Bobcat S66 vs Caterpillar 299D2: Which Is the Better Value?

| Based on 120 verified Canadian auction sales

The Bobcat S66 averages $45,657 CAD at auction, compared to $50,586 for the Caterpillar 299D2. That's a $4,928 difference. Based on 120 verified Canadian auction results tracked by TrackCheck, here's the full breakdown.

The Verdict

Both machines are competitively priced with only a $4,928 difference. Your decision should come down to brand preference, dealer proximity, and specific feature needs rather than price alone.

Bobcat S66

SSL

$45,657 CAD avg

$15,938

Low

$74,382

High

6

Sales

Avg 1,183 hours · 2020–2021 model years

Full price guide →

Caterpillar 299D2

SSL

$50,586 CAD avg

$1,138

Low

$130,547

High

114

Sales

Avg 3,685 hours · 2016–2019 model years

Full price guide →

How do S66 and 299D2 specs compare?

Bobcat S66 vs Caterpillar 299D2 specifications comparison
Spec Bobcat S66 Caterpillar 299D2
Horsepower 74 hp
Rated Operating Capacity 2,400 lbs
Operating Weight 7,155 lbs
Lift Type vertical
Frame Size mid
High Flow 1 gpm

What are the key differences between S66 and 299D2?

  • Price: The S66 is $4,928 cheaper on average (10% savings).
  • Usage: Used S66s average 1,183 hours while 299D2s average 3,685 hours.

Both Bobcat and Caterpillar retain value well. See our depreciation guide for brand rankings.

Looking for a S66 or 299D2? Check current listings with Deal Scores.

Which is the better value: S66 or 299D2?

Choose the Caterpillar 299D2 if:

  • You prefer Caterpillar's dealer network and parts availability

How do S66 and 299D2 prices compare by year?

Bobcat S66 vs Caterpillar 299D2 prices by model year (CAD)
Year Bobcat S66 Caterpillar 299D2
2021 $45,258 (4)
2020 $46,455 (2)
2019 $51,364 (17)
2018 $50,472 (35)
2017 $59,661 (28)
2016 $40,263 (30)

Prices in CAD. Numbers in parentheses are sample size. Lower price highlighted.

How do S66 and 299D2 prices compare by hours?

Bobcat S66 vs Caterpillar 299D2 prices by hours (CAD)
Hours Bobcat S66 Caterpillar 299D2
0-999 hrs $60,196 (4) $106,250 (4)
1,000-1,999 hrs $72,396 (6)
2,000-2,999 hrs $16,580 (2) $45,600 (20)
3,000-3,999 hrs $54,774 (34)
4,000+ hrs $44,653 (44)

Hours matter more than age for resale value. See our hours vs age analysis.

Where can I buy a S66 or 299D2 in Canada?

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