STOP 1
Grab a cup of joe and walk around an iconic cemetery. You'll discover some famous headstones and spooky stories! Drive time to the second stop is 25 minutes.
WHAT TO EXPECT
An iconic road trip route with a twist! We've found countless hidden hideaways along the Hudson including: crumbling ruins, quaint towns, spooky cemeteries and more.
Trip Highlights
- A wooded hike to crumbling mansion ruins
- A one-of-a-kind waterfall
- An iconic cemetery
- Local shops, cafes and breweries
- Scenic drives and overlooks
AVAILABLE TO DEPART
This trip can be done any day throughout the year.
SUGGESTED FOR
- Families with older kids
- Spooky spot enthusiasts
- Weekend getaways
- Couples
Itinerary
STOP 2
Head to a beautiful park and bask in the sound of a rushing waterfall OR stroll through a gorgeous arboretum with an accessible boardwalk. Drive time to the third stop is 25 minutes.
STOP 3
Explore a historic industrial site with beautifully abandoned buildings. They're the perfect spooky photo op! Lunch & shopping options are also available. Drive time to the fourth stop is 15 minutes.
STOP 4
End the day on an easy trail to crumbling riverside ruins. If you want to keep going, head 10 minutes north to a cute small town.
Region
Can depart from
New York City Area, Newark Area, Hartford Area, New Haven Area
Before you go
What You'll Need to Bring
Additional Details
- Dog-Friendly
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Customer Reviews
Based on 6 reviews
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A
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My boyfriend and I (and our pup!) did the Hudson River Hideaways trip on a cold and sunny Saturday in February. It was such a fun way to spend the day! Each stop was very well thought out with lots of charming and unique places to explore. There was a good amount of walking, but still pretty accessible (though I think I might avoid if injured or not able to be on my feet for an extended amount of time). If doing the trip in the winter, definitely bundle up! The "before you go" envelope offers recommended time spent at each stop which was helpful. Will definitely do the trip again in the warmer weather!
Thank you so much for this sweet review! We're so glad that you, your boyfriend, and your pup had such a great time, and we know our other travelers will appreciate the tips you've provided!
A
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My boyfriend suprised with this for my birthday and we had such a great time exploring all the sights and food! the coffee spots were amazing! Thank you!! :)
S
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My daughter and I enjoyed a weekend away in the Hudson valley and spent a day with our Guess Where Trips adventure. The entire adventure was well thought out from the “Before Your Go” to the fun recommendations for food and coffee stops along the way, and the playlists! The adventure included great off the beaten path stops and the booklet included interesting information for each stop. We can’t wait for our next Guess Where Trip.
A
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This was the third Guess Where trip we’ve taken, and it did not disappoint! We stayed overnight at one of the recommended hotels and had a second day of adventure on the way back home. It was fun to explore the Hudson River valley, an area we were not familiar with, and to enjoy awesome views of the Hudson River along the way. Highly recommend!
One of the highlights for me was walking across the impressive Croton Gorge Dam, so thanks for including the GPS coordinates of the parking area on the top.
L
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Great experience and something unique