21 Plus Size Fall Vacation Outfits That Curvy Women Love

Plus size fall vacation outfits deserve way more attention than fashion magazines give them – here’s exactly why your autumn getaway wardrobe matters.

Okay, can we talk? I’m honestly tired of scrolling through vacation outfit posts and seeing the same tiny models in bikinis. Where are the real women rocking incredible fall fashion on their autumn adventures?

Here’s the thing – fall vacation season is actually the best time to showcase your style. Think about it.

Layering opportunities? Endless. Cozy textures meeting wanderlust vibes? Pure magic. That perfect autumn light hitting your carefully curated outfit? Chef’s kiss.

I’ve spent years perfecting the art of plus size travel fashion, and let me tell you… it’s not just about comfort (though that matters too).

It’s about feeling absolutely stunning while exploring pumpkin patches in Vermont or strolling cobblestone streets in Europe.

These 21 outfit ideas aren’t your basic sweater-and-jeans combinations.

We’re talking statement coats, gorgeous boots, and pieces that photograph beautifully against fall foliage. Because honey, your vacation photos should make everyone jealous – not just of your destination, but your incredible style.

Whether you’re planning a weekend getaway or a longer autumn adventure, these outfits work for real bodies and real budgets. No unrealistic expectations here.

Must-See: Plus Size Black Fall Outfits.

21 Plus Size Fall Vacation Outfits

Ready to revolutionize your fall vacation wardrobe? Don’t forget to check out our styling tips sections at the end for even more fashion inspiration and practical advice!

1. Plus Size Burgundy Velvet Blazer with Wide-Leg Trousers Fall Outfit

Rich burgundy velvet blazer paired with cream wide-leg trousers creates sophisticated vacation elegance. Add a silk camisole underneath for texture contrast. Complete with pointed-toe ankle boots in cognac leather and a structured hand bag. Gold jewelry adds warmth. Perfect for wine country tours or upscale city dining experiences.

2. Plus Size Plaid Shirt Dress with Knee-High Boots Fall Outfit

Oversized plaid shirt dress in navy and forest green hits mid-thigh perfectly. Layer with a cropped denim (optional) jacket for casual charm. Pair with black knee-high boots featuring buckle details. Add a wide leather belt to cinch the waist. Finish with a canvas tote and delicate gold necklaces.

3. Plus Size Corduroy Overall Dress with Turtleneck Fall Outfit

Camel corduroy pinafore dress worn over a fitted black turtleneck creates retro vacation vibes. Add white sneakers for comfortable walking tours. Style with a bucket hat and round sunglasses. Carry a small backpack in matching camel tone. This outfit photographs beautifully against autumn foliage and vintage architecture.

4. Plus Size Leather Jacket with Midi Skirt Fall Outfit

Black leather moto jacket styled with a rust-colored midi skirt in ponte fabric. Wear with a fitted white t-shirt tucked in. Add black combat boots for edge. Accessorize with silver jewelry and a chain purse. This combination works perfectly for exploring trendy neighborhoods or attending outdoor fall festivals.

5. Plus Size Tweed Coat with Straight-Leg Jeans Fall Outfit

Classic tweed coat in grey and cream herringbone pattern over dark wash straight-leg jeans. Layer a cashmere sweater in soft pink underneath. Pair with brown leather loafers and matching handbag. Add pearl earrings for sophistication. Ideal for European city breaks or historic site visits requiring polished presentation.

6. Plus Size Sweater Vest with Button-Down and Trousers Fall Outfit

Cream cable-knit sweater vest worn over a crisp white button-down shirt. Pair with high-waisted charcoal trousers and black oxford shoes. Add a vintage-inspired watch and structured satchel. This preppy combination works wonderfully for museum visits, gallery tours, or casual business meetings while traveling.

7. Plus Size Faux Fur Vest with Skinny Jeans Fall Outfit

Taupe faux fur vest creates luxurious texture over a fitted black long-sleeve top. Style with dark skinny jeans and suede ankle boots in matching taupe. Add delicate gold jewelry and a small crossbody bag. Perfect for apple picking, pumpkin patches, or romantic dinner dates during fall getaways.

8. Plus Size Cardigan Coat with Leggings Fall Outfit

Long cardigan coat in oatmeal reaches mid-calf length. Wear over a fitted tank top with high-waisted black leggings. Add tall brown boots and a wide-brim hat. Carry a large tote bag for shopping excursions. This comfortable yet stylish combination works perfectly for long travel days or casual sightseeing adventures.

9. Plus Size Puffer Vest with Henley and Jeans Fall Outfit

Quilted puffer vest in forest green worn over a white henley shirt. Pair with medium-wash bootcut jeans and hiking boots in brown leather. Add a baseball cap and crossbody bag. This sporty outfit is perfect for outdoor adventures like hiking trails, nature walks, or exploring national parks.

10. Plus Size Suede Jacket with Black Dress Fall Outfit

Cognac suede jacket with fringe details worn over a fitted black midi dress. Add black tights and ankle boots with buckles. Style with turquoise jewelry for southwestern flair. Carry a structured handbag in matching cognac leather. Ideal for desert destinations, ranch visits, or southwestern cultural experiences.

11. Plus Size Denim Duster with Graphic Tee Fall Outfit

Long denim duster coat worn over a black tee and black leggings. Add white platform sneakers and layered silver necklaces. Carry a canvas messenger bag with patches. This edgy combination works perfectly for music festivals, art districts, or alternative cultural venues during fall travels.

12. Plus Size Wool Peacoat with Turtleneck Sweater Fall Outfit

Navy wool peacoat styled with a cream turtleneck sweater and wide-leg trousers in charcoal. Add brown leather riding boots and matching gloves. Carry a leather satchel and wear a silk scarf. This timeless ensemble is perfect for coastal destinations, harbor tours, or sophisticated city exploration.

13. Plus Size Bomber Jacket with Slip Dress Fall Outfit

Satin bomber jacket in emerald green worn over a black slip dress with lace trim. Add opaque tights and combat boots. Style with gold jewelry and a small evening bag. This unexpected combination creates perfect contrast for trendy restaurants, nightlife districts, or contemporary art museum visits.

14. Plus Size Cape Coat with Straight Trousers Fall Outfit

Dramatic cape coat in camel wool paired with black straight-leg trousers. Wear with a fitted turtleneck underneath and pointed-toe flats. Add minimal gold jewelry and a structured handbag. This sophisticated look works beautifully for theater performances, formal dining experiences, or upscale shopping districts during vacation.

15. Plus Size Shearling Jacket with Wide-Leg Jeans Fall Outfit

Cropped shearling jacket in cream paired with high-waisted wide-leg jeans in medium wash. Add a fitted black bodysuit underneath and brown ankle boots. Style with delicate jewelry and a shoulder bag. Perfect for farmers markets, outdoor cafes, or casual weekend exploring in cooler destinations.

16. Plus Size Quilted Jacket with Corduroy Pants Fall Outfit

Diamond-quilted jacket in burgundy worn with wide-leg corduroy pants in mustard yellow. Add a white crew neck sweater and brown desert boots. Carry a leather crossbody bag and wear tortoiseshell sunglasses. This retro-inspired combination photographs beautifully at vintage shops, flea markets, or historic neighborhoods.

17. Plus Size Teddy Coat with Mini Skirt Fall Outfit

Oversized teddy coat in cream worn over a fitted black turtleneck and leather mini skirt. Add opaque tights and knee-high boots in black suede. Style with silver jewelry and a chain purse. This cozy yet edgy combination works perfectly for trendy brunch spots or stylish shopping districts.

18. Plus Size Military Jacket with Midi Dress Fall Outfit

Olive green military-inspired jacket with brass buttons worn over a burgundy midi dress in jersey fabric. Add black tights and ankle boots with buckle details. Carry a canvas tote and wear minimal jewelry. Perfect for exploring historic sites, military museums, or casual outdoor markets during fall vacation.

19. Plus Size Trench Vest with Palazzo Pants Fall Outfit

Sleeveless trench vest in khaki worn over a fitted white long-sleeve top. Pair with wide-leg palazzo pants in navy and flat mules in cognac leather. Add gold jewelry and a structured handbag. This sophisticated combination works beautifully for art gallery openings, wine tastings, or upscale shopping experiences.

20. Plus Size Moto Vest with Flare Jeans Fall Outfit

Black leather moto vest worn over a fitted grey long-sleeve shirt. Style with high-waisted flare jeans and platform boots. Add silver jewelry and a hobo bag (optional). This rock-and-roll inspired outfit is perfect for live music venues, alternative shopping districts, or edgy cultural experiences during fall travels.

21. Plus Size Oversized Cardigan with Pencil Skirt Fall Outfit

Chunky knit cardigan in rust orange worn open over a fitted black top. Pair with a grey pencil skirt and black ankle boots with low heels. Add delicate jewelry and a small hand bag. This comfortable yet polished look works perfectly for coffee shop tours, bookstore browsing, or casual business meetings.

22. Plus Size Utility Jacket with Culottes Fall Outfit

Khaki utility jacket with multiple pockets worn over a striped long-sleeve shirt. Pair with black culottes and white leather sneakers. Add a canvas crossbody bag and minimal jewelry. This practical yet stylish combination is perfect for outdoor markets, walking tours, or casual sightseeing in comfortable footwear.

23. Plus Size Plaid Blazer with Dark Jeans Fall Outfit

Oversized plaid blazer in brown and cream worn over a fitted black turtleneck. Style with dark wash skinny jeans and brown ankle boots with buckles. Add gold jewelry and a leather shoulder bag (optional). Perfect for casual business meetings, upscale shopping, or sophisticated dining experiences during vacation.

24. Plus Size Sherpa Jacket with Midi Skirt Fall Outfit

Cream sherpa jacket with contrast trim worn over a fitted burgundy top. Pair with a black midi skirt in ponte fabric and tall boots in cognac leather. Add minimal gold jewelry and a structured handbag. This cozy yet refined combination works beautifully for countryside visits or charming small-town exploration.

10 Helpful Styling Tips For Plus Size Fall Vacation Outfits

1. Master the Art of Layering Like a Pro

Listen, layering isn’t just throwing on random pieces and hoping for magic. It’s strategic fashion warfare!

Start with a fitted base layer – think tank tops or thin long-sleeves. Then add your statement piece like a cozy cardigan or blazer.

Finally, top with a jacket you can easily remove when you’re rushing through airport security. I learned this the hard way after sweating through a thick sweater in Miami’s “fall” weather.

Pro tip: choose layers in complementary colors so removing pieces still looks intentional, not like you’re having a fashion emergency.

2. Invest in Quality Plus Size Travel-Friendly Fabrics

Okay, real talk – some fabrics are vacation killers. I’m looking at you, 100% cotton that wrinkles if you breathe wrong.

Instead, hunt for ponte knits, jersey blends, and anything with a touch of spandex. These fabrics move with your body during long travel days and bounce back from suitcase compression.

My favorite discovery? Wrinkle-resistant blouses that look crisp after being stuffed in carry-ons. Trust me, future you will thank present you when you’re not frantically searching for hotel irons at midnight.

3. Choose Statement Outerwear That Does Double Duty

Your jacket isn’t just keeping you warm – it’s your outfit’s main character. A well-chosen coat can transform basic jeans and a tee into vacation-worthy style.

I’m obsessed with wrap coats that cinch at the waist and trench coats that photograph beautifully against fall backdrops. Bonus points for jackets with interesting details like contrasting trim or unique buttons.

Remember, you’ll wear this piece in most of your photos, so make it count! Also, pockets are non-negotiable. Where else will you stash your phone, lip balm, and emergency snacks?

4. Perfect Your Plus Size Denim Game

Not all jeans are created equal, especially for vacation wear. You need denim that’s comfortable enough for walking tours but polished enough for nice dinners.

High-waisted styles with stretch are your best friend – they won’t dig in during long car rides or plane trips. Dark washes photograph better and hide travel-day mishaps.

I’ve found that straight-leg and bootcut styles work beautifully with tall boots for that perfect fall vacation aesthetic. Skip anything too distressed or trendy – you want pieces that feel timeless in photos years later.

5. Embrace Dresses That Work Hard for You

Dresses are vacation MVPs because they’re essentially one-piece outfits. Look for midi or maxi lengths that won’t ride up when you’re climbing castle stairs or walking beach boardwalks.

A-line and fit-and-flare styles are incredibly flattering and photograph beautifully. I always pack at least two dresses – one casual for daytime exploring and one slightly dressier for evenings.

Jersey or ponte fabrics travel best, and darker colors hide inevitable food spills from trying local cuisine. Don’t forget – a great dress with different accessories can create multiple looks!

6. Master Footwear That Actually Works for Walking

Cute shoes that destroy your feet aren’t vacation-appropriate, period. I learned this lesson hobbling through European cobblestones in gorgeous but terrible boots.

Invest in comfortable ankle boots with low block heels, supportive sneakers that don’t scream “tourist,” and maybe one pair of dressier flats for nicer restaurants.

Break them in before you travel! Your feet will carry you through amazing adventures – treat them with respect. Also, consider the terrain. Beach towns need different shoes than mountain destinations.

7. Shop Smart: Where to Find Amazing Plus Size Fall Vacation Pieces

Finding great plus size vacation wear can feel overwhelming, but I’ve discovered some game-changing brands.

Torrid offers trendy pieces perfect for Instagram photos. Lane Bryant has sophisticated options for dressier occasions. ASOS Curve provides unique European-inspired styles.

Old Navy’s plus section is budget-friendly with great basics. For investment pieces, try Eloquii or Universal Standard. Don’t sleep on Target’s Ava & Viv line for affordable staples.

Online, check ThredUp for secondhand designer finds. Many brands now offer virtual styling services – use them! Most importantly, read reviews from other plus size women about fit and fabric quality.

8. Accessorize to Maximize Your Outfit Impact

Accessories are vacation outfit magic makers! A statement necklace transforms a basic sweater into something special. Scarves add color and can double as airplane blankets.

A great handbag needs to be stylish but practical – crossbody styles keep hands free for photos and prevent pickpocketing.

Don’t forget about hats! They protect from sun, add style, and hide bad hair days from travel. I always pack one versatile belt to cinch loose cardigans or define waistlines.

Remember, accessories pack small but make huge visual impact in photos.

9. Plan Color Palettes That Mix and Match

This changed my packing game completely! Choose three main colors that all work together, then build your entire vacation wardrobe around them.

For fall, I love combinations like burgundy, camel, and cream, or navy, rust, and gold. This way, everything in your suitcase coordinates with everything else.

You can create multiple outfits from fewer pieces, leaving room for souvenirs. Neutrals are your foundation – add pops of seasonal color through accessories or one statement piece.

Trust me, you’ll look more put-together and pack way more efficiently.

10. Consider Climate Changes and Activity Levels

Fall weather is notoriously unpredictable, so versatility is key. Research your destination’s typical weather patterns and pack accordingly.

Mountain towns need warm layers while southern coastal areas might still feel summery. Consider your planned activities too – hiking requires different outfits than museum tours or wine tastings.

I always pack one “just in case” warm layer and one lighter option. Transitional pieces like cardigans, light jackets, and scarves help you adapt quickly.

Remember, you can always buy a souvenir sweatshirt if the weather surprises you!

Final Thoughts

Creating amazing plus size fall vacation outfits isn’t just about clothes – it’s about feeling absolutely incredible in your own skin while making memories.

You deserve to feel confident exploring new places, trying local foods, and taking stunning photos. Don’t let fashion anxiety hold you back from adventures.

Your curves are beautiful, your style is valid, and your vacation wardrobe should celebrate both. Pack with confidence, travel with joy, and remember – the best accessory is always your smile.