Used Pickup Trucks for Sale nearPittsfield, MA
9,107 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- GMC
- Model:
- Sierra 3500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 470 hp 6.6L V8 Biodiesel
- Exterior color:
- Onyx Black
- Fuel type:
- Biodiesel
- Interior color:
- Alpine Umber
- Transmission:
- Automatic
- Mileage:
- 31,366
- Stock #:
- G26206A
- VIN:
- 1GT49YEYXRF203315
Sponsored by Auto Mall, Inc.
2024 GMC Sierra 3500HD
Denali Ultimate Crew Cab 4WD
31,366 mi
Brattleboro, VT
46 mi away
Fair Deal
$75,250
- Year:
- 2020
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5.6L V8
- Exterior color:
- Baja Storm
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 79,560
- Stock #:
- 26C0315A
- VIN:
- 1N6AA1ED8LN512581
Sponsored Listing
2020 Nissan Titan
PRO-4X Crew Cab 4WD
79,560 mi
Bristol, CT
55 mi away
Fair Deal
$29,990
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3.3L V6 Flex Fuel Vehicle
- Exterior color:
- Carbonized Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black w/Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 54,856
- Stock #:
- 2261514
- VIN:
- 1FTEX1EB7NKD61514
Sponsored Listing
2022 Ford F-150
XL SuperCab 4WD
54,856 mi
Rutland, VT
80 mi away
Good Deal
$27,308
- 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:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Exterior color:
- Summit White
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,300
- Stock #:
- 5T2879
- VIN:
- 1GCPSBEK9P1149333
2023 Chevrolet Colorado
Work Truck Crew Cab RWD
64,300 mi
Albany, NY
32 mi away
Good Deal
$23,563
- 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
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
77,651 mi
Albany, NY
32 mi away
Good Deal
$32,243
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,230
- Stock #:
- 5T2860
- VIN:
- 2GC4YME75N1240356
2022 Chevrolet Silverado 2500HD
Custom Crew Cab 4WD
47,230 mi
Albany, NY
32 mi away
Good Deal
$41,975
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8 Flex Fuel Vehicle
- Exterior color:
- Summit White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Ash With Jet Black Interior Accents
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 51,587
- Stock #:
- 8T3195
- VIN:
- 2GC2KREG1K1155175
2019 Chevrolet Silverado 2500HD
Work Truck Double Cab 4WD
51,587 mi
Albany, NY
32 mi away
Good Deal
$29,317
- 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:
- 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:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 103,271
- Stock #:
- A6993A
- VIN:
- 3GCPYCEL4MG316076
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,271 mi
Brattleboro, VT
46 mi away
Great Deal
$26,890
- Year:
- 2014
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 236 hp 4L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 145,375
- Stock #:
- 30406B
- VIN:
- 3TMLU4EN1EM138759
Price drop
-$1,654
2014 Toyota Tacoma
Double Cab SB V6 4WD
145,375 mi
New London, CT
95 mi away
Good Deal
$18,750
$17,995
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,234
- Stock #:
- 12978
- VIN:
- 1GCGTDEN1M1182230
New arrival
2021 Chevrolet Colorado
Z71 Crew Cab 4WD
56,234 mi
Albany, NY
31 mi away
Good Deal
$27,900
Popular Pickup Truck reviews
4.5 Overall rating(10221 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:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,100
- Stock #:
- 9T3205
- VIN:
- 1GCPYFED3MZ213015
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,100 mi
Albany, NY
32 mi away
Fair Deal
$37,515
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- 10-Speed Automatic
- Mileage:
- 81,133
- Stock #:
- 5283
- VIN:
- 1GCUYHEL0LZ122787
2020 Chevrolet Silverado 1500
High Country Crew Cab 4WD
81,133 mi
Old Saybrook, CT
90 mi away
Fair Deal
$35,288
- 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:
- 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:
- 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
Good Deal
$31,233
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,136
- Stock #:
- 7T3050
- VIN:
- 1GCPTEEK0P1156797
Price drop
-$1,413
2023 Chevrolet Colorado
Trail Boss Crew Cab 4WD
10,136 mi
Albany, NY
32 mi away
Good Deal
$37,583
$36,170
- 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:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,711
- Stock #:
- P5067
- VIN:
- 1C6RJTBG8TL151758
New arrival
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
17,711 mi
Chelmsford, MA
97 mi away
Great Deal
$39,149
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,795
- Stock #:
- L24967B
- VIN:
- 1C6JJTEG1NL105619
2022 Jeep Gladiator
Mojave Crew Cab 4WD
72,795 mi
White River Junction, VT
95 mi away
Good Deal
$30,898
- Year:
- 2022
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 58,582
- Stock #:
- U0788
- VIN:
- 5FPYK3F83NB031917
Sponsored Listing
2022 Honda Ridgeline
Black Edition AWD
58,582 mi
Amsterdam, NY
61 mi away
Good Deal
$29,502
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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