CP Executive train in Albany

CP Executive train in Albany

Friday, March 28, 2025

Overnight caboose rental in Chester, Mass. (2024)

Last fall our family rented the caboose located at the Chester Railway Museum, a place I had visited the year before. When we had the chance to return and rent the caboose, I jumped at it. I love cabin camping, which I freely admit isn't the same as camping in a tent. But it can still be fun to cook over a fire, sleep in sleeping bags, and enjoy the great outdoors. ALL while trains roll past you all the time! I loved it so much I wrote about it in our NMRA newsletter. But I forgot to mention it here online, so below is my recounting of the experience:

“I don’t think this is going to be a five-star review” my wife starts out, but I quickly cut her off and respond “I know, we should be able to give them six stars!” She flashes me a well-known look that says “that’s not what I meant” and then we both stare outside the window as a long freight train rumbles by. The sun is rising through the windows and Harrison awakes. 

Last October, the NMRA Division went to the Chester Railway Museum for a station tour. In addition to some boxcars and a tank car, they had a former Rutland caboose painted up for the Boston and Albany that could be rented for the night. We even raffled away a night in it this past spring. It’s been on my list of places to go since then and I finally made it over for a Friday night. Being a train event, Harrison had to come. Sarah tagged along too, perhaps because she didn’t want to miss out on all the “fun”. 

When I called to confirm with Dave, the friendly caretaker, a few days before I asked how many trains he usually saw. He told me that trackwork had led Amtrak to bus passengers between Albany and Boston, and daytime freight trains were slow. It was discouraging but sleeping in a caboose is still good. We arrived at 3:45 on Friday, and within an hour an Amtrak train rolled by. We waved to it and walked next door to the only pizza place in town for dinner. While waiting for our food, another Amtrak train flew by in the opposite direction with two engines, a diner, and three coaches. Go figure. 

When we got back Harrison kicked a large ball around the yard and Dave showed us all that they were doing to repaint the outside of the caboose. They received a railroad grant and were putting it to good use. Some boxcars had been repainted by the Sheriff’s Office, in a program similar to road-cleaning crews. 

After an evening of smores, which Harrison managed to wear as much as he ate, we went into the now-empty station to clean up. We literally had the place to ourselves, and I imagined it was just as a station master of old felt every single night. 

After reconfiguring the bunks into a “double” bed so that Harrison was corralled into a corner, we sat down to watch some Curious George. He was sleepy around 8PM, so we turned it off and went to bed. 

What we didn’t figure on was the 8:03 westbound, but we had a blast looking out the window as the moon lit up the cars. The whole caboose shook too, adding to the experience. Harrison was jumping up and down on the mattress with excitement. He wasn’t going to be sleeping anytime soon. It got quiet again and we heard “Are you?” over and over as Harrison called out asking where the train was. We hoped he would fall back a sleep, but he didn’t. I can’t blame him. The 9:27PM mixed train didn’t help either. No point in counting cars when all it does is wake him up more. 

The next train was either closer to midnight or 1AM, but both my wife and I can’t remember. She says I was sleeping, and I say the opposite. We may have each seen a different train as we were both exhausted by then. I didn’t even bother to sit up and note what direction it was heading. I did note that the moon looked lovely.


Around 2:30AM I had to answer the call of nature (don’t get old) and as I unlocked and walked into a perfectly still train station that morning it was eerily quiet. Too quiet. Ghosts of trains from a hundred years ago rolled by. Or perhaps it was my imagination. What was real was the 3:00AM train that they both slept through but I dutifully looked out to watch. 

We all remember the 5:56am CSX train that served as Harrison’s wake up call. There was no going back to sleep now. We sat on the beds and ate fruit and then got up for the day. I began packing while Harrison was running around looking for trains. We decided to wait for the next one and then go to breakfast, which is located on the “other side of town”. In Chester, that means a two-minute drive. 

As we talked with Dave we heard a train horn in the distance. Harrison and I ran to the caboose and climb into the cupola to wait for it to pass. It took forever, and we heard horns from both directions. Confused, we watched as one rolls down the hill at 8AM while another train in the other direction slowed to a stop. We sit and wait in the cupola, hungry for breakfast but not wanting to miss the train. I didn’t check the track arrangement before coming so I wasn’t sure it was parked for another train, waiting for a crew change, suffering some mechanical issue, or ran out of fuel. 


We wandered back to the station and they started to paint it some more. Thirty minutes later the train finally begins to move. Harrison climbed onto my shoulders and we waved to it. The engineer responded by turning on the ditch lights and blowing the horn several times especially for us. As it crawls by I saw a flatcar carrying pipes followed by two with steel plates loaded on them. I am writing an article for a magazine about modeling both so I asked Sarah to take pictures of them for me. She agrees, but as they come close enough to shoot a westbound auto train blasts through out of nowhere and completely obscures the shot. Oh well. 


After, we went to breakfast and when we get back we played with Dave’s dog Major. He likes to fetch but apparently has lost a lot of balls in the ditch. Case in point, I threw a red ball and he knocked it into a gully. I dug it out for him, but it was actually a pink ball. The red ball is still down there somewhere. Dave said this happened all the time. We enjoy the weather and watch a 10:15 train go by, and then we head for home. 

In the course of eighteen hours we saw, heard, and felt a dozen trains. I got to experience cabin camping at its finest, Harrison got to eat marshmallows and watch trains, and Sarah got about four hours of sleep. Can you believe all of this costs only $70 a night, or $120 for the weekend? I can’t wait to go back! 

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