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Westchester Trail Rides

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Review Highlights
Fantastic Horseback Riding

I had an amazing ride with Cowboy Bob. I rode both Chocolate and Apache. They were both nice horses... read more

Reviewed 1 October 2018
Lecia H
via mobile
Amazing with kids

We went for a fall trail ride today. My 9 year old son was having none of it, didn't want to go... read more

Reviewed 13 November 2017
New York City, New York
Read all 14 reviews
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Travellers talk about
“the barn”(2 reviews)
“bob”(10 reviews)
Suggested duration: 1-2 hours
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6 Croton Lake Rd, Croton on Hudson, NY 10520-3615
+1 914-827-9765
Most Helpful Review
Reviewed 14 October 2015

If you enjoy horseback riding in a spectacular natural setting, with a knowledgeable guide and horses that are both spirited and perfectly well-behaved, then you owe yourself a two-hour ride with Westchester Trail Rides! Cowboy Bob, as he calls himself, trains all of his horses,...More

5  Thank Cemetery_Man
Reviews (14)
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All reviews horseback riding the barn bob horses cowboy rink safety beginners forest hand fall
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1 - 10 of 14 reviews
Reviewed 1 October 2018 via mobile

I had an amazing ride with Cowboy Bob. I rode both Chocolate and Apache. They were both nice horses and very gentle, even though I'm sure both horses knew that I didn't really know what I was doing. The forest and trails are so beautiful,...More

Thank Lecia H
Reviewed 13 November 2017

We went for a fall trail ride today. My 9 year old son was having none of it, didn't want to go, was TERRIFIED of even sitting on a horse, even for 5 seconds. How scared? He was even scared of the barn cat. Cowboy...More

1  Thank PHR_NY
Reviewed 5 November 2017

Cowboy Bob is the nicest, most genuine, unbelievably thoughtful man you will meet in your life. We took a "Fall Friday" to head up along the Hudson, see some foliage, and enjoy The Blaze. I was searching the web to find some other things to...More

Thank 1Dante1
Reviewed 23 October 2017

I was looking for a less formal, fun horseback riding experience, and I got just that. My friend and I booked a trail ride and were so happy that we did. The horses were wonderful, the forest was gorgeous, and Cowboy Bob was the perfect...More

Thank 613travel
Reviewed 28 September 2017 via mobile

Cowboy bob was so gracious. My daughter can't stop talking about her ride. I was nervous as I had not rode in years. It was more than fine. The horses were lovely. It was beautiful relaxing and fun! Not to be missed!!

Thank MarybethSucciC
Reviewed 27 August 2017 via mobile

My daughter took my granddaughter here for a birthday surprise. The surprise was on them. She is ranting about how friendly and kind the owner is. He went out of his way to teach my granddaughter how to ride and then took them on their...More

Thank Bill C
Reviewed 27 July 2017 via mobile

We had an amazing time, Cowboy Bob was wonderful. Great trails. Prefect for beginners and experienced riders both. Very Military friendly. If you are looking for a relaxing day, with a wonderful guide at a great price look no further! We will be back!

Thank Alotta_USMC
Reviewed 29 September 2016

You will not be able to ride anywhere else after meeting Cowboy Bob and his horses! His horses are so well trained and Bob is so laid back! He customizes the ride based on your experience and actually allows you to RIDE. I have been...More

Thank annabiley6
Reviewed 5 July 2016

We had such a great time with Westchester Trail Rides! First, Cowboy Bob and Jader were really good about explaining safety basics and how to handle the horses on the trails. Second, the horses are well taken care of, gentle, and friendly. Third, Bob and...More

1  Thank julie_laughter
Reviewed 28 June 2016

Jasmin and I had a wonderful experience with Westchester Trail Rides. This was my first time ever riding a horse and both Cowboy Bob and Dylan put me at complete ease in getting started. Dylan was our teacher, guide, and trailmaster and did a excellent...More

1  Thank LorneNorton
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