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Hudson Valley Fall Fashion Guide – Best Local Shops for Autumn Layers in Kingston, New Paltz, Woodst

Where to Shop for Cozy Flannels, Boots, Jackets & Autumn Accessories Across the Hudson Valley & Cats

August 06, 2025

Fall in the Hudson Valley is a season made for cozy layers, crisp mornings, and fireside evenings. Whether you’re leaf-peeping in Phoenicia, hiking the Shawangunk Ridge in Gardiner, or enjoying a weekend in Rhinebeck, local shops across Kingston, New Paltz, Woodstock, and Tannersville have you covered. From heritage flannels and artisan knits to eco-conscious trail gear and upcycled vintage finds, discover the best boutiques and outfitters for fall fashion in the Catskills and Hudson Valley.

Photo by Leo Visions.hudson-valley-fall-fashion-local-shops-01

With autumn upon us, layers are absolutely the way to go to fully relish the day, from crisp morning to sun-kissed afternoon to bewitchingly lovely stargazing evening by the fire.

And you’re surrounded by vibrant color, so why not take it as an inspiration and sport some fresh, warm earth tones or something that glows like a jewel?

Hikes, leaf-peeping rambles, apple-picking excursions—they’re all more fun when you’re properly outfitted, with happy, comfy feet and the option of warming up or cooling off as needed close at hand.

Fortunately, our local shopkeepers understand. This time of year, you’ll find just what you need: cozy flannels and fleeces, rugged but good-looking footgear, hand-knit scarves, sweaters that snuggle you.

So stop in at some of our favorites and glow up your wardrobe a little. The selection and the welcome at these places are on point, and even the simplest shopping trip can be a chance to make fun memories—ones that come with souvenirs you’ll treasure.

outdoor outfitters

 

Camp Catskillhudson-valley-fall-fashion-local-shops-02

Kenco Outfittershudson-valley-fall-fashion-local-shops-03

Pitch Pine Outfittershudson-valley-fall-fashion-local-shops-04

At Camp Catskill in Tannersville, sustainability meets adventure in an enchanted village, a mix that’s about as Catskills as you can get. This ethical outdoor shop, run by a former Eagle Scout and lifelong outdoorsman whose passion is making sure you’re well-prepared, outfits hikers and campers with cozy recycled-material fleeces, warm hats, gloves, and trail gear from eco-conscious brands like Outdoor Research and Cotopaxi. It’s a haven for autumn explorers who want to stay warm outdoors while treading lightly on the earth. campcatskill.co, 518-303-6050

Kenco Outfitters in Kingston, family-owned since 1982, has grown from a source for quality work-wear into its current status as a work and play outfitter where you’ll find everything you’ll need for a great time in the great outdoors. With a huge selection of gear and apparel, from top-shelf rain jackets and fleece vests to rugged work boots and insulated flannels, Kenco will get you ready for any adventure or just make you wildly comfy while puttering around in the yard. 845-340-0552, kencooutfitters.com

Pitch Pine Outfitters in Gardiner sits at the foot of the Shawangunk Ridge. Husband-and-wife team Bronwen and Brett Concors, both of whom grew up rambling these hills, have curated all the essentials (and then some) to keep you comfortable and trail ready in any autumn weather. The cozy shop is packed with state-of-the-art gear and apparel from brands like Patagonia, Osprey, Smartwool, KÜHL and Danner, and the staff will happily share the local wisdom to go with your finds. 845-633-8483, pitchpineoutfitters.com

H. Houst and Son in Woodstock will keep you safe and warm in fine style; their apparel and footwear sections feature sturdy overalls, footgear, and high-visibility jackets that will keep you safe and warm in the woods all through hunting season and beyond. Check out the rainsuits and polka-dot waterproof boots, not to mention the chicken-themed garden shoes. housthardware.com, 845-679-2115

Potter Brothers Ski and Snowboard Shop, with locations in Kingston and Fishkill, offers a fabulous selection of outerwear for men, women and kids—feather-light jackets, sweatshirts, sweaters, and pants that will move with you and keep the chilly breezes out, whether you’re planning on hitting the slopes or just taking in an epic mountain sunset. You’ll find the finest cold-weather gear here, from names like Helly Hansen to North Face. potterbrothers.com, 845-338-5119

Williams Lumber offers one of the Hudson Valley’s largest selections of legendary Carhartt all-weather gear at its Rhinebeck, High Falls, Pleasant Valley, Hudson, and Tannersville shops, along with cozy hats and socks from MukLuk and Wigwam and Irish Setter boots from Red Wing at the Rhinebeck store. williamslumber.com, Rhinebeck: 845-876-7011, High Falls: 845-687-7676, Hudson: 518-851-3641, Pleasant Valley: 845-605-3520, Tannersville: 518-589-5200

fabulous footwear

H. Houst and Sonhudson-valley-fall-fashion-local-shops-05

Potter Brothershudson-valley-fall-fashion-local-shops-06

Williams Lumberhudson-valley-fall-fashion-local-shops-07

Montano's Shoe Storehudson-valley-fall-fashion-local-shops-08

Montano’s Shoe Store in Saugerties has been the Hudson Valley’s boot-and-shoe authority for generations. This venerable shop carries over 100 brands and all sorts of style options—trail-ready hikers, chic leather boots, cozy slippers—and they take the time and have the expertise to fit you properly with a pair that will keep your tender tootsies feeling great all day long. Achy feet? No worries—Edward Montano Jr. is a board-certified pedorthist who knows how to make the modifications and custom orthotics that will get you feeling trail ready and rarin’ to go. montanosshoestore.com, 845-246-4381

world-class style

Handmade & Morehudson-valley-fall-fashion-local-shops-09

Himalayan Artshudson-valley-fall-fashion-local-shops-10

Tibetan Arts & Craftshudson-valley-fall-fashion-local-shops-11

The Nest Egghudson-valley-fall-fashion-local-shops-12

Handmade & More, tucked into the heart of New Paltz, has celebrated American craftsmanship for over 40 years. The boutique is a treasure trove of artisanal fall fashion—think soft knit sweaters, locally sewn dresses, artistic scarves, and unique jewelry. Come see Handmade for rich colors, cozy textures, and one-of-a-kind pieces for autumn you’ll fall in love with. handmadeandmore.com, 845-255-6277

Himalayan Arts, located in the Water Street Market in New Paltz, brings a touch of the Himalayan peaks to our Hudson Valley fall. Their racks feature traditional wearables built for the weather: warm yak wool sweaters, ponchos, fleece-lined jackets, knitted hats, and mittens perfect for crisp mountain air. himalayanartsnp.com, 845-256-1940

Tibetan Arts & Crafts in Woodstock is filled with colorful clothing from across East Asia. You’ll find cotton tunics, embroidered jackets, cashmere shawls, and elegant silk tops that marry bohemian flair with Himalayan tradition, along with handcrafted Tibetan jewelry, rugs made of 100% vegetable-dyed Tibetan wool, and unique Buddhist statuary. facebook.com/TibetanArtsatWoodstock, 845-679-2097

The Nest Egg in Phoenicia is the place to stop if heading to the Western Cats for fall foliage. It's an old-fashioned country store with a laid-back mountain welcome, packed with fun and hard-to-find goods, including lots of practical fall apparel: plaid flannels, wool socks, Catskills-themed sweatshirts, Minnetonka moccasins, and hand-knit beanies. nesteggshop.com, 845-688-5851

boutique & lifestyle apparel

Foxglove Generalhudson-valley-fall-fashion-local-shops-13

Hamilton & Adamshudson-valley-fall-fashion-local-shops-14

Hammertown Barnhudson-valley-fall-fashion-local-shops-15

Herzog'shudson-valley-fall-fashion-local-shops-16

Foxglove General in Saugerties has fashion-forward seasonal gear, from light jackets and sweaters that will save you from autumn’s breezes to funky, fun socks. Much of it is ideal travel wear—well-constructed pants, shirts, and dresses in sturdy fabrics that pack well and look gorgeous. foxglovegeneral.com, 518-859-1723

Hamilton & Adams in Kingston’s Stockade district offers a stylish take on Hudson Valley fall fashion, which is all about the cozy, casual sophistication that wears well from the trail to the dinner destination. Their fall collection includes ultra-soft flannels, heritage-quality sweaters, waxed canvas jackets, and their iconic Upstate & Chill® hoodies and beanies. hamiltonandadams.com, 845-383-1039

At Hammertown Barn in Rhinebeck, Pine Plains, and Great Barrington, they’ve got a gorgeous array of cuddly scarves and sweaters, just the thing for a crisp fall day. You’ll also find all kinds of soft, cozy throws—just the thing to have handy to take the chill off—along with beautiful robes and pajama sets ideal for lounging around in. shop.hammertown.com, 845-640-4453

At Herzog’s in Kingston, nestled within the gift department, you’ll find a small but wonderful array of one-size-fits-all comfy chic. Herzog’s carries Look by M, timeless styles with contemporary flair: sweaters, cardigans, vests, shawl vests, ponchos, and accessories such as scarves, hats, and gloves that are the very definition of cozy clothes. herzogs.com, 845-338-6300

 

Maison Après L'amourhudson-valley-fall-fashion-local-shops-17

 

J. McLaughlin at Montgomery Rowhudson-valley-fall-fashion-local-shops-18

Tannersville Workshudson-valley-fall-fashion-local-shops-19

The Shops at Emersonhudson-valley-fall-fashion-local-shops-20

At Maison Après L’amour in Kingston, you’ll find the antidote to fast fashion—beautifully crafted, sustainable clothing, much of it from Hudson Valley makers. Love one of their core offerings? They’ll make it up for you in just the right size and color. The space is also a studio, gallery, and community space with a coffee shop, so you can bask in warm Hudson Valley vibrations while learning more about their closet styling and free vintage concierge services. apreslamour.com, 845- 853-8600

Under the colorful awnings of Montgomery Row in Rhinebeck you’ll find a cluster of fashion-forward boutiques, something for every member of the fam. At Changes, find smart-casual menswear. J. McLaughlin brings preppy–chic looks with quilted vests and riding boots. StarryBird Kids offers fall apparel for the littlest adventurers, and Board Room Skate Shop has cutting-edge autumn-ready streetwear. montgomeryrow.com, 845-876-0543

At Tannersville Works in Tannersville, you’ll find fun Catskills-themed sweatshirts, long-sleeve T-shirts, and a nifty collection of fisherman’s beanies and watch caps in eco-cotton and eco-wool, just the thing to keep the wind off your head. This is also the place to find the Cabin Sock, the perfect antidote to chilly feet, and fingerless gloves. tannersvilleworks.com, 518-718-4050

The Shops at Emerson are tucked into a beautifully restored 19th-century dairy barn in Mt. Tremper, blending contemporary fashion with Catskills charm. You’ll find modern clothing, cashmere wraps, flannels, and fall outerwear alongside artisan jewelry and cozy accessories, and you can check out the world’s largest kaleidoscope while you’re there. emersonresort.com/the-shops, 845-688-5800

vintage & upcycled finds

Ball & ClawBall & Clawhudson-valley-fall-fashion-local-shops-21

Newberry Artisan Markethudson-valley-fall-fashion-local-shops-22

Kingston Consignmentshudson-valley-fall-fashion-local-shops-23

Red Owl Collectivehudson-valley-fall-fashion-local-shops-24

Newberry Artisan Market, housed in the historic J.J. Newberry Co. building in Saugerties, is a 10,000-square-foot market featuring over 35 local vendors, many of them offering fall fashion with an artisanal twist—handcrafted wool hats, reworked vintage denim jackets, and designer clothing sewn from reclaimed fabrics. newberryartisanmarket.com, 845-247-3002


Red Owl Collective is a sprawling emporium in Kingston’s midtown arts district that hosts over 85 vendors selling vintage and pre-loved fashion: upcycled flannels, jean jackets, cozy sweaters from decades past, and more. There’s a rich, delightful mix of retro mod, boho-chic, and timeless fall layers. redowlcollective.com, 845-481-4675


For more treasure hunting, stop into Kingston Consignments in Uptown Kingston, a multi-floor marketplace offering a rotating selection of vintage finds from numerous vendors. Nearby in Port Ewen, Ball & Claw features a carefully curated, ever-changing collection of vintage pieces in a beautifully restored 1920s building. And in Stone Ridge, MapleLawn presents a rotating choice of vintage collections. You just might discover unique additions to your fall wardrobe.

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