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Shops in downtown Stroudsburg in the Pocono Mountains of Pennsylvania.

Downtown Stroudsburg: A Charming Town in the Poconos

My wife and I walked into Grandpa Pete’s Bagels. Inside, we looked over the quaint menu board trying to decide which delicious treat to order for a mid-morning snack. Settling on an Asiago cheese bagel with jalapeno cream cheese, I sat down and devoured one of the most delicious bagels I’ve had outside of New York City. As we ate, we were treated to a showing of the 1948 movie “The Babe Ruth Story”. It wouldn’t be an exaggeration to say that, in that moment, I was transported back to the 1950s.

As we continued our stroll down Main Street in the quaint Poconos town of Stroudsburg, I was glad I had decided to visit. Truth be told, Stroudsburg was an afterthought addition to our trip we’d planned to Milford and Delaware Water Gap National Recreation Area for my wife’s birthday. However, we learned that morning that Stroudsburg deserves to be much more than an afterthought for visitors to the Poconos.

Earlier in the day, while driving into downtown Stroudsburg, I was struck by the feeling that time had stood still. Against the backdrop of the small, local shops and restaurants, new cars looked out of place, and I almost expected to see women walking down the streets in their poodle skirts, men in their letterman jackets. Downtown Stroudsburg looks like a perfect movie set for a 1950s period piece.

That being said, the streets of downtown Stroudsburg are full of shops, restaurants, and even bars that would enthrall visitors from any era. Whether you’re looking for that perfect antique, a great bite to eat, or just a peaceful place to stroll, downtown Stroudsburg is a great place to visit.

Check out this photo gallery from my time in downtown Stroudsburg, and then figure out when to plan your visit to this incredibly charming town in the Poconos region of Pennsylvania.

A corner cafe in downtown Stroudsburg, Pennsylvania.

A corner café in downtown Stroudsburg, Pennsylvania.

Brick houses in downtown Stroudsburg.

Brick houses in downtown Stroudsburg.

The Monroe County Courthouse in downtown Stroudsburg, PA.

The Monroe County Courthouse in downtown Stroudsburg, PA.

Downtown Stroudsburg is full of great, local shops, including one of the regions best antique shops.

Stroudsburg is full of great, local shops, including one of the regions best antique shops.

Downtown Stroudsburg, Pennsylvania

Downtown Stroudsburg, Pennsylvania

The cute Sherman Theater hosts many local and national performing groups in downtown Stroudsburg.

The cute Sherman Theater hosts many local and national performing groups in downtown Stroudsburg.

If you're looking for a great snack, Grandpa Pete's Bagels in downtown Stroudsburg are worth the stop.

If you’re looking for a great snack, Grandpa Pete’s Bagels in downtown Stroudsburg are worth the stop.

Shops in downtown Stroudsburg, Pennsylvania.

Shops in downtown Stroudsburg, Pennsylvania.

The old train station near downtown Stroudsburg.

The old train station near downtown Stroudsburg.

A lollipop display in a candy store in downtown Stroudsburg, Pennsylvania.

A lollipop display in a candy store in downtown Stroudsburg, Pennsylvania.

Houses in downtown Stroudsburg, PA.

Houses in downtown Stroudsburg, PA.

See map below for other area attractions.

AUTHOR - Jim Cheney

Jim Cheney is the creator of UncoveringPA.com. Based in the state capital of Harrisburg, Jim frequently travels around Pennsylvania and has visited all 67 counties in the state. Jim has also traveled to more than 30 different countries around the world.

4 Comments

  • Pamela Young

    We will be visiting the towns surrounding Stroudsburg the middle of June, 2016. We are staying in a timeshare in East Stroudsburg for a week. We plan to visit a surrounding town each day. We would like information such as places to eat, visit, etc. Also is there a train from there to Philadelphia to spend a day or even stay one night.

    • Jim Cheney

      Pamela, I don’t have much in regards to places to eat in that area as I’ve never taken the time to explore the culinary scene. You can see all my recommendations for the general area on our travel map: https://uncoveringpa.com/pennsylvania-travel-map. There is unfortunately no train that goes to Philly. The closest train with access to the city would be the commuter train from Doylestown, PA.

  • Kevin Loggins

    Pam, There is much to do in stroudsburg and the surrounding area. A trip to Hickory Run State park is in order for a day, and be sure to enjoy there beach. The falls should be in there. While there is the famouse Bushkill falls, this is a PAY attraction. Up ther road there are several other falls, including childs park, Raymondskill and several other. Milford is a quaint town that can be enjoyed that same day and check out Greys Tower in milford. There is also a little place called Columcille Megalith Park a few minutes out of stroudsburg. In that area check out the deerhead inn for its night life and jazz night. Stroudsburg is not a Culinary town… More of a Bar town with a few above average places to eat.

  • Phyllis catapano

    Thinking of moving to east stroudsburg and would like information about the area

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