What to Wear on Your Next Getaway: Simple Tips for Glamping, Resorts & Cottage Stays

Planning a trip can be overwhelming, but choosing the right clothes doesn’t have to be. Whether you’re pitching a glamping tent, checking into an all‑inclusive resort, or settling into a cosy cottage, the key is to blend comfort, practicality and a touch of style. Below you’ll find no‑nonsense advice that helps you pack light, stay warm, and look good without overthinking each outfit.

Glamping: Dress for Outdoor Comfort with a Hint of Luxury

Glamping mixes nature with a hotel‑like feel, so aim for layers you can add or strip away as the temperature shifts. Start with a breathable base layer – think a cotton or merino T‑shirt that wicks sweat if you’re hiking during the day. Add a fleece or lightweight down jacket for the evenings; these pieces pack small but keep you warm around the campfire.

Bottoms should be flexible. Convertible pants that zip off into shorts are a winner, or go for soft leggings paired with a casual skirt if you prefer a feminine look. Footwear is another pain point – sturdy trail shoes protect your feet on uneven ground, while a pair of flip‑flops or comfy slippers are perfect for lounging on the deck.

Don’t forget sleepwear. A set of breathable pajamas or a simple onesie works best. Many glamping sites provide blankets, but having a snug top and leggings saves you from shivering if the tent gets chilly.

Resorts & All‑Inclusive Hotels: Balance Relaxed Vibes with a Polished Touch

Resort dress codes are usually relaxed during the day but expect a smarter look for dinner or the lounge bar. Daytime outfits can be as easy as a sundress or short‑sleeve shirt with shorts. Choose fabrics like linen or rayon – they stay cool under the sun and look a bit dressier than plain cotton.

For evening meals, swap to a maxi dress, a lightweight button‑down and chinos, or a nice jumpsuit. Most resorts have pools and spas, so bring a sleek swimwear set and a cover‑up you’re comfortable walking around in. A pair of flip‑flops for the pool and sandals for the dinner area covers both bases.

Pack a lightweight blazer or cardigan for air‑conditioned restaurants – it’s easy to forget how cold indoor spaces can feel after a hot day outdoors.

Cottage Escapes: Home‑Like Comfort Meets Fresh Air

Cottage stays are about unwinding, so prioritize cozy, easy‑to‑move clothing. Think soft sweaters, joggers or relaxed jeans, and a good pair of waterproof boots if you plan on countryside walks. A warm hat and scarf are handy even in late spring, especially in higher‑altitude locations.

Since you’ll likely be cooking or gardening, bring an old shirt or apron you don’t mind getting a little dirty. Slip‑on shoes or house‑style slippers let you keep the floor clean while staying comfortable.

Whether you’re reading by the fire or strolling through a nearby village, having a versatile capsule wardrobe means you won’t be stuck choosing between style and comfort.

In short, pick a few key pieces that work across all three settings – a good jacket, flexible pants, comfortable shoes and breathable tops. Layer, pack light, and enjoy your getaway without worrying about what to wear.