At the heart of Westmoreland County lies the historic city of Greensburg, which just happens to be where I grew up.
During your visit to the Laurel Highlands, you’ll want a few days to explore Westmoreland’s county seat. Greensburg has developed a modern feel while still embracing its roots, which date to 1799.
Here’s an insider’s itinerary of what to do, see, and eat while in Greensburg, which with a population of almost 15,000 is one of the largest cities in the Laurel Highlands.
To start your long weekend in Greensburg, book a room at The Grandeur Estate.
Boasting a strong history, The Grandeur Estate stands the test of time by bringing a long-gone era into the present. From the original build in 1905 to an office headquarters in the restored hotel, The Grandeur Estate encompasses a historic while providing an upscale stay for tourists or locals looking for a staycation.
This historic hotel is located minutes from Downtown, which hosts many locally owned businesses and pop-up events.
Every fourth Thursday from April until December is the Greensburg Night Market. A local favorite, this specialty market sheds light on brick-and-mortar and mobile small businesses. Vendor lists can change per event, but the Night Market has hosted businesses such as Steel City Salt, Preciosa Clay Earrings, and Mutiny Donuts. Some brick-and-mortar stores to visit in Downtown Greensburg include RSVP Gifts & More, The Laurel Marketplace, and McFeely’s Gourmet Chocolate. The Greensburg Night Market can be found in Live! Casino on Sundays in the offseason.
Greensburg is home to many delectable dishes from local establishments. Some worthy restaurants include Jaffre’s, Sun Dawg Cafe, Sittay’s, and Olives & Peppers. From authentic cuisines to traditional American dishes, anyone who visits can find something to satisfy thei
r tastebuds.
Greensburg also hosts a Restaurant Week seasonally – once in the winter and once in the spring – to showcase specialty menus for local restaurants. Participants can change but they always bring delicious flavors. The dates for Restaurant Week are announced through their Facebook page.
For an after-dinner treat or a quick bite, Tastyland is the place to be. Changing owners a few years ago, this 50-plus-year-old establishment started partnering with other local businesses to create monthly features of juicy smash burger combinations and delicious, unique ice cream flavors. Most recently Tastyland added a drive-thru that is open year-round. Whether treating yourself to one of their monthly features or sticking to a classic flavor, Tastyland is a perfect treat. They're also opening a new location in Monroeville.
Downtown Greensburg also provides two cultural staples for any visitor. The first is The Palace Theatre. The Palace Theatre hosts everything from dance recitals, concerts, plays, and more. There is no bad seat in the house in this historical piece of Greensburg. Before spending your weekend in the city, check out their event listings to find something that suits your interest.
Another cultural staple is The Westmoreland Museum of American Art. This impressive museum is completely free, except for special events, and showcases rotating art exhibits from different eras. With a strong emphasis on Pennsylvania heritage, The Westmoreland Museum of American Art has something to offer for the whole family.
For some outdoor fun, families can head to Twin Lakes Park to check out the playgrounds, go fishing, paddleboating, or walk one of the paved trails. If you’re feeling a bit more adventurous, some trails do go into the woods. Just be mindful that these trails are not paved and are not as accessible for those with disabilities. Peach Park, which is an extension of Twin Lakes, can be found a few miles down the road. This area has an additional playground, a dek hockey rink, and an amphitheater.
Summer Sounds is perfect for a date night, family night out, or fun with friends. Best of all, it's free! In its 24th season, Summer Sounds is located at St. Clair Park and occurs every Friday throughout the summer, beginning in June. Acts include a tribute to famous artists such as Led Zeplin, Elton John, or the Foo Fighters. Some original bands also make an appearance throughout the summer including David Bach, Run Katie Run, and Nefesh Mountain Band. This park is minutes from Downtown Greensburg, making it a perfect walk from dinner.
No matter rain shine, winter or summer, Greensburg is bursting with culture, flavors, and fun for every age!
