UPS Delivery Driver Jobs in Pittsfield, MA — Now Hiring

As of September 2026, there are 29 UPS delivery driver openings in Pittsfield, MA. Local pay ranges from $16 to $50/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Driver Opportunity(Part-Time)@ UPS-Pittsfield

Pittsfield, MA

$22 - $44

UPS

UPS Package Car Driver — Full-Time Driving Career

Pittsfield, MA

$32 - $48

UPS

Pittsfield Personal Vehicle Driver—Use Your Own Car,Flexible Hours

Pittsfield, MA

$21 - $25

UPS

Hiring in Pittsfield:Driver Opportunity(Part-Time)

Pittsfield, MA

$23 - $30

UPS

Student-Friendly Part-Time Delivery Driver—$42 Per Hour Top

Pittsfield, MA

$21 - $42

UPS

Pittsfield Career:Delivery Driver—$42 Per Hour Top Rate,Full Benefits

Pittsfield, MA

$21 - $42

UPS

Part-Time Package Car Driver—Full-time Driving Career Job –

Pittsfield, MA

$28 - $42

UPS

Weekend Shift:Driver Opportunity-Pittsfield

Pittsfield, MA

$35 - $50

UPS

UPS Delivery Driver — $42 Per Hour Top Rate, Full Benefits

Pittsfield, MA

$18 - $36

UPS

Part-Time Weekend Delivery Driver—Weekdays Always Free

Pittsfield, MA

$23 - $30

UPS

Driver Opportunity(Gig)-Earn in Pittsfield

Pittsfield, MA

$19 - $26

UPS

Student-Friendly Part-Time Personal Vehicle Driver—Use Your Own

Pittsfield, MA

$21 - $25

UPS Delivery Driver Jobs in Pittsfield — FAQ

How many UPS delivery driver jobs are open in Pittsfield, MA?
There are currently 29+ UPS delivery driver positions in Pittsfield, MA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do UPS delivery driver jobs pay in Pittsfield?
UPS delivery driver pay in Pittsfield varies by specific role and shift. Most positions include shift differentials for nights and weekends, plus benefits starting Day 1. Browse the listings above to see pay details for each opening.
Does UPS hire for delivery driver positions with no experience in Pittsfield?
Many UPS delivery driver positions in Pittsfield require no prior experience. UPS provides paid training for new hires. Check individual listings for specific requirements.
How do I apply for UPS delivery driver jobs in Pittsfield?
Browse the 29+ delivery driver listings above, click on any position for full details including pay and shift times, then follow the application link. Most UPS positions have a 15–30 minute online application.

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Other UPS Jobs in Pittsfield

UPS Part-Time Jobs in Pittsfield

72 open positions

UPS Fulfillment Center Jobs in Pittsfield

51 open positions

UPS Warehouse Jobs in Pittsfield

24 open positions

UPS Overnight Jobs in Pittsfield

15 open positions

UPS Sortation Center Jobs in Pittsfield

11 open positions

UPS Other UPS Jobs in Pittsfield

10 open positions

UPS Manager Jobs in Pittsfield

10 open positions

UPS CDL Driver Jobs in Pittsfield

9 open positions

Last updated: September 19, 2026