination for outdoor enthusiasts. This expansive park features miles of hiking trails, offering various terrains perfect for all skill levels. The lush green forests create a serene backdrop, inviting visitors to explore.

As you hike through the park, keep an eye out for local wildlife. Birds, deer, and other creatures call Frick Park home. It’s an excellent opportunity for nature lovers to connect with the environment and enjoy a quiet escape.

The park is also equipped with picnic areas where you can take a break and enjoy a meal outdoors. After a satisfying hike, it’s nice to relax and refuel before continuing your adventure.

In addition to hiking, Frick Park features sports facilities, including tennis and basketball courts. You can gather friends for a game before exploring the beautiful landscape.

Ultimately, a visit to Frick Park offers a perfect blend of outdoor activities and a connection to nature. It’s a beloved part of Pittsburgh’s green space and a wonderful spot for recreation.

Address: 6510 Reynolds St, Pittsburgh, PA 15217.

17. Experience Live Music at the Club Café in the Heart of Oakland

Club Café is a lively spot in Oakland where you can enjoy live music in an intimate setting. This popular venue hosts various performers, letting you discover local talent and established artists alike. The atmosphere is warm and inviting, perfect for a night out!

Whether you’re into rock, jazz, or acoustic performances, there’s always something happening at Club Café. Check their schedule for upcoming shows, and plan your visit around artists you want to see.

The menu offers food and drinks to complement your music experience. Enjoy a delicious meal or a refreshing drink while soaking in the vibrant ambiance.

Don’t forget to arrive early to secure a good spot. The cozy space fills up quickly, so getting there ahead of time ensures you won’t miss a moment of the performance.

Experiencing live music at Club Café is a fantastic way to engage with Pittsburgh’s cultural scene. It promises a memorable evening filled with great tunes and a fun atmosphere!

Address: 56-58 S 12th St, Pittsburgh, PA 15203.

18. Indulge in Local Brews at the East End Brewing Company

The East End Brewing Company is a must-visit for craft beer lovers. This local brewery offers a variety of unique beers brewed right in Pittsburgh. From hoppy IPAs to rich stouts, there’s something to satisfy every palate.

Take a brewery tour to learn about the brewing process and the craft behind each beer. The knowledgeable staff will guide you through tastings, explaining the flavors and ingredients that make each brew special.

Many beers are locally sourced, emphasizing the brewery’s commitment to the community and sustainable practices. Enjoy a casual atmosphere where you can relax with friends or meet new people.

The taproom is a great place to unwind after a day of exploring the city. Pair your drinks with food from nearby vendors, creating a delightful experience for your taste buds.

Visiting East End Brewing Company allows you to savor local flavors while supporting a Pittsburgh gem. It’s a great addition to your itinerary in this vibrant city!

Address: 147 Julius St, Pittsburgh, PA 15206.

19. Check Out the Various Ethnic Restaurants Along Murray Avenue

Murray Avenue is known for its diverse dining options, offering flavors from around the world. Explore the ethnic restaurants lining this vibrant street, and treat your taste buds to unique culinary experiences. From Asian to Middle Eastern cuisine, there’s something for everyone.

Each restaurant has its own special dishes, making it a fun adventure to try different flavors. Whether you’re in the mood for sushi, falafel, or pho, you’ll find plenty of choices to satisfy your cravings.

Many eateries also focus on using fresh, local ingredients, enhancing the overall dining experience. Enjoy the warm atmosphere of these family-owned businesses, where passion for food is evident.

Don’t forget to save room for dessert! Many restaurants offer delightful sweets, allowing you to round off your meal on a sweet note.

Dining along Murray Avenue is not just about food; it’s a cultural experience that connects you to the diverse community in Pittsburgh. Make sure to bring your appetite!

Address: Murray Ave, Pittsburgh, PA 15217.

20. Attend a Lecture or Event at the Historic Soldiers and Sailors Memorial Hall & Museum

The Soldiers and Sailors Memorial Hall & Museum is a significant site honoring military veterans. This historic venue hosts various lectures and events throughout the year, allowing you to engage with topics about military history and preservation.

Join one of their informative lectures or guided tours to learn more about the exhibits. The museum features an impressive collection of military artifacts and memorabilia. Each piece tells a story, providing insight into the lives of those who served.

The beautiful architecture of the Hall adds to the experience. Take time to explore the building itself, admiring its striking design and historical significance.

Check the museum’s calendar to see upcoming events that may include guest speakers, film screenings, or community gatherings. Participating in these events fosters a deeper appreciation for the sacrifices made by veterans.

Visiting Soldiers and Sailors Memorial Hall & Museum is both educational and inspiring. It’s a meaningful way to honor those who served while enhancing your understanding of history.

Address: 4141 Fifth Ave, Pittsburgh, PA 15213.

Final Thoughts

Pittsburgh is a city rich in culture, history, and natural beauty. From museum visits to vibrant neighborhoods, there’s something for everyone to enjoy. Each itinerary you explore provides unique experiences and offers a glimpse into the diverse spirit of the city. If you’re interested in more adventures, consider exploring our guide on things to do in Oak Harbor.

As you make your way through the local attractions, remember to immerse yourself in the local flavor. Engage with the community, savor delicious meals, and enjoy the beautiful outdoor spaces. Pittsburgh’s charm will leave a lasting impression and invite you to return. To really get the feel of the city, don’t miss out on unique experiences, especially if you’re visiting in winter. Check out our article on things to do in Pittsburgh in December.