Quick answer
Ask each painter to describe their prep in writing, and compare the same products and number of coats. Book exterior work early, since Bend’s window is short. For a home built before 1978, confirm the contractor’s lead-based paint renovation license.
Companies to compare:97 Painting, Bend Painting, CertaPro Painters of Bend, Five Star Painting of Bend, Webfoot Home Improvements.
Bend painters to compare
These companies publish painting services in Bend. They are listed alphabetically. Painting generally requires a CCB license, so verify the current record before signing, even where a number isn’t shown here.
Company details were reviewed in October and November 2026. License numbers are shown as the company publishes them or as they appeared in state records at that time. Services, staff and license status change, so confirm what matters directly and in writing.
97 Painting
Based in: Central Oregon
License: CCB 201977
Phone: 541-604-5367
Services advertised: Interior and exterior painting, decks, cabinets, pre-finish and fine finishing, plus HOA repaints
Potential fit: Cabinets or detailed finish work, along with general repainting.
Ask about: Cabinet finish type and cure time, and who is on the crew.
Bend Painting
Based in: Bend; serves Central Oregon
Phone: 541-385-8627
Services advertised: Residential repaints and commercial work
Potential fit: A dedicated local repaint company that says it has served the region since 1998.
Ask about: Its CCB number, plus exterior prep details and warranty.
CertaPro Painters of Bend
Based in: Bend
License: CCB 249738
Phone: 541-319-8812
Services advertised: Interior, exterior, cabinet and deck work, with color consultation and power washing
Potential fit: Homeowners who prefer a national franchise’s written process with a local team.
Ask about: Whether crews are employees or subcontractors, and who manages your job.
Five Star Painting of Bend
Based in: Bend; serves nearby communities
Phone: 541-204-2056
Services advertised: Interior, exterior and cabinet painting, deck and fence finishes, and related prep and repair
Potential fit: A national franchise for painting combined with minor prep and repair.
Ask about: Its CCB number, and what prep and repairs are included in the quote.
Webfoot Home Improvements
Based in: Bend
Phone: 541-390-0590
Services advertised: Interior, exterior and cabinet painting, within a broader home-improvement company
Potential fit: Painting as part of a project that includes siding, decks or other repairs.
Ask about: Its CCB number, and how paint and carpentry get scheduled together.
What wears out exterior paint in Bend
- Sun: south and west walls usually fade and fail first at this elevation. Ask whether you can repaint just the worst sides, and how the color will blend.
- Freeze-thaw and snow: water works into failed caulk and open joints, particularly near the ground, and snow piled against siding keeps it wet.
- Dry air and temperature swings: cool nights can narrow your paint window, even on warm days. Follow the product’s minimum temperature for both application and overnight.
- Wood problems: soft wood, failing fascia and poor gutters aren’t paint problems. Have repairs done first. See our gutter guide.
Exterior crews tend to book up well before summer, so start asking in late winter or early spring if you can.
Prep decides how long it lasts
Ask each company to explain, in writing, how they’ll handle:
- Washing, with a realistic drying time afterward
- Scraping and sanding loose paint
- Replacing or repairing damaged wood, and who does it
- Caulking, and where not to caulk, such as siding gaps that are meant to drain
- Primer on bare wood or stains
- Masking and protecting decks, windows and plants
- Number of coats and method, and whether they back-roll sprayed paint
Homes built before 1978
The Oregon Construction Contractors Board says only contractors with a Lead-Based Paint Renovation license can bid on or perform covered renovation work on homes built before 1978, unless testing shows there’s no lead paint. Covered work includes disturbing more than 6 square feet of painted surface per room inside, or more than 20 square feet outside.
Don’t sand or scrape unknown old coatings yourself without precautions. Ask to see the license, and ask how the crew contains dust and paint chips and cleans up afterward.
Interiors, cabinets and decks
- Interiors: compare wall repair, sheen, and whether ceilings, trim and doors are included. Moving furniture often isn’t.
- Cabinets: this is more like a finishing job than wall painting. Ask about degreasing, primer, spray method, cure time and what happens with chips.
- Decks and fences: Bend’s sun and snow are hard on horizontal surfaces, so expect more frequent recoating. Ask about stripping, repairs and whether a stain or solid finish will hold up better. Keep stain rags in a sealed metal container, since oily rags can catch fire.
- HOAs: many Bend neighborhoods require color approval. Get it before you buy the paint.
How to get comparable quotes
Painting bids can vary mostly because their scopes differ. Ask for the same list from each company:
- Surfaces included, room by room or wall by wall
- Prep steps and repair allowances
- Product line and sheen, not just a brand
- Number of coats and application method
- Primer locations
- Lead-safe plan for older homes
- Cleanup, and protection of plants and furniture
- Start date and expected duration
- Warranty and what it excludes
- Who owns leftover paint
Our contractor bid comparison checklist gives you a simple way to line those details up side by side.
Red flags
- A price with no product or number of coats
- No written prep
- A vague answer on lead for a pre-1978 home
- A big deposit with no schedule
- A plan to spray over peeling paint
- Painting when temperatures fall below the product’s limit
- No verifiable CCB license
Common questions
Do painters need a license in Oregon?
The Oregon CCB says painting generally requires a contractor license. Verify the license on the CCB’s search page, and ask for lead-based paint renovation licensing for pre-1978 homes.
When should I paint the exterior of a Bend home?
Late spring through early fall is typical, but temperature limits are what count, including overnight lows. Book early and check the paint’s label for its minimum temperatures.
How long does exterior paint last in Bend?
It depends on sun exposure, prep, product and siding. South and west sides usually fail first, so inspect yearly and touch up caulk and failing spots early.
What does lead paint mean for my painting project?
If your home was built before 1978, the contractor generally needs a lead-based paint renovation license and lead-safe practices when work disturbs painted surfaces above small thresholds, unless testing shows no lead.
How many painting quotes should I get?
Two or three is usually enough. Make sure each quote lists the same surfaces, prep, products and coats, or else the totals won’t really compare.
Official sources & further research
For rules, licensing and local programs, use the current primary source before making a decision.