Key Takeaways
- Columbia All Seasons range: Four colorways on sale this week, with the City Grey XSL sitting at the steepest cut we’ve tracked all spring.
- Levi’s 537 Western: The Running Early wash is the better grab for guys who actually wear boots with their jeans.
- Wrangler Retro Bailey: A high rise bootcut I’d grab for myself, no qualifiers.
- Dickies plus size: Bootcut workwear in rinsed black size 20, heavier fabric than the Columbia line.
- Prices verified June 2, 2026. All deals checked the morning this went live.
First weekend of June and I woke up to 58 degrees in the holler with the windows still open. By noon it was 84 and I had already changed twice. That’s the all-season problem in West Virginia in one Saturday. Spring won’t quite let go, summer is showing up early on the ridge, and you need pants that handle both without committing to one.
This week’s WV Finds leans heavy on bootcut. The Columbia All Seasons Bootcut showed up in four separate colorways with real markdowns, which almost never happens at the same time. Levi’s 537 Western and 527 Slim landed on sale alongside the Wrangler Retro Bailey, so the clothing category this week reads like a deliberate boot-friendly sweep rather than the usual mix.
Most of what follows is women’s bootcut, with a Levi’s run for the guys in the middle and Dickies plus size workwear at the end. If you missed last week’s roundup, you can browse all deals on the hub.
What makes Columbia’s all seasons bootcut a wardrobe staple?
Columbia’s All Seasons Bootcut is lighter than the older Anytime Outdoor line and has a touch more stretch through the seat and thigh. That’s why it works for a trail walk in the morning and lunch in town later. Four different colorways are on sale this week, which is rare even during Father’s Day weeks.
Columbia All Seasons Bootcut, City Grey
The deepest cut on this line right now. City Grey reads more charcoal than slate in person, and the All Seasons fabric feels closer to a soft chino than a hiking pant. The bootcut sits over a hiking boot or a sneaker without bunching, which is the whole point of the silhouette. XSL is a hard size to find on sale, so if it’s your fit, this is a grab.
- Lightweight all-season fabric
- Bootcut leg opens over boots
- Slight stretch through hip and thigh
Columbia All Seasons Bootcut, Safari
Same fit and fabric as the grey, in a warm tan that hides trail dust. Safari is the color I see most often on the Greenbrier River Trail because the dirt never shows. Still well under retail and the second deepest cut in the Columbia group this week.
- Warm tan that hides trail dust
- Same lightweight stretch fabric
- XSL long inseam for taller wearers
Columbia All Seasons Bootcut, Safari XL
The X-Large Safari fills out the size run for the same lightweight All Seasons fabric. Columbia’s sizing on this line runs close to true on most women’s pant charts, though the regular length inseam can read short on anyone over 5’8. The discount here is lighter than the XSL sizes but still a real cut from retail.
- X-Large fit in Safari tan
- Regular inseam length
- True to Columbia sizing
Columbia All Seasons Bootcut, Everblue
Everblue is a deeper indigo that reads dressier than the grey or the tan, which is why I’d reach for it on a workday. Same all seasons fabric, same bootcut leg shape. Small with regular length covers most average heights without hemming.
- Deeper indigo color
- All Seasons stretch fabric
- Small regular inseam
Which Levi’s bootcut jeans are the best buys this week?
The Levi’s 537 Western and the 527 Slim are both bootcut, but they’re not the same silhouette. The 537 has a higher rise and a fuller thigh for guys who actually pull boots over the cuff. The 527 sits slimmer through the leg and only opens at the bottom.
Levi's 537 Western Bootcut, Running Early
The 537 Western is the cut Levi’s makes for guys who wear boots every day, not the slimmer 511 most people end up with by default. Higher rise, room through the thigh, opens cleanly at the boot. Running Early is a faded mid-blue with a touch of whiskering that softens after two washes.
- Higher rise for boot wear
- Roomier thigh
- Faded mid-blue wash
Levi's 537 Western Bootcut, Road Rinse
The same 537 cut in a darker rinse that looks closer to a true blue jean. The 34 inseam fits taller wearers without stacking at the heel. If you’re choosing between this and the Running Early, the rinse is more versatile for work or a Friday night out.
- Darker true-blue rinse
- 34 inseam for taller wearers
- Versatile work or casual cut
Levi's 527 Slim Bootcut

Levi's Men's 527 Slim Bootcut Fit Jeans, (New) Comin Round The Mountain, 34W x 30L
The 527 is the slim through the thigh, bootcut at the leg version. Comin Round The Mountain is the wash name and it’s a medium blue with a little character built into the fabric. Sits at the hip rather than the waist, and the 30 inseam runs short, so taller wearers should look at the 537 above instead.
- Slim through thigh, bootcut leg
- Sits at the hip
- 30 inseam
What about Wrangler and vintage bootcut jeans for women?
The women’s Western and vintage bootcut category sits in a different price tier than the Columbia line. These are denim, heavier, and built for boots rather than trails. The Wrangler Retro Bailey is the standout of the group.
Wrangler Retro Bailey High Rise Bootcut

Wrangler Western Women's Retro Bailey High Rise Bootcut Jean, Isla, 31W x 34L
The one I’d grab for myself this week. Wrangler’s Retro line gets the high rise right, tucking into a belt without gapping at the back. The Bailey leg opens just enough to clear a cowboy boot without flaring. Isla is a true mid-blue that washes consistently after the first cycle.
- High rise that doesn't gap
- Opens cleanly over cowboy boots
- Consistent wash after first cycle
Levi's 517 Bootcut, Indigo Champion
The 517 is the original Levi’s women’s bootcut and Indigo Champion is a darker wash that dresses up easier than the Wrangler. Mid rise, classic 517 leg that opens for a boot without flaring out. The discount is shallow because the 517 rarely gets cut deeply, so the floor on these stays low year round.
- Classic women's 517 cut
- Dark dressy wash
- Mid rise
Levi Strauss Signature Gold Modern Bootcut

Levi Strauss Signature Gold Women's Modern Bootcut Jeans Mid-Rise Stretch Denim (Available in Plus), Faded Memory, 12
Signature Gold is Levi’s budget line and the price reflects that. Stretch denim, mid rise, a faded medium wash that’s fine but nothing notable. A reasonable entry point if you’re sizing up and don’t want to spend full Levi’s money on a transition pair.
- Stretch denim
- Mid rise
- Faded medium wash
Are Dickies plus size bootcut work pants worth grabbing?
Dickies brought two bootcut work pant sizes to the sale, both plus size. The fabric is heavier than the Columbia All Seasons line, closer to a uniform pant than a casual trouser. They’re built for shifts on your feet, not trail walks.
Dickies Plus Size Bootcut Work Pants, Black
Dickies workwear in a bootcut leg for plus sizes. Mid rise sits well under a longer shirt or tunic without digging in. Rinsed black is a flat true black that holds color through repeated washes. The heavier fabric reads more uniform than fashion pant, which is the point.
- Plus size mid rise
- Heavier workwear fabric
- Rinsed flat black
Dickies Plus Size Bootcut Work Pants, Navy
Same Dickies bootcut work pant in a smaller size and a softer color. Navy reads less harsh than the black under fluorescent light, which matters if you’re wearing these inside on a shift. The discount is shallower than the size 20 black, so check sizing before deciding which to grab.
- Size 18 plus fit
- Rinsed dark navy
- Mid rise bootcut leg
Frequently asked questions
What’s the difference between Columbia’s All Seasons Bootcut and the Anytime Outdoor Bootcut?
The All Seasons fabric is a touch lighter with more stretch built in for multi-season wear. The Anytime Outdoor uses Columbia’s Omni-Shield treatment for stain and water resistance and runs a bit stiffer out of the gate. The All Seasons feels closer to a soft chino from day one.
Do Columbia All Seasons Bootcut Pants run true to size?
Mostly yes. Most reviewers find them true to their usual Columbia size. If you’re between sizes, size up rather than down because the cut sits closer through the hip than the older Columbia bootcut.
Are Levi’s 537 and 527 the same bootcut?
No. The 537 Western has a higher rise and a fuller thigh, built for guys who wear boots over their jeans. The 527 is slim through the thigh and only opens out at the bottom. Both are bootcut, but the silhouette is different enough that they fit different bodies.
What kind of boots work with women’s bootcut pants?
Hiking boots and western boots are the obvious pairs. Chunky-soled ankle boots also work because the leg drapes cleanly over the wider sole. Slim profile flats and slip-ons tend to let the pant leg pool at the ankle, which defeats the cut.
When do bootcut pants typically go on sale?
Late spring and early summer for women’s all season styles like the Columbia line. Men’s Western bootcut jeans tend to drop around Father’s Day and again in late summer. Workwear bootcut sales like Dickies usually run quietly through the year rather than clustering around a season.
This week’s clothing markdowns ran wider than usual. Columbia’s All Seasons range cut from 41% off on the Everblue Small up to 79% off on the City Grey XSL, which is the deepest single discount we’ve logged on that line this year. Levi’s 537 Western held the high 30s to low 40s percent range, the Wrangler Retro Bailey landed around 37% off, and the Levi Strauss Signature Gold sat in single digits where it usually does.
The honest take is that this is a strong week for Columbia and Wrangler and a middling one for Levi’s budget lines. The City Grey XSL Columbia is the standout if your size matches, because XSL almost never sees this kind of cut. The Wrangler Retro Bailey is the one I’d grab for myself regardless of the discount. The Signature Gold deals are barely worth flagging at 10% off, included because the price is still fair, not because the markdown is meaningful.
For next week, watch the Columbia line. Women’s pants often get a second wave of markdowns alongside the Father’s Day men’s gift push, so the Safari and Everblue colors could drop further. Levi’s 537 Western tends to firm back up after the early summer clearance window, so I wouldn’t sit on those if you found a size that fits.







