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The Upper Shire at Roe Jan Ranch

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· Hillsdale, New York
22 acres
3 sites
1 Lodging
2 RV/Tent
The Upper Shire at Roe Jan Ranch is a gorgeous hill with a small pond on 22 acres in Columbia County near the border of Massachusetts and New York. There are currently 3 unique camping areas located here. Each one is special due to their location on the hill. Check out our map and enjoy our big land.
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Boating
Fishing
Hiking
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Location
Hillsdale, New York, United StatesTo respect the Host's privacy, the precise address of this land will be provided after booking
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Hosted by Joanna K. V.Joined in April 2022
100%
51 ratings · 45 reviews
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Anthony O.recommends
November 14, 2022
Upper Shire Meadow
Great Berkshires campsite
Quiet private and beautiful site. Had Adirondack chairs around a fire pit and 2 hammocks that made it so much more complete. Had no issues getting heavy truck camper up the dirt/grass road to the top of the hill. Property has winding paths that lead through the trees down to the lake. My 6yr old girl loved it. Only stayed one night, but should have stayed more with the proximity to great farms and towns.
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M V.recommends
October 31, 2022
Pine Grove Bell Tent
The site was spacious, Joanna was super responsive and accommodating and the tent immaculately clean inside! Loved the little lights illuminating around the tent, the Adirondack chairs made it cozy to sit by the campfire. Thank you!
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Sydney N.recommends
October 23, 2022
Pondside Meadow
This site was awesome and Joanna was so nice. We had a great time. It was the perfect spot for a fall camping trip!
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Danny S.recommends
October 23, 2022
Upper Shire Meadow
Camping and a Beautiful Autumn view
Tent camping with a beautiful Autumn view . Our group arrived to clean campsite our host met us , was really kind, and gave us a run down of the property. We were offered to purchase wood and have extra dropped off if needed . We enjoyed watching bald eagles roam the Skies and star gazing night , we were fortunate enough have a clear night with a mild meteor shower and it was an incredible sight. Will hope to return to this camp site for sure.
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Jana F.recommends
October 16, 2022
Pondside Meadow
Spacious, tidy campsite perfectly situated between the Catskills and the Berkshires. Joanna was accommodating and responsive. Hammocks and tree lights were a nice touch.
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Martin S.recommends
October 16, 2022
Pine Grove Bell Tent
Your land is gorgeous and we thoroughly enjoyed our stay. Thank you
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Justis B.recommends
October 11, 2022
Upper Shire Meadow
Joanna has done such a wonderful job with her property. This was our first time using Hipcamp and we will definitely be coming back. The site was private and spacious, with a fire ring, chairs, and solar powered string lights next to two hammocks. Our two dogs had a blast running around chasing eachother the next morning in the sun on the grass.
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Thomas M.recommends
October 11, 2022
Upper Shire Meadow
Magical pathways
We stayed at the Upper Shire on a beautiful fall night. We were prepared for cold-weather sleeping. Loved all the magical pathways around the property. Found The Upper Shire to be a large piece of property as far as campsites ever go, with room to roam. Great stars, campfire, morning sun. Fall views are almost 360 degrees, with lovely color. Joanna was quick and generous with all her communication. Her place reflects similar care and generosity.
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Kelly S.recommends
October 10, 2022
Pine Grove Bell Tent
My husband and I camped here with our two dogs and had a very nice time! The site was secluded and nicely maintained. We came to the area to do some sightseeing around the Catskills during the fall. It was about an hour drive to get there. The tent was spacious and comfortable with cots, mattresses, extra blankets, and a small light on the inside as well as outside. The campfire area was nice, and the stargazing was great!
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Katie B.recommends
October 10, 2022
Pondside Meadow
Highly recommend!
This hipcamp was awesome! Joanna has three sites, but they are very private so we felt really secluded there. The site near the pond was perfect because we could drive our cars right into the site and set up our tents next to the water. Joanna also included lots of nice touches like a very clean out house, an option for wood to be delivered to the site, a tarped location to keep firewood dry, four Adirondack chairs, a fire ring, solar-powered camp lights in the trees (that can be turned off), a huge jug of water at the site when we arrived, and two hammocks with stands. We loved our stay here and would highly recommend the site to others. Additional pro: we got to see and hear owls!
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Susan E.recommends
October 10, 2022
Pondside Meadow
Magical!!
What a magical spot! The Pondside Meadow site is wide open with lovely views and endless options for placing your tent/trailer. Fresh water provided in large jug, relaxing fire pit with Adirondack chairs (I took advantage of the firewood option), hammocks, and solar powered bistro lights to complete the mood. Joanna is a wonderful host! Responsive, met me on arrival and provided terrific food and activity options in the area. Can’t wait to return!!
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Christine C.recommends
October 2, 2022
Upper Shire Meadow
Upper Shire
Second time staying with Joanna. This time we were up the hill at the Upper Shire. Another great spacious and private spot. Love all the pathways to wander, the peace and quiet, the solar fairy lights, hammocks, fire ring, Adirondack chairs, and great views. Joanna is a great host - nice, helpful and respectful.
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Vanessa S.recommends
September 28, 2022
Pondside Meadow
We parked our 24ft RV by the pond site. We arrived later than expected but Joanna was awesome and didn't mind meeting us to make sure we found our site. Theres 2 hammocks, a nice sized ring fire pit with Adirondack chairs around it and beautiful views of the starry night!! We stayed for 2 nights and enjoyed our stay so much! What a beautiful town and a beautiful property. We had complete privacy! We walked through trails with the mountains around us looking for geocaches. (Found a few good ones too!) We visited a sculpture museum, did some fishing, found an old book store, and made lots of memories with our family. I can’t say enough nice things about this place. We definitely plan to visit Joanna’s place again
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Keturah S.recommends
September 25, 2022
Pine Grove Bell Tent
Beautiful location! Nicely maintained and private. The spacious tent at the Pine Grove site included two cots with mattresses, wool blankets and enough floor space for my large dog. Clean Portopotty that was close, but not too close, to the site. The host greeted us when we arrived and made sure we had everything we needed. We prepared dinner and breakfast on the fire pit. Overall, an excellent experience. Highly recommend.
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Nikita G.recommends
September 25, 2022
Pondside Meadow
Camping, tents, wild animals
That was absolutely awesome! Best camping in this year! 😻🫶
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Jeremy L.recommends
September 18, 2022
Pondside Meadow
Fantastic site. Very private with beautiful views. Joanna is an excellent host.
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Sue B.recommends
September 16, 2022
Pondside Meadow
Beautiful secluded spot. You won’t be insight of another camper. Good cell service. Everything you need to know is in the description.
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Joel & Chrissy B.recommends
September 7, 2022
Upper Shire Meadow
Private sanctuary in NY
Upper Shire is hands down one of the best private land camping sites we have ever come across! We love it so much that we have pretty much booked it every weekend for the remainder of the season! Joanna is the type of host that you would want when renting a private site. She is super friendly, attentive and knowledgeable of the area when it comes to places to eat and things to do. We will definitely be returning next season!
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Jeffrey W.recommends
September 7, 2022
Pine Grove Bell Tent
Highly Recommend!
What a great space! The water being provided was a huge help. There's also firewood available for an additional fee. During our stay it DUMPED rain and the tent held up wonderfully. Can't recommend this space enough!
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Sarah H.recommends
September 6, 2022
Upper Shire Meadow
This place is a gem. The campsite is nestled in a beautiful meadow and has plenty of space to spread out and relax. The string lights and hammocks under the trees are a really nice touch. Joanna is such a friendly and welcoming host. We visited the Little Apple Cidery in Hillsdale (just a short drive away), then came back and grilled dinner over the fire while listening to chirping crickets — so peaceful. Would stay here again in a heartbeat.
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Nick C.recommends
September 5, 2022
Pondside Meadow
Great private spot for 2 tents
A great site! Easy to find. A lot of privacy- we couldn't really hear or see other sites from our tent site. The site included 5 gallons of water, Adirondack chairs, a fire pit, porta potty, and solar lights. There was plenty of even ground for 2 tents. The tent area was grassy and there weren't alot of bugs. The host had very good communication and was quick to answer any questions. We ordered firewood and got 10 logs - plenty for 1 night. I would definitely come back.
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Carissa L.recommends
September 5, 2022
Pondside Meadow
Camping Pondside
My husband and I loved our stay at Joanna’s pond side campsite. We were so delighted to find not only beautiful Adirondack Chairs but also super comfortable hammocks waiting for us pond-side. The site itself was so very beautiful. There was a porta-potty not too far away and beautiful globe lights as well. Joanna was very helpful providing suggestions for some great local spots to check out and clear with directions on how to get to the site. She was also super quick to respond when we asked questions. We would definitely stay again and hope to visit Joanna’s Hip Camp sites again soon. Thank you Joanna for having us and sharing your beautiful property. PS- great place to camp if you are going to Tanglewood. Only a half an hour drive and we saw three deer on the way.
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John F.recommends
September 4, 2022
Upper Shire Meadow
Quite and Private
The camp sites were private and plenty of room from each other.
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Paula S.recommends
September 3, 2022
Upper Shire Meadow
Pretty spot. Nice view. Great star viewing. Trails to follow & hammock to relax in. Quiet. We only needed one night. A bit buggy. Definitely, would come back.
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Boris V.recommends
August 23, 2022
Pine Grove Bell Tent
We arrived at the property after dark and got a bit lost, but Joanna came to our rescue soon. The site was buggy, but the tent was kept bug-free by the nets covering the entrance and an ENORMOUS spider hanging out near the top D: While making dinner in the tent we were visited by... something. It stomped about near the back of the tent and scratched at the wall a bit. Never saw what it was: probably a raccoon, but Joanna's prior warning about coyotes made us second guess that assumption. :) We did hear coyotes howling later in the night, but they sounded far away.
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Jerry T.recommends
August 7, 2022
Upper Shire Meadow
Everything was beautiful. Large, extremely quiet and private site. Amazing view of the stars. Excellent cell phone reception. Lots of birds. Very clean outhouse too. Joanna K has set up a really nice drive through site with a lovely fire pit, several Adirondack chairs and a couple hammocks. There are trails to walk on all over the place to bird watch and perhaps see a deer. If you’re looking to get away from it all this is it. In a meadow on a hillside in the middle of nowhere. We would go there again.
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Jennifer G.recommends
August 4, 2022
Pine Grove Bell Tent
A little Oasis
We loved staying at this campground! Joanna is an amazing host always available and quick to answer any question you may have. The tent is perfect, well kept and very spacious inside. There are two more camp sites on this land but they are spaced so far apart that you wouldn't even know it. It was the perfect getaway from everything and everyone. We enjoyed our stay by having a campfire and grilling our meal over the fire. The view of the stars is amazing at night. We definitely didn't want to leave and are dreaming of going back. Thanks for everything, would highly recommend!!
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Matthew M.recommends
July 31, 2022
Upper Shire Meadow
Upper Shire was a fantastic spot to camp. Each site on the property is secluded enough to make it feel like you’re just camping with your friends instead of at a big campsite. On top of that, Joanna was kind and super helpful. We’re definitely going to come back here again!!
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Martha W.recommends
July 17, 2022
Pondside Meadow
Pond Meadow was beautiful- highly recommend! Joanna was friendly, responsive, and helpful. Adirondack chairs, fire pit, water and nearby portapotty. The farm land and pond are spectacular. We were bike packing - perfect spot.
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Christine C.recommends
July 16, 2022
Pondside Meadow
Really cute spot by the pond. Lots of space, and super smooth and easy communication. Would love to stay again for longer!
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