While most women prefer a little heel, many don’t like to wear heels on a regular basis that are higher than 3 inches. If you go to most shoe departments, for some reason, the shoe department is full of farty shoes in the 2 inch heel range.  Therefore, I decided to seek out some stylish 2-2 3/4″ inch heels that didn’t look like something your octogenarian grandmother would wear, that had a high comfort rating and didn’t break the bank (under $100.)  I have to admit, it wasn’t easy and I had to slog through a bunch of dogs, but I found some.

I also realized that some shoes may not look stylish on their own, but when paired with a total look they’re not that bad.  Here are five pairs of shoes and boots that I styled that are less than 3″, with a high comfort rating and a price tag below $100.

At first glance, these heeled oxfords by Clark’s don’t look all that stylish, however, I took some time to really look at them and put together and outfit in my head.  Heeled oxfords are super popular right now and if paired with the right thing, like a skirt or a pair of trousers, can be a comfy alternative to a pump.  Here is an outfit idea.

 With a denim skirt, a pair of opaque tights, a cardigan, some jewelry and a fun bag, these shoes don’t look like something Whistler’s mother would wear anymore.

I thought these booties by Blowfish were super cute and they have a small heel.  Want to know how to work them into an outfit?  Here is a little something I put together using these booties.

With this cable knit dress, a pair of taupe opaque stockings and a great pair of earrings, these booties finish off the look harmoniously.

This shoe by LAUREN Ralph Lauren is extremely classic and, at first glance, a bit boring.  However, they are in a timeless color and have a thick stacked heel that is comfortable.

Working with these timeless and classic shoes, a simple pair of tweed pants, a camel turtleneck, earrings and a fun bracelet and you’re out the door.

These grey boots by Gabriella Rocha (that have a wide calf opening) are a great pair to wear over a pair of jeans or with a skirt.  The heel is just enough to give you some sexiness but not so much that you can’t walk in them.  I love the versatility of this color.  Plus, they’re comfortable!

Making things a little more colorful, I chose a basic cowl neck sweater in purple and popped the look with a flame colored bracelet.  With so going on around the neck, I opted for more of a dramatic earring and a bag in a mushroom taupe shade that can be a versatile bag in your wardrobe.

This snake pump by Calvin Kein looks more intimidating than it really is.  It has a small low heel and got a high comfort rating.

The next time you put on a black pair of shoes with a black pencil skirt, consider a shoe a bit more daring like this one, even if you are wearing a pop color on top.  With so much jazz going on in the outfit I thought more of a statement earring would work best.

Lastly, these basic stretch boots by Diba are a bit dressier than the boots above and look great with a dress or skirt.  Given their comfort factor and heel height, I thought they were mention-worthy.

For a more sophisticated look, I chose a gorgeous and versatile camel dress, some basic accessories, like a chunkier necklace to fill in the neckline, a tortoise bracelet and some simple gold earrings.  Finished off with a rich brown cardigan, this is a great look for work that means business.