Driving Jobs in Watertown Town, MA — Immediate Openings

As of May 2026, there are 40+ open driving positions in Watertown Town, MA. Current pay ranges from $14 to $155,250 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Granite Construction

Watertown Town Career:CDL B Water Truck Driver-Construction Site Dust

Watertown Town, MA

$26 - $32

United Parcel Service (UPS)

United Parcel Service(UPS)is hiring a UPS Package Delivery Driver in

Watertown Town, MA

$4,000 - $7,500

Amazon Flex

Work in Watertown Town:Holiday Peak Delivery Driver | Hiring

Watertown Town, MA

$4,095 - $6,825

DoorDash

Delivery Driver-Food Delivery Part Time Evenings Position in Watertown

Watertown Town, MA

$15 - $22

Instacart

Flexible Gig:Delivery Driver-Grocery Same Day Service(Watertown Town)

Watertown Town, MA

$16 - $23

Wayfair

Watertown Town Full-time Opening:Delivery Driver-Furniture And

Watertown Town, MA

$21 - $27

Heavy Freight Logistics

$5k-$8.5k/Month Independent Contractor Driver-Cargo Van / Box Truck

Watertown Town, MA

$5,000 - $8,500

Postmates

Watertown Town:Same-day Delivery Driver(Contractor,$3.2k-$5.4k/Month)

Watertown Town, MA

$3,200 - $5,400

Express Logistics

Watertown Town:Delivery Driver-Full Time Local Routes

Watertown Town, MA

$19 - $24

Schneider National

Watertown Town-based Delivery Driver-CDL Class A Regional Routes

Watertown Town, MA

$70,000 - $85,000

Corporate Catering Couriers

Independent Contractor Driver-Catering Logistics Position in Watertown

Watertown Town, MA

$3,500 - $6,000

First Student

Watertown Town Part-time School Bus Driver-CDL B With Passenger And S

Watertown Town, MA

$22 - $30

Driving Jobs in Watertown Town — FAQ

How many driving jobs are available in Watertown Town, MA right now?
There are currently 40+ open driving positions in Watertown Town, MA. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Watertown Town?
Driving job pay in Watertown Town varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Watertown Town?
Yes. Many delivery driver, courier, and DSP positions in Watertown Town require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Watertown Town?
Driving jobs in Watertown Town offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Watertown Town?
Benefits vary by employer, but many driving positions in Watertown Town offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Watertown Town?
Your take-home pay as a driver in Watertown Town depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Watertown Town?
Yes, many driving positions in Watertown Town are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 40+ listings above and apply directly.

Last updated: May 13, 2026