What to wear for upcoming gatherings this holiday season

New York Post may receive revenue from affiliate and advertising partnerships for sharing this content and/or when you make a purchase. In partnership with Google Trends.

Finding the perfect outfit for the crazy fall and holiday social season should be fun, not a total headache. To help you out, we’ve put together a list of trendy and timeless looks that are perfect for everything on your calendar. Whether you’re heading to a casual Friendsgiving dinner or getting dressed up for the big family holiday party in December, we’ve got all your fits covered. 

We’re not just guessing, either: our research is backed by data from Google Trends, which shows everyone is getting a jump start on their holiday shopping this Fall. We’ve seen a spike in searches for terms like “holiday dresses 2025,” since the end of the Summer, proving people are planning their looks way ahead of time. Plus, the “holiday party fashion” search term is set to hit its peak in early December, so you know everyone’s end-of-year festive attire is a major focus right now.

Friendsgiving
For this relaxed gathering, aim for looks that blend elevated comfort with effortless style.

Classic Comfort: Opt for a sleek, modern take on the tailored pant with the Darted Barrel-Leg Corduroy Utility Pant from Madewell. Can be dressed up or down with a cardigan like this Scattered Jewels Oversized VT Neck Cardigan from Bloomingdale’s.

Cozy Chic Alternative: For a more relaxed, but still elevated feel, opt for a monochrome skirt set in a rich cocoa brown like this Turtleneck Sweater and Satin Slipdress from Nordstrom paired with statement loafers or low-heeled ankle boots. 

Thanksgiving
Keep comfort and style in mind during this long day of socializing, feasting and probably football.

The Elevated Midi Dress: Choose a flowy, autumnal-colored midi dress in a forgiving silhouette and soft fabric like this Belted Midi Shirt Dress from Ann Taylor. This look is comfortable for eating but instantly polished for photos.

Casual Chic: A stylish, oversized sweater like this gorgeous toffee-colored Lofty Alpaca Crewneck from Naadam paired with dark-wash denim is perfect for a casual gathering. Finish the look with fashionable flats or block heels.

Work Holiday Party
Aim to balance professionalism with festivity.

Sequins and Structure: A black or jewel-toned mini-dress with structured tailoring and a touch of tasteful sparkle, like metallic thread or subtle sequins on this Black One Sleeve Sequin Mini Dress from Mac Duggal. Let the dress do the talking and keep accessories minimal and sleek.

Modern Jumpsuit: A wide-leg jumpsuit in a rich fabric is a sophisticated alternative to a dress, like this Nova Cape Jumpsuit from Alice + Olivia. Add personality to the classic black silhouette with a bold earring or clutch.

Family Holiday Party
Go for traditional elegance with a festive flair.

Classic Cocktail Dress: You can’t go wrong with a classic cocktail dress. Look for fabrics that feel luxurious, like this velvet Camille Velvet Dress from Reformation. A deep, moody red with gold accessories is trendy and seasonally appropriate.

Power Suit Revival: Embrace the trend with a velvet or brocade suit in an unexpected bold color like this Silas Satin Single-Breasted Blazer and matching Nessi Satin Wide-Leg Trousers from Alice + Olivia. Wear a silk camisole underneath and accessorize with shimmering pumps. It’s a powerful look that stands out without being overly flashy.