7 Most Charming Town Squares In Pennsylvania

One of America’s oldest states, the Keystone State played critical roles in both America’s founding and the Civil War. Pennsylvania’s rich tapestry of towns is woven together by more than its deep history—the state is also prized for its expansive woodlands, meandering waterways, and rolling countryside pastures. Pennsylvania truly thrives in the heart of its charming town squares. Across the state, these public hubs capture a unique mix of topographical beauty, architectural character, and inviting downtown energy. Bedford delivers the Hallmark-movie charm, Carlisle offers a quieter antiquing and boutique experience, Bellefonte is peaceful and settled with its mature trees and gentle hills, Jim Thorpe is a mountain retreat with dramatic scenery, and Ambler boasts the tree-lined streets and turn-of-the-century character many crave. New Hope is treasured for its picturesque waterfront views, while Bloomsburg brings a vibrant college-town energy.

From rolling valley vistas to mountain escapes, each square tells its own story—through weathered brick façades, shady promenades, and bubbling fountains. Whether relaxing with a coffee near a historic statue, wandering through local boutiques, or savoring fresh farm-to-table fare, these plazas invite residents and visitors alike to pause, connect, and soak up the community spirit. Here’s a guide to seven of Pennsylvania's most enchanting town squares, where terrain, ambiance, architecture, and activity converge in delightful harmony.

Bedford

Nestled on gently sloping terrain in south-central Pennsylvania, Bedford’s historic square radiates Hallmark-movie charm with tidy storefronts, shady streets, and a blend of Federal-era brick buildings and restored Victorian details. The walkable downtown invites browsing through shops like KJ Shea Seasonals, hunting for antiques, or enjoying friendly conversation at LIFeSTYLE Next Door café. From May to September, the Bedford Farmers Market fills the square with colorful produce and locally made goods. For dining, hearty pub fare awaits at Whisky River Pub, while the Bedford Fine Art Gallery showcases exceptional works for sale. Step back in time at Old Bedford Village, a living-history museum with preserved 18th- and 19th-century buildings, and snap a photo with The Coffee Pot, a beloved roadside landmark. Finally, the Bedford County Covered Bridge Driving Tour offers a charming journey through the surrounding countryside.

Carlisle

In Cumberland County, Carlisle’s square sits amid gently rolling terrain, framed by scenic farmland. Its historic downtown blends liveliness with a laid-back pace, featuring antique shops, candy stores, and local art cafés. Georgian and early-Republic architectural styles stand alongside inviting brick storefronts. Dine at The Whiskey Rebellion for a taste of history, or satisfy your sweet tooth at Georgie Lou’s Retro Candy. The Trout Gallery highlights the work of notable local and regional artists. Spend time exploring the block-after-block retail scene and browse unique titles at Whistlestop Bookshop. Nearby landmarks include the United States Army Heritage and Education Center (see a real tank up close), the stately Dickinson College campus with its manicured grounds, and the elegant Cameron/Masland Mansion, perfect for a picnic.

Bellefonte

Situated in central Pennsylvania along Spring Creek, Bellefonte’s square is framed by gently sloping hills and shaded by mature trees. Victorian and Queen Anne buildings stand alongside quaint storefronts, creating a tranquil, storybook atmosphere. Talleyrand Park offers a peaceful riverside escape, while the renovated Match Factory houses Big Spring Spirits and the American Philatelic Society. Enjoy a local brew at Titan Hollow, search for antiques at The Great Mish Mosh, or take a relaxing stroll along the creek’s edge. Cap the day with dinner at Gamble Mill, a restaurant, bar, and inn housed in a late 1700s brick-and-stone building offering fusion cuisine and scenic water views.

Jim Thorpe

Tucked amid the Pocono Mountain ridges, Jim Thorpe’s town square lies in a dramatic gorge landscape with steep, wooded hillsides. Its downtown overflows with Gothic Revival and 19th-century architecture, from stone mills to stately brick façades. Broadway Street buzzes with art galleries, historic museums such as the Old Jail, and lively pubs like Molly Maguire’s. Take a scenic train ride through the Lehigh Gorge aboard the scenic railway, explore the Mauch Chunk Museum, or relax at Mugglets Mug, a cozy coffeehouse. Locals also recommend visiting the St. Mark's & St. John's Episcopal Church and the opulent Asa Packer Mansion.

Ambler

Set within the gently rolling hills of Montgomery County, Ambler’s square charms with vintage brick storefronts and leafy sidewalks. The town’s architecture carries a timeless turn-of-the-century feel, and boutique shopping includes gems like Paper Dolls and Primitive, both women’s clothing stores. Start your morning with coffee from Backyard Beans Coffee Company, then enjoy dinner and a craft brew at Forest and Main Brewing Company. Take in an indie film at the Ambler Theater or live theater at Act II Playhouse, or spend a leisurely afternoon at the Ambler Arboretum of Temple University. Seasonal farmers' markets, arts festivals, and parades infuse this small-town main street with warmth and vitality.

New Hope

Perched along the Delaware River, New Hope’s square blends waterfront charm with 18th- and 19th-century stone and clapboard buildings. Antique shops, art galleries, and cozy cafés line the streets. Stay at the River House at Odette’s, browse fine works at New Hope Arts, or catch a live show at the Bucks County Playhouse. Treat yourself to lunch at Karla’s, then explore nearby wineries or Solebury Orchards. For history lovers, Washington Crossing Historic Park—site of George Washington’s daring river crossing—is an essential stop.

Bloomsburg

Beside the Susquehanna River, Bloomsburg’s Market Square is surrounded by rolling farmland and gentle hills. As the only officially incorporated town in Pennsylvania, it blends historic charm with the youthful energy of the Commonwealth University of Pennsylvania. The downtown boasts confident brick and stone buildings housing cafés, shops, and attractions. Visit the Bloomsburg Children’s Museum for hands-on exhibits, or head outside and visit the Columbia County Soldiers’ and Sailors’ Monument. Enjoy a stroll through the square, linger over coffee at Fog and Flame Craft Coffee, and discover unique reads at Phillips Emporium or The Teeny Tiny Bookshop. Seasonal events and the friendly, walkable layout create a strong sense of community in this town.

Parting Thoughts

From hillside havens to riverside gems, Pennsylvania’s most charming town squares offer a vivid blend of community, scenery, and local flavor—all wrapped in architectural beauty and small-town spirit. Perhaps it’s the tranquil waterfront of New Hope or the mountain majesty of Jim Thorpe that calls to you. Whether browsing one-of-a-kind shops, enjoying a fresh pastry, or simply soaking up the ambiance, these plazas invite you to slow down and discover the quiet magic of Keystone State life.