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Dandies

In the heart of Windham, NY, Dandies stands as a testament to modern dining within a unique architectural setting—a glasshouse that marries contemporary elegance with rustic charm. Part of the Eastwind Hotel, a reimagined hospitality concept, this all-day eatery delivers an innovative culinary experience spearheaded by chef Daniel Cipriani. At Dandies, guests are treated to a comprehensive menu featuring dishes that range from robust breakfast offerings to mouth-watering BBQ classics.

The idyllic Catskills surround the space, providing a breathtaking backdrop to savor the intricacies of each meal. The restaurant’s approach to dining is relaxed yet precise, emphasizing the quality and freshness of ingredients sourced from local farms and producers. Every dish is an exploration of flavors and textures, ensuring that guests leave with not just a meal, but an experience.

Uniquely positioned among eateries in the Hudson Valley, Dandies distinguishes itself through its beverage program and inventive menu. Collaborations with local craft breweries, such as Evil Twin Brewing, have resulted in exclusive local beers like 'A Little Bit Fancy' pilsner. This synergy extends to the dessert menu, where playful offerings like gelato and beer floats make for a delightful end to any meal. The atmosphere encourages connection and conversation, made cozier by the central carousel fireplace and an inviting biergarten that comes alive with the changing seasons.

Beyond its dishes and drinks, Dandies serves as a community anchor, where the Eastwind spirit of innovation meets comfort. The blend of culinary artistry and inviting spaces makes it a favored spot for both local residents and travelers seeking a taste of the Catskills’ allure.

Parking: Ample parking available at the Eastwind Hotel
Vibe: Stylish, airy setting with communal and cozy seating options
What to try: BBQ plate, 'A Little Bit Fancy' pilsner, gelato and beer float
Who it's for: Families, foodies, and those seeking a unique dining experience
Hours note: Open daily; hours may vary seasonally

Open Today

Eastwind Windham

Located in the Catskill Mountains, Eastwind Windham is a boutique hotel that blends rustic charm with Scandinavian-inspired minimalism. Situated on 17 acres, it offers a mix of traditional hotel rooms, Lushna cabins, and suites, each designed to offer an upscale yet cozy ambiance. The property’s history as a 1920s bunkhouse adds character, making it a perfect spot for those seeking tranquility and natural beauty.

Eastwind stands out for its unique glamping experience with seven Lushna cabins and three Lushna suites that feature private decks and panoramic mountain views. This innovative lodging option combines the thrill of camping with the comforts of a high-end retreat, catering to guests who enjoy being close to nature without compromising on comfort. The hotel also welcomes pets, offering thoughtful amenities for four-legged visitors.

Central to its appeal is the Bunkhouse Lounge, a bar that provides craft cocktails and a cozy setting to unwind after a day of exploring. For culinary delights, Dandies, the on-site restaurant, captures the essence of regional flavors with a menu focused on comfort food and custom brews, making it a community gathering spot as well as a dining destination.

Eastwind Windham's sister locations reflect its commitment to unique lodging experiences in picturesque settings. Eastwind Oliverea Valley offers expansive views and similar luxurious accommodations, while Eastwind Lake Placid invites guests to explore the serene beauty of New York’s Adirondacks with its equally stylish design and settings.

Parking: On-site parking available
Vibe: Relaxed atmosphere with a blend of modern and vintage design elements
What to try: Lushna cabins for a glamping experience
Who it's for: Nature lovers, pet owners, couples, and solo travelers
Hours note: Bar operates from 5-10 daily

Open Today

Gardenheir Windham

Gardenheir Windham is more than a garden shop; it's a reflection of horticulture's intersection with design and lifestyle, nestled in the charming Catskills town of Windham, NY. This unique destination grew from a passion project of founders Alan Calpe and Christopher Crawford, who transitioned from city life to the serene beauty of upstate New York. Their second location – Gardenheir at Wildflower Farms – cements their growing influence in the region. What began as an interest in gardening has flourished into a bustling business, combining their love for the outdoors with an eye for quality and style.

Located in a modest shopping center away from the ski-focused attractions of Windham, Gardenheir stands out with its sunny ambiance and curated selection of goods. The store is renowned for its Italian-made garden clogs and chic garden smocks, which have gained popularity among gardeners and urban fashion enthusiasts. Alongside these attire staples, Gardenheir offers a variety of durable garden tools, including collaborations with iconic brands like Sneeboer and Haws. Each tool, like their copper hand tools crafted with precision, speaks to the careful selection process that defines the store.

The store's inventory extends beyond the garden, featuring an array of household items and an exclusive apothecary line that includes artisanal skincare and fragrances. Visitors can find everything from birding supplies to heirloom objects, each piece chosen for its ability to infuse everyday moments with style and utility. The spirited dialogue between customers and knowledgeable staff illustrates the community atmosphere, making each visit an opportunity for learning and inspiration.

Parking: Free parking available on site
Vibe: Bright and bustling, filled with creative energy
What to try: Signature Italian garden clogs and sleek garden smocks
Who it's for: Gardening enthusiasts, design lovers, and curious shoppers
Hours note: Check their website for the latest opening times and seasonal offerings

Hayfield Catskills

Nestled in a breathtaking valley framed by the Catskill Mountains, Hayfield Catskills is a wedding venue where natural beauty and timeless craftsmanship meet. Two centuries-old barns, lovingly restored to preserve their hand-hewn beams, tin roofs, and century-old magic, sit at the heart of this extraordinary property. As sunlight filters through the rafters and fireflies emerge after twilight, Hayfield feels both enchanted and deeply grounded. With panoramic mountain views, candy-colored sunsets, and nights illuminated by the Milky Way, it’s a setting that feels as if it were designed for love stories to unfold.

Each barn at Hayfield seamlessly blends rustic character with modern refinement. Thoughtfully appointed with pristine hardwood floors, antique hand-blown-glass lighting, new bathrooms, and full amenities, the space can host intimate gatherings or elegant formal affairs. Outdoor ceremonies take place on the grassy knoll with sweeping views of the valley, while receptions transition into the barns for dining and dancing beneath soaring 35-foot ceilings. Handcrafted wooden tables and benches built locally using traditional joinery bring a sense of artistry and authenticity to every celebration, while vintage furnishings and a century-old bar complete the venue’s one-of-a-kind atmosphere.

What truly sets Hayfield apart, however, is its intimate approach. Hosting only a dozen events each season from May through October, the team provides personalized support throughout the planning journey, from curating vendor recommendations to coordinating design details. Surrounded by the charming towns of Hunter, Windham, and Tannersville, with chic inns, boutique hotels, and endless adventures nearby, Hayfield offers couples and their guests a full Catskills experience: refined, romantic, and impossibly memorable.

Parking: Ample onsite parking available
Vibe: Rustic elegance with panoramic mountain views
Highlights: Restored 19th-century barns, exclusive seasonal events
Who it's for: Couples seeking a bespoke, intimate wedding experience
Hours note: Hosting events May through October, offering personalized planning support

Photography by: O’Malley Photographers and others

Open Today

Matilda

Matilda is a culinary love letter to the Catskills – an elegant yet grounded restaurant where fine dining meets the region’s natural abundance. Led by acclaimed New York chefs Jeremiah Stone and Fabián von Hauske Valtierra of Wildair and Bar Contra, Matilda captures the raw beauty of its mountain surroundings through food that’s both comforting and quietly daring. Set within The Henson, a lovingly restored 16-room inn, the restaurant extends the hotel’s philosophy of thoughtful hospitality—where every detail, from design to dining, reflects a deep appreciation for place. Golden light filters through garden windows, soft fabric lamps glow beside a limewashed fireplace, and guests linger in a space that feels both contemporary and timeless.

The menu celebrates the Catskills’ rhythm and seasonality, drawing ingredients from a close-knit network of local farmers, foragers, and producers. Dishes like steelhead trout with nori purée and sea beans, slow-grilled chicken with tomato béarnaise, and the playful potato and strawberry mousse reflect both the chefs’ city-honed precision and their reverence for the land. Each plate is designed to surprise and delight in equal measure – “comforting and challenging,” as co-owner Ely Franko describes it. The beverage program mirrors this sensibility, with a 40-bottle wine list spanning the old and new worlds, alongside refined cocktails such as the Iron Goddess and Grannies on Acid crafted in collaboration with Dave Arnold.

Ultimately, Matilda is more than a restaurant, it’s a celebration of connection. Between the people who grow the food and those who prepare it, between travelers and locals who gather at its tables, and between the timelessness of the mountains and the creativity of those who call them home. Whether you come for a date night, a lingering dinner with friends, or cocktails on the sunlit porch overlooking the garden, Matilda invites you to savor the moment and rediscover what dining in the Catskills can be.

Open Today

The Henson

Nestled in the heart of the Catskills, The Henson is a lovingly restored 19th-century inn that embodies the spirit of this storied landscape—unassuming, beautiful, and deeply human. Once a humble boarding house, the inn has been reborn as a refined yet approachable retreat, blending history with a sense of modern serenity. Each of its sixteen rooms is designed for comfort and calm, with warm light, natural textures, and thoughtful touches—from Casper mattresses and Frette towels to rainfall showers and Grown Alchemist amenities. Whether it’s a morning spent watching the mist rise over the mountains, an afternoon curled up by the fire, or a long evening under the stars, every moment at The Henson invites guests to slow down and feel at home.

Winner, Condé Nast Traveler Hot List - The Best New Hotel Openings In The World and Esquire Magazine - The Best New Hotels In The World

Beyond its doors, The Henson offers a world of discovery and delight. The gardens are a living expression of the Catskills’ abundance, with native wildflowers, herbs, and edibles that evolve through the seasons. The living room and library welcome quiet reflection and convivial conversation alike, while the rooftop and wellness room offer views, stillness, and renewal. Events here take on a sense of timeless intimacy—whether a wedding framed by mountain vistas, a family celebration in the private dining room, or a weekend spent reconnecting with friends in a space that feels entirely your own.

“I felt I saw something new and beautiful everywhere I turned at the Henson...It's a beautiful landing pad for everything the Catskills has to offer.” – Architectural Digest

At the heart of The Henson’s culinary experience is Matilda, the on-site restaurant led by acclaimed chefs Jeremiah Stone and Fabián von Hauske Valtierra of New York’s Bar Contra and Wildair. Their menu celebrates the region’s bounty with sincerity and imagination, pairing vibrant local ingredients with a sense of place and purpose. It’s an invitation to gather, to share, and to marvel at the beauty of good food and good company. More than a stay, The Henson is a state of mind—rooted in the landscape, shaped by its history, and alive with the warmth of those who come seeking something real.

Open Today

Windham Mountain Club

Windham Mountain Club in Windham, NY, is a premier four-season destination offering world-class skiing and year-round outdoor adventures. With 54 trails across 285 skiable acres and high-speed lifts, the resort provides an exceptional winter sports experience for all skill levels. Beyond skiing and snowboarding, guests can enjoy snowshoeing, tubing, and apre-ski relaxation in the resort's upscale dining and lounge areas.

Accommodations at Windham Mountain Club feature luxury ski-in, ski-out condos with stunning mountain views, private gyms, heated pools, and hot tubs. Dining options range from the Italian-inspired Cin Cin! to the slopeside Sushi Bar Okami and the elevated Foodhall, offering locally sourced cuisine. In the warmer months, the resort transforms into a hub for mountain biking, hiking, and golf at Windham Country Club, making it a perfect year-round retreat in the heart of the Catskills.

Open Today

Wylder Hotel Windham

Wylder Windham brings a fresh spirit to one of the Catskills’ most storied destinations. Set on 20 acres along the Batavia Kill River, the resort blends 140 years of history with a modern, family-friendly vibe that feels instantly nostalgic. Seven restored lodges—ranging from Victorian gems to more contemporary retreats—offer a mix of suites, lofts, streamside rooms, and mountain-view hideaways, each outfitted with warm wood floors, custom furnishings, and breezy balconies that open to the sights and sounds of Windham Mountain. For groups, the four-bedroom Farmhouse delivers the full “upstate gathering” fantasy, complete with a big kitchen, roomy common spaces, and the convenience of housekeeping and priority reservations at Babblers.

The experience here is very much about stepping into the rhythm of the Catskills. Days might start with coffee and a slice of Babblers Bakery’s legendary strawberry rhubarb pie, followed by creekside lounging in a hammock, a wood-fired sauna session, or a round of pickleball. The river practically invites tubing, while the nearby trails and Windham Mountain keep outdoor lovers busy year-round. Evenings bring fire pits, stargazing, and the easy camaraderie that comes from a place designed for both relaxation and a bit of adventure.

What sets Wylder Windham apart is how effortlessly it bridges past and present. Once known as the Thompson House Resort—a local legend for nearly 140 years—the property has been thoughtfully reimagined without losing its soul. It still feels like summer camp for grownups, just with better cocktails, a heated pool, and a vintage Land Rover ready to shuttle you into town or up to the slopes. Whether you're escaping for a cozy winter weekend or stretching out summer by the creek, Wylder captures the timeless charm of the Catskills for a new generation of explorers.

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