We spent 7 hours reading reviews from experts and users. In summary, this is what sneaker fanatics think:

12 reasons to buy

  • The comfort benefit of this sneaker did not disappoint avid users of Timberland.
  • Reviewers liked its lightweight built as it grants carefree movement.
  • Purchasers are pleased with the color options available.
  • Many wearers consider this shoe an excellent choice for casual wear.
  • Several reviewers appreciated its heavy-duty built.
  • Many consider this sneaker a right choice for an extended period of use as it is durable.
  • Some reviewers cited that this sneaker lasted them more than a year.
  • Some reviewers expressed their intent to buy another pair of this in a different color.
  • Many buyers complimented the classy look of this shoe, which has been drawing positive comments from onlookers.
  • Several buyers favored this shoe for its true to size fit.
  • A couple of reviewers expressed their appreciation for its soft lining.
  • According to a significant sum of reviewers, the inner sole grants incredible comfort.

2 reasons not to buy

  • The leather façade is a bit firm which caused foot discomforts, according to few consumers.
  • One concern raised by few wearers is the painted on metal lace rings. It chips off quickly as it doesn’t seem to be powder coated.

Bottom line

Timberland once again sets the bar high for other makers of leather sneakers with the drop of the low-top, true-to-size Adventure Cupsole Alpine Oxford. This waterproof sneaker comes equipped with a moderately padded collar, supremely soft lining made of recycled elements, and responsive sole. Some purchasers decided to grab more than a pair of this cupsole sneaker, retailed at an affordable price.


Top: Low
Inspired from: Casual
Collection: Timberland Casual Shoes
Price: $120
Colorways: Grey, Green
Small True to size Large
See more facts


A top rated sneaker
A top rated Timberland sneaker
It has never been more popular than this November

Timberland’s Adventure Cupsole Alpine Oxford comes in medium width and relatively runs true to size. Buyers may obtain this sneaker in full or half sizes that stretch from 7 to 13 US. Women buyers who are pressed to purchase this style may get a men’s size that’s equal to 1.5 smaller than their usual female sneaker size. Individualized fit may be achieved with its lace-up closure that’s made of six pairs of D-ring hardware and rope laces. As with any sneaker with leather covering, this waterproof shoe may require little time to break in before one can thoroughly enjoy its benefit.

The low-top Timberland Adventure Cupsole Alpine Oxford is a refined version of typical all-around sneaker that’s either dressed in full-grain leather or Nubuck. It allows you to flaunt a hiking cleat resembling sneaker to the urban streets, adorned with hard-wearing leather shell and complemented by sturdy metal D-ring hardware. Such solid detailing is fitting for those who are constantly immersed into urban city adventures, those who are on their feet for hours every day, and those who needed a sneaker that’s stylish and functional. The vintage, oxford design of this shoe go well with straight and even baggy pants or jeans.

Built for the urban streets, the Timberland Adventure Cupsole Alpine Oxford carries some of the attributes of hiking cleats minus the presence of deep lugs that’s more viable for rough terrains. However, this high-wearing sneaker keeps the feet stable as its herringbone designed rubber outsole has a non-slip grip. Its genuine leather cover isn’t only long-lasting but resists the ingress of water. Shock absorption is another prime asset of this shoe that’s complemented by padded collar. These features provide comfort to the feet even if it’s laced up all-day.

Timberland Adventure Cupsole Alpine Oxford is one of the contemporary silhouettes born out of the Timberland brand that’s not only focused on putting out stylish footwear in today’s competitive market, but churning out models that are relevant, exceptional, and environment-friendly as possible.

Although the brand’s history stretches as far back as the 1950s under the Abington Shoe Company, Timberland Company began making remarkable footprints since 1973. One of its most exceptional contributions in the footwear industry is its development of a six-inch waterproof leather cleat, which was heartily accepted by consumers, initially by manual laborers.

This premium-made yellow cleat employed the innovative injection-molding technology. It is primarily the process of keeping the footwear’s structure water-resistant, preventing liquid from seeping inside the shoe. The rapid growth of such product led the brand to expand massively. Towards the late 1970s, Timberland started a massive transformation, adding casual sneakers and boat shoes in its roster of products.

From its facility in New Hampshire, a US state in New England, Timberland relocated to a more extensive factory in Tennessee. At the same time, the brand started spreading its wings overseas, from Italy to across the UK. The exponential growth of Timberland is felt to this day with the addition of more products into its lineup such as watches, backpacks, and children’s footwear.

Of its long list of products, Timberland’s classic yellow cleat remains to be its single most desired treasure. Since the 1990s this utilitarian footwear crossed over into the fashion scene as a favored lifestyle sneaker cleat, hitting the style sensibilities of celebrities, rappers, and pop royalties such as Rihanna, Kanye West, Jay-Z, A$AP, to name a few.

The prominent yellow cleat also made its appearance in one of America’s most-watched TV series, The Seinfeld. And it even influenced a producer-rapper to switch on Timbaland as his stage name due to his likeness for the said cleat.

Today, the brand continually generates innovative footwear designs for men, women, kids, and infants. The adult line is an array of chukkas, sneakers, sneaker cleats, dress shoes, hiking cleats, boat shoes, sandals, pro cleats and shoes, ankle cleats, and espadrilles.

  • The Timberland Adventure Cupsole Alpine Oxford is built with premium leather or Nubuck.
  • This oxford-cut sneaker is made with cupsole construction that provides cushioning.
  • Its heavy-duty upper is assembled using double stitches.
  • This sneaker pops in the dark or at nighttime with its use of reflective laces.
  • The incredibly soft lining incorporates 50 percent sustainable materials; the same type of recycled plastic ingredients used in making soda bottles.
  • The footbed offers comfort with its use of lightweight EVA foam.
  • Its slip-resistant outsole is composed of 34 percent recycled components.
  • The brand recommends the use of Timberland Balm Proofer, a water-based spray that restores the waterproofing shield on this sneaker. It also helps protect the shoe against stains.
  • This sneaker is succeeded by the Timberland Adventure 2.0 Cupsole Alpine Oxford.
  • Another variation of this shoe is the Adventure Cupsole Fabric Alpine Oxford which is made of canvas upper.