Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
20 min drive
Room options
About the neighborhood
Stephentown
This apartment is located within a few miles (5 km) of Taconic Ridge State Forest and Zema's Nursery. The apartment includes a kitchen, a fireplace, and a sofa bed.
Jiminy Peak Mountain Resort - 16 min drive - 6.7 miles
Bousquet Ski Area - 22 min drive - 17.5 miles
Williams College - 26 min drive - 21.7 miles
Tanglewood Music Center - 32 min drive - 30.8 miles
Mount Greylock - 53 min drive - 23.7 miles
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
Blueberry Hill Market Cafe - 9 min drive
Norte Azul Cantina - 6 min walk
M&M'S Tap and Tavern - 9 min drive
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! Beautiful 2 bedroom apartment. We are located minutes away from Jiminy Peak Ski Resort in the world famous Berkshire Mountains! Right on the NY / MASS border in Stephentown. Full sized arcade games, fire pits, BBQ and more!
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 cooking utensils and essentials. Parking right in front.
This is for Apartment # 1. 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.
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!
Two retro arcade games in the living room (Ms. Pac Man & X-Men). Large eat in kitchen, knotty pine wrapped walls in the living room, (x2) comfy queen beds and (x2) two sofa sleepers in the living room. Smart TV in the living room and both bedrooms!
Ductless ACs for heat and AC throughout the apartment, one in each bedroom and another in the living room. Each AC has its own remote.
Private entrance with parking 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. The two outdoor spaces are shared between the four apartments. 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 cooking utensils and essentials. 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!
The home features a Culligan whole-house water filtration and reverse osmosis system, providing clean, fresh-tasting drinking water from every faucet.
**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.
Two pairs of snowshoes are also available upon request.
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.
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.
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 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: The unit is non-smoking. There will be a $250 fee for smoking / smoke damage.
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
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.
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/10AM (Apt 3) 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).
The apartment is air-conditioned and features a kitchen and space to spread out with 2 bedrooms. Other standard amenities include a dryer, a fireplace, and a sofa bed.
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
Rules
Please be respectful of the building’s other tenants. Should you have any issues or questions, please call or text me right away.
Pets
This property welcomes pets
Dogs only
1 total (50 lbs is the maximum weight per pet)
Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
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
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 21
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.
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
Frequently asked questions
What's there to see around this apartment?
This apartment is located in Stephentown, close to Jiminy Peak Mountain Resort, Zema's Nursery, and Alpine Super Slide. Taconic Ridge State Forest is also within a driving distance of 2.8 mi.
How much does it cost to stay at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski?
As of Nov 12, 2025, prices found for a 1-night stay for 2 adults at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski on Nov 20, 2025 start from $131.25, 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 for more accurate prices.
Is parking available on site at this apartment?
No, there isn't parking at this apartment.
Is this apartment associated with a casino?
No, this apartment is not connected to a casino.
Is there an indoor pool at this apartment?
No, there is no indoor pool at this apartment.
What amenities will couples enjoy at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski?
Couples staying at this apartment will appreciate amenities like a fireplace and a kitchen as well as a garden.
Are there hot tubs at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski?
No, there isn't a spa tub at this apartment.
Does this apartment offer breakfast?
No, this apartment doesn't offer breakfast.
Does this apartment allow pets to stay for free?
Although dogs can't stay for free, they are welcome at this apartment.
Where is the closest airport to this apartment?
The closest major airport to this apartment is Pittsfield, MA (PSF-Pittsfield Municipal), which is 14.1 mi away (21 minutes by car). Another top airport is Albany Intl. Airport (ALB), which is located 29.7 mi away (45-minute drive).
Are there rooms with balconies that I can book at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski?
No, you won't find apartments with balconies at 2 Bed Berkshire Apt minutes to Jiminy Peak Ski.