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Main Streets Trail of Philadelphia’s Countryside

Small town charm meets big city style

Experience small town charm with big city style during a visit to the Main Streets of Philadelpha’s Countryside. Charming shops, fantastic dining, history, and fun for the whole family are a short drive away in the towns of the countryside.

Click on the links below to learn more about the fantastic towns along the Main Streets Trail of Philadelphia’s Countryside.

Bucks County :
Doylestown | New Hope

Chester County :
Kennett Square | Phoenixville | West Chester

Delaware County :
Media | Radnor | Wayne

Montgomery County :
Ambler | Skippack | Souderton|Telford

Bucks County


While strolling along the Main Street sidewalks lined with brick pavers and Victorian-style street lamps, visitors will adore the remarkable architecture of Doylestown and its impressive belt of historical attractions, comprised of Fonthill Castle, Mercer Museum, Moravian Pottery & Tile Works and Michener Art Museum, located just a block away.

For a local flavor, stop in at Andre’s Wine and Cheese Shop for a sip of Bucks County wine. Take in a flick and hang with the locals at the restored art deco County Theater or join in on the local music scene at First Friday Doylestown or Doylestown’s Arts Festival, the town’s largest event of the year.

After a day of exploring and shopping, quiet your grumbling stomach at one of the many charming outdoor cafés in restored 18th and 19th century buildings dotted along the Main Street of this alluring town.

New Hope

The vibrant Main Street of New Hope offers travelers eclectic charm comfortably offset by casual sophistication. Packed with specialty boutiques, distinct bed & breakfasts, upscale galleries, diverse restaurants and historical treasures, this lively Main Street offers visitor’s big city culture with a small town charm. Worship over divine foods at a transformed 125 year old stone church, Marsha Brown Restaurant.

Rumored to have a spirited flair, the oldest continuously run inn, Logan Inn is braved by overnight visitors or those looking for a people-watching experience on their outdoor deck.

Just down the street, travelers are encouraged to hop aboard the New Hope & Ivyland Railroad for a memorable tour of Bucks County’s countryside. Festivals and events populate the calendar all year long including New Hope’s Renaissance Fair in April and New Hope Celebrates Pride Parade in May. As the sun goes down, the Main Street party scene begins with Friday Night Fireworks over the Delaware River from Memorial Day through Labor Day.

Chester County

Kennett Square

The self-proclaimed “Mushroom Capital of the World,” Kennett Square is bursting with restaurants and shops where visitors can learn about the region’s mushroom farming industry and sample the ingredient in countless dishes.

Beyond mushrooms, Kennett Square boasts a large downtown that combines festive community events, arts, boutiques and authentic Mexican shops.

Fresh produce is highlighted in the stunning dishes served at Talulah’s Table, but reservations are booked up to a year in advance. Fortunately there are plenty of great restaurants, like the Half Moon Restaurant and Saloon where you can try out some wild game and one of 27 beers on tap.


A former powerhouse in the world’s production of steel and iron, Phoenixville has reclaimed its former glory through the development of its arts and entertainment district.

Named the Iron City District, the town is now home to lauded restaurants, live music venues, eclectic art displays, historic buildings and a weekly farmers’ market that draws shoppers from all over the county.

Phoenixville transforms every July for Blobfest, a celebration of the iconic 1958 film The Blob which featured the town’s historic Colonial Theater.

West Chester

Chester County’s seat of government is a tree-lined and welcoming city where a stately historic courthouse dominates the skyline; West Chester University students populate the shops, bars and noodle houses; and the popularity of the skateboarding culture (plus the presence of hometown celebrity prankster Bam Margera) draws enthusiasts from all over the country.

Throughout the summer months, visitors can enjoy live jazz and blues at Kreutz Creek Vineyards or grab a bottle of wine and indulge in fine French cuisine at Gilmore’s Restaurant.

Delaware County


Self-designated as the first fair trade town in the country, Media is also the last suburban town in the nation to run a trolley through its downtown. Residents call Media “Everybody’s Hometown” because the town’s friendliness welcomes all visitors. Brick sidewalks and tree-shaded streets encourage walking to the centrally located shopping district.


Radnor combines the best of sophisticated restaurants and businesses with a small town, residential ambiance. Radnor Township is considered one of the most exclusive cities in the region and was named one of the top 100 “Best Places to Live and Launch” by Fortune Small Business Magazine.


Wayne is the setting for the classic 1949 movie The Philadelphia Story, which has come to symbolize the stately living that defines the Main Line. Today, the upscale community blends the past and the present, as some of the best antique stores in the country mingle with designer boutiques, spas, quaint gift shops, elite hair salons, four-star restaurants, top universities, historic sites, famous gardens and acres of “horse country.”

With over 35 acres, Chanticleer will please your senses with thousands of blooms, scents and sculptures scattered througout over 13 gardens, including the Asian Woods and Fairy Tale Gardens.

Montgomery County


Officially named Skippack in 1725, the region’s history is shared by the Lenni Lenape Indians and settlers from Germany and Switzerland. Today, Skippack is a quaint, historic village of unique shops and restaurants owned by individual entrepreneurs. You can shop, dine on traditional European homemade recipes, American favorites and exotic dishes from the Far East, and then get pampered at the spa.

For entertainment, the Skippack Playcrafters invite you to join them for a wide selection of plays. The Lilo Hess Museum and Gallery exhibits the work an achievement of the award-winning photographer and children’s author.

For nature lovers, the Skippack Trails offer a way to explore the countryside from downtown Skippack on a trail that connects the Perkiomen Trail to Evansburg State Park. For golf enthusiasts, the Skippack Golf Course is home to the Darryl Lock’s golf academy and an 18-hole course surrounded by a wooded, rolling terrain.


Originally called Wissahickon, in 1888 the train station and town were named after Mary Johnson Ambler, who led the rescue and nursing of the survivors of an 1856 train wreck.

For visitors and residents, every Thursday is “Make it Thursday”, when retailers and restaurants stay open late for extended enjoyment of all that Ambler has to

The first Thursday of each month is special because of “First Thursday Progressive Dinner and Movie”, where you can sample many of Ambler’s best restaurants followed by a movie at the restored Ambler Borough Theater for $25 per person. Ambler restaurants cater to lovers of pizza, steakhouses, Indian cuisine, Irish pubs, deserts and more.

First Fridays marks a transformation of the downtown area into a concert hall, as musicians line the streets to provide a soundtrack


A community created by two towns that grew from the fertile farmland of the Indian Valley and was originally inhabited by the Lenape Indians and purchased by William Penn in 1684.

On your visit, you will find attractions such as Asher’s Chocolate Factory, a tour of which allows for desert before you indulge in international cuisine or experience innovative American favorites. An evening wouldn’t be complete without a show at the Montgomery Theater for performances of children’s theater or the classics.

The first Saturday in June marks the Annual Soapbox Derby, in which community members race their homemade cars. In the spirit of races, the Univest Grand Prix, a three-day bike competition brings international professional riders to Souderton for the 100-mile race in early September.

Your trip won’t be complete without a visit to the Indian Valley Farmer’s Market, housed in the Marketplace at Telford Station, offering locally grown and produced food and handmade quality crafts.


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