Apartment
2 Bed Berkshire Getaway @ Stephentown Hotel
Family-friendly apartment in Stephentown
Photo gallery for 2 Bed Berkshire Getaway @ Stephentown Hotel





Reviews
10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 6111 sq m
Popular amenities
Explore the area

- Place, Zema's Nursery
- Place, Jiminy Peak Mountain Resort
- Place, Tanglewood Music Center
- Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
1 bathroom
Bathroom 1
Spaces
Kitchen
Garden
About this property
2 Bed Berkshire Getaway @ Stephentown Hotel
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!
King Bed in the primary along with a Queen bed in the second bedroom, queen sleeper sofa in the living room, custom kitchen with granite countertop, eat in kitchen, dishwasher, gas stove, soaking bathtub, arcade with (x3) games (Ms Pac Man, Big Buck Hunter & Golden Tee Golf), ductless ACs in the bedrooms and living room, in-unit washer / dryer, Smart TVs in each bedroom & living room and plenty of light with windows on 3 sides!
Parking around the building with (x2) dedicated spots. 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. The two outdoor spaces are shared between the four apartments. Electric fireplace in the living room.
**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, 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 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.
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.
The home features a Culligan whole-house water filtration and reverse osmosis system, providing clean, fresh-tasting drinking water from every faucet.
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!
Arcade, Books and Games: We have an arcade room with three full sized arcade games along with an old fashion popcorn machine. 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. There is a laundry room next to the unit.
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 at the main entrance and inside the building’s lobby / common areas. There are NO video or recording devices in the unit. IF you see anything suspicious - PLEASE ALERT ME IMMEDIATELY.
Private entrance - the apartment has its own private entry. There is a hallway with a private Washer / Dryer leading up to the apartment`s entry along with a maintenance / utility room. The utility room is accessible for our maintenance team (utility room is in the hallway prior to the actual apartment). Occasionally we will need to enter the utility room (which is not in the apartment).
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.
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
Attractions & Nearby Adventures:
Jiminy Peak Mountain Resort
Cinch `em Up Stables Horseback Riding
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
Shaker Museum Historic Mount Lebanon Site
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
Recreational MMJ
Liberty Market Lanesborough Berkshires - 25 N Main St, Lanesborough, MA
Bloom Brothers Recreational Cannabis - 2 Larch St, Pittsfield, MA 01201
Berkshire Roots Cannabis Dispensary - 501 Dalton Ave, Pittsfield, MA 01201
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.
**If interested in late check out, please ask! 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:
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!
King Bed in the primary along with a Queen bed in the second bedroom, queen sleeper sofa in the living room, custom kitchen with granite countertop, eat in kitchen, dishwasher, gas stove, soaking bathtub, arcade with (x3) games (Ms Pac Man, Big Buck Hunter & Golden Tee Golf), ductless ACs in the bedrooms and living room, in-unit washer / dryer, Smart TVs in each bedroom & living room and plenty of light with windows on 3 sides!
Parking around the building with (x2) dedicated spots. 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. The two outdoor spaces are shared between the four apartments. Electric fireplace in the living room.
**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, 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 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.
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.
The home features a Culligan whole-house water filtration and reverse osmosis system, providing clean, fresh-tasting drinking water from every faucet.
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!
Arcade, Books and Games: We have an arcade room with three full sized arcade games along with an old fashion popcorn machine. 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. There is a laundry room next to the unit.
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 at the main entrance and inside the building’s lobby / common areas. There are NO video or recording devices in the unit. IF you see anything suspicious - PLEASE ALERT ME IMMEDIATELY.
Private entrance - the apartment has its own private entry. There is a hallway with a private Washer / Dryer leading up to the apartment`s entry along with a maintenance / utility room. The utility room is accessible for our maintenance team (utility room is in the hallway prior to the actual apartment). Occasionally we will need to enter the utility room (which is not in the apartment).
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.
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
Attractions & Nearby Adventures:
Jiminy Peak Mountain Resort
Cinch `em Up Stables Horseback Riding
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
Shaker Museum Historic Mount Lebanon Site
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
Recreational MMJ
Liberty Market Lanesborough Berkshires - 25 N Main St, Lanesborough, MA
Bloom Brothers Recreational Cannabis - 2 Larch St, Pittsfield, MA 01201
Berkshire Roots Cannabis Dispensary - 501 Dalton Ave, Pittsfield, MA 01201
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.
**If interested in late check out, please ask! 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:
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Stephentown
Located in Stephentown, this apartment is in the mountains. Mount Lebanon Shaker Village and Hancock Shaker Village are local landmarks, and some of the area's attractions include Zema's Nursery and Mountain Coaster. Travelling with kids? Consider Alpine Super Slide and Bousquet Ski Area. Take the opportunity to explore the area for outdoor excitement like hiking/biking trails.

Stephentown, NY
What's nearby
- Zema's Nursery - 4 min drive - 6.4 km
- Jiminy Peak Mountain Resort - 16 min drive - 10.8 km
- Mount Greylock State Reservation Visitor Center - 22 min drive - 22.8 km
- Tanglewood Music Center - 32 min drive - 39.9 km
- Williams College - 32 min drive - 34.8 km
Getting around
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
About the host
Hosted by Dillon Nash
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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