The 8 Best Boutique Hotels with Entertainment in Ulster County (2025)

Nestled in the artistic heart of Woodstock, NY, Hotel Dylan invites you to escape to a retreat where modern chic meets a nostalgic rock 'n' roll vibe. Each corner hums with creativity and warmth, from the inviting outdoor spaces to the artfully designed rooms, making it an intimate sanctuary for couples, adventurers, and wellness seekers alike.

Romantic Break - Experience an unforgettable getaway surrounded by lush mountains and vibrant art scenes that inspire romance at every turn. Whether savoring the soft glow of sunset by the pool or indulging in local delicacies at nearby cafes, every moment feels like a cherished memory waiting to unfold.

Total Relaxation - With thoughtfully curated spaces for unwinding, Hotel Dylan envelops you in tranquility. Lounge by the seasonal outdoor swimming pool or immerse yourself in the soothing vibe of your room, featuring elegant decor and playful touches that evoke a sense of home amid luxury.

Local Exploring - Delve into the spirit of Woodstock as you stroll through its bustling markets and historic streets. From music venues echoing with the sounds of the past to nature trails inviting exploration, the area is rich with experiences that capture the essence of this legendary town.

Guest Experiences - Upon entering their room, guests were greeted not only by pristine surroundings but also the delightful surprise of a record player spinning classic albums. The charm of s'mores kits provided by the hotel added a sweet, nostalgic touch to evening gatherings, evoking laughter and the comforting aroma of toasted marshmallows wafting through the air.

Nestled in the heart of Hudson, Wm. Farmer and Sons envelops you in a chic and romantic ambiance, where modern elegance meets rustic charm. From the moment you step inside, the subtle scent of freshly brewed coffee mingles with the cozy warmth of gas fireplaces, inviting you to unwind and indulge in a peaceful retreat away from the bustling world outside.

Romantic Break - Experience an enchanting escape with beautifully designed rooms that boast sumptuous bedding and soft lighting, perfect for intimate evenings and cozy cuddles.

Cultural Explorers - Immerse yourself in local culture as you wander through charming streets lined with unique boutiques, art galleries, and historic sites, all just a stone's throw away from your luxurious hideaway.

Spa & Relaxation Lovers - Indulge in well-deserved relaxation as you soak in the deep bathtubs, wrap yourself in plush robes, and surrender to the soothing atmosphere of this boutique sanctuary.

Guest Experiences - After a long day of exploring, guests have cherished the delightful service from staff like Minnie, whose thoughtful gestures—like recommending dog-friendly dining options—transform a simple stay into a memorable adventure filled with genuine care.

Nestled in the enchanting embrace of the Catskill Mountain Region, The Roxbury invites you to escape the ordinary and indulge in a delightful fusion of whimsy and elegance. Each uniquely themed room transforms your stay into an immersive experience, where vibrant decor meets the tranquility of nature, creating a romantic getaway that feels both intimate and luxurious.

Spa Retreat - Unwind in our dual spas, where the air is infused with calming scents and the soothing sounds of bubbling waters invite total relaxation. Whether soaking in the hot tub or enjoying a rejuvenating steam session, this sanctuary offers a perfect balance of serenity and bliss.

Adventure Awaits - Surrounded by breathtaking landscapes, The Roxbury serves as a gateway to exhilarating adventures across all seasons—be it skiing down fresh slopes or hiking along lush trails. The crisp mountain air energizes while whispers of rustling leaves promise explorations just waiting to be discovered.

Charming Accommodations - Each room tells its own story, adorned with remarkable artworks and quirky touches that spark joy and curiosity at every turn. From the plush bedding that cradles you into a restful sleep to the delightful details that surprise during your stay, guests often find themselves enchanted by the playful yet sophisticated atmosphere.

Guest Experiences - One guest recounted the charming moment they stumbled upon cozy blankets thoughtfully placed near the spa, beckoning them to snuggle up after a soak. Another noted the captivating sound of laughter echoing from fellow visitors celebrating New Year’s Eve, creating a warm sense of community amid the mountain backdrop.

Nestled in the heart of historic Goshen, the Stagecoach Inn invites you to immerse yourself in an enchanting blend of modern luxury and timeless charm. With its elegant decor and intimate atmosphere, each moment spent here feels like a retreat from the ordinary, where every detail is meticulously curated for your indulgence and relaxation.

Romantic Getaway - Whisk your beloved away to a sanctuary where candlelit dinners and enchanting evenings create timeless memories. The luxurious accommodations and soft, plush bedding beckon for cozy nights wrapped in each other's arms.

Culinary Delight - Savor a culinary journey as you indulge in a breakfast that tempts with the aroma of freshly brewed coffee and warm pastries, perfectly elevating your mornings. Satisfy your palate at dinner, where locally sourced ingredients transform into exquisite dishes served with attentive grace.

Historic Charm - Step back in time within the walls of this charming inn, where each room whispers tales of the past, adorned with unique artworks and design elements that reflect the rich heritage of the area. Delight in hand-crafted details that breathe life into the rustic elegance that surrounds you.

Guest Experiences - As you sip your morning brew, the gentle hum of conversation fills the air, punctuated by the warmth of the sun filtering through the windows, enticing you to linger just a bit longer. Guests have marveled at how the delightful staff, including the ever-attentive Beverly, make you feel as though you've arrived not just at a hotel but at a friend's welcoming home.

Nestled within the tranquil embrace of the Catskills, YO1 Longevity & Health Resorts is a sanctuary where nature and luxury converge. With 1,300 acres of serene lakes and lush pine forests, this upscale resort invites couples and wellness seekers alike to rejuvenate in an atmosphere of refined elegance and heartfelt hospitality.

Spa Retreats - Indulge in an exquisite array of holistic therapies at our on-site spa, where the soothing aromas of essential oils mingle with soft melodies, enhancing every treatment designed to harmonize your body and spirit.

Intimate Dining - Savor each bite at our organic restaurant, where farm-fresh ingredients transform into culinary masterpieces; from the warmth of roasted vegetables to the delicate scent of herbs, every meal becomes a delightful exploration of flavors.

Nature Immersion - Reconnect with the great outdoors as you wander along scenic trails, breathing in the crisp mountain air while the gentle rustle of leaves and the distant call of birds create a symphony of tranquility around you.

Guest Experiences - Many guests have shared how they relished the peaceful mornings, waking up to the soft glow of sunrise filtering through the trees, cherishing the absence of televisions, which allowed for restful nights filled only with the sounds of nature.

Nestled in the picturesque landscapes of Suffern, NY, the Crowne Plaza Suffern-Mahwah by IHG offers a sanctuary for those seeking both romance and modern luxury. With an inviting atmosphere that marries comfort with sophistication, this hotel is the perfect backdrop for couples looking to escape into tranquility or business travelers needing a serene retreat after a day of conquering city demands.

Romantic Getaway - Intimate nooks and a charming ambiance create an enchanting setting where couples can savor each moment together, whether enjoying a candlelit dinner at the Flagstone Restaurant or unwinding with a nightcap in the cozy Koi Lounge.

Outstanding Location - Conveniently located just a stone's throw from downtown Suffern and the famed Woodbury Common Premium Outlets, adventure seekers will find themselves perfectly positioned to explore local sights while also reveling in the serene surroundings of nature.

Spa & Relaxation Lovers - Indulge in sheer relaxation as you unwind in elegantly appointed rooms, featuring plush furnishings and tranquil views, providing a much-needed respite after a hectic day. The soothing sound of silence envelops you, broken only by the distant echo of laughter from fellow guests finding joy in their shared experiences.

Guest Experiences - As you enter the grand lobby, the rich aroma of freshly brewed coffee greets you, inviting you to start your day with a delightful breakfast. Guests often share the thrill of early check-ins, feeling welcomed by attentive staff who ensure every detail is attended to, from immaculate rooms to ample parking space, lending an effortless ease to their stay.

Nestled in the heart of Albany, The Argus Hotel & Cocktail Lounge invites guests to experience a harmonious blend of historic charm and modern luxury. With its warm ambiance and stylishly appointed interiors, this boutique hotel serves as an intimate retreat, perfect for couples seeking romance or solo travelers yearning for personal rejuvenation.

Romantic Break - Indulge in quiet moments amidst elegant surroundings, where each room encapsulates a sense of serenity, allowing lovebirds to unwind and connect while gazing out at the charming city views.

Cultural Explorers - Immerse yourself in Albany's rich history, with cultural landmarks just a stone’s throw away; from the ornate New York State Capitol to the dynamic performances at The Egg Center, adventure awaits around every corner.

Total Relaxation - Revel in the tranquil garden setting or sip crafted cocktails in the lounge, where the soft murmur of conversation blends seamlessly with the clinking of glasses, creating an inviting atmosphere to relax after a day of exploration.

Guest Experiences - As you step into the lobby, the friendly warmth of Jess, the receptionist, instantly envelops you. Her enthusiasm is contagious, making you feel less like a guest and more like an old friend returning home. And as you sink into the plush bed, the comforting scent of fresh linens fills the air, promising a restful night ahead.

Nestled in the heart of picturesque Nyack, Hotel Nyack, a JdV by Hyatt Hotel, offers an enchanting escape where modern luxury intertwines with intimate charm. With its chic decor and warm ambiance, this boutique haven provides an idyllic backdrop for couples seeking romance or travelers yearning for a rejuvenating retreat, all just moments from the scenic Hudson River.

Romantic Break - Immerse yourself in a serene atmosphere, complete with beautifully designed rooms that whisper elegance, perfect for cozy evenings spent unwinding together after a day of exploration.

Spa & Relaxation Lovers - Indulge in total relaxation at the seasonal outdoor pool or unwind in the inviting hot tub, where the gentle sounds of nature envelop you, creating a tranquil oasis for both body and soul.

Foodies - Savor delightful culinary creations at the on-site restaurant, where the aroma of freshly prepared dishes mingles with the essence of homemade granola bars and refreshing cucumber-infused water, offering a truly delectable start to your day.

Guest Experiences - One guest fondly recalled the moment they sank into their stylish room, where the soft textures of the plush bedding embraced them after a long day. They were pleasantly surprised by the attentive staff who offered friendly smiles alongside quirky touches like complimentary electric car charging and light breakfast snacks that left them wanting more.