Berkshires Apartment at the Stephentown Hotel

Welcome to the Stephentown Hotel! This is the Studio Apartment, Apt. # 2. Has a private entrance with parking right outside. Private deck with Adirondack chairs.

We are located minutes away from Jiminy Peak Ski Resort in the world famous Berkshire Mountains and the Taconic Mountains! Right on the NY / MASS border in beautiful Stephentown. Surrounded by nature and serenity. Every stay includes water bottles, granola bars, oatmeal packets, coffee and tea!

Brand new everything! Full kitchen, King sized bed, Queen pullout couch in addition to a sofa sleeper in the living room. Bathroom has a beautiful tiled shower. Culligan water treatment filtered throughout the house. 5G Wi-Fi throughout the apartment.

Two arcade games: X-Men & NFL Blitz!

We have two outdoor amenity spaces. They feature two fire pits, BBQs, Adirondack chairs, picnic tables, cornhole and misc backyard games. We include firewood and fire starter in every apartment. The two outdoor spaces are shared between the four apartments.

**All reservations from May 1st to November 1st include a S'mores goodie bag! Sticks, marshmallows, graham crackers and chocolate! **

Every stay includes water bottles, granola bars, oatmeal packets, popcorn, coffee and tea. The kitchen is fully stocked with all utensils and cooking equipment!

Some history on the property! The building is the historic Stephentown Hotel, built in the 1860s as a railroad hotel to serve the increased traffic brought by the railroad from 1869 to 1952. The Hotel is the last remaining of four of the original railroad hotels in town. The Stephentown Hotel is a historical gem! Building was featured in "Taking Back Woodstock" film in 2009. Building went through a 3 year gut renovation, inside out, from 2021 to 2023.

Pets: Pets must be given permission. We love pets and try to ensure you and your furry friends enjoy your trip! There is a $25 fee per pet. Any damage, unannounced or non-permitted pets will incur a $250 charge. With that in mind, we ask you to clean up as best as possible. If needed, there may be an additional $50 cleaning fee per stay (requested after the stay if necessary). This would reflect additional cleaning if needed.

TV: The apartment comes equipped with smart TV.

Books and Games: Additionally the apartment is equipped with Monopoly, Jenga, Connect4, a couple books including two kids books: The Hungry Caterpillar & One Fish, Two Fish, Red Fish, Blue Fish.

The apartment is equipped with a blow dryer, Keurig machine for coffee, sweetener, creamer, tea bags, corkscrew / bottle opener, pizza cutter, toaster, cutlery, cutting board, ice trays, dishes, pots, pans, laundry detergent, bluetooth speaker and USB outlets.

Linens: All towels, sheets and duvet covers are laundered after every stay.

Door Code: A new door code will be issued for your stay. After your stay, the code will be disabled.

Security Cameras: The building has security cameras at the main entrances around the building and inside the building’s maintenance room. There are NO video or recording devices in the unit. IF you see anything suspicious - PLEASE ALERT ME IMMEDIATELY.

Parking - there is a reserved parking spot in front of the apartment. **For any boat / trailer / snowmobile, etc. permission must be requested prior.**

Smoking: There is no smoking inside the house. Recreational Marijuana - RM is legal for purchase in Massachusetts. RM is not to be smoked in the house. You may smoke outside.

** Noise - The building is an older building (built in the 1860s). And this apartment is on the ground floor. You may hear noise from the other apartments. We do provide white noise machines. **

Please check out our guidebook for some amazing adventures, activities, restaurants, bars, farms and more!

Attractions & Nearby Adventures:

Jiminy Peak Mountain Resort
Cinch 'em Up Stables Horseback Riding
Woodlife Farm Market, Country Store, Walking Trails, Playground, Ice Cream
Braveheart Books & Bazaar
Heather's Heart Forge Blacksmith Knife Making Classes
Hancock Shaker Village, Farm & Tours
Ramblewild Adventure Park
Ioka Valley Farm, Country Store, Petting Zoo & Playground
Whitney's Farm Market & Petting Zoo
Cricket Creek Farm & Petting Zoo
K&M Bowling, Bar & Arcade
Ready Set Play: Kid's Indoor Playground
Clapp Park and Playground
Burbank Park, Beach, Playground
Springside Park, Playground, Hiking Trails
Berkshire U - Drive Boat Rentals
Onota Boat Livery & Rentals
Black Swan Inn Boat Rentals
Pontoosuc Lake
Onota Lake
Queechy Lake
Burden Lake
Grafton Lakes State Park
Bousquet Mountain Ski Area
Butternut Ski Area and Tubing
Catamount Mountain Resort
Pineridge Cross Country Ski Area
Mount Greylock State Reservation (tallest mountain in the Northeast)
Cherry Plain State Park
Pittsfield State Forest
October Mountain State Forest and Lake
Corkscrew Rail Trail
Sand Lake Walking Trail
Ashuwillticook Rail Trail
Hand Hollow Land Conservation Area
Berkshire Botanical Garden
Berkshire Museum & Aquarium
Museum Facsimiles Outlet Store
Berkshire Art Museum
Massachusetts Museum of Contemporary Art
Shaker Museum Historic Mount Lebanon Site
Norman Rockwell Museum
Susan B. Anthony Birthplace Museum
Herman Melville's Arrowhead
Berkshire Scenic Railway, Museum and Rides
Tanglewood - Boston Symphony Orchestra
Lebanon Valley Speedway
Red Robin Song Animal Sanctuary
Rustic In Nature Antiques
Beacon Cinema
Images Cinema

Food / Restaurants / Bars / Farms / Fresh Food:

Norte Azul Cantina
Gardner's Coffee Shoppe, Diner, Ice Cream & Mini Golf
Dave's Market, Deli, Liquor & Gas
Four Fat Fowl Cheese
Blueberry Hill Market Cafe
Cumberland Farms Gas & Market
Woodlife Farm Market, Country Store, Walking Trails, Playground, Ice Cream
Kay’s Pizza on Burden Lake
Maverick's - Formerly O'Maddie's
M&M'S Tap and Tavern
17 Cherry Plain Square
Rocky Hill Country Store
Lanesborough Local Country Store
Bluebird & Co
Bob’s Country Kitchen
La Perla Restaurant
Jimmy D's Pizza Royale
Mario’s Restaurant
Smile's Soft Serve Ice Cream
Proprietor's Lodge On Pontoosuc Lake
Patrick’s Pub
District Kitchen & Bar
Biggins Diggins
Old Man Jeff's Barbecue Company
Smokey Diva's BBQ
Hot Dog Ranch
Olde Forge Restaurant
Lakeside Bar & Grill
District Kitchen & Bar
PJ’s Restaurant
Zucchini's
The Roasted Garlic
Roaring 20s Brewery & Taphouse
The Beer Diviner (oldest farm brewery in NY)
S&S Farm Brewery
Chatham Brewing & Restaurant
Shire Beer Co & Restaurant
The Berry Patch
Snow’s Farm
Lakeview Orchard Farms
Pittsfield Farmers Market
New Lebanon Farmers Market
June Farms
Hilltop Orchards & Taproom
Balderdash Cellars & Tasting Room - Berkshire Winery
Home Range Winery
Sabba Estate Vineyard
Klocke Estate Brandy Distillery

Recreational MMJ:
Liberty Market Lanesborough Berkshires
HiBrid Dispensary
Bloom Brothers Recreational Cannabis


At booking, provide the full name (as listed on Government issued ID) for every person that will access the property during your reservation.

Stephentown Airbnb. Jiminy Peak Airbnb. Hancock Airbnb. Berkshires Airbnb. Taconic Airbnb.

If you have read it this far, THANK YOU for being a SUPER GUEST! Please reply back with my favorite quote: “EXPECT NOTHING, APPRECIATE EVERYTHING.” so that I know that the house rules have been reviewed
Please be respectful of the building’s other tenants. Should you have any issues or questions, please call or text me right away. We take great pride in making sure you have an enjoyable stay.

All guests are required to provide a copy of their ID prior to arrival. The host assumes no responsibility for any personal bodily injury incurred while using and staying in our unit or in the common areas.

Check In: 4PM / Check Out: 11AM.
The cleaning service often has a short time between guests to get the home ready for the next guest, so there will be a $200 fee for anyone who has not checked-out by that time. **

Overstaying without the Host's Consent Policy:
Guest(s) agree that a confirmed booking is merely a license granted by the Host to the Guest to enter and use the Listing for the limited duration of the confirmed booking and in accordance with the Guest's agreement with the Host. Guest(s) further agree to leave our property no later than 11:00AM on the day of check-out. If a Guest(s) stays past the agreed upon check-out time without the Host's consent, the Guest(s) no longer has permission to stay at our property and the Host is entitled to make the Guest(s) leave. In addition, Guest(s) agree that the Host can charge the Guest(s), an additional night of that day’s base rate without discount and any loss of business or refunds to other guests caused by not checking out on time (this does not entitle you to stay an additional night or give you permission to remain at our property).

Quiet Household Hours: 10:00 pm-8:00 am Guests are expected to be respectful and courteous of the peace and serenity of neighbors and surrounding community at all times.

Communication: Communication is of the upmost importance. To ensure your reservation remains protected by AirBnB, all communication will be sent via AirBnB messaging. Download the app now to ensure you are always promptly updated.

Safety & Security: This property features 24/7 video security monitoring of all entryways and does not invade personal privacy. Any efforts to disable, tamper with, or obscure security equipment is a felony and will be subject to immediate removal with no refunds.

Cooking: When cooking in the community kitchen, practice safe cooking habits do not leave burners on unattended. Please do not cook with strong-smelling ingredients. Lingering smells that require room closure, deep cleanings, or making a mess that requires additional cleaning will be charged a cleaning fee of up to $250 per occurrence.

Smoking: The unit is non-smoking. There will be a $250 fee for smoking / smoke damage.

Trash: Please bag or throw all trash in the cans.

Dishes: Dishes & silverware can be left in the sink. Pans must be cleaned prior to leaving.