Looking for a fun DIY decor project? Check out these tips for painting wood signs to add some cute painted sign ideas for fall.

Hutch decorated with white pumpkins, ceramic dishes, and rustic baskets. A wooden sign reads “U-PICK CUT FLOWERS STRAWBERRIES.” Wheat bundles and fall decor add a cozy, autumn farmhouse feel.

When I shared my fall tour from this year (you can see it here), this was the most commented on photo.

Can you guess why?

It wasn’t the pumpkins (I think there are over 45 of them on the hutch).

It wasn’t the wheat sheaves.

It wasn’t the vintage books or the milkglass or the pitchers or the candle or the transferware plates.

It was the SIGN.

Can you spot it?

The sign says STRAWBERRIES at the bottom (and it’s fall). I’m pretty sure it isn’t strawberry-picking season anymore.

Yikes.

I never even noticed it.

But once you all pointed it out, I had to fix it.

So now? The sign looks like this.

A gray hutch decorated with white pumpkins, rustic signs, baskets, and dried wheat gives a cozy autumn farmhouse vibe. The hand-lettered signs, reading “U-Pick,” “Cut Flowers,” and “Pumpkins,” add a charming touch—if you’re inspired to make your own, look up tips for painting wood signs to complete the look.

And this.

Wooden sign reads “U-PICK CUT FLOWERS PUMPKINS,” with white pumpkins and decorative dishes displayed in the background—a charming inspiration for anyone seeking tips for painting wood signs.

Want to know how I fixed it?

I have painted dozens of wood signs in my life.

Signs and friends of signs and entire sign families.

And in all my sign painting, I’ve learned a few things.

Things that make sign painting a breeze.

Close-up of a wooden surface with large, white, partially visible painted letters. The wood grain and a crack are visible, giving a rustic appearance—ideal for those looking for tips for painting wood signs. The image is angled and out of focus on the left side.

My original plan was just to flip the bottom board around and paint pumpkins on it.

It’s attached by twine.

I thought I’d cut the twine and flip the board between seasons. One side could have strawberries and one side could have pumpkins.

Brilliant, right?

Except when I went to flip it? This is what I saw.

Some brilliant sign painter years ago had painted STRAWBERRIES on both sides.

Sigh.

Time for plan B.

A weathered wooden plank with visible grain and knots lies on a white marble surface with gray veining, offering a rustic backdrop perfect for exploring tips for painting wood signs.

Paint another board to go on top of the STRAWBERRIES.

Luckily, we had this old vintage pallet board out in the workshop.

It matches the original sign almost perfectly.

The board was cut to cover STRAWBERRIES, and then?

It was time to paint the sign.

White paper with the word “PUMPKINS” cut out in large letters is placed on a light gray marble surface, revealing the wood beneath the cutouts—an inviting setup to showcase your creativity and inspire new tips for painting wood signs.

How To Paint A Sign

1. Plan the lettering

I based the size of my letters (and the font I used) on the original STRAWBERRIES.

If the wording is longer than one sheet of paper, print it across several pages.

Trim the excess paper and arrange the pages so the letters are evenly spaced.

A paper stencil with the letter “R” rests on a wooden surface with pencil marks, next to another stencil sheet, all on a light gray marble tabletop—perfect for practicing your tips for painting wood signs.

2. Cut out the letters

After printing it out on my home computer, I cut out the inside of the letters.

My best printing tip? If the wording is longer than one sheet of paper, print it across several pages.

Trim the excess paper and arrange the pages so the letters are evenly spaced.

For the “P” I cut out the middle and just placed it inside the “P” to trace around it.

A wooden plank with faint, hand-drawn letters on it rests on a white marble surface. The markings are hard to read, highlighting the importance of following tips for painting wood signs to achieve clear and lasting results.

3. Trace each letter

Hold each paper template in place and trace around it lightly with a pencil.

(Total aside: it might be a good idea to tape it.)

I went a little rogue, and it was a little crooked.

And now?

For the best tip of all.

My number one tip for painting a wood sign?

Start in the middle.

Count your letters.

Then start in the middle.

For example, PUMPKINS has 8 letters.  The P and K are the middle letters.  Measure to the center of the board and place the P and the K there.  Start tracing the P and the K first and go out from there.

A close-up of a paintbrush painting a white letter “P” on a wooden surface, with part of another white letter visible on the left. The wood has a rough texture and pencil guidelines are visible, illustrating useful tips for painting wood signs with precision and care.

4. Paint inside the outlines

I used two different types of brushes and white craft paint.

The slanted brush helped form the base of the letter, then I used the smaller brush to fill in the edges.

A hand uses a paintbrush to paint a white letter “P” on a wooden surface, following the outline sketched in pencil. The natural wood grain shows through, offering subtle texture and character—perfect inspiration for anyone seeking tips for painting wood signs.

Here’s the smaller brush that shaped the end of the letters.

Also—you can see I didn’t always stay within the lines.

No worries.

You can go back and erase the pencil lines later.

A wooden sign on a marble surface displays part of the word “PUMPKINS” in large, white, painted letters. Only the letters “UMP KINS” are visible in the image, showcasing clean lines and smooth coverage—an inspiring example for anyone looking for tips for painting wood signs.

5. Let the paint dry completely

See how imperfect the letters are when I finished painting.

Don’t worry.

We’ll fix all that when we sand and erase the pencil marks.

Make sure not to sand or distress the letters while the paint is still tacky.

A piece of sandpaper is being used to sand a wooden board with white painted letters, offering a helpful step in the process of preparing your project as part of essential tips for painting wood signs, all on a marble surface.

6. Distress the lettering

I wanted to distress the letters to match the other words on the sign.

For this, I used 60-grit sandpaper.

Lightly sand over the dried letters.

Don’t overthink it—just sand so the letters are distressed a little unevenly.

Make sure to erase any visible guidelines that remain outside the painted letters.

A wooden sign with the word “PUMPKINS” painted in white letters lies diagonally on a gray marble surface, showcasing simple yet effective tips for painting wood signs.

7. Add hanging holes if needed

My other plan was to add hooks, so I could just change it out for the seasons (maybe even add a CHRISTMAS TREE one for Christmas).

But the wood was too thick.

So instead, we drilled small holes and screwed the two signs together.

I left the sign unsealed because the rest of the sign wasn’t sealed, but you could always add a clear matte sealer.

A light gray hutch filled with white ceramic pumpkins, teapots, and wheat bundles. Wooden signs—perfect for trying out your own tips for painting wood signs—say “U PICK,” “CUT FLOWERS,” and “PUMPKINS.” Wicker baskets sit on top. A cutting board hangs on the adjacent white wall.

A wicker tray holds a white decorative house filled with small white pumpkins, autumn leaves, and a tiny potted plant, creating a cozy fall centerpiece on a marble surface.

White pumpkins and wheat stalks are arranged with vintage books and pinecones on a shelf, creating a rustic autumn display. For extra charm, consider adding hand-lettered accents—look up tips for painting wood signs to perfectly complement your cozy fall arrangement.

Bright kitchen with a dark island, two white stools, fall-themed decor, wooden floor, chandelier, and open shelves with dishes—perfect inspiration if you’re looking for tips for painting wood signs to complement your space. Sunlight streams in from another room, illuminating the inviting atmosphere.

Wooden sign reads “U-PICK CUT FLOWERS PUMPKINS,” with white pumpkins and decorative dishes displayed in the background—a charming inspiration for anyone seeking tips for painting wood signs.

Please do your signs a favor and listen to one who’s been there.

Don’t go rogue.

A little planning on letter placement goes a long way.

Just start in the middle, and you’ll keep yourself and your sign centered.

Especially if it’s fall and you aren’t picking strawberries anymore. 🙂

White holiday village and snowflake designs decorate a window, glowing with warm light inside. Outside the window, several red and gold wrapped gift boxes are stacked together in the foreground, offering inspiration just in time for seasonal crafting or searching for tips for painting wood signs.

And in AMAZING news look what I found (they are on the way to my house as we speak).

These are village window CLINGS.

Yep.

You can use them over and over and over again.

I’m going to add them to a mirror in the entryway and hang a wreath above them with red ribbon.

You can see the window clings (with a coupon) here.

Disclosure: affiliate links are used in this post.

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Click here to get my FIVE BEST secrets.

Comments

  1. Image for Vicky Vicky

    Well, just like Jimmy Buffet says it's 5 O'Clock somewhere, it's probably Strawberry picking time in Australia or somewhere!

  2. Image for Dory Messenger Dory Messenger

    Love the addition of the Pumpkins sign! A Tree Farm / Cut Your Own sign for Christmas would be really cute, but I think it would have to be a whole new and different sign...worth a thought though!

  3. Image for Nancy Wysenski Nancy Wysenski

    Looks great! You inspired me to do a little fall decorating myself. Keep your creative inspirations coming…

  4. Image for Courtney Peterson Courtney Peterson

    Love all your crafts and brilliant ideas! Leslie, from My100yearoldhouse, has different wreaths for each season, that can be drawn on a window or mirror with a washable marker. Thank you for your crafts and smile, Courtney

  5. Image for Michele M. Michele M.

    WELL DONE! And I didn't even notice strawberries - I just saw the overall beauty of that amazing decorated hutch. It really is a show-stopper. NOW I guess it's perfect. : - )

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