Renters Beware: Why I Regret Moving to 282 Tinker Street in Woodstock

This story serves as a warning about choosing the wrong place to live – or, perhaps more specifically – the wrong person to rent from in Woodstock NY. To be very clear: I had a terrible experience paying $3,600 (then $3,900) per month to rent the small cabin at 282 Tinker Street in Woodstock NY from Amy Stevens Thorpe.

Although Woodstock and Ulster County have much to offer, my seven-month experience at 282 Tinker Street, renting from Amy was stressful, overpriced, and hostile. I eventually found a better place that was larger, nicer, and more nestled in nature, costing $3,800 per month —significantly less than the $7,000 per month Amy demanded for July and August 2024 (almost doubling my $3,900 over priced rent prior; the cabin is tiny).

During my brief stay, Amy frequently dropped in with only a day's notice, ostensibly to set pest traps (ironically, she withheld nearly $700 from my security deposit for mouse droppings found after my short stay, which is legally her responsibility). She also came by to fix a chandelier that didn’t work for the first three months and for other questionable reasons. From my fourth day there, when she demanded an immediate in-person meeting, Amy made me feel unwelcome and on edge. When I finally moved to a better, more affordable place, she withheld $3,472 from my security deposit (see her itemized list below). I hope my experience helps future tenants make a more informed decision.

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As a bonus, at the bottom of this account are my recommendations for the local spots (art, shops, restaurants, coffee shops and more that I will continue to add to).

To find a better place to stay (for 1 month or 12) I highly, highly recommend ListingsProject.com – I have found 2 other places since my uncomfortable experience living at Amy Steven’s cabin at 282 Tinker Street in Woodstock. ListingsProject drop new listings every Wednesday, tend to be down to earth, artistic people renting unusual spaces, and is an extremely active community / marketplace that I have used for years.

2023: A Year of Hard Lessons

2023 was one of the most challenging years of my life. Family deaths, business turmoil, and personal setbacks all converged. Amidst this chaos, I sought refuge in Woodstock, NY, hoping to find solace and simplicity away from the city’s relentless pace. Instead, 282 Tinker Street promised tranquility but delivered something quite different.

Meeting Amy Stevens: The Listless Landlord

When I met Amy Stevens in Bryant Park to "interview" for her cabin, I was upfront about my desire for a peaceful escape. Despite my earnest intentions, Amy’s application process felt more Manhattan than Woodstock. Even after a face-to-face meeting and a thorough application process, she hesitated to move forward until I offered to pay three months' rent upfront.

Amy represents the recent swell of New York City types that have infiltrated Woodstock and the surrounding towns. For claiming to live in Manhattan for her work at Page Penguin, she was decidedly at large during my stay in Woodstock.

Her cabin appears picturesque and quaint, but the breathless design mirrors Amy’s own constitution: She is unyielding, fastidious, and without empathy or a shred of neighborly decorum. While Woodstock would appear to stand for a gentler pace, giving more than you take and taking life a little slower, Amy stands in stark contrast. She is pushy and squeezes every possible dollar out of her tenants—from upping the cost of the rental (from $3,600 per month to $3,900 per month to $7,000 per month for July and August) to withholding my security deposit.

The Unyielding Lease and Initial Frictions

Initially, Amy sought a 12-month lease at $3,600 per month. We settled on a six-month lease with an option to renew. Despite having paid 2.5 months' rent and a full month’s security deposit upfront, Amy demanded the remaining $1,800 immediately. Three days into my stay, she visited the cabin, sat me down, and with an intense stare, asked if "we were going to have a problem." I borrowed money from a friend to keep the peace, but her aggressive approach set a troubling tone.

Unforeseen Expenses and Aggressive Oversight

Living at the cabin came with unexpected costs. The “fully furnished” listing lacked essentials like linens (read: no pillows, blankets, or sheets). I spent the first night sleeping on/in my clothes.

Utility costs were exorbitant, with 100-gallon propane tanks needing refills every six weeks at $500-$600 each, plus electric bills ranging from $70-$120. Amy’s frequent, unannounced visits often led to harsh emails and texts about minor issues, adding stress to an already difficult living situation.

The Lease Extension and Escalating Costs

Seeking an extension, Amy insisted on a walkthrough and approved it but increased the rent to $3,900 for two months and $7,000 for July and August. This hike was unjustifiable and far beyond my budget. Finding a new place in New Paltz, with more space and a kinder landlord, highlighted how unreasonable Amy’s demands were.

Amy delayed responses and made unreasonable demands about marketing the listing and cleaning for showings, further complicating my move. Her approach was so shocking that I finally snapped, telling her that her behavior was likely part of the reason for any difficulties in filling the space.

Security Deposit Nightmare: $128.05 Back from $3,600

Despite my six-month lease, Amy Stevens demanded a security deposit equivalent to one full month's rent ($3,600). Upon vacating the cabin, I was appalled to receive only $128.05 of my deposit back. The itemized list of deductions was egregious and lacked justification.

Charges included $340 for a house cleaning service supposedly for mouse droppings in every room. Amy handled pest control during my stay, sealing entry points herself, making this charge unjustifiable. Additionally, $323 was deducted for Pestmaster extermination services and traps, which should have been her responsibility as the landlord to maintain a habitable environment.

Other excessive charges included $220 for upholstery cleaning, despite my personal efforts to maintain cleanliness, and $300 for unremovable extensive stains on the upstairs mattress, a room I did not use for the last three months of my tenancy. These deductions, along with minor charges for missing items like a mattress pad and a Roku remote, reflect a blatant overreach and an attempt to unfairly withhold my deposit.

Amy's Itemized List of Security Deposit Withholdings (with no receipts or proof)

Amy’s Itemized Security Deposit Withholdings w/o receipts or photographic evidence.

A Cautionary Tale for Prospective Tenants

Living at 282 Tinker Street under Amy Stevens was fraught with hidden costs, aggressive oversight, and unreasonable demands. Her meticulous and often hostile approach to tenancy made what should have been a peaceful retreat into a stressful ordeal.

If you’re considering renting from Amy Stevens, think twice. The hidden costs, constant oversight, and unreasonable demands can turn what should be a tranquil retreat into a stressful nightmare. Learn from my experience and find a place where you can truly relax and enjoy the beauty of Woodstock.


Insider Tips for Woodstock Visitors

Though I prefer nearby towns like Kingston, Roscoe, New Paltz etc that do not have the brand name, Woodstock isn’t all bad.

Imagine a place where the spirit of the 1960s coexists harmoniously with the modern sensibilities of Brooklyn's hipster elite. Woodstock, NY, is this captivating intersection—a town where old-school hippie ethos melds seamlessly with contemporary creativity. It's a place where tie-dye shirts and artisanal cold brews coexist, creating a rich, brackish mix of nostalgia and innovation.

Despite the influx of urban refugees seeking sanctuary from the pandemic's chaos, Woodstock has retained its unique charm. Its streets are lined with independent shops, cozy cafes, and music venues that echo the town's storied past while embracing the present. The natural beauty of the Catskills forms a stunning backdrop, offering serene landscapes that invite exploration and reflection. Here, you'll find a community that values authenticity, artistic expression, and a deep connection to nature—a true testament to Woodstock's enduring allure.

Places To Stay

The Herwood Inn

  • Theme: Each room is dedicated to iconic female musicians.

  • Features: Kitchenette, king bed, clawfoot tub, living room, private balcony, cedar hot tub, communal area with snacks and beverages.

Woodstock Way

  • Theme: Music-inspired with cozy cabins and modern suites.

  • Features: Patio with waterfall view, fire pit, lobby for breakfast and events.

Notable Airbnbs

  • Glasco Woodstock: Accommodates up to 16 guests with a koi pond view, large kitchen, hot tub, and multiple firepits.

  • Bearsville Cabin: Sleeps six in a charming 1970s log cabin.

  • Cooper Lake Outpost: Offers glamping and pool access.

Things to Do

Shopping

  • Three Turtle Doves: Upscale vintage and bohemian clothing. The owner and main staff member are both extremely kind, knowledgeable and became good friends over my time there.

  • Candlestock: The main (and only) “candle place” on the main drag. It’s a little touristy (and expensive) but I entered with a small appreciation of candles and always excited with an armful of artisan, local, wonderful candles and a smile from ear to ear.

  • Narnia: Off the beaten path. Sells vintage clothes and a massive collection of semi precious gems. The owner is extremely knowledgeable, has been in business 20 years from Williamsburg to Woodstock and was extremely kind, giving and a great conversationalist over my several visits.

  • Other Shops: Anatolia Rugs, The Golden Notebook, and the weekend flea market.

Outdoor Adventures

  • Overlook Mountain: A hike up Overlook Mountain offers a rewarding blend of history and breathtaking views. The moderately challenging trail takes you past the fascinating ruins of the Overlook Mountain House, a relic from the 19th century. At the summit, you'll find a fire tower that provides stunning 360-degree vistas of the Hudson River, the Catskills, and even parts of five states on clear days​​​​.

  • Huckleberry Point Trail: For those seeking solitude and equally stunning scenery, the Huckleberry Point Trail is a gem. This less crowded trail offers panoramic views of the surrounding wilderness, making it a peaceful alternative to more popular hikes​.

  • Circle W and Mama’s Boy: These spots are essential for fueling up before or after your outdoor adventures. Circle W in Palenville serves hearty soups and sandwiches, perfect for a pre-hike boost. Post-hike, Mama’s Boy in Tannersville offers mouthwatering burgers and milkshakes that are sure to satisfy.

Music and Art

  • Levon Helm Studios: Maybe the most quintessentially Woodstock item on this entire list. An iconic venue nestled in a barn setting, Levon Helm Studios is a must-visit for music lovers. They host concerts in a brilliantly designed barn-in-the-round where you can see the act from 360º sitting anywhere or standing in the rafters. Known for its intimate "Midnight Rambles," this studio attracts top-notch talent and offers an unforgettable live music experience​

  • The Colony: Another cornerstone of Woodstock's vibrant music scene, The Colony hosts an array of live performances in a cozy, welcoming environment. Its eclectic lineup and charming ambiance make it a favorite among locals and visitors alike​.

  • Opus 40: Created by artist Harvey Fite, Opus 40 is a mesmerizing outdoor sculpture park. The stone pathways and sculptures span 6.5 acres, offering a unique and immersive artistic experience just ten minutes from Woodstock.

  • Byrdcliffe Colony: One of the earliest utopian arts communities in America, Byrdcliffe Colony offers a rich cultural experience. The self-guided tour showcases stunning architecture and provides a glimpse into the colony's storied past and artistic heritage.

  • Center for Photography: Located on Main Street, the Center for Photography features free galleries and an artist residency program. This non-profit space is a hub for both emerging and established photographers, making it a vital part of Woodstock's art scene​

Best Restaurants

Breakfast & Coffee

  • Mud Club: Mud Club, run by the same owners as Early Terrible (the outdoor space surrounding the bar) serves up wood-fired bagels, pastries, and sandwiches. The vibe is laid-back and inviting, making it a great spot for breakfast or a casual snack​. It’s hip yet inviting with lots of little nooks to munch and sip solo or meet amazing new people.

  • Bread Alone: A beloved local staple, Bread Alone offers some of the best baked goods in town. Their iced lattes are particularly noteworthy, making this bakery a go-to spot for a caffeine fix and delicious treats​.

Lunch

  • Tinker Taco Lab: Tinker Taco Lab is a go-to lunch spot in Woodstock for those craving authentic, handmade tacos and tamales. Owned by Texas native James Jennings, this counter-service Mexican joint blends traditional taqueria flavors with modern culinary techniques. Enjoy a plate of barbacoa tacos on homemade tortillas at a picnic bench by the stream, and don’t miss their fabulous margaritas​.

  • Sharkie’s: Sharkie's is a cozy meatball shop known for its delicious, slow-cooked meatballs made from grass-fed beef and antibiotic-free pork, turkey, and chicken. Started by Mark Rosenberg in 2017, Sharkie’s offers a variety of meatball dishes, from sandwiches to bowls over spaghetti squash. The friendly atmosphere and innovative menu make it a must-visit for lunch​​​​.

Dinner

  • Silvia: Silvia offers an upscale dining experience with a focus on locally sourced ingredients. The restaurant boasts a stunning interior with outdoor seating under a vine-wrapped pergola, a teak-lined main dining room, and a cozy bar area. The open kitchen allows you to watch the culinary team at work, preparing dishes over an open fire​.

  • Cucina: Set in a restored farmhouse, Cucina serves contemporary Italian cuisine with a rustic charm. Known for its delicious pizzas and cozy ambiance, it’s a perfect spot for a romantic dinner or a gathering with friends. Make sure to try their wood-fired pizza, a favorite​ of Sarah and mine.

  • Good Night: Same owners as Silvia. Fantastic Asian-fusion (our friends from India and Malaysia were even impressed). The restaurant impresses with its stylish interior, featuring salmon-colored couches and a crisp, elevated feel.

Bars

  • Early Terrible: Easily the hippest spot in Woodstock. Owner Nicholas has created a magical world that feels like the epicenter of all Woodstock has to offer. My girlfriend and I went here 20 times and always left feeling inspired often having spoken to a few strangers with stranger-than-fiction stories, abilities or mysterious ways about them.

  • Station Bar & Curio: A more local feel. They have a pool table. A great outside vibe. And a cool, down to earth feeling crowd.

  • Tinker Street Tavern: Indoor/outdoor space with cocktails, food, and live music.

Woodstock, NY, is a charming blend of history, culture, and natural beauty. Whether you're exploring its vibrant music scene, hiking scenic trails, or enjoying its diverse culinary offerings, Woodstock promises a memorable and enriching experience for all.

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