Tour de Swimming Hole

Long day at work. I’ve been at it since 8 am this morning, and now it’s 10 pm. Quittin’ time! I love my work, but sometimes it’s just too much. Most importantly, it’s already Wednesday and I’ve only gone 30 miles on my bike.

Since I can’t ride right now, I thought I’d put together a tour of the local swimming holes. I haven’t done this route, but I’ve been on all of these roads in one direction or another, and I’ve visited all these spots. Grab your long-distance bike, put on mountain bike pedals, and try it out!


I started the route in New Paltz. Of course, getting to New Paltz from the Poughkeepsie train station is quick and easy…just go over the pedestrian bridge and follow the trail to route 299, and then pass through New Paltz. The road is busy, but it is very flat and fast, with a wide shoulder. It’s just to get you to the good part as quickly as possible.

From there, you’ll continue over the Shawangunk Ridge on Route 55. Again, a little bit busier road for this area, but pretty tame compared with 9W etc. Plus the traffic calms down almost completely after you get past the parking lots for Minnewaska Park.

55 Decent

You’ll then descend almost to Warwarsing, and cross 209, and then turn onto Lundy, where you’ll hit your first swimming hole.

Lundy Hole

From there, continue north on Rogue Harbor road, followed by Cherrytown Road. On Cherrytown Road, you’ll see a sign and a small parking lot. Stop and hide your bikes and hike one mile north (that’s the trail entrance opposite the parking lot) and you’ll hit the swimming hole on Vernooy Kill. I know hiking in the middle of a long-distance ride isn’t traditional, but it’s worth it for this:

L1040219_peNow, continue on to Peekamoose Road. Here, you’ll find one of America’s best swimming holes, at least according to Travel and Leisure magazine. It really is pretty impressive.

blue hole

Then you’ve got the long trip home. I’ve routed you past the reservoir and through Grahamsville, which has a nice place to stop for food…

SDIM0258_pe (Large)

…and then you’ll continue on, ultimately enjoying a big descent into Ellensville. Then it’s up and over the ridge again on the Hudson Valley’s longest climb! If possible, I’d recommend taking a day off and doing this on a weekday, that way you’ll have all the swimming holes to yourself. During the weekend, you may encounter a few (very few) people.

And hey, don’t forget to Win a Garmin!



3 thoughts on “Tour de Swimming Hole

  1. Steve A

    I’m loving this blog entry John. FYI, the first two swimming holes are both on the Vernooy Kill. The first one (on Lundy Rd) is known locally as Pomeroys’. A great place to hang out back in the old days, and my go-to place to cool off after a bike ride when I’m in the area these days.

  2. leslie

    I went this past weekend.
    The hole on Lundy, in your first pic, do u kno if its legal to swim there now?
    I plan to go back soon.
    I don’t want to get hauled out of there by the state troopers.
    It was listed years ago as no trespassing.
    Also, I spent all my childhood summers up at that swimhole, from sun-up to sun-down.



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