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There’s something magical about fall, the crisp air, golden leaves, and that irresistible urge to slow down and savor life. And what better way to embrace the season than with your favorite people and a weekend full of laughter, layered flannel, and Cabernet? If you’re looking for Cozy Fall Girls Weekend Ideas, I’ve got you covered with everything from cabin stays and sweater-friendly hikes to s’mores boards and pumpkin spice everything.
I recently hosted one of these fall escapes with a few of my closest friends, and let me tell you, it was the reset we all needed. Think: cozy fireside chats, bottomless mugs of mulled wine, and more “let’s never leave” moments than I can count.
So grab your group chat, pick a date, and let’s plan the coziest fall girls’ weekend of your dreams.
Step One: Choose the Perfect Cabin or Vineyard Getaway
The secret to a perfect fall weekend? Location, location, location.
Here are some of my favorite Airbnb-style cozy escapes:
- Woodsy Cabins in the Catskills, NY – Rustic charm, mountain views, and access to cider mills and dreamy hikes.
- Tiny A-Frames in Oregon’s Mt. Hood Area – Ideal for that moody misty-morning-coffee-on-the-porch aesthetic.
- Wine Country Cottages in Napa Valley, CA – For the friend group that prefers vineyard views and vino tastings to hiking boots.
- Smoky Mountain Chalets, TN – Fireplaces, scenic overlooks, and hot tubs under the stars? Yes, please.
- Finger Lakes, NY – Gorgeous lakefront rentals, nearby wineries, and fiery foliage in every direction.
Pro tip: Search for listings with a fireplace, outdoor seating, and a good kitchen for all your charcuterie board dreams.
Cozy Fall Girls Weekend Itinerary: What to Do Once You’re There
You don’t need a jam-packed schedule to have fun. A loose plan with just the right mix of adventure and coziness is chef’s kiss.
Friday: Arrival & Autumn Unwind
- Arrive and settle in with a mug of mulled wine or hot spiked cider.
- Light candles, throw on your favorite fall playlist (think Fleetwood Mac + Bon Iver).
- Cozy dinner in, maybe a baked mac ‘n’ cheese bar or pumpkin ravioli with sage butter.
- Board game night: Pull out Clue, Uno, or Cards Against Humanity, depending on your group vibe.
Saturday: Explore & Indulge
- Fall hike or scenic walk – Try a nearby nature trail for leaf-peeping and crisp air.
- Vineyard wine tasting or cider tour – Bonus if they serve cheese plates.
- Afternoon DIY s’mores board and tea by the fire (more on that below).
- Pajama dinner & movie night – Pumpkin soup, fuzzy socks, and a feel-good flick like Practical Magic or You’ve Got Mail.
Sunday: Brunch
- Sleep in, then make a pajama brunch with pumpkin pancakes, apple cider mimosas, and maple sausage.
- Snap a few final photos (don’t forget group pics in flannel!).
- Write little notes to each other as keepsakes before heading home feeling renewed.
No Winery Nearby? Try a Cozy At-Home Wine Tasting Kit
Not near a vineyard? No problem! You can still bring the wine tasting experience straight to your cabin with an at-home wine tasting kit. We tried this one year when we stayed deep in the woods, no wineries in sight, and it ended up being one of our favorite parts of the weekend.
Here’s how to make it work:
- Pick up 3–5 bottles of wine (reds, whites, or a fun themed mix like “women-owned wineries” or “fall blends”).
- Order a wine tasting kit from Etsy with scorecards, wine flight tags, and cute signage, some are also instant downloads you can print before the trip.
- Pair each wine with a little snack: brie + pinot noir, dark chocolate + cabernet, apple slices + chardonnay.
- Light some candles, pour small tastings into stemless glasses or thermoses, and rate your faves.
It’s interactive, a little bougie (in the best way), and such a fun way to wind down after a hike or before movie night.
What to Pack: Flannel, Fuzzy Socks & Thermoses
You’ll want to feel both comfortable and cute, because fall fashion was made for girls’ weekends.
Must-Have Packing List:
- Comfy flannel shirts (bring two, you’ll want options)
- Leggings or joggers (bonus points for fall tones)
- Chunky sweaters or cardigans
- Beanie and gloves for chilly nights
- Fuzzy socks or slippers for lounging
- Hiking boots or stylish sneakers
- Pajamas that are cute enough for brunch photos
- Thermos or insulated mug (essential for your apple cider on the go)
- Blanket scarf or shawl for those golden hour porch hangs
- A small weekend tote or backpack for outings
- A cozy book or gratitude journal
- Optional: fall-scented candle or essential oil roller for added vibes
DIY S’mores Board + Autumn Charcuterie
One of our biggest hits from the weekend was a make-your-own s’mores bar, and let me just say, it was Pinterest perfection and ridiculously easy.
Build-Your-Own S’mores Board:
- Classic graham crackers, marshmallows, and milk chocolate
- Add-ins: peanut butter cups, caramel squares, dark chocolate sea salt bars
- Fancy options: cinnamon grahams, white chocolate, Nutella
- Skewers and napkins, all arranged on a s’mores carrying board
Set it out by the fireplace or firepit with a cozy blanket pile and let everyone get to toasting!
Autumn Charcuterie Must-Haves:
- Cheddar cubes, goat cheese, brie with fig jam
- Sliced apples, dried cranberries, and candied pecans
- Salami, prosciutto, and crackers
- A mini pumpkin or two for decoration
- Honey or hot pepper jelly for a sweet kick
Tip: Arrange everything on a cutting board and garnish with rosemary sprigs for that extra autumn aesthetic.
Cozy Cabin Games & Activities to Keep the Vibes Going
When the sun dips early and the fire’s crackling, nothing beats gathering around the table or cuddling up on the couch for some easygoing, laughter-filled fun. Cozy cabin games are essential for bonding, especially after a long hike or wine tasting.
Whether your group loves competition, storytelling, or just a good old-fashioned giggle, there’s something here for everyone.
Low-Key & Chill
Perfect for winding down with a blanket and a glass of red wine.
- “We’re Not Really Strangers” – A deep but meaningful card game that sparks great conversations.
- “Would You Rather: Fall Edition” – Create your own or print a free version. (Pumpkin pie or apple crisp? Haunted house or corn maze?)
- Tarot card readings – Even if you don’t believe in it, it’s fun to do over mugs of cider.
- Cozy coloring books or adult paint-by-numbers – Therapeutic and surprisingly satisfying.
Group Games to Get You Laughing
These are ideal after dinner when everyone’s a little tipsy and in full “girls’ night” mode.
- Telestrations – Like telephone, but with drawings. Hilarious every time.
- Heads Up – Just download the app and let the chaos begin.
- Charades (bonus points for fall-themed prompts!)
- Murder Mystery Kit – Many are printable and perfect for cabin settings. Light some candles and assign characters for a dramatic twist.
Creative Cabin Fun
Sometimes the best memories come from leaning into your silly or creative side.
- DIY fall crafts – Think leaf garlands, pumpkin decorating, or cinnamon stick candle holders. Check out out post: How to Host the Perfect Pumpkin Painting Night
- Campfire karaoke – Bring a mini karaoke speaker, queue up your favorite sing-alongs, and let loose.
- Cabin talent show – I know it sounds like a joke, but trust me, after a couple glasses of wine, it turns legendary.
These cozy cabin games and activities are the glue that brings the whole weekend together. You’ll laugh, connect, and maybe even start an inside joke that lives on for years.
Making It a Tradition: The Fall Girls’ Weekend You’ll Look Forward to Every Year
There’s something so grounding about having an annual tradition with your closest friends. After our first cozy fall girls’ weekend, we all looked at each other and said the same thing: “We’re doing this every year.”
And we meant it.
When life moves fast, new jobs, relationships, babies, relocations, an annual girls’ weekend becomes your anchor. A sacred pause. A time to reconnect and laugh until you cry while sipping wine in your pajamas and playing board games by the fire.
How to Make It a Fall Tradition:
- Pick the same weekend each year. We chose the first weekend of October, it’s early enough for great weather and easy to remember.
- Rotate who hosts or plans. One year it’s a vineyard retreat, the next a mountain cabin or lakeside cottage.
- Start a group scrapbook or photo album. take a polaroid camera to take pics, jot down inside jokes, and look back on them next year.
- Create your own fall rituals. Matching flannel? Annual s’mores night? A toast with hot apple cider before brunch? Do it.
- Gift a new keepsake each year. Something simple, like a candle, mug, or printed Polaroid, from the weekend makes it feel extra special.
This tradition doesn’t need to be perfect. In fact, it’s better when it’s real. Some years someone might be pregnant, going through a breakup, or simply exhausted, but that’s the beauty of it. You show up as you are. You make space for each other. You remind yourselves that sisterhood is worth prioritizing.
So go ahead, name the weekend, save the date, and make it your thing. I promise, it’ll become one of the most meaningful rituals in your year.
Don’t Forget the Photo-Worthy Moments
Fall is the most photogenic season, and your cozy weekend deserves to be remembered.
Ideas for cute, Instagram-worthy shots:
- Group pic in flannel by the firepit
- Wine glasses clinking in front of fall leaves
- Flat lay of your s’mores board or brunch table
- Cozy blanket-wrapped reading moments on the porch
- Close-ups of boots in fallen leaves or a steaming mug in hand
Want to get creative? Set up a tripod and take turns snapping portraits. Use Polaroids for instant keepsakes, or start a group photo album you add to every year.
Keepsakes That Make It Special
One of the sweetest parts of our weekend was swapping little surprises. They don’t have to be pricey, just thoughtful.
Fun ideas to gift your girlfriends:
- Personalized thermoses or wine tumblers
- Fall-scented candles (think apple cider donut, toasted marshmallow)
- Friendship bracelets or keychains
- A printed photo from your last trip together
- A handwritten note
You can even make a small “fall survival kit” with tea bags, lip balm, hand cream, and fuzzy socks!
Why a Cozy Fall Girls Weekend Is the Reset We All Need
Life gets so loud. Between work, relationships, and the constant ping of notifications, it’s easy to forget how good it feels to just be with your people.
Planning a cozy fall girls weekend, even just once a year, isn’t just about pumpkin decor and pretty views. It’s about pausing to celebrate the friendships that carry you. Laughing until your cheeks hurt. Making space for quiet. And reminding each other how good it feels to be known and loved.
So go ahead, send this post to the group chat, search Airbnb, and get ready to make some flannel-clad memories.
With love,
Bri & Cat
Fall related posts you might like:
10 Creative Fall Party Themes That’ll Wow Your Guests
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