Used Jeep trucks for sale near Winchester, VA

Straightforward pricing, great deals, and easy buying process. Would recommend them. I drove 4 hours because the deal was so good.

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!

Traded in my Corolla for a Camry, great price and was in and out!! Thanks Jason for everything!!!

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.

We had made an appointment to have our 2012 Yukon appraised as a trade in. Arrived and were greeted very cordially by Trevor Clay, our salesman. This was during Corona virus pandemic time and social distancing was adhered to as much as possible. I had done quite a bit of research before arriving. We told Trevor what we were interested in and they had an Acadia SLR that more than met our specs. Took it out for a short drive, came back and told him we were ready to deal. He consulted with his financial director and came back with a decent offer. We countered and it was accepted. Went through the paperwork. Trevor took us out to the car for a digital car training session. He was very knowledgeable about it, answered many questions and demonstrated procedures. Asked us if we had further questions and we said not now. We happily drove of in a beautiful red GMC Acadia SLR. We have had it one week and not driven it much due to the "stay at home" requirements. The transition from our larger Yukon will take some time, but it is not as bad as we thought it might. The more we drive it, the more we love it. Lots of getting used to so many more digital options. My wife and I are both very computer literate and the digital applications are fascinating, but we have a big learning curve to feel comfortable using them. Hope this Acadia is as dependable as our Yukon. We drove it 158,000 miles over 9 years and had no major problems with it.

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.

Very pleased with this visit, easy appointment process, on time and waited for the car - was completed quickly but thoroughly. Pricing was a little less than expected and was able to use a coupon for additional savings. I have used this service department for over 4 years and will continue to do so. Thanks

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!

Dalton Hartle was exceptional from the beginning to the end! Highly recommend him. :) He treated my family and I like he knew us forever! Best car buying experience I've ever had.

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

I want to provide some feedback on an awesome sales consultant (Berlin McKay). It has been about 9 years since I was looking at vehicles and really hated talking to sales personnel and being able to believe/trust them. BUT, I had the best experience while looking at different models of Toyota's. Berlin was patient, respectful and kind through the whole process. It's been a while since I've met such a genuine "Good Guy"! Berlin assisted me in the whole process and was patient even when I didn't have all the details, paperwork and answers. He assisted me with cleaning out my Highlander, no matter how long it took. I remembered: my Highlander's title was in my gun safe, no problem, right? I haven't accessed it for over a year. The lesson is: make sure the battery is changed out yearly! This whole process, experience impressed me and I would recommend Berlin and CMA Martinsburg to anyone. At this time, I really wanted to express the Sales Consultant knowledge with the business, product and paperwork was great! Everyone was awesome from the first visit to the end. I am enjoying my Tacoma TRD Sport!!! What a great experience!

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.

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

Oil change and tire rotation , no hassle and friendly service

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 !

Great people did oil change and tire rotation, and brake fluid change. Comfortable waiting area. Good turn around on service. My favorite place for auto maintenance.

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!!

Terry & Brandon were great to work with!!! Will buy all my cars from Chevrolet

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.

Brought our 2017 Equinox to trade for a Traverse. We felt welcomed from the time we arrived on the lot. Vincent and all of the staff were amazing. Came home with a great Chevy Traverse and a great deal.

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.

Great service, great people, & great deal on what we wanted!!! We'll be back for sure for my Wife's Corvette next year!!! Thanks, The Grimsleys.

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!!

Ecodiesel gladiator is fun to drive and getting good MPG. My second gladiator and no issues. Jeeps aren't for everyone as they are boxy, heavy, noisy in cab at high speeds and not as luxurious as a Lexus. But these things are tanks with body on frame build, Dana 44 axles, real transfer case and mega offroad capability. Plus its easy to modify suspension and its a "jeep thing".

With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪