When we last left our intrepid adventurers, they had just arrived in the Catskill Mountains and checked in to their accommodations at Hotel Vienna, a 2-storey chalet with exposed beams and cabin feel. At the foot of Windham Mountain, there is the requisite ski resort and a local golf course. The video in the above link has some aerial shots that are quite lovely.

As it turns out, Windham is a very common name in these parts. Not to be confused with Windham, NH, or Windham, Connecticut, or Wyndham Resort and Hotels (spelled with a ‘y’), the town of Windham, NY is located in Greene County, on the northern boundary of the Catskills Mountain range. It is a town of about 1,700 people but is a popular vacation spot for New Yorkers and other areas in the northeast. Fun Fact: Scott Adams*, the creator of the Dilbert cartoon series, grew up in Windham and was valedictorian of his high school.

*I should note that although I am a huge Dilbert fan and have referred to his comic strips in previous work presentations, I am not a Scott Adams fan for his views and the controversy he generates.

Like anyone who has traveled the Cabot Trail in Nova Scotia, we are spoiled by fairly frequent look-off points to grab pictures and feel infinitesimally small as we gaze across wide valley expanses between the mountains. The route to Windham certainly teased those views, but with very few parking opportunities and overgrown look-off points, my pictures from the car are woefully underwhelming and are not worthy to be shared. Further along, you can find the Five-State Lookout but you will need clear skies and a sense of what you are viewing; there are no directions or reference guides available, only a parking lot and the stunning horizon in the distance.

Like a nesting doll, the images below depict the Windham town limits within Greene County, and the county within New York state. The famous Hudson river is the bluish boundary to the right.

After that preamble, it shouldn’t surprise you that Windham was in fact, NOT our actual destination. That honour would go to a little hamlet called Round Top, within the neighbouring town of Cairo (pronounced ‘Care-oh’ because America dares to be different on occasion).

My mother had picked this location to visit a university friend she had met almost 50 years ago in Laval, QC. My parents had kept in touch with this gentleman over the years via email (and before that, the archaic rotary phone, and before that, presumably telegraph or carrier pigeons). He was gracious enough to welcome us into their home below the peak of Blackhead Mountain, where the roads are quiet but full of wildlife; there are many opportunities to encounter deer or bears, especially as streetlamps are minimal and the roadways are narrow.

My parents has last visited several decades prior. At that time, their friends had lived in a large house further upstate. On the windy road leading to the house, we weren’t sure what to expect. We were met with rock walls on either side, and the entrance to the property has an incredible stone bridge over a brook that babbles or rushes depending on the rains.

The house was beautiful. A 2-storey farmhouse style home with a full length porch across the front, was surrounded by curved stone walls to form terraces. There was only one problem. The master of the house was not there as he had left to pick up dinner. We were told the front door was unlocked and to make ourselves at home. I should emphasize that we had not been there before, so little voices cautioned us that there was a slight chance we were unknowingly breaking in unannounced to a stranger’s abode.

Inside there was plenty of artwork and interesting conversation pieces on the mantle and window ledges. I had to include a couple of pictures: one of the monkey lamps in the living room and a little parrot friend that welcomed the four of us.

When our host arrived, we were treated to some of the best chicken parmigiana we’ve ever tasted. There was a version of Melanzane (eggplant) alla Parmigiana that was just as tasty. We all had seconds and there were tons left over. They also treated us to a fine bottle of California red to wash it down. You may ask where a fine Italian meal is procured in ‘Care-O’. I shall not leave you in suspense: it was from Two Brothers Pizza off of country Route 84.

After looking through old pictures and reminiscing about what amounted to mischief in the 70s (wading around in the fountain at the newly opened MicMac Mall anyone?), we bid our adieus and trundled back to the hotel to fight with the apps on the SmartTV.

The morning of Wednesday, Aug 14, was now upon us. We ducked into the continental breakfast offered in the common room and piled back into the car around 9:30 for more highway hijinks.

Windham (NY) –> Allentown (PA)

This was a much shorter drive than the previous legs, but probably one of the most stressful. I have never seen more trucks on a stretch of highway in my life. Our route on this day was as follows:

• Leaving Windham, we traveled East on NY-23 back to Cairo, then veered south on NY-32.
• After about 40 minutes, we reached Saugerties and headed due south on I-87 to certain doom.
  • I should probably explain. As you can see from the map above, the I-87 runs straight along the Hudson across the New Jersey line, when it merges to I-287 around Suffern, NY. This route continues further south and at the nearest point, comes within 20km of Newark, and about 30km from Manhattan. There happens to be a wee bit of commerce in this area and as you could imagine, rigs of every shape, size, colour, with trailers hauling logs, building materials, animals, mini-homes, heavy equipment, and tankers, were all wanting to race to their respective destinations. Sprinkle in some traffic snarls that slowed their progress, and you have all the ingredients of the next screenplay in the Mad Max film series.
• Not realizing we were bisecting New Jersey state to this extent, we passed some fun city names along the way: Mahwah, Crystal Lake (for slasher horror fans who grew up with the Friday the 13th movie franchise), Pompton Lakes, Riverdale (possible hometown of Archie and friends?), Parsippany, and Basking Ridge, which sounds like the name of a relaxing day spa. We didn’t actually see much from the highway as most of it was spent surrounded by high-sided 53-foot trailers swerving between four lanes. We continued to the fun-to-say Pluckemin, NJ, and jumped onto the I-78 due west.
• After about 25 minutes, we made a semi-circle around the borough of Alpha, NJ to reach the Pennsylvania border. Our destination was getting close!
• As we approached Allentown, we momentarily suffered an existential crisis when we passed the following road-sign:

Turn right to Bethlehem or left to Hellertown? I swear I am not making this up.

Pulling off the highway around 2pm we proceeded to the Holiday Inn on Hamilton Rd in Dorneyville, which is not a ville at all, but described as a ‘census-designated place’ in Lehigh County. With our room not quite ready, we set out to find some lunch and check our surroundings.

Please join me for our next installment when we embark on a winery hunt that eventually landed us in East Texas, a pharmacy visit to snoop pain relievers, and a lovely drive around (and through!) the Allegheny Mountains.

Until next time…

Disclaimer: The views and opinions expressed in this article are those of the author(s) and do not necessarily reflect the official policy or position of any agency, employer or affiliation.