Abandoned Wonders

Top 10 Abandoned Places to Go Hiking

Written by: Wilk

Photographs by: Lassie

Hiking is the whole reason we ever got into this. We accidentally stumbled upon the abandoned Sunrise Resort while hiking at a state park in Moodus. The rest is history. When we plot an investigation, it is usually to go explore something like a big abandoned building. But every once in awhile, we come across a place that may not be as exciting as an abandoned asylum but is still a fun place to hike. There may not be too much to see, but its nice to just be outdoors and do some exploring. Here are a few of our favorite abandoned places across New England to go hiking!

#10 – Mount Beacon Railway (Beacon, New York)

This may be this most difficult hike on the list, but it is also the most rewarding. In the absolutely beautiful town of Beacon, New York, lie the ruins of the old mountain railway. In the days long since passed, there was a train which ferried passengers to the top of Mount Beacon during the summer/fall seasons. At the summit was a casino and visitor center. Sadly, a terrible fire destroyed this former tourist attraction. Now you can follow the ghostly ruins of the old railway to the top, where you are rewarded with an absolutely breathtaking view of the Hudson River Valley.

#9 – Cohasset Naval Annex (Hingham, Massachusetts)

Fair warning, there will be a lot of military installations in this piece. Located just east of the city of Boston, this former Naval base was once a cornerstone of the local community. It employed hundreds of locals, and served as a watchdog for the Atlantic Ocean during World War II. But, like many military bases from this timeframe, she eventually outlived her purpose and was converted into a state park. There is still plenty to see here, and a few bunkers are still accessible to the public.

#8 – Gillette Castle Railroad (East Haddam, CT)

Smack dab in the middle of one of the most popular parks in Connecticut lies a place that many have forgotten. Gillette Castle was once of the home of prolific stage actor William Gillette. Following his passing a decade ago, he left the grounds to the State of Connecticut to become a public park. But what many don’t know is that the estate once had its own small railway system. There isn’t too much left to see here, but the old train tunnel is a very cool place to walk through.

#7 – Manchester Drive-In (Manchester, CT)

This is another place that we just accidentally stumbled upon. While driving home from the office, I would see a large skeletal frame looming out of the woods. I thought it was just an old billboard, but upon further exploration we uncovered that it was actually the ruins of the old Manchester Drive-In movie theater. Unfortunately, there is not much to see here. But the old sign still sits out front, and the old screen looms high and daunting in the sky. With good weather, it is a really nice hike.

#6 – Aspinwall Hotel (Lenox, MA)

And once again, this was another place we just found. We were staying up in the Berkshires as I had a big audition up there. We went for a short walk by our hotel, and found the ruins of the Aspinwall Hotel. Once one of the most popular hotels in all of New England, this former hotspot was burned to the ground at the turn of the century. Now only ghostly ruins still stand all over the woods. But the picturesque mountain view and the lovely wooded setting make this one a very cool visit.

#5 – Willimantic River Railway (Willimantic, CT)

This place can be a little spooky. It was once part of the lifeblood of the rail system all along the East Coast. Now, she is nothing more than a shadow of her former self. The local homeless population uses this area from time to time as a makeshift tent community. But they periodically seem to get kicked out. Plus stretching over the untamed Willimantic River still stands the old tressell, aka The Bridge of Death. Crossing it is certainly one thing that we crossed off our bucket list. Watch your step, and don’t look down.

#4 – Shade Swamp Shelter (Farmington, CT)

This is certainly one of the more unique and underrated places that we have ever visited. It really doesn’t get enough attention. Once a wildlife shelter and sanctuary, this historic landmark now sits empty in the middle of the woods just off a very busy road. Along a winding trail, there are dozens of old enclosures, cages, and habitats that once housed the former residents of this shelter. On a nice sunny day, this place is not only great for hiking but is also a treasure trove for all you nature photographers out there.

#3 – Nike Missile Site (Portland, CT)

It may be a gigantic pain in the ass to get to, but its really worth it if you can make the trip. Unpaved roads, untamed wilderness, and a total lack of other people can hinder your journey. But if you can find the lost Nike Missile site deep in the woods, you’re in for a real treat. The two sites are about a mile from each other. One features a few still standing structures. The other still has its tunnel system (which we recommend you stay out of). Of all the places on this list, this one is truly all about exploration.

#2 – Rutland Prison Camp (Rutland, Massachusetts)

This place is consistently one of our most popular articles on this site. Located deep in what is now Rutland State Park, the ruins of this old prison lie off the beaten path. Many years ago, this place served as a county jail for small time offenders. They worked off their sentences doing menial tasks related to farm work. But when complications with the local wetlands arose, the prison was forced to close down. What remains are a few old buildings, a small tunnel system, and a very nice hike in. Check it out sometime.

#1 – Chester-Hudson Quarry (Beckett, Massachusetts)

There are honestly few abandoned places that stick with me as much as this one does. Seriously. It is one of the most beautiful places I have ever seen. Abandoned in the 1920’s, the Chester-Hudson Quarry was once one of the largest distributors of stone in all of New England. Following her closure, a noble group of conservationists were able to save the land from real-estate developers and preserve it as a public park. The ruins of the quarry are kept in a state of “arrested decay.” This means they are not repaired, but are maintained just enough so they don’t completely fall apart. It is a very nice walk, just watch out for salamanders.

And that’s our list! Got any other places you think are great for hiking? Be sure to let us know! Don’t forget to like, share, and subscribe.