Used Jeep trucks for sale near Windsor, VA

Great, simple buying experience! Between Lennox, Jeff, Paul, Steve and Nick, no complaints on anything everything was done exactly as said and ready to go. The Hall team would get my business again and is a friendly dealership.

The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!

Sales department helped an incredible amount with finding us our next vehicle. Shoutout to Howe at Southern for passing down his honest knowledge and helping us find the right vehicle.

My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.

Dominic, Derrick and Alex made the car buying experience a smooth one. They were very accommodating and a pleasure to work with. A couple days after I bought the car, Dominic and Derrick both reached out to me via text message to make sure I was loving the car and to contact them if I needed anything.

This is a.rock solid vehicle that defines “utility” better than all the rest. You have tons of ways to configure the vehicle every day. Open air roof, doors off, entire top off, pick-up truck uses, off roading, climbing, travel, snowshoeing, skiing, snow driving, trails and dirt roads, hiking, carry bed loads, trailering, ATVs, etc, etc, etc. No way to ever find it boring. Plus, the extra bonus of the culture, friendliness, the wave, jeep groups, and the way it promotes and nurtures getting outdoors and getting active. No issues. Alpine stereo is great. Nav is great. Heat is great. comfort great, carrying fun loads great, towing to 4K lbs great. No complaints.

Very knowledgeable and supportive staff that made the buying process very seamless.

We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own

We were a little hesitant to go shop for a new vehicle with COVID, but the dealership was very clean, everyone was wearing masks and social distancing. We made an appointment with Joe Gonzalez and he was excellent! He was knowledgeable about the vehicle and he was awesome to work with. I would give Joe and the dealership 10 stars if I could!

It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.

Unbelievable dealer! The only dealership to purchase from in the Va Beach area. Staff is kind and professional, inventory is clean and well serviced, and they have very fair and competitive interest rates. I highly recommend visiting Adam and the rest of the staff if you are in the market. I am a customer for life!

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

This place is New < but the Staff is very knowledgeable. They responded right back to me as soon as I inquired about a car. Frank helped arrange financing for me and I was in and out with my new MUSTANG. I had a great experience and would recommend them to others.

I have 84,000 miles. I don’t hit rod it. I keep it below 2500 rpm unless a must pass happens (rarely). Zero issues with transmission brakes electronics heat or AC. Overland model. It has been a wonderful rig with 19 to 25 mpg. I’m 64 and hoping this and my XJ are my last rides. Both rigs are exceptional. I had a scrambler and loved it, had to have the Gladiator and my 2020 has been far better than expected !

My wife and I have been car shopping for the last couple of months, and we recently came across Udrive. Let me tell you, they are FAST! We had all our questions answered and left there in less than half an hour with exactly what we wanted. The staff was knowledgeable, efficient, and made the process incredibly smooth. We highly recommend Udrive to everyone looking for a hassle-free car buying experience!

Love this truck/Jeep! I moved from a SUV to this Gladiator and have never looked back! I have not found anything that I cannot do! If you have any sort of lift, have the fasteners checked every 30,000 miles. Just a FYI, I speak from experience.

Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!

Best car buying experience I have had in the last 10 years. Not pushy, didn't waste my time with a bunch of back and forth, and were able to help me without a huge down payment like the other 3 dealerships I had spoken with had demanded.

I think my 2022 Gladiator is one of the top vehicles I have owned The only drawback is the lack of warranty service from my local Jeep dealer.

Lowen Johnson was an awesome salesman. He added no pressure, and kept me informed and involved during the ordering and shipping process of my new vehicle. I highly recommend you seek him out for your next vehicle purchase.

Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.

Our salesman was Benny. He was very knowledgeable and had a pleasant attitude through the whole process. He was very thorough but never forceful. Eugene did amazing job of getting us the most value for our trade-in. He also worked our loan like an absolute professional giving us the best possible rates that we can get. He also did an amazing job on our trade-in getting the very best value that we could’ve ever imagined. We had an absolutely great experience with Frank the finance Director who actually lowered the original payment monthly of our vehicle after we were told it would be a lot more. He was very thorough with our warranties and insurance and we felt totally confident that everything in our deal with Southern car dealership that could’ve possibly been done to help us in our situation was done. We walked in there in debt and scared and we walked out the proud new owners of a 1500 dodge ram and had an amazing experience. Thank you to everyone that helped us you are well appreciated and great assets to the community. Thanks again everyone God bless!!

Have driven Jeeps in the military and loved the performance and easy maintenance. Have 2 Jeeps now and looking to replace one of my Jeep with another one. Love Jeeps!!

Cinna was a great help with clear communication and follow through. She was able to assist even over the weekend and even brought the vehicle to me.

Great vehicle for enjoying the outdoors in being able to explore new places other vehicles could not go. Looks like a vehicle that can take you into areas safely.

Outstanding service! Fast and friendly. I had an issue and couldn?t get help from Hall so we reached out here and they took care of the problem!

I have a jeep gladiator mojave, 2021, great vehicle , the best i have ever owned, great for offroading and the suspension is great, designed for higher speed offroading and it does a great jjob at this and just regular off roading. also fun just to drive around town. Highly recommend this vehicle, i also love the xtras, led lights, safety features, (blind spot and ADC, etc), aux swithes . This just a great vehicle.

I bought my 2016 Ford Escape in Feb 2019 from Wynne Ford and have had it in for routine maintenance. From the buying process to maintenance, the experience has been very positive. They also repaired the vehicle after I was in an accident. It came back to me looking and running like brand new. Wynn is excellent in repairs and maintenance, and has superb customer service.

Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options

Great service, nice staff, they didn?t have a lot of staff that day but they got me out quickly. I will recommend them to anyone that needs service done to their car.

This is my 3rd Gladiator, I really enjoy the Jeep lifestyle, the Gladiator has been a great addition to my family and we have a ton of fun with it. It’s very versatile we use it for pulling our boat and Travel trailer and for everything else!!

The experience was great at southern Chrysler Dodge Jeep Ram Chesapeake. My salesman, Anton was very up front, honest and easy to talk with. He got the job done in no time! John got my contract together. He too was great to work with. The environment was good. I didn’t feel rushed or pressured and they were very patient with me. I’d definitely go back and recommend others to go as well. Thank you guys for everything!

I bought my 2021 Overland new. I love it!!! It is fun to drive. Handles well in the snow. This is a well made vehicle. I love the leather seating. The best heated seats and steering wheel I have owned. I’m definitely a fan!!