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Circle B Ranch, Chestertown

Categories: Tourist Spots, Ranches
Inspirock Rating:
3.9/5 based on 85+ reviews on the web
Circle B Ranch is located in Chestertown. Plan your Circle B Ranch visit and explore what else you can see and do in Chestertown using our Chestertown itinerary maker.
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  • We had so much fun at Circle B ranch. Our trail guide Paul was great and and took us to beautiful places. The views were amazing and the horses were so well trained and taught you about great horseman...  read more »
  • We booked a 3 hour ride today and it was awesome! My husband and I had horses in the past and wanted to trail ride in the Adirondacks. We did not want a nose to tail ride around a pasture. Circle B Ra...  read more »
  • We took a girls weekend and decided to go for a nice trail ride being we all ride horses and there's not many trails on long island. The trails were nice and our guide Paul was awesome. Ive been to a ...  read more »
  • Pretty much exactly what I expected for a trail ride. Watched a brief instructional video in a western-themed room before starting. They have helmets available you can use if you want to - children have to wear them. You cannot go into the barn and look at the horses. The horses are brought out into a small pen where everyone gets on and starts the ride, and you get off there at the end as well. Our ride had about 10 people on it, plus 2 guides. One guide rode at the front of the group, one at the back. Guides were relatively friendly, very young - I think one was in high school. The horses are typical trail horses - don't listen to anything you tell them to do and just follow very closely to the horse in front of them. We walked slowly the whole time. The ride was 90% in the woods which makes it not too bad on hot days. They had fly masks on the horses during the trail ride, which I liked - I've ridden and owned horses for most of my life and many trail ride places don't take very good care of their horses. They do not allow you to take cell phones, cameras, purses, or anything like that with you on the ride -- so you won't be able to take any pictures during the ride. There's one porta-potty outside the barn, no facilities inside.
  • I couldn't believe those nasty reviews ;we fell in love with these people and go back repeatedly ; if they didn't want a history lesson , they simply could have said so . These people know and love horses and couldn't be more accommodating to their customers ; they were probably just trying to make the experience more interesting . The world is full of nasty ignorant people unfortunately .......Jeff and Amy
  • Great ride. Definitely coming again!
  • I gave my husband, for a surprised Valentine's gift, a sleigh ride at Circle B Ranch. He was very surprised. We had a great time. Paul was very friendly and knowledgeable. The carriage was comfortable. Sarah, our driver, was so sweet, friendly and also knowledgeable. The scenery was beautiful and horses were so sweet. I would recommend this to anyone. It was a memorable experience. Great time.
  • My girlfriend and I went on the ONE HOUR trail ride and we thought it was horrible. She has a little experience riding while I had only been on a horse a couple times. The guides didn't introduce themselves and didn't seem to care. A 6-8 year old boy almost got thrown off his horse and got hurt and they didn't even rush over to help. The horses seem like robots and just go with the flow. Near the end of the ride there is a sign asking for tips, which I thought was unnecessary and in poor taste. Personally we didn't have any problems with our horses but the overall experience was fair at best and not exciting and just not what we expected. Maybe the longer more private rides are better but I doubt it. Would not recommend.
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