1966 Oldsmobile Cutlass 4-4-2

2dr Convertible

8-cyl. 400cid/350hp 4bbl

#1 Concours condition#1 Concours
#2 Excellent condition#2 Excellent
#3 Good condition#3 Good

$47,600 CAD*

#4 Fair condition#4 Fair
Value GraphApr 2024
Past sales
Preview a graph of past sales or become a Hagerty Drivers Club member for unlimited access to all past sales, including detailed condition descriptions, equipment lists, images and market commentary.

Protect your 1966 Oldsmobile Cutlass from the unexpected.

Better coverage built for classics at a price you can afford. Online quotes are fast and easy
More 1966 Oldsmobile Cutlass 4-4-2 values

Model overview

Model description

Oldsmobile introduced probably the most significant automobile the company would ever build in 1966, the extraordinary front-wheel drive Toronado. Along with the Cords of the 1930s and the Toronado’s Cadillac Eldorado sibling, it is among the most important American front-wheel drive design and certainly the largest application of the theory.

Meanwhile, the muscle car races continued apace, and Oldsmobile’s Cutlass received a significant redesign. Larger boxy fenders were crowned by razor edges, and a pronounced kick over the rear fender was borrowed from the larger 88 and 98 lines. The Cutlass remained the F-85 luxury line, ahead of the Standard and Deluxe models, and added a four-door hardtop called the Supreme. Oldsmobile jumped two spots into fourth place in the sales race, selling 586,381 units.

The 1966 Oldsmobile 4-4-2 was still a performance package for the F-85/Cutlass, and it became more distinctive. In addition to bucket seats, heavy duty suspension, frame, shocks, brakes, sway bars and larger red line tires, there was now a specific 4-4-2 grille and taillights, and a recessed front fender scoop. The 400 cid V-8 was bumped to 350 bhp and Oldsmobile offered its first factory Tri-Power setup since the J2 package of the 1950s. The 4-4-2 package was available with the F-85 ($185) and the Cutlass ($151). The Tri-Power package cost an additional $100. It was the rarest 4-4-2 option for 1966 with 360 bhp. Car Life tested a 1966 Oldsmobile 4-4-2 with such equipment, recording 0-60 mph in 6.3 seconds and a quarter mile at 14.8 seconds and just over 100 mph.


Standard Equipment
3-Speed Manual Transmission
Bench Seat
Seat Belts
Optional Equipment
Air Conditioning
Cruise Control
Power Brakes
Power Steering
Power Windows
Tilt Steering Wheel
Additional Info
Vehicle Length: 204.2 in
Wheelbase - Inches: 115 in
Find more values
Search for prices of other cars, trucks, vans and motorcycles
Classic car