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Unlock the Secrets of Upstate: Your Guide to Hidden Getaway Gems

Welcome to the ultimate Upstate Getaway Guide, where we peel back the layers of the well-trodden path to reveal the hidden jewels of Upstate New York. From cozy treehouses nestled in the heart of the forest to quaint cottages with breathtaking lake views, this guide is your ticket to discovering the lesser-known stayplaces that promise unforgettable escapes. Whether you're a solo adventurer, a couple seeking a romantic retreat, or a family looking for a unique vacation, our curated selection of hidden gems will inspire your next journey into the beauty and tranquility of Upstate. Get ready to explore the unexplored and make memories that will last a lifetime.


 


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Dive into the tranquility of the Willow Treehouse, tucked away among the trees with a view of a swimmable pond, just 15 minutes from Woodstock. This cozy retreat is perfect for those looking to disconnect and immerse themselves in nature. With no WiFi or cell service, it's your chance to enjoy true peace and quiet.


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Designed for comfort, the treehouse has everything you need for a relaxing stay. Cook up a storm, get lost in a book, or simply soak in the views from the comfort of your couch. Remember, the loft is ladder-accessible and the journey to the treehouse encourages light packing, adding to the charm of your escape.


Share a dip in the pond with the main house or heat up the hot tub with firewood for an evening under the stars. The Willow Treehouse, a passion project by Antony Gibbon and William Johnson, sits on a 34-acre property, offering a blend of privacy and shared experiences.



Ideal for couples or solo adventurers, the Willow Treehouse is more than a place to stay—it's an experience. Reconnect with nature, enjoy the simplicity of life, and make unforgettable memories in this unique woodland retreat near Woodstock. Ready for an adventure? @Treehousewillow awaits.


 

Spend all the Seasons at Catskill Seasons Inn


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Starting originally in the 1950s, the Catskill Seasons Inn has been a cherished part of the Phoenicia area for decades. As the region has flourished and transformed over the last ten years, we've honed our focus on providing a cozy, affordable retreat for those eager to immerse themselves in nature, watch the snow gently fall, hit the slopes at any of the four local ski mountains, or unwind with a refreshing local beer by the fireplace.


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This year, we're excited to announce a new addition to our inn: the expanded Game Room. Now featuring a pool table, vintage video games, pinball machines, and a selection of your favorite board and card games, it's the perfect place to relax and have fun after a day of adventure.

What truly sets us apart is our friendly local team. With roots in New York City but raised in the mountains, our team embodies a welcoming spirit, a passion for guest care, and a casual, unpretentious attitude. We're not just the staff; we're the chefs, housekeepers, maintenance crew, groundskeepers, and bartenders, all rolled into one hardworking, dedicated team.


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Our accommodations are versatile, catering to various needs and preferences. For friends looking to gather, our 3-bedroom, 2-bathroom chalet apartment offers the space you need with the convenience of country inn amenities. Romantic getaways are elevated with our jacuzzi suites, complete with a wood-burning fireplace. Families hitting the slopes will appreciate our 2-queen bed rooms with kitchenettes, and couples seeking a quiet mountain escape can find solace in our cozy rooms for two.


Unwind at our bar with our signature nachos and a local beer, or cozy up by the fireplace with a game of Uno. For those who love to explore, our 60 acres of wooded trails await your hiking boots.


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Located just minutes from Belleayre Mountain, Hunter, Plattekill, and Windham Mountain, we're also conveniently close to local favorites like the Phoenicia Diner, West Kill Brewery, and Bread Alone Bakery.

Our repeat guests enjoy a 10% discount when booking directly through www.catskillseasonsinn.com, a token of our appreciation for your loyalty.

Looking ahead to warmer days, envision yourself by our outdoor firepit or taking a dip in the inground pool, all while breathing in the rejuvenating mountain air...


THIS SUMMER! Join us at @Catskillseasonsinn for an unforgettable escape into the heart of nature.


 


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Cupcake Cottage, a charmingly renovated 1838 barn outside Roxbury, NY, has quickly become a favorite escape, even earning a spot on Travel and Leisure Magazine's ‘Best of’ list. This delightful haven combines historical allure with modern comforts, creating the perfect backdrop for a serene getaway.


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The cottage welcomes you with bright, sunlit spaces where the living, dining, and kitchen areas merge into one harmonious flow. Upstairs, an open bedroom awaits alongside a cozy spot perfect for reading or napping, complete with a TV for lazy afternoons. The entire home is a testament to thoughtful design, inviting guests to relax and recharge.


Adventure seekers will love the proximity to Belleayre and Plattekille Mountain slopes for skiing, or snowshoeing on adjacent state land. Prefer to stay in? A wood stove, a collection of vinyl records, and a kitchen that’s a cook’s dream make for a perfect indoor day. Plus, the old claw-footed tub is ideal for a leisurely soak.



Though the cottage offers a sense of seclusion, it's conveniently close to dining, shopping, and coffee in Margarettville and Roxbury. The view from every window is a tranquil scene of trees and valleys, ensuring peace and privacy.


The property doesn't just stop at the cottage door. A vegetable garden awaits guests from spring to fall, surrounded by flower beds and nature. For relaxation, a hammock and fire pit in the lower meadow offer the perfect end to a day of exploring golf courses, hiking trails, or canoeing spots nearby.



Cupcake Cottage represents the essence of a perfect weekend retreat—where the allure of staying put might just outweigh the call of nearby attractions. It’s a place where modern conveniences meet 1830’s charm, offering a unique stay that’s as enriching as it is relaxing.

For those in search of a peaceful break, Cupcake Cottage in Roxbury, NY, is more than a destination. It’s a retreat into a simpler, more magical way of life, promising memorable moments and a break from the everyday.


 


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Looking for a quirky, cozy getaway that combines boho vibes with all the modern comforts

you could dream of? Look no further than this charming Catskills retreat, perfect for couples or solo adventurers craving a unique escape. The star of the show is the sleek Malm 360 wood-burning stove, offering warmth and a cozy glow from anywhere in the room.



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Dive into relaxation in a spa-like bathroom, or become a culinary wizard in the kitchen, decked out with every gadget imaginable. From waffle makers to lobster pots, and French presses to electric fondue pots, your foodie fantasies will come to life here. And let's not forget the high-quality sound system that pairs perfectly with the stunning architectural ceiling, setting the mood for your ultimate chill playlist.


But that's not all! This retreat is a treasure trove of entertainment, boasting a diverse library, sketchbooks for the artistically inclined, and a plethora of games ranging from classic board games to unique card games. Movie night is sorted with a TV, Apple TV, and DVD player on hand, not to mention an abundance of throw blankets for those cozy reading or binge-watching sessions.



For the wellness warriors, start your day with yoga mats, blocks, and a blanket for a serene session amidst the trees. Winter enthusiasts will love the disc sled and cozy sleeping bags for exploring the snowy landscape in comfort. And when the day winds down, the back deck and backyard fire pit offer the perfect spots for soaking in the natural beauty of the Catskills.


This exceptional getaway is more than just a place to stay—it's an experience, blending whimsical charm with the comforts of modern living. So pack your bags and head to the Catskills for an unforgettable retreat where bohemian flair meets modern luxury in the most delightful way! Start your next adventure @roxburyyurt


 



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Welcome to the Black A-frame, a cabin so cool it snagged the title of "Coolest A-frame in NY" by the New York Post in 2020! Tucked away on a private road in the heart of the Catskills in Kerhonkson, NY, this 1961 cabin is the ultimate retreat for anyone looking to blend rustic charm with modern comforts.




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Step inside, and you're greeted by an open dining room that pays homage to the cabin's original wood ceilings and beams, creating an atmosphere that's both inviting and steeped in history. The renovated chef's kitchen is a dream come true for culinary enthusiasts, equipped with everything you need to whip up a delicious home-cooked meal. With two cozy bedrooms and two baths, this cabin comfortably welcomes guests into its warm embrace, offering a cozy, open floor plan that's perfect for relaxing and making memories.


But the magic doesn't stop at the doorstep. Venture outside to discover a world of outdoor delights designed to make the most of the Catskills' breathtaking beauty. Gather around the fire pit for evenings filled with laughter and storytelling, or cook up a feast on the large steel drum BBQ grill. The extra-long picnic table and screened-in gazebo offer the perfect spots for al fresco dining or simply enjoying the serene surroundings.


Nestled among two acres of deeply wooded Catskill forests, the Black A-frame boasts a small spring-fed pond and endless wooded views from the backyard, inviting guests to soak in the tranquility and magic of the area. Whether you're exploring the forest, lounging by the pond, or enjoying the comforts of this off-the-grid solar-powered retreat, the Black A-frame offers a unique blend of seclusion and modern amenities.


From its cozy interiors to its expansive outdoor living spaces, the Black A-frame is more than just a place to stay—it's a destination. It's a chance to disconnect from the hustle and bustle of daily life and reconnect with nature, all while enjoying the comforts of a home away from home. Whether you're seeking a peaceful retreat to unwind and rejuvenate or a basecamp for your Catskills adventures, the Black A-frame offers the perfect blend of charm, comfort, and natural beauty.



So, what are you waiting for? Pack your bags, gather your loved ones, and head to the Black A-frame in Kerhonkson, NY, for an unforgettable escape in the heart of the Catskills. Follow the adventure @ablackaframe and discover why this cabin is the coolest A-frame in NY!


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