4 Best Sandals for Women to Wear This Winter Holiday Season 

Winter holidays feel busy in the best way. There are early flights, long walks through the airport, relaxed coffee breaks, and evenings spent exploring new streets. During all of these, I believed winter travel demanded boots and nothing else.  

That changed once I started travelling more often in my sandals, and not just any sandals, but my Birkenstocks. These women’s sandals come with a strong grip, supportive footbeds, and secure straps. They felt lighter and worked surprisingly well through full travel days. 

Over time, they became a winter essential in my suitcase. In this blog, I’ll share four Birkenstock silhouettes I rely on, along with outfit ideas that are my go-tos in winter. 

The 4 Best Winter Holiday Women’s Sandals 

Here are the four women’s sandals that have earned a place in winter holiday packing lists, balancing comfort, design, and durability: 

1. Arizona Big Buckle Nubuck Leather 

Arizona Big Buckle is my “dinner plan” silhouette. The buckle adds a focal point, so the outfit feels festive without extra effort. When I want women’s sandals that can handle a long evening, this one is my go-to. 

• Why You Should Pack it: Statement detail, steady feel, and easy styling with tights. 

• What Stands Out: Adjustable buckle, double strap comfort, and reliable traction. 

• What it Pairs with: Tights, a midi skirt, and a warm jacket. 

2. Boston Natural Leather Oiled 

Boston earns its place on this winter list with its unmatched comfort and timeless style. The coverage of this footwear helps on colder mornings, and thicker socks look right with it. It is the pair I grab for travel days and long walks. 

• Why You Should Pack it: Coverage, warmth, and all-day support. 

• What Stands Out: Strap adjustment and an open-selvage finish. 

• What it Pairs with: Jeans, a wool coat, and textured socks. 

3. Catalina Cushion Buckle Birko-flor 

Catalina is for the slower parts of a holiday. Think family visits, resort breakfasts, or relaxed plans. Its wide single strap keeps things classy and comfortable. 

• Why You Should Pack it: Quick to wear, easy to style, and ideal for relaxed schedules. 

• What Stands Out: Adjustable cushion buckle and strap placement that holds your foot steady. 

• What it Pairs with: Knit co-ords, wide-leg trousers, and a cosy scarf. 

4. Florida BS Birko-Flor 

Florida Birko-Flor is my practical favourite for busy itineraries. The three straps let you fine-tune the fit, which matters after long travel days. If I can only take one pair of women’s sandals, this silhouette is usually the safest bet. 

• Why You Should Pack it: Adjustability, steady fit, and comfort through full-day plans. 

• What Stands Out: Triple strap comfort across the foot and grip underfoot. 

• What it Pairs with: Tapered trousers, a cardigan, and a structured tote. 

Source: Pinterest 

Outfit Ideas that Make Winter Sandals Actually Work 

Winter styling gets easier when you stop overthinking it. Here are a few ideas to inspire your look: 

• Tonal Socks, Sandals, Wide-leg Trousers 

Pick ribbed socks close to your trouser shade. Add a knit jumper and a long coat. The outfit feels tidy and modern. 

• Chunkier Silhouette, Knit Dress, Long Outer Layer 

Clogs and wider straps balance heavier winter fabrics. A long coat keeps you warm between stops and still feels intentional. 

• Minimal Silhouette, Tailored Set, One Festive Detail 

Go for smart trousers and a blazer, then add one high-shine accessory. Women’s sandals keep the look relaxed and wearable all night. 

Holiday-ready Comfort Starts With the Right Pair 

Holidays are better when footwear stays on the checklist. That is why I keep choosing women’s sandals that feel stable, supportive, and easy to style. 

With these qualities, your sandals can remain comfortable and versatile, complementing any outfit while providing lasting support throughout the day. 

If you want a pair that holds up across seasons, look for a supportive footbed, secure straps, and a reliable grip. Brands like Birkenstock are worth considering for silhouettes that stay wearable year after year.