Nestled in the historic district of Philadelphia, Head House Square is one of the city’s most cherished landmarks. Known for its cobblestone streets, 18th-century architecture, and vibrant market scene, Head House Square blends history, culture, and modern charm. Visitors and locals alike are drawn to this area not only for its picturesque views and rich past but also for its lively events, diverse dining options, and charming shops.
History of Head House Square
The Origins of Head House Square
Head House Square dates back to the early 1700s and is considered one of the oldest public spaces in Philadelphia. Originally part of William Penn’s plans for Philadelphia, the area was established as a marketplace to serve the growing city’s food and goods needs. At the heart of this square is the Head House, a distinctive Georgian structure with brick arches, wide columns, and iconic cobblestone streets that harken back to a bygone era.
The Head House Shambles: A Landmark of Colonial America
One of the defining features of Head House Square is the Head House Shambles. Constructed in 1745, this building is one of the oldest continuously used market structures in the United States. Shambles is an old English term for a meat market, and the Head House Shambles was originally used to provide shelter for merchants selling meats, produce, and other goods. Its iconic, open-air design, with long brick columns supporting a wooden roof, remains an architectural marvel and a significant attraction today.
Historic Market Hall
The square has also been home to Market Hall, where vendors, artisans, and merchants have gathered for centuries to sell their goods. As Philadelphia evolved into an economic hub, Market Hall became a focal point for the community, hosting social gatherings, political meetings, and even holiday celebrations. Though it has undergone several renovations, the Hall still holds a special place in the hearts of Philadelphians and serves as a symbol of the city’s dedication to preserving its past.
Things to Do at Head House Square
Explore the Head House Farmers Market
Every Sunday, Head House Square transforms into a bustling hub of local farmers, artisans, and food vendors during the Head House Farmers Market. Known as one of the best farmers markets in Philadelphia, it offers everything from fresh produce, flowers, baked goods, cheeses, meats, and more. Locals and visitors enjoy strolling through the aisles of stalls, sampling local delicacies, and purchasing unique items that are hard to find elsewhere.
Highlights of the market include:
- Local Produce: Seasonal fruits and vegetables from local farms
- Artisan Breads and Pastries: Freshly baked items from local bakeries
- Organic and Specialty Foods: Gluten-free, vegan, and organic options
- Crafts and Handcrafted Goods: Unique jewelry, pottery, and artwork from Philadelphia artisans
Head House District Arts and Crafts Fairs
Throughout the year, Head House Square hosts arts and crafts fairs, where artisans and local craftsmen showcase their work. These fairs are popular for unique handmade items, including jewelry, ceramics, paintings, and home decor. It’s an excellent opportunity for art lovers and collectors to discover original pieces and support local talent.
Seasonal Events and Festivals
Head House Square is home to a variety of seasonal events and festivals that attract thousands of visitors annually. From holiday celebrations to summer festivals, there is always something happening. Some of the most popular events include:
- PumpkinFest in October: A family-friendly festival featuring pumpkin decorating, face painting, hayrides, and live music.
- Winter Wonderland Festival: The square transforms into a winter market complete with holiday lights, seasonal foods, and live entertainment.
- Fourth of July Celebrations: Head House Square hosts one of the city’s best Independence Day celebrations, complete with fireworks and colonial-themed activities.
These festivals make Head House Square a lively destination, creating a warm and festive environment for visitors of all ages.
Dining Around Head House Square
Historic Taverns and Pubs
Head House Square boasts a collection of historic taverns and pubs, offering guests a unique dining experience filled with character and charm.
- The Twisted Tail: This Southern-inspired restaurant and bar features live blues music and a menu with items like smoked ribs, fried chicken, and classic cocktails. Its rustic decor and lively atmosphere make it a local favorite.
- Dark Horse Pub: Located in a historic building, Dark Horse Pub serves traditional British pub fare, including fish and chips, shepherd’s pie, and bangers and mash. The cozy interior and outdoor seating options create an inviting space to enjoy a pint and a hearty meal.
- Royal Tavern: Just a short walk from Head House Square, the Royal Tavern offers an eclectic mix of American cuisine with a twist, and it’s known for its exceptional burgers, craft beers, and cocktails.
Trendy Eateries and Cafes
In addition to its historic spots, Head House Square is surrounded by an array of trendy eateries and cafes that offer diverse cuisines and dining experiences.
- Positano Coast: This Italian-inspired restaurant brings a taste of the Amalfi Coast to Philadelphia. Its fresh seafood dishes, handmade pastas, and vibrant decor make it an ideal spot for a special night out.
- Royal Izakaya: This Japanese restaurant offers sushi, ramen, and izakaya-style dishes in a cozy setting. With a wide selection of Japanese whiskeys and cocktails, it’s a popular spot for a night out.
- Red Hook Coffee and Tea: A local cafe offering artisanal coffees, teas, and light bites. It’s the perfect place to grab a quick snack or relax with a warm drink after exploring the market.
Sweet Treats and Dessert Stops
- Sweet Charlie’s: Known for their unique rolled ice cream, Sweet Charlie’s serves up delicious frozen treats with a variety of toppings. It’s a popular choice, especially during warmer months.
- Federal Donuts: A Philadelphia staple, Federal Donuts is beloved for its hot, fresh donuts and crispy fried chicken. A visit to Head House Square wouldn’t be complete without sampling some of their famous donuts.
Shopping at Head House Square
Unique Boutiques and Local Shops
Head House Square is a shopper’s paradise, offering a range of unique boutiques and local shops that sell everything from vintage clothing to artisanal goods. Some must-visit stores include:
- Moon + Arrow: This boutique is known for its curated selection of vintage clothing, jewelry, and home decor items crafted by local artisans.
- Old City Cigar Company: For cigar enthusiasts, this shop offers a variety of premium cigars, cigar accessories, and a welcoming environment to explore new flavors and brands.
- The Book Trader: This quaint bookstore is a hidden gem for book lovers, offering an extensive collection of used books, rare finds, and literary classics.
Vintage and Antique Finds
Head House Square is home to several antique shops and vintage stores where visitors can find unique pieces from bygone eras. From classic furniture to retro collectibles, these stores offer a treasure trove of items waiting to be discovered. Shoppers can expect to find:
- Antique jewelry and accessories
- Vintage clothing and handbags
- Furniture and home decor from various time periods
Art Galleries and Studios
For those interested in the arts, Head House Square is close to several art galleries and studios. These spaces showcase the work of local artists, from paintings and sculptures to photography and mixed media. Many galleries offer rotating exhibits, making each visit a unique experience.
Nightlife at Head House Square
Live Music Venues
Head House Square comes alive at night with live music venues that cater to a variety of musical tastes. Whether you enjoy jazz, blues, or contemporary music, there’s something for everyone.
- The Twisted Tail: This venue doubles as a live blues bar, featuring local musicians and a lively crowd. It’s the go-to spot for blues enthusiasts looking to enjoy a meal and live music in an intimate setting.
- Milkboy Philly: Located nearby, Milkboy hosts both local and touring musicians in a cozy, multi-level venue. It’s popular for its laid-back vibe and diverse range of genres.
- Tin Angel: Known for its acoustic music, Tin Angel has become a staple for singer-songwriters and fans of intimate performances.
Bars and Lounges
Head House Square is home to several bars and lounges, each offering its unique atmosphere and drink selection.
- Khyber Pass Pub: A lively bar known for its extensive beer selection and Southern-inspired menu, Khyber Pass Pub offers a cozy ambiance with rustic decor and friendly staff.
- Stratus Rooftop Lounge: Located nearby, Stratus Rooftop Lounge offers stunning views of the city skyline, craft cocktails, and an upscale atmosphere. It’s a popular spot for date nights and special celebrations.
Exploring the Surrounding Attractions
Independence Hall and the Liberty Bell
Just a short walk from Head House Square, Independence Hall is where the Declaration of Independence and the U.S. Constitution were signed. Next door, the Liberty Bell is one of the most iconic symbols of American freedom. Visiting these historic landmarks is a must when exploring Philadelphia.
Spruce Street Harbor Park
Located along the Delaware River, Spruce Street Harbor Park is a seasonal waterfront park that offers hammocks, food vendors, and games. The park is beautifully lit with colorful lights at night, creating a magical environment. It’s a great spot to relax after a day of exploring Head House Square.
Museum of the American Revolution
The Museum of the American Revolution offers an in-depth look at the events, figures, and stories of the American Revolution. Exhibits feature artifacts, interactive displays, and films that bring history to life, making it an engaging experience for visitors of all ages.
Tips for Visiting Head House Square
Best Times to Visit
Head House Square is a vibrant destination year-round, but certain times are more ideal depending on the experience you’re looking for. Weekends are bustling with activity, especially during the Farmers Market and seasonal festivals. For a quieter visit, weekdays offer a more relaxed atmosphere and fewer crowds.
Dress for the Season
Philadelphia experiences four distinct seasons, so dress appropriately for the time of year. Summers can be hot and humid, while winters can be chilly, especially when walking along the waterfront. Comfortable walking shoes are essential, as the cobblestone streets can be uneven.
Parking and Transportation
Head House Square is accessible by public transportation, with several bus and subway options nearby. Street parking and parking garages are available, but spaces can fill up quickly, especially during events. Consider using rideshare services or public transit to avoid parking hassles.
Conclusion: Discover the Charm of Head House Square
Head House Square is a destination that captures the spirit of Philadelphia, blending history, culture, and modern entertainment in a picturesque setting. From its storied past and lively events to its unique shopping and dining options, Head House Square offers an experience that is both rich in heritage and full of excitement. Whether you’re a history buff, a foodie, or simply looking for a charming place to explore, Head House Square is a must-visit destination for anyone in Philadelphia.