Used Pickup Trucks for Sale nearPittsfield, MA
9,091 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- GMC
- Model:
- Sierra 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 470 hp 6.6L V8 Biodiesel
- Exterior color:
- Thunderstorm Gray
- Fuel type:
- Biodiesel
- Interior color:
- Black (Obsidian Rush)
- Transmission:
- Automatic
- Mileage:
- 55,950
- Stock #:
- CTF330307A
- VIN:
- 1GT49ZEY0RF272732
New arrival
Sponsored by Herb Connolly Chevrolet
2024 GMC Sierra 2500HD
AT4X Crew Cab 4WD
55,950 mi
Framingham, MA
94 mi away
Good Deal
$70,499
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,808
- Stock #:
- BFU1207T
- VIN:
- 1GCRYBEF5KZ260272
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Double Cab 4WD
75,808 mi
Bennington, VT
32 mi away
Good Deal
$24,477
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,135
- Stock #:
- 616943
- VIN:
- 1C6SRFBT2PN616943
Sponsored Listing
2023 RAM 1500
Big Horn Quad Cab 4WD
30,135 mi
Fort Montgomery, NY
86 mi away
Great Deal
$33,770
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Adrenaline Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,363
- Stock #:
- GU9332B
- VIN:
- 1GCPTDEK8P1208719
2023 Chevrolet Colorado
Z71 Crew Cab 4WD
36,363 mi
New Hampton, NY
94 mi away
Good Deal
$34,173
- Year:
- 2013
- Make:
- Chevrolet
- Model:
- Silverado 3500HD Chassis
- Body type:
- Pickup Truck
- Exterior color:
- Green
- Interior color:
- Gray (Dark Titanium)
- Transmission:
- Automatic
- Mileage:
- 32,274
- VIN:
- 1GB3KZCG1DF132275
2013 Chevrolet Silverado 3500HD Chassis
Work Truck Regular Cab 4WD
32,274 mi
Ashland, MA
93 mi away
Great Deal
$29,398
- Year:
- 2016
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 390 hp 5.6L V8
- Exterior color:
- Cayenne Red
- Fuel type:
- Gasoline
- Interior color:
- Black/Brown
- Transmission:
- 7-Speed Automatic
- Mileage:
- 51,775
- Stock #:
- 26N0046
- VIN:
- 1N6AA1F48GN507465
2016 Nissan Titan
XD Platinum Reserve Crew Cab 4WD
51,775 mi
Johnstown, NY
69 mi away
Good Deal
$23,096
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,503
- Stock #:
- 8P1501
- VIN:
- 1GCPDKEK4RZ113290
Price drop
-$2,687
2024 Chevrolet Silverado 1500
LT Crew Cab 4WD
38,503 mi
Albany, NY
32 mi away
Great Deal
$37,174
$34,487
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Delmonico Red Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Mileage:
- 49,024
- Stock #:
- 5546A
- VIN:
- 1C6SRFFT4NN374597
2022 RAM 1500
Big Horn Crew Cab 4WD
49,024 mi
West Springfield, MA
41 mi away
Great Deal
$33,095
- Year:
- 2023
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Barcelona Red Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 4,254
- Stock #:
- 2370530
- VIN:
- 3TYCZ5AN2PT170530
2023 Toyota Tacoma
SR5 V6 Double Cab 4WD
4,254 mi
Rutland, VT
80 mi away
Good Deal
$37,692
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Black Forest Green Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,682
- Stock #:
- U10888
- VIN:
- 1C6RRFBG4KN816376
Price drop
-$545
2019 RAM 1500
Big Horn Quad Cab 4WD
86,682 mi
Greenwich, NY
47 mi away
Great Deal
$21,170
$20,625
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,967
- Stock #:
- 26267A
- VIN:
- 1C6RR7GG3NS228439
2022 RAM 1500
Classic Warlock Quad Cab 4WD
76,967 mi
Warrensburg, NY
77 mi away
Fair Deal
$28,102
- Year:
- 2022
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5.6L V8
- Exterior color:
- Glacier White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 65,040
- Stock #:
- NN105949P
- VIN:
- 1N6AA1EC6NN105949
Price drop
-$700
2022 Nissan Titan
S Crew Cab 4WD
65,040 mi
Enfield, CT
46 mi away
Good Deal
$26,186
$25,486
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,175
- Stock #:
- HL334A
- VIN:
- 1C6HJTAG6NL114935
2022 Jeep Gladiator
Willys Crew Cab 4WD
28,175 mi
Lebanon, NH
97 mi away
Great Deal
$30,823
Popular Pickup Truck reviews
4.5 Overall rating(10220 reviews)
Jun 6, 2026
2012 Chevrolet LT Crew Cab 4WD
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
- Year:
- 2018
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 72,879
- Stock #:
- 54230T
- VIN:
- 5FPYK2F65JB002115
New arrival
2018 Honda Ridgeline
RTL-T
72,879 mi
New Hampton, NY
94 mi away
Good Deal
$19,167
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,651
- Stock #:
- 7P1480
- VIN:
- 1GCUYEED9NZ194050
New arrival
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
77,651 mi
Albany, NY
32 mi away
Good Deal
$32,243
- Year:
- 2024
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,546
- Stock #:
- 26Z174
- VIN:
- 3C6UR5HJ9RG115682
2024 RAM 2500
Tradesman Crew Cab LB 4WD
53,546 mi
Granville, NY
65 mi away
Great Deal
$35,696
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,990
- Stock #:
- L24982A
- VIN:
- 1C6RR7GG2LS148112
2020 RAM 1500
Classic Warlock Quad Cab 4WD
67,990 mi
White River Junction, VT
95 mi away
Fair Deal
$25,898
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Pearl White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,400
- Stock #:
- L24789A
- VIN:
- 3C6UR5FJ3NG401332
2022 RAM 2500
Laramie Crew Cab 4WD
67,400 mi
White River Junction, VT
95 mi away
Fair Deal
$41,898
- Year:
- 2010
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 261 hp 4L V6
- Exterior color:
- Red Brick
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 79,954
- Stock #:
- 443834
- VIN:
- 1N6AD0CW7AC443834
New arrival
2010 Nissan Frontier
SE V6 King Cab 4WD
79,954 mi
East Windsor, CT
50 mi away
Good Deal
$10,794
- Year:
- 2011
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 250 hp 3.5L V6
- Exterior color:
- Dark Cherry Pearl
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 154,093
- Stock #:
- 005862
- VIN:
- 5FPYK1F4XBB005862
New arrival
2011 Honda Ridgeline
RTS
154,093 mi
East Windsor, CT
50 mi away
Great Deal
$8,794
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Silverado 3500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Black
- Fuel type:
- Biodiesel
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 60,253
- Stock #:
- SI1915A
- VIN:
- 1GC4K0EY8JF138331
Price drop
-$1,000
2018 Chevrolet Silverado 3500HD
LTZ Crew Cab 4WD
60,253 mi
Brooklyn, CT
82 mi away
Good Deal
$45,787
$44,787
- Year:
- 2022
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Deep Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 55,890
- Stock #:
- T6348
- VIN:
- 1N6ED1EK3NN602943
Price drop
-$1,008
2022 Nissan Frontier
PRO-4X Crew Cab 4WD
55,890 mi
Milford, CT
86 mi away
Good Deal
$31,791
$30,783
- Year:
- 2015
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 73,446
- Stock #:
- 26573SA
- VIN:
- 1GTG6CE33F1271171
New arrival
Sponsored Listing
2015 GMC Canyon
SLT Crew Cab 4WD
73,446 mi
Lake Katrine, NY
50 mi away
Fair Deal
$22,174
4.5 Overall rating for Pickup Truck
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Britt O
Reviewed a 2012 Chevrolet LT Crew Cab 4WD on Jun 6, 2026
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Is this review helpful?
Josiah L
Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026
Great condition really nice interior, really good priced drives and runs great
Is this review helpful?
Jesse S
Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Is this review helpful?
Dale W
Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Is this review helpful?
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