Penn Hills

Day Trips

Make the most of your day with our curated plans, packed with Penn Hills's hidden gems and unique experiences!

day 1
Exploring Historic Center
morning
:

Start your day with a visit to the historic Penn Hills Library, where you can explore local archives and enjoy a quiet read. Afterward, take a leisurely stroll through the nearby Penn Hills Park, admiring the lush greenery and vibrant flowers. Don’t forget to capture some photos of the beautiful landscape as the morning sun illuminates the area.

afternoon
:

Head over to the nearby shops and cafes for lunch, sampling some local favorites like the famous Primanti Brothers sandwich. Afterward, visit the Penn Hills Arts and Crafts Center for a creative afternoon, where you can participate in workshops or view local artists' work. This experience will give you deeper insight into the community's artistic vibe and passion.

evening
:

As the sun begins to set, enjoy dinner at a local restaurant that offers classic American cuisine with a twist. After your meal, consider attending a live music event or community gathering at the local community center, where you can mingle with locals. Wrap up your evening with a peaceful walk in the park under the stars, reflecting on your day.

day 2
Nature Trails and Scenic Views
morning
:

Begin your day with a hearty breakfast at a local diner before heading to the Frick Park Trail. Spend the morning hiking through the expansive trails surrounded by stunning trees, wildlife, and beautiful views of the surrounding hills. The fresh air and natural beauty will invigorate you for the day ahead.

afternoon
:

After your hike, enjoy a picnic lunch at one of the scenic lookout points in the park, taking in the sights and sounds of nature. Following lunch, visit the nearby Pittsburgh Botanic Garden for an afternoon of exploring beautifully curated gardens and unique plant species. This enchanting environment will provide a perfect backdrop for relaxation and nature appreciation.

evening
:

As the day winds down, treat yourself to dinner at a charming local eatery known for its farm-to-table dishes. Afterward, make your way to a local theater to catch a performance or film showcasing regional talent. End the night with a casual stroll through a nearby neighborhood, soaking in the local ambiance and friendly atmosphere.

day 3
Cultural Exploration and Local History
morning
:

Start your day with breakfast at a cozy café, then head to the Penn Hills Historical Society for a fascinating look at the region's past. Engage with exhibits and artifacts that tell the story of the community's development over the years. The knowledgeable staff will enrich your experience with personal anecdotes and historical insights.

afternoon
:

After your historical immersion, grab lunch at a nearby bistro that offers traditional dishes inspired by the area’s heritage. Spend your afternoon at the local art gallery, where you can appreciate works from both established and emerging artists. This cultural exploration will give you a deeper appreciation of the local artistic scene.

evening
:

For dinner, choose a restaurant that specializes in regional cuisine, allowing you to taste local flavors and specialties. Post-dinner, consider attending a workshop or class at a nearby community center, where you can learn about local crafts or cooking. Wind down your day with a nightcap at a local pub, enjoying live music or engaging in conversation with locals.

day 4
Family Fun at Local Attractions
morning
:

Kick off your family-friendly day with breakfast at a popular pancake house, where everyone can find their favorite dish. After filling up, head to the nearby amusement center for a fun-filled morning of arcade games and mini-golf. The laughter and excitement of the family will create lasting memories.

afternoon
:

Enjoy lunch at a family-friendly restaurant known for its kid-approved menu before visiting a local park with playgrounds and picnic areas. Spend the afternoon with outdoor games, exploring nature trails, and perhaps renting bikes to ride around the park. This active and engaging environment will keep the whole family entertained.

evening
:

After a day of fun, have dinner at a kid-friendly pizzeria where everyone can customize their own pizzas. Following dinner, catch a family movie at a local cinema or enjoy a community event such as an outdoor movie night. End your day with a sweet treat from a local ice cream shop, creating a perfect ending to your family adventure.

day 5
Culinary Delights and Wine Tasting
morning
:

Start your culinary adventure with breakfast at a local bakery, indulging in fresh pastries and coffee. Afterward, participate in a cooking class at a local culinary school, where you’ll learn to make traditional dishes using local ingredients. This interactive experience will ignite your passion for cooking while offering insight into local culinary traditions.

afternoon
:

Enjoy a leisurely lunch at a farm-to-table restaurant, where each dish is crafted with seasonal produce. Following your meal, visit a local winery for an afternoon of wine tasting, learning about the winemaking process and sampling a variety of wines. The beautiful vineyard setting will enhance your tasting experience, making for a delightful afternoon.

evening
:

As the day comes to a close, savor a gourmet dinner at a renowned restaurant, focusing on local flavors and innovative cuisine. After dinner, consider joining a food tour that takes you through different neighborhoods, sampling local delicacies along the way. Cap off the night with a dessert stop at a dessert bar, indulging in sweet treats to end your culinary journey.

day 6
Sports and Recreation Day
morning
:

Begin your day with breakfast at a local café before heading to the community sports complex for some active fun. Spend your morning playing basketball, tennis, or engaging in a friendly game of soccer with friends or locals. The energy and camaraderie will set a positive tone for the day.

afternoon
:

Enjoy a quick lunch at a nearby sandwich shop, then visit a local bowling alley for an afternoon of friendly competition. This casual environment will provide plenty of laughter and fun as you challenge each other to strikes and spares. If time permits, consider visiting a nearby skating rink for some roller skating to add variety to your active day.

evening
:

For dinner, choose a sports-themed restaurant where you can watch live games while enjoying a hearty meal. After dinner, take a stroll through a local park, engaging in conversation about the day's activities and sharing laughs. Wind down with a nightcap at a local bar, reflecting on your fun-filled day of recreation.

day 7
Relaxation and Wellness Retreat
morning
:

Start your day with a nourishing breakfast at a health-conscious café, focusing on fresh, wholesome ingredients. Afterward, attend a yoga class at a local wellness center, where you can center your mind and body through peaceful practice. This calming start will prepare you for a day dedicated to relaxation and self-care.

afternoon
:

Treat yourself to a rejuvenating spa treatment, enjoying massages, facials, or other wellness services designed to refresh your spirit. Following your spa experience, have a light lunch at a health food restaurant with nutritious options. Spend the afternoon exploring local boutiques that specialize in wellness products and holistic goods.

evening
:

As evening approaches, indulge in a healthy dinner at a restaurant known for its organic offerings. Afterward, attend a meditation workshop or a mindfulness session to deepen your relaxation experience. End your day with a tranquil evening walk, soaking in the peaceful surroundings and reflecting on your wellness journey.

day 8
Local Festivals and Community Events
morning
:

Start your day by checking out the local farmers' market, where you can enjoy fresh produce and support local vendors. Sample various treats, and perhaps chat with the farmers about their practices and products. This lively atmosphere will energize you for the day's festivities.

afternoon
:

After the market, enjoy a leisurely lunch at a nearby café before heading to a local festival or cultural event happening that day. Engage in activities, arts and crafts, and live performances that showcase the rich culture and community spirit of Penn Hills. This immersive experience will allow you to connect with locals and their traditions.

evening
:

As the festival continues, grab dinner from one of the food trucks or stalls offering delicious local cuisine. Enjoy the vibrant atmosphere as you watch live performances or participate in community games. Cap off the night with fireworks or a closing ceremony, celebrating the community spirit and joyful experiences shared throughout the day.

day 9
Historic Landmarks and Scenic Drives
morning
:

Begin your day with breakfast at a local diner before embarking on a scenic drive through the picturesque countryside surrounding Penn Hills. Stop at historic landmarks such as the Old Stone Church and local monuments, learning about their significance along the way. The morning light will provide a beautiful backdrop for your exploration.

afternoon
:

Enjoy a packed lunch at a scenic overlook or park, soaking in the stunning landscapes around you. Afterward, visit local historical sites or museums that highlight the history and culture of the area. This educational experience will deepen your appreciation of the region's heritage.

evening
:

For dinner, choose a cozy restaurant that serves traditional dishes, allowing you to unwind and reflect on your day. After your meal, take a final evening drive through the neighborhoods of Penn Hills, appreciating the unique architecture and charm of the area. End your day with a nightcap at a local tavern, sharing stories about your discoveries.

Discover Penn Hills

Read more in our Penn Hills 2025 Travel Guide.

Penn Hills Travel Guide