Delivery Driver Jobs in Pittsfield, MA — Start This Week

As of May 2026, there are 115 delivery driver openings in Pittsfield, MA. Local pay ranges from $13 to $125,000/year. Listings are updated daily — benefits start Day 1 for most positions.

DoorDash

Entry-Level Delivery Driver — No Experience Required

Pittsfield, MA

$2,200 - $3,800

UPS

Package Delivery Driver(Contract)-Pittsfield,MA

Pittsfield, MA

$23 - $30

Old Dominion Freight Line

(Pittsfield)Part-Time:Driver Opportunity

Pittsfield, MA

$80,000 - $95,000

Uber Eats

Immediate Opening in Pittsfield for a E-bike Delivery Driver | Hiring

Pittsfield, MA

$2,400 - $4,200

Urban Pedal Logistics

MA Career:Independent Contractor Driver-Urban E-bike/scooter Courier

Pittsfield, MA

$2,500 - $4,500

Waste Management

Student Friendly:Driver Opportunity(Pittsfield)

Pittsfield, MA

$25 - $33

Local Merchant Delivery Network

Join Local Merchant Delivery Network in Pittsfield as a Independent

Pittsfield, MA

$2,400 - $4,200

Wayfair

Pittsfield Delivery Driver-Furniture And Appliance Home Installation

Pittsfield, MA

$21 - $27

Liberty Coca-Cola Beverages

Coca-Cola Driver Merchandiser Delivery Driver

Pittsfield, MA

$23 - $29

Levin Furniture and Mattress

Part-Time Role in Pittsfield:Mattress Delivery Driver-2 Person

Pittsfield, MA

$19 - $25

Corporate Catering Couriers

Independent Contractor Driver-Catering

Pittsfield, MA

$3,500 - $6,000

DoorDash

Work in Pittsfield:Flower Delivery Driver | Hiring

Pittsfield, MA

$2,688 - $4,704

Delivery Driver Jobs in Pittsfield — FAQ

How many delivery driver jobs are open in Pittsfield, MA?
There are currently 115+ delivery driver positions in Pittsfield, MA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Pittsfield?
Delivery Driver pay in Pittsfield varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Pittsfield require experience?
Many delivery driver positions in Pittsfield welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Pittsfield?
Browse the 115+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Other Driving Jobs in Pittsfield

Cdl Driver Jobs in Pittsfield

31 open positions

Other Driving Jobs in Pittsfield

10 open positions

DSP Driver Jobs in Pittsfield

3 open positions

Yard Jockey Jobs in Pittsfield

1 open positions

Last updated: May 13, 2026