A close-up of a yellow smiley face with large, wide eyes, raised eyebrows, and a big, open-mouthed grin. The plain background accentuates the cheerful expression, reminiscent of the joy quality exterior painting services can bring to your home or business.

Redmond, Oregon

Contact Our Redmond Office

Contact Our
Redmond Office

Main Office

2014 S Hwy 97 #100
Redmond, OR 97756

In Your Community

About Us

Welcome to Smile A Mile Painting, your trusted painters for home transformations in Central Oregon. From a ‘man in a van with a plan,’ Jason started our journey here in Redmond, Oregon in 2009. Smile-A-Mile got its catchy name when a customer shared with us that she could see her newly painted house from a mile away, and it truly made her SMILE. Our team of dedicated painters and full-time office staff are here to meet all interior and exterior painting needs. Our estimators meet on-site to ensure precision and tailor quotes to each unique project. We take pride in being a part of our wonderful community here in Central Oregon. We’re more than just a painting company – we’re neighbors, friends, and partners in transforming spaces. Join us in bringing color and smiles to every corner of Central Oregon.
A small building with a sign that reads "SMILE-A-MILE PAINTING" featuring a smiling face logo, offering both exterior and interior painting services. Another sign nearby advertises "Diego's Auto Repair" with services and contact information listed. The surrounding ground is covered with rocks and sparse greenery.
Projects painted
Gallons of paint
Man hours
Feet of tape used
Map showing a high concentration of blue map pins, denoting various locations. The map encompasses several areas in central Oregon, including Bend, Redmond, and surrounding regions. Some landmarks like Deschutes National Forest and Oregon Badlands Wilderness are visible, near where commercial painting services are offered.

Redmond, we’ve got you covered!

Redmond, we’ve
got you covered!

We’ve been serving the Redmond area proudly ever since we opened in 2009. Life is a grand adventure and we’re thrilled to be here providing services and helping the community.
Area’s we serve : Redmond, Bend, Eagle Crest, Prineville, Sisters, Tumalo, Sunriver, and Black Butte Ranch

Our Services

A one-story house with brown siding and stone accents is shown. It has a neatly manicured lawn, a stone walkway, and small trees and shrubs in the front yard. The sky is clear and blue, highlighting the home's pristine exterior thanks to professional painting services.

Who We Left Smiling

Financing Available

Got an amazing project in mind? We have financing options that can help bring it to life! With amazing rates and payment plans that fit your budget there’s no need to wait. 

Start your quote today and find out what financing plans are available.

Got a question? Send us a message!