Family owned & operatedDetailed written estimatesFree in-home estimatesInsured & Bonded

See What Your Neighbors Are Saying About Us on Google

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Five-starreviews on Google

Interior & Exterior Painters Serving Valparaiso, Chesterton, Portage & Hobart

Beautiful Homes
Done the Hoosier Way.

Residential painting services for homeowners in Valparaiso, Chesterton, Portage, Hobart, and surrounding communities. Trusted by local families for delivering beautiful homes through meticulous preparation, exceptional craftsmanship, and a stress-free experience.

No obligation. No pressure. Just honest answers.

Respect for Your Home

Clean. Organized. Treated with care from start to finish.

Up to 3-Year Workmanship Warranty

Confidence backed by craftsmanship you can trust.

Premium Sherwin-Williams Products

Premium Sherwin-Williams products selected for beautiful, lasting finishes.

Clear Communication

Clear expectations, timely updates, and no surprises.

Hoosier Boys Painting mascots holding a paint brush, roller and bucketDon't just paint it. Hoosier Boy it.
01
Detailed Written Estimate

Clear pricing. Clear scope. No surprises.

02
Protect & Prepare

We carefully protect your home and prepare every surface the right way.

03
Premium Craftsmanship

Skilled application using premium products and meticulous attention to detail.

04
Final Walkthrough

Every project is reviewed together to ensure you're completely satisfied.

  • 3 Year Warranty gold seal
  • PCA — Painting Contractors Association member
  • Licensed and Insured badge
  • Locally Owned and Operated badge
  • BBB Accredited Business with an A+ rating
  • Google 5 star reviews
  • Guaranteed 100% Satisfaction seal

What homeowners are saying

What Valparaiso Homeowners Say About Hoosier Boys Painting and Drywall

4.8 stars on Google. Here’s what a few of our customers have shared about working with us.

  • Jamie Boyd

    Reviewed on Google
    5 out of 5 stars

    Hoosiers painting is Top Notch I will definitely be calling them in the future

  • Thomas Lozanovski

    Reviewed on Google
    5 out of 5 stars

    Great company to come to drywall work - we hung the sheets ourselves but the crew came and mudded, taped and sanded for us and fixed things I didn’t even notice myself. Amazing work and Michael is a great guy.

  • Kristin Mantta

    Reviewed on Google
    5 out of 5 stars

    Our townhouse looks great! Mike and Jenny came back to touch up everything and worked with us to make sure the job looked awesome. They helped us select colors and repaired multiple spots on drywall imperfections. Very thankful our home looks beautiful!

  • deonte edmonds

    Reviewed on Google
    5 out of 5 stars

    You guys are the best did a great job painting my auntie Linda house. Definitely 5 stars. Thank you guys so much for your great work. Definitely recommend people to work with you guys.

  • Amy Monroe

    Reviewed on Google
    5 out of 5 stars

    After a roof leak, I needed to install new drywall the entire ceiling of this room. Mike fit me in right away and worked around my schedule. It was done so fast and Juan and his crew even took care of some problems on my walls. Very clean work, trustworthy, and respectful of my home. I would hire them again without hesitation.

  • Candace Hawthorne

    Reviewed on Google
    5 out of 5 stars

    We hired Hoosier Boys Painting and Drywall for a variety of work in our home in Chesterton, IN. We had new drywall installed, existing drywall repaired, as well as painting of it all. There’s a separate drywall and painting crew. Both showed up on time and worked hard! The drywall crew made sure to cover our belongings or isolate their work with plastic to keep the dust down! The paint crew covered all floors, lights, belongings, etc as well! Mike, the owner came out at completion, double checked all the work and, made sure we were happy with it! The work comes with a 3 yr guarantee! We were very happy and would hire again!

  • Laurie Huckaby

    Reviewed on Google
    5 out of 5 stars

    Hoosier Boys Painting did the most fabulous job on our home. They painted every paintable surface in our home. Jen and Josh were so friendly and professional. They went out of their way to accommodate our needs. I can’t say enough about the job they did. Pictures to come

  • Taylor Graham

    Reviewed on Google
    5 out of 5 stars

    Did a great job fixing and painting my drywall cracks! Would definitely recommend

  • John Jennings

    Reviewed on Google
    5 out of 5 stars

    I had all of my trim and doorways and window ways.All painted white. They did a great job. Also, they painted my front room going up.The stairs and down the stairs and gave me two accent walls, one in my kitchen and one in my family room to match my kitchen cabinets. It turned out great. I would recommend them to anyone that needs the final touches done, right . They use sherman williams paint. Which I feel is the best paint on the market. Thank you Hoosier Boys

  • Natalie Stork

    Reviewed on Google
    5 out of 5 stars

    Hoosier Boys Painting did an excellent job on my 30 foot ceilings! Michael and his crew were excellent and totally professional. Awesome job all the way around! Would definitely recommend!

Hoosier Boys Painting and Drywall
Google

Five-Star

Reviews on Google

About Us

A Painting Company
Built on Trust

Hoosier Boys Painting and Drywall began with a simple belief—homeowners deserve better. After seeing too many clients receive rushed jobs and broken promises, founder Mike Benain committed to raising the bar.

Meet the Owner

Hi, I'm Mike. When I come out to your home, my goal is simple: to listen, understand what you're looking for, answer your questions, and provide you with an honest, detailed estimate. I want you to feel confident in whatever decision you make.

Frame 2085664328
Painter

Our Story

Mike Benain founded Hoosier Boys Painting and Drywall in 2013 with one goal: give homeowners in Valparaiso and surrounding cities the honest, high-quality work they deserve. Today, backed by his 26 years of hands-on painting and drywall experience, that commitment hasn't changed.

Family-Owned with Heart

Family-owned and rooted in Valparaiso, we treat every home we paint like it's in our own neighborhood — because it usually is.

The Protector’s Promise

We show up when we say we will, protect your floors and furniture before the first drop of paint, and back every job with a written warranty.

Freshly painted home exterior in Valparaiso, Indiana
Why Hoosier Boys

Why Homeowners in Valparaiso Choose Hoosier Boys
Painting and Drywall

Most painting problems start before the first coat is applied. At Hoosier Boys Painting and Drywall, preparation is where we invest the most time — because that’s what separates a finish that holds from one that doesn’t.

13+ Years of Hands-On Experience

We've worked on hundreds of homes in Valparaiso, Chesterton, Portage, and Hobart. That experience shows in how we approach each project — reading the surface, selecting the right products, and executing with consistency.

Warranty-Backed Workmanship

Our warranty is tied to the scope and materials of each job — ranging from 1 to 3 years depending on what the project requires. We walk you through exactly what you're covered for before any work begins.

Professional-Grade Materials

Every product we use is selected for durability, finish quality, and long-term performance. What goes on the wall determines how long the work holds up — and that decision starts before the project does.

Free In-Home Estimates

We come to you, walk the space, and deliver a written proposal that covers scope, materials, timeline, and cost — before any commitment is made. The estimate is part of how we do the work.

Residential Focus, Owner Involvement

We are a residential painting company. Mike Benain, the owner, is directly involved in every project — from the initial estimate to the final walkthrough. When you hire Hoosier Boys Painting and Drywall, you're working with the person who built the company.

Communication You Can Count On

You'll receive a written proposal before we start — scope, materials, timeline, and pricing. Once work begins, we keep you informed at each stage. No surprises, no changes without discussion.

Freshly painted entryway with a wood front door and staircase

Ready to Love Your Home?

Get a no-obligation estimate from your local painting and drywall experts.

How it works

How Our Painting Process Works
From Free Estimate to Final Walkthrough

Every project follows the same structure. Here’s what to expect when you work with Hoosier Boys Painting and Drywall.

Step 01

Free In-Home Estimate

We visit the property, walk through the space with you, and take note of every surface, condition, and detail that affects the scope. You ask questions — we give you straight answers. No commitment required.

Step 02

Written Proposal and Scheduling

You receive a written proposal that covers the full scope of work, the materials we'll use, the timeline, and the total cost. Once approved, we set a firm start date.

Step 03

Preparation and Execution

Preparation is where most of the work happens. We protect floors, furniture, and fixtures before a single can is opened. Surface prep — cleaning, sanding, caulking, and priming — is completed before any paint is applied. Then we work through the scope cleanly and efficiently.

Step 04

Final Walkthrough

When the work is done, we walk through every area with you. If anything needs attention, we address it before we leave. We clean up completely and leave the space ready to use.

Hoosier Boys Painting mascots in front of a home
Prep Matters as Much as Paint

High-End Drywall Installation & Restoration

Walls with cracks, dents, or old damage won’t hold a clean finish — no matter how good the paint is. That’s why drywall repair comes first when your project needs it: patched, sanded, and smoothed until the surface is ready for paint to actually perform.

Need Any Painting Help? Get In Touch Today.

Call Us Now!
Our work

Interior and Exterior Painting Projects Completed in NW Indiana

Every photo below is from a real project completed by our team. Real homes, real results.

  • Interior painting project completed in Valparaiso, Indiana

    Interior Painting

    Valparaiso, IN

  • Exterior painting project completed in Portage, Indiana

    Exterior Painting

    Portage, IN

  • Freshly painted interior walls in Valparaiso, Indiana

    INTERIOR PAINTING

    Valparaiso, IN

  • Interior painting project completed in Chesterton, Indiana

    INTERIOR PAINTING

    Chesterton, IN

  • Freshly stained backyard deck in Valparaiso, Indiana

    Deck Staining

    Valparaiso, IN

  • Repaired and repainted ceiling in Hobart, Indiana

    Ceiling Work

    Hobart, IN

  • Repainted home exterior in Portage, Indiana

    EXTERIOR PAINTING

    Portage, IN

  • New drywall installation in Valparaiso, Indiana

    DRYWALL INSTALLATION

    Valparaiso, IN

  • Interior painting project completed in Hobart, Indiana

    INTERIOR PAINTING

    Hobart, IN

  • Interior painting project completed in Chesterton, Indiana

    INTERIOR PAINTING

    Chesterton, IN

Ready to Elevate Your Space?

Schedule Your Free Painting Estimate in Valparaiso, IN

Ready to move forward? Hoosier Boys Painting and Drywall is ready to take a look at your project. Schedule your free in-home estimate and we’ll give you a clear picture of what the work involves — and what it will cost.

Interior kitchen walls and ceiling in Chesterton, IN after repainting
Interior kitchen walls and ceiling in Chesterton, IN before repainting
BeforeAfter
Stairway walls and trim in Chesterton, IN after repainting
Stairway walls and trim in Chesterton, IN before repainting
BeforeAfter
Bathroom walls and ceiling in Valparaiso, IN repainted in a soft grey
Bathroom walls and ceiling in Valparaiso, IN before repainting
BeforeAfter
Frequently asked questions

Questions About Hiring a Painter in Valparaiso, IN

How much does it cost to hire a painter in Valparaiso, IN?

The painters Valparaiso, IN homeowners rely on are the ones who come to the property, assess the full scope, and provide an accurate written number specific to the project. We offer free in-home estimates so the price you receive reflects your home, not a general range.

What warranty do you offer on painting work?

Our warranty is tied to the materials used on each job and ranges from 1 to 3 years depending on the scope and products selected. We walk you through exactly what applies to your project before work begins.

What areas do you serve?

Our core service area is Valparaiso, Chesterton, Portage, and Hobart. If you're in a nearby area, give us a call and we'll confirm whether we can take on your project.

How long does a painting project take?

Most interior projects are completed in 1 to 3 days. Exterior projects typically run 2 to 5 days, depending on the size of the home and surface conditions. We give you a clear timeline in the written proposal and we stick to it.

What paint products do you use?

We use professional-grade, low-VOC products selected for durability and finish quality. The specific product line depends on the scope of each project — we'll walk you through what we're using and why during the estimate.

Do I need to do anything before your team arrives?

We handle surface preparation, furniture protection, floor covering, and masking. We ask that you move small personal items — decorations, breakables, and anything fragile — out of the work areas before we arrive. Everything structural is on us.

Do you work on commercial properties?

Our focus is residential. We are building our reputation as a residential painting company in Valparaiso and the surrounding cities, and that's where our attention stays.

How do I choose between painting companies in Valparaiso?

The right painting companies in Valparaiso will come to your home, give you a written proposal, and be clear about what materials they're using and what warranty covers the work. Ask about their preparation process — that's where most of the difference in quality shows up. At Hoosier Boys Painting and Drywall, we walk every homeowner through those details before a contract is signed.

Proudly accredited and locally connected

  • Member of the Valparaiso Chamber of Commerce
  • BBB Accredited Business

Where we work

Serving Homeowners in Valparaiso, Chesterton, Portage, and Hobart

Hoosier Boys Painting and Drywall operates across four core cities in the area: Valparaiso, Chesterton, Portage, and Hobart. These are the markets we know well, and where we focus our work. If you’re outside these cities, call us — we’ll let you know if we can help.