Timberland Men's Mt. Maddsen Slip on Hiking Shoe

Timberland Men's Mt. Maddsen Slip on Hiking Shoe

(4.6)

1301 Reviews

Get it - $99.95

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Specifications

Fabric Type: 100% Leather
Origin: Imported
Sole Material: Lug Sole
Shaft Height: Not applicable

The Timberland Men's Mt. Maddsen Slip on Hiking Shoe is an excellent choice for those seeking a blend of comfort, style, and functionality in their outdoor footwear. With its convenient slip-on design, you can easily transition from everyday wear to hiking adventures without the hassle of laces. This shoe is crafted with 100% premium full-grain and synthetic leather sourced from an LWG silver-rated tannery, ensuring durability and quality.

Features

Slip-On Design: No need to fuss with laces; just slide your foot in and go.
Premium Materials: Made with 100% premium full-grain and synthetic leather for enhanced durability.
Anti-Fatigue Removable Footbeds: Provides long-lasting comfort during extended wear.
Rubber Lug Outsoles: Offers superior traction and grip on various terrains.
Imported Quality: Crafted with care and expertise for reliable outdoor performance.

Pros

Comfortable Fit: Many users praise the anti-fatigue footbed for reducing fatigue during long hikes.
Stylish Look: The rugged yet clean aesthetic makes these shoes versatile for both trail and casual settings.
Quick On and Off: The slip-on feature allows for easy wear, making them ideal for active lifestyles.

Cons

Size Issues: Some customers report that sizing runs small, so trying before buying is advisable.
Limited Waterproofing: While durable, these shoes are not fully waterproof, which may limit use in wet conditions.

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Easy-On Design with All-Day Comfort – Price, Ratings, Reviews & Sales Insights

Product Name	Price	Rating	Review Count	Expert Score	Sales Last Month	Buy
Merrell Men's Moab 3 Hiking Shoe	$90.91	(4.6)	8817	89	300	Get it on Amazon
Merrell Men's Jungle Leather Slip-On Shoe	$120.0	(4.6)	26728	80	10	Get it on Amazon
Timberland Men's Mt. Maddsen Hiking Waterproof Boots	$129.99	(4.6)	16472	75	10	Get it on Amazon
Vans Men's Asher Slip-On Shoe	$42.0	(4.6)	5239	75	10	Get it on Amazon
Skechers Men's Slip-on Loafer	$79.97	(4.6)	6491	74	10	Get it on Amazon
Skechers Men's Summits Slip-On Sneakers	$54.4	(4.6)	4465	74	10	Get it on Amazon
Nunn Bush Men's, Conway Slip-On	$33.22	(4.6)	685	73	10	Get it on Amazon
Timberland Kids' Mt. Maddsen Waterproof Hiking Boots	$76.95	(4.6)	952	72	10	Get it on Amazon
KEEN Men's, Shanti Arts Slip-On	$63.71	(4.6)	1125	71	10	Get it on Amazon
KEEN Men's Steens WP Hiking Shoe	$81.64	(4.6)	679	71	10	Get it on Amazon
KEEN Men's, Targhee III Slip-On	$129.99	(4.6)	1801	71	50	Get it on Amazon
Saucony Men's Excursion Tr17 Hiking Shoe	$75.0	(4.6)	232	71	10	Get it on Amazon
Merrell Men's Speed Eco Hiking Shoe	$100.0	(4.6)	307	71	10	Get it on Amazon
Twisted X Men's Bomber Slip-On Boat Shoe	$129.95	(4.6)	380	70	10	Get it on Amazon
Merrell Men's Accentor 3 Hiking Shoe	$94.95	(4.6)	156	70	10	Get it on Amazon

What Customers Say

tbop

October 25, 2025

5 / 5

Great shoes.

Very well made shoes, very comfortable, with excellent traction.

✔ Verified Purchase

Pio

May 30, 2023

5 / 5

9.5 shoe fitted a 9.5 foot - thankfully

My husband has a standard, non-pointy 9.5M foot except for a very high instep. These fit him well, including with cotton athletic socks on. Been receiving online ordered shoes that are off-size in length lately. I can forgive the mid-area width not fitting since that’s a charming but nonetheless abnormal feature of his feet (which he claims is a sign of aristocratic blood). But what the heck is going on with off-sizing within the same brand? Timberland isn’t the only one. He loved the last Timberland leather ankle boots I ordered him 2 weeks ago in 9.5 but claimed they felt a full 2 half-sizes too long so had to return them. Yes, I checked the label to be sure. These hiking shoes look really nice. Tread looks great for light day hiking here in Southern CA and pretty much everywhere. Quality construction from what I can see but I’ll update this review if something goes wrong later like the sole and leather upper start separating as I’ve seen in reviews of a few other Timberlands recently but not this model so far. Just got them but thought I’d let people know the sizing in this one is accurate at least for 9.5. Another trip to UPS avoided.

✔ Verified Purchase

RMOSLEY

May 25, 2025

5 / 5

A Great Shoe

Love these shoes brought them for work, which requires me to be on my feet a lot . They are very comfortable and looks great wearing casual attire.

✔ Verified Purchase

xxxBlackKnightxxx

March 17, 2021

4 / 5

Color is different from pics; Size runs large

Like other reviews, the brown is different from the picture. It's a darker chocolate brown that does not look distressed at all.Size 10.5 seems to run a little large. With heavier hiking socks, it's a good fit. But for every day wear in lighter socks the shoes seem roomy.The tread is aggressive. Not waterproof. A good shoe for every day outdoor wear or light walking on easier trails, but lacks support for serious/longer hiking.

✔ Verified Purchase

eli elul

December 10, 2025

5 / 5

Love it

The best shoes ever good and beautiful

✔ Verified Purchase

Bud

April 02, 2025

5 / 5

Well made shoes comfortable long wearing

Well made shoes. Last longer than most

✔ Verified Purchase

Norwegian carpenter

September 20, 2019

5 / 5

Great looking, Light, compact, fairly rugged shoe.

Was looking for a quality, good looking, low profile and lightweight leather slip-on shoe for residential remodeling and construction work. This shoe is exactly what I hoped for. I’m a Europe 43 and the the size 9 US was the corresponding size for timberland and it fits perfect. Update: After 1 year of moderate use one thing i noticed is that the stitching on the toes is not that durable and the leather has separated with a flexible gap on the toes. This is from time spent on my knees doing base trim etc. may be a good idea to put some durable shoe goo type paste on the toe box over the stitching. Despite the issue, i still love them and continue to wear them everyday. The soles are about 1/2 worn and i expect to wear them for another 6-8 months. I opt to wear these when mountain biking, hiking, meeting clients, but 95% has been for medium-heavy duty construction. Easy on and off when you need to.

✔ Verified Purchase