Title: 2 Bed Berkshire Apt minutes to Jiminy Peak Ski - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # 2 Bed Berkshire Apt minutes to Jiminy Peak Ski ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/6fee80cc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/189d5a87.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/982e0d52.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/c57e6700.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64430000/64428500/64428459/18b2a505.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location In the heart of the Berkshire Mountains, historic Stephentown Hotel offers a charming retreat. This beautiful 2-bedroom apartment features a private entrance, fire pits, BBQs and an old-fashioned popcorn machine on site! Every stay includes water bottles, granola bars and oatmeal packets to fuel your adventures nearby Jiminy Peak Ski Resort. 8.4 Very good ### Entire apartment 2 bedrooms1 bathroomSleeps 61001 sq ft ## Popular amenities - Parking available - Pet-friendly - Dryer - Fireplace - Barbecue grill - Kitchen ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### 2 Bed Berkshire Apt minutes to Jiminy Peak Ski Welcome to the historic Stephentown Hotel! The building under went a 3 year renovation. We are located minutes away from Jiminy Peak Ski Resort in the world famous Berkshire Mountains! Right on the NY / MASS border in beautiful Stephentown. Surrounded by nature and serenity. Beautiful 2 bedroom apartment with a private entrance, fire pits, BBQs and old fashion popcorn machine on site! Every stay includes bottles of water, granola bars, oatmeal packets, coffee and tea! Parking right in front. This is for Apartment # 1. Beautiful 1st floor two bedroom apartment in the Stephentown Hotel, located in the only Stephentown on Earth! The building has operated almost continuously since the 1860s! The Stephentown Hotel is well known locally. The building went through a 3 year gut renovation. We are minutes away from Jiminy Peak Ski Resort, located in the world famous Berkshire & Taconic Mountains! Many fun activities nearby including Jiminy Peak, Ramblewild Adventure Park, Tanglewood, New Lebanon Speedway, Cherry Plains State Park, Mount Greylock, Cinch Em Horse stables, multiple lakes, hiking trails and more! Large eat in kitchen, knotty pine wrapped walls in the living room, incredible rain shower head, (x2) comfy queen beds and (x2) two sofa sleepers in the living room. Smart TV in the living room and both bedrooms! Bluetooth vent fan with a speaker in the shower to listen to your favorite music. Parking with a private entrance directly in front of the apartment. 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 starters in every apartment. The two outdoor spaces are shared between the four apartments. There is an old fashion popcorn machine in the apartment's mudroom! Electric fireplace in the living room. Every stay includes water bottles, granola bars, Hershey's mini chocolate bars, popcorn, oatmeal packets, coffee / tea, creamers and a fully stocked kitchen with all essential utensils. In addition, included with your stay is soap, shampoo and conditioner. Just in case you left at home - we also included an individually wrapped toothbrush and package of Colgate toothpaste! 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! \*\* We offer a travel pack n play (Graco® Pack 'n Play® On the Go™ Playard). It features a removable bassinet. If you need the pack n play, please send a request. We keep two on hand and brought out by request only. We have a set of sheets that are cleaned for your use. Additionally, we also have a travel boaster high chair. There are ductless ACs throughout the apartment, one in each bedroom and another in the living room. Each AC has its own remote. We have a thermostat on the wall for heat (which is provided via boiler baseboard radiators). Culligan water treatment filtered throughout the house for fresh tasting water, The mudroom entry includes a Ski rack and Snowboard rack to hang your gear indoors! There are two pairs of snowshoes included with your stay. We keep umbrellas and snow brushes in the mudroom. \*\*NO SKI or SNOWBOARD BOOTS INSIDE THE APARTMENT PAST THE MUDROOM\*\* 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 until 1952. The Hotel is the last remaining of the four original railroad hotels in town. The Stephentown Hotel is a historical gem! Building was featured in "Taking Back Woodstock" film in 2009 directed by Ang Lee. Pets: We love pets and try to ensure you and your furry friends enjoy your trip! There is a $25 pet 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. Infant and kid friendly house (not childproof). Pack n’ play available including fresh sheets! In addition, we also have a travel boaster high chair. Please ensure to request items needed during your reservation. TV: The apartment comes equipped with (x3) smart TVs to Cast direct to! Books and Games: Additionally the apartment is equipped with Monopoly, Jenga, Connect4, a couple books and kids books including: 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 and USB outlets. Bathroom has a bluetooth speaker in the light! Turn the light switch on and search for HOMEWERKS in the bluetooth settings to connect! 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. Noise - The building is an older building (built in the 1860s). Unfortunately if the other units are occupied, you may hear noise from the other apartments. We do provide (x3) white noise machines. Security Cameras: The building has security cameras around the exterior of the property. There are NO video or recording devices in the unit. IF you see anything suspicious - PLEASE ALERT ME IMMEDIATELY. Parking - 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. We created two maps for local fun, activities, restaurants, bars and breweries to visit during your stay. Attractions & Nearby Adventures: Jiminy Peak Mountain Resort - Hancock, MA Cinch 'em Up Stables Horseback Riding - Stephentown, NY Braveheart Books - Stephentown, NY Heather's Heart Forge Blacksmith Knife Making Classes - Stephentown, NY Ramblewild Adventure Park - Lanesborough, MA Tanglewood - Boston Symphony Orchestra - Lenox, MA Lebanon Valley Speedway - West Lebanon, NY Ready Set Play: Kid's Indoor Playground - Pittsfield, MA UglyMud Studio - Ghent, NY Corkscrew Rail Trail - (multiple access points) Wyomanock Road, Knapp Road, Stephentown, NY & Tilden Road in New Lebanon. Sand Lake Walking Trail - Averill Park, NY Ashuwillticook Rail Trail - Rail Trail, Cheshire, MA Glass Lake - Averill Park, NY Queechy Lake - Canaan, NY Crystal Lake - Averill Park, NY Grafton Lakes State Park - Grafton, NY Bousquet Mountain - Pittsfield, MA Butternut Ski Area and Tubing - Great Barrington, MA Catamount Mountain - Hillsdale, NY Pineridge Cross Country Ski Area - Petersburg, NY Mount Greylock State Reservation, Adams, MA Cherry Plain State Park - Petersburg, NY October Mountain State Forest and Lake - Lee, MA Berkshire Museum - Pittsfield, MA Berkshire Art Museum - North Adams, MA Massachusetts Museum of Contemporary Art​ - North Adams, MA Shaker Museum Historic Mount Lebanon Site - New Lebanon, NY Hancock Shaker Village - Pittsfield, MA Norman Rockwell Museum - Stockbridge, MA Grafton Peace Pagoda- Petersburg, NY Red Robin Song Animal Sanctuary - New Lebanon, NY Rustic In Nature Antiques! New Lebanon NY Bridge House Vintage - East Chatham, NY Hand Hollow Conservation Area - East Chatham, NY Images Cinema - Williamstown, MA Albert Family Community Forest - East Nassau, NY Food / Restaurants / Bars / Farms / Fresh Food Norte Azul Cantina - Stephentown, NY Gardner's Coffee Shoppe & Ice Cream - Stephentown, NY Dave’s Market - Stephentown, NY Four Fat Fowl Cheese - Stephentown, NY Blueberry Hill Market Cafe - New Lebanon, NY Smile's Soft Serve Ice Cream - Nassau, NY Gipfel Coffee Company - Averill Park, NY The Berry Patch - Stephentown, NY Ioka Valley Farm - Hancock, MA Wyomanock Farm - Stephentown, NY Sugar Bush Farms - Stephentown, NY La Perla Restaurant - Averill Park, NY M&M'S Tap and Tavern - New Lebanon, NY Jimmy D's Pizza Royale - New Lebanon, NY Roaring 20s Brewery & Taphouse - New Lebanon, NY Mario’s - New Lebanon, NY Old Man Jeff's Barbecue Company - Pittsfield, MA Smokey Diva's - Pittsfield, MA Hot Dog Ranch - Pittsfield, MA Olde Forge Restaurant - Lanesborough, MA Lakeside Bar & Grill - Lanesborough, MA District Kitchen & Bar - Pittsfield, MA The Beer Diviner - Cherry Plain, NY S&S Farm Brewery - Nassau, NY Chatham Brewing - Chatham, NY Home Range Winery - Canaan, NY Sabba Estate Vineyard - Old Chatham, NY Hilltop Orchards - Richmond, MA Balderdash Cellars - Berkshire Winery - Richmond, MA New Lebanon Farmers Market - New Lebanon, NY Maverick's - Formerly O'Maddie's - New Lebanon, NY Woodlife Farm Market - New Lebanon, NY Tacos Diablo - Nassau, NY ZIA’S Pizza & Family Restaurant Nassau, NY Zucchini's - Pittsfield, MA The Roasted Garlic - Pittsfield, MA Canaan General Store - Canaan, NY Lanesborough Local Country Store - Lanesborough, MA 01237 \*\* 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. \*\* 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. ## Property amenities ### Internet - Available in the apartment: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 1 bathroom - Hair dryer ### Living spaces - Dining table - Fireplace ### Entertainment - Games - Stereo - TV ### Outdoor areas - Barbecue grill - Firepit - Garden ### Laundry - Dryer - Laundry facilities ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total (up to 50 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden - Unit size: 1,001 square feet ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 21 ### Check-out Check-out before 11:00 AM Contactless check-out available ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total (up to 50 lbs per pet) ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as House Vrbo Property 210505 2 Bed Berkshire Getaway Stephentown NY Stephentown 2 Bed Berkshire Getaway Stephentown NY Private vacation home ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.54806%2C-73.37410&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=gioo7CSkM-8kfZRDju44qsGv6JA=) Stephentown, NY #### What's nearby - Zema's Nursery - 6 min drive - 6.4 km - Jiminy Peak Mountain Resort - 17 min drive - 10.8 km - Mount Greylock State Reservation Visitor Center - 23 min drive - 22.8 km - Williams College - 33 min drive - 34.8 km - Tanglewood Music Center - 37 min drive - 39.9 km #### Getting around - Pittsfield Intermodal Transportation Center - 24 min drive - Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive #### Restaurants - ‪Stewart's Shops - ‬9 min drive - ‪Cumberland Farms - ‬8 min walk - ‪Norte Azul Cantina - ‬6 min walk - ‪Blueberry Hill Market Cafe - ‬9 min drive - ‪M&M'S Tap and Tavern - ‬9 min drive ## Frequently asked questions ### Is 2 Bed Berkshire Apt minutes to Jiminy Peak Ski pet-friendly? > Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. ### How much does it cost to stay at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski? > As of Sept 23, 2025, prices found for a 1-night stay for 2 adults at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski on Sept 28, 2025 start from CA $188.68, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Stephentown-Hotels-2-Bed-Berkshire-Apt-Minutes-To-Jiminy-Peak-Ski.h64428459.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski? > Check-in begins at 4:00 PM. ### What time is check-out at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski? > Check-out is at 11:00 AM. ### Where is 2 Bed Berkshire Apt minutes to Jiminy Peak Ski located? > Situated in Stephentown, this apartment building is 2.8 mi (4.6 km) from Taconic Ridge State Forest and 3.1 mi (5 km) from Zema's Nursery. Jiminy Peak Mountain Resort and Mountain Coaster are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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