Wine Trail Wilderness
Hosted by Jon · Pomona, Illinois
16 sites · RV, Tent · 37 acres
Best Hipcamps in Illinois
Named one of the best Hipcamps to visit in 2025.
Family-friendly
Recent Hipcampers say this Hipcamp is great for families and kids.
Best in Illinois: 2nd place
Named one of the best Hipcamps to visit in 2024.
Jon is a Star Host
Star Hosts are highly rated, responsive, and committed to providing incredible experiences.
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Wine Trail Wilderness
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Wine Trail Wilderness - Elec. 30amp
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Reviews
100% Recommend666 ratings · 581 reviews
Recommends
· November 2025
Loved it and the hosts were awesome
20 ft travel trailer ·
Wine Trail Wilderness - Elec. 30amp
Great sites and great hosts! John was super helpful and accommodating, taught us how to play bocce ball on the court there, and even helped us with a maintenance issue on my camper. The grainzebo was awesome!!! Can't wait to go back.
J
James S.
4 months on Hipcamp
Recommends
· November 2025
Peacefulness, beauty and space.
17 ft travel trailer · With pets ·
Wine Trail Wilderness - Elec. 30amp
Our experience at Wine Trail Wilderness was great despite plunging temperatures this past weekend. The roomy site allowed for our 2 young dogs to zoom around the field and the pavilion and outhouse were experiences of themselves. Jon was a great host and fun to talk to when he was walking his dog Norton. The location between 2 of our favorite wineries was a bonus. The scenery with the fall colors was beautiful to see. We can’t wait to come back. Becky and Wilson
Wilson S.
3 reviews
Recommends
· November 2025
Tent ·
Wine Trail Wilderness
It was fantastic camping on Jon’s land he was the perfect host, very attentive and was willing to work with our schedule. It made for a great weekend of climbing at holy boulders… it’s like 15min from the boulders!
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Frank G.
7 months on Hipcamp
Recommends
· November 2025
19 ft pop-up camper · With pets ·
Wine Trail Wilderness
This is the third time I've stayed at WTW. It was the first time staying in the far away field and we loved it. Jon checked in and would deliver firewood (if needed). I'm sure we will be back!
Kyle K.
12 reviews
Recommends
· November 2025
Tent · With pets ·
Wine Trail Wilderness
Beautiful campground with an awesome host! Will definitely stay again next time we are out this way!
B
Bryson B.
1 month on Hipcamp
John and Carla were amazing hosts. They lead us to our site on their 4-wheeler, and even gave us a wine opener to borrow after we forgot to bring one. The campsite had everything we needed and was super clean, level, and open yet wooded. They came by to check on us after the first night. We were able to order firewood and wine from them ahead of time so it was at the site when we got there. This was amazing because we are usually trying to find space in the truck for firewood. They also provide ice water in a 5 gallon jug which saved us some packing space. We came with two dogs so we asked for one of their more private sites and they delivered. Didn’t see any other campers the entire weekend. Location is awesome for a variety of activities. I would love to return with my coworkers and this would be a perfect spot for our yearly camping trip. We also noticed lots of materials staged around the property so it seems like they are planning some improvements to their already amazing place.
This wasn’t a problem for us but I wanted to mention as I know it can be a deal breaker for some. There was not a bathroom with running water, just a private privy in one of those little portable tents. It was cleaned and stocked and very much appreciated.
M
Molly C.
5 years on Hipcamp
Recommends
· October 2025
12 ft campervan ·
Wine Trail Wilderness - Elec. 30amp
wine Trail wilderness was perfectly situated on Hickory Ridge Road close to two wineries! It was my first time to the wine trail in Shawnee national Forest and certainly there’s a lot to offer! Looking forward to going back!!
Wine Trail wilderness was perfectly situated on Hickory Ridge Road close to two wineries! It was my first time to the wine trail in Shawnee national Forest and certainly there’s a lot to offer! Looking forward to going back JON was extremely accommodating and his land was ideal For hip camp travelers! Thank you WTW !
M
Mimi D.
2 reviews
We love WTW! We camp here multiple times a year and it's always well deserving of the best in Illinois title! Everything is taken care of and we just get to setup camp and relax.
Travis B.
4 reviews
Recommends
· October 2025
Best hip camp site in 2025
21 ft travel trailer · With pets ·
Wine Trail Wilderness - Elec. 30amp
The area was very accessible and was set up in a really nice convenient way. Jon met us at the driveway, greeted us with a warm smile and helped us get our water situated. After that he assisted me getting the trailer leveled and ready to go and made sure we had firewood. On Saturday, he came and checked on us and he's an incredible host and this was one of the best trips we had. Being within walking distance of a winery and a very short drive to another one is amazing and it was so quiet. And for the record I've never seen anybody have a better portable toilet outside than at Jon's property (Plus the bocce ball court was amazing and we had a great time playing with some people we met there as well this weekend). Suffice to say, we will definitely come back and visit Jon again and for anybody who may want a really great camping experience there is none better than what Jon provides.
S
Samuel V.
2 months on Hipcamp
Recommends
· October 2025
16 ft travel trailer · With pets ·
Wine Trail Wilderness
I enjoyed the evening on Jon's land. He was very helpful amd the site was beautiful! He had a big jug of ice water ready at the site too! There was a ready fire pit, but I chose not to have a fire since I was exhausted and wanted to sleep and get an early start the next day.
K
Kari R.
1 year on Hipcamp
Recommends
· October 2025
19 ft campervan · With pets ·
Wine Trail Wilderness - Elec. 30amp
Jon's Hipcamp is quite simply, fantastic. This is our 4th trip to Wine Trail Wilderness (we go every year), and it's a great time every time. Jon's space is well kept, easy to find, and has just the right amount of amenities to escape into nature. Being walking distance from Hickory Ridge Winery is the icing on the cake! thanks again, Jon!
Audrey K.
6 reviews
Recommends
· October 2025
19 ft pop-up camper · With pets ·
Wine Trail Wilderness - Elec. 30amp
Excellent communication from the hosts! Very nice and accommodating people!
Kate & Austin C.
3 reviews
Our short stay was great but we made the mistake of arriving after dark. Host was very friendly and our site had all that we needed. Hope to return someday and enjoy the beautiful area.
P
Pam G.
2 reviews
Recommends
· October 2025
4 ft pop-up camper ·
Wine Trail Wilderness
We had a great time camping here. Jon was a great host. Checked on us every day. The campground was private. the other guests were very friendly. The trails nearby were very scenic. Would recommend it to any of my friends. We will camp here again I hope.
P
Patrick K.
2 months on Hipcamp
Recommends
· October 2025
8 ft campervan ·
Wine Trail Wilderness
Jon was extremely attentive and would check in at least daily to see if we needed anything. Great location and outhouse was a great addition. We will be back!
T
Tiffany M.
5 reviews
Recommends
· October 2025
33 ft Class C ·
Wine Trail Wilderness - Elec. 30amp
what you see online is what you get… Absolutely fantastic! John was awesome, the property is awesome. Secluded in a great back to nature. . I will be back with friends.
S
Spence B.
2 months on Hipcamp
Recommends
· October 2025
Awesome experience!
21 ft travel trailer ·
Wine Trail Wilderness - Elec. 30amp
Great spot, great location, wonderful host. What more can I say. We came for Snake Road, Little Grand Canyon, Wine Trail and Vulture Fest. Central location for all of the above!
P
Paul H.
3 months on Hipcamp
Wonderful camping area with extras! The sites are well maintained with cold water waiting, firewood ready upon request, picnic tables and a table and chairs. It’s like an all inclusive resort of primitive camping! My family and I really enjoyed playing bocce ball and were very thankful for the owner of the property to come take the time to teach us how to play. It is also in a great location for visiting hiking trails and climbing areas. Thanks for having us!
J
Jenny B.
2 reviews
Recommends
· October 2025
24 ft Class B ·
Wine Trail Wilderness - Elec. 30amp
Enjoyed my RV stay and our host’s hospitality. Jon was a great host who is working hard to make his property a nice place for guests. Well located to explore the Wine trial or western Shawnee hiking/biking.
Kate M.
2 months on Hipcamp
Recommends
· October 2025
Tent · With kids ·
Wine Trail Wilderness
Jon was a fantastic host and made sure we had everything we needed. The site was spacious and beautiful. Highly recommend!
S
Stephanie T.
6 months on Hipcamp
Recommends
· October 2025
The Host with the Most
26 ft travel trailer ·
Wine Trail Wilderness - Elec. 30amp
Jon really went to great lengths to make Wild Trail Wilderness a great camping experience. It's a beautiful property, nestled between 2 wineries, and close to the Little Grand Canyon hiking trail. This was our first time using Hipcamp and Jon set the bar very high for those that will follow. He is now the yardstick by which all others will be measured. We plan on going back.
D
David M.
1 year on Hipcamp
Loved this camp site! Secluded, quiet, and Jon is a great host. It's located near so many hiking opportunities and wineries. We will definitely be back!!! 🦉
T
Tiffany E.
2 months on Hipcamp
We had a great experience camping at wine trail wilderness! The campsite was private, shaded and clean. They really thought of everything you would need and had some great touches like providing trash and recycling bins, a fresh jug of water and wood for the fire. It was a great location for us to visit a few of the nearby wineries.
M
Megan S.
2 reviews
Recommends
· October 2025
A new standard for Hipcamps!
23 ft Class B · With pets ·
Wine Trail Wilderness - Elec. 30amp
Between the hospitality and the amenities, we felt quite spoiled and taken care of by Jon and Carla. To the point that we now have a much higher standard of what we want from a Hipcamp. Upon arrival, Jon escorted us to our site. We paid him for a bottle from the winery that’s practically next door. We had selected it before arrival, and they picked it up for us. Jon showed us around the grainzebo, which had a gas grill, picnic table and a big cooler full of cold water from their well. There’s also a bocce ball court, and the bathroom has a composting toilet and outdoor sink. This place has so much personality and is in such a great location. We went to the natural bridge in Shawnee National Forest, Scratch Brewing in Ava and Cold Blooded Coffee in Murphysboro. We’re excited to go back to see more of the forest, including the Little Grand Canyon, and check out some of the many wineries. Thank you, Jon and Carla, for the care you put into your outstanding Hipcamp.
S
Sarah W.
2 reviews
Recommends
· October 2025
25 ft Class C ·
Wine Trail Wilderness - Elec. 30amp
Everything was excellent from the personal guidance by Jon as to where we should park to the walkability to and friendliness of the winery staff. It’s a lovely small community where neighbor really means neighborly.
A
Ann L.
3 months on Hipcamp
Recommends
· October 2025
Tent ·
Wine Trail Wilderness
We had the best time camping at Wine Trail Wilderness! We requested the Grainzebo and were very impressed with the site. There was a fire pit and chairs provided and a table and gas grill underneath the shelter as well as a bocce ball court! We were a close walk to the shelter that housed the compost toilet. It was much nicer than expected. It had motion sensor lights and a fan inside and had a hand wash station outside. We were a short walk down the road from a winery that was beautiful and close to several hiking trails in the area. The hosts were incredibly friendly and kind. We loved our stay here and can't wait to come back. We would highly recommend!
E
Elizabeth K.
3 reviews
Recommends
· October 2025
Tent · With kids ·
Wine Trail Wilderness
I cant make this review too good then i wont be able to get a spot when i want to go. But the are the beat.
L
La Keisha A.
2 reviews
Recommends
· October 2025
Warm Wine Trail Wilderness Welcome
30 ft travel trailer ·
Wine Trail Wilderness - Elec. 30amp
This was the perfect spot for exploring the nearby trails and wineries! Jon met us in person and made sure we had everything we needed for our stay. The location is beautiful and it was easy to find. The overall vibe is cool and relaxing so it's a nice place to chill after the day's activities. The decor was quirky and interesting, including in the immaculate restroom. We would definitely recommend a stay here to anyone looking to explore the area. You won't find a more friendly and convenient place!
Jenita V.
6 reviews
Recommends
· October 2025
22 ft travel trailer ·
Wine Trail Wilderness - Elec. 30amp
Our 4th stay here and it was great once again. Thanks Jon and Carla for making your place so nice and peaceful.
Ryan H.
4 reviews
Recommends
· October 2025
Tent · Group trip ·
Wine Trail Wilderness
Loved staying here. Beautiful and Jon was so helpful and kind! There was ice water waiting for us and the bathroom was so clean and nice.
E
Emilee P.
7 months on Hipcamp
Location
Pomona, Jackson, Illinois, United StatesTo respect the Host's privacy, the precise address of this land will be provided after booking
Hosted by Jon W.
Joined in September 2017Things to do nearby
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