Five Unexpected Places to Stop on a Drive from Chester Township, New Jersey and New Canaan, Connecticut

Are you tired of taking the same old route whenever you make the trip from Chester Township, New Jersey, to New Canaan, Connecticut? It may be time to switch things up. Instead of taking the quickest route up I-95, why not explore some of the quirky and unusual attractions that lurk just off the beaten path? This travel guide will highlight five unexpected places that are perfect for a leisurely stopover.

Halfway Point: Sloatsburg, NY

Before jumping into the attractions, let's take a pause at the halfway point of the trip: Sloatsburg, NY. This small village is nestled in the Ramapo Mountains and offers a picturesque stop with its charming main street and historic buildings. You can take a stroll around the quaint downtown area, take a peek at the town's oldest building, the Sloat House, or head out into the woods and explore the nearby Harriman State Park. If you're in the mood for a bite to eat, head over to Il Portico, an Italian restaurant that has been serving up delicious pasta and seafood dishes since 1983.

Now that we've taken a break, let's move on to the five unexpected places to visit on your way from Chester Township to New Canaan.

1. Lucy the Elephant - Margate City, NJ

Although it's a bit out of the way, Lucy the Elephant is a must-see stop for those who appreciate quirky architecture. Located in Margate City, NJ, Lucy is a six-story elephant-shaped building that has been standing tall since 1881. Originally built to attract potential real estate buyers to the area, Lucy has since become a beloved landmark and now serves as a museum. Visitors can take a tour of the interior and learn about the fascinating history of this oddity. Don't forget to snap a selfie with Lucy before heading out! For a fun and easy meal, grab a slice from Tomatoe's pizza just across the street.

2. Eastern State Penitentiary - Philadelphia, PA

If you're a fan of eerie history, the Eastern State Penitentiary in Philadelphia, PA is a must-see location. This prison, which was in operation from 1829 to 1971, housed some of the most notorious criminals in American history, including Al Capone. Take a self-guided audio tour through the prison's crumbling cellblocks and learn about the harsh conditions and unusual philosophy that accompanied the solitary confinement system. Be sure to check out the prison's famous "Al Capone's cell" and see how the infamous gangster lived during his stint in the penitentiary. A stop at Campo's Deli is a perfect way to grab a quick and delicious Philadelphia-style sandwich.

3. Centralia, PA

If you're up for an off-the-beaten-path adventure, Centralia, PA is an eerie and fascinating location. Once a bustling coal mining town, Centralia was abandoned in the 1980s due to an underground mine fire that has been burning continuously since 1962. The result is a ghostly town complete with deserted streets and buildings that are slowly being consumed by the earth. Visitors can explore the remains of the town on foot, taking in abandoned houses and sites such as the Assumption of the Blessed Virgin Mary Church which still stands, though in extreme disrepair. For something sweet and tasty, a stop at Rosie's Pierogies is a good way to fill up on Central Pennsylvania's famous dumpling-style dish.

4. City Island - Harrisburg, PA

For those seeking a charming seaside vibe in the middle of Pennsylvania, City Island in Harrisburg, PA is a fun and unique stop. This small island situated in the Susquehanna River is home to an amusement park, a minor league baseball stadium, and a marina. Take a leisurely stroll down the island's walking paths and enjoy views of the river and downtown Harrisburg. If you're in the mood for seafood, a stop at the Dockside Willies is an excellent way to indulge in crab cakes and other fresh seafood delicacies.

5. Glass House - New Canaan, CT

Our final stop brings us to the posh town of New Canaan, CT, where visitors can marvel at the modern architecture of the Glass House. Built in 1949 by world-renowned architect Philip Johnson, the Glass House is a single-room structure made entirely of glass. Visitors to the site can explore the house itself as well as the galleries and other buildings on the property. The house is surrounded by beautifully landscaped grounds and gardens, making it a perfect location for a summer picnic before heading back home.

Conclusion

With its weird roadside attractions and historical sites, this route from Chester Township to New Canaan offers plenty of fun and unexpected detours. Whether you're looking for thrilling adventure or interested in exploring the unusual, these five locations are sure to make your trip more memorable. Don't forget to bring a camera, an inquisitive spirit, and an empty stomach for all the delicious local cuisine along the way. Happy exploring!