[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Charming historic cottage on scenic road to Mt. Greylock Cottage in Lanesborough with kitchen ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/270-0f39aab5.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/efaeb3d0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/9d0b4955.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/3ce02d34.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/8270895c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location In the heart of the Berkshires, The Old Stone School offers a charming getaway amidst horse farms and scenic views. This historic building turned guest house features a private garden, alpacas and donkeys next door, and 5 acres of property where horses graze. Inside, enjoy antiques-filled rooms with broadband internet access. 10 Exceptional ### Entire home 2 bedroomsSleeps 51600 sq ft ## Popular amenities - - Kitchen - Air conditioning - Outdoor space - Free WiFi - Mountain view ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Charming historic cottage on scenic road to Mt. Greylock If you’ve driven by, you’ve wondered about the story of this beautiful stone building. Built in 1832 as a one-room schoolhouse – a function it served until 1950 -- this charming and historic building has been given new life as a guest house - since 1998. PLEASE NOTE: It's an old building with an unusual layout, so please carefully read the description below. Beautifully situated amidst horse farms on the scenic road to Mt Greylock. In the center of the Berkshires, 5 miles from Jiminy Peak ski area, 10 miles from South Williamstown, 15 miles from Tanglewood and Mass MoCA, and 20 miles from Jacob's Pillow. 5 miles to Pittsfield and the Berkshire Mall. Private garden. 5 acres of property in the back where horses graze, and alpacas, donkeys and other friendly animals next door. Everything is provided: fully-furnished mostly with antiques. Bedspreads, linens, blankets, pillows, towels, iron and ironing board. SMALL KITCHEN with mini stove/oven, refrigerator, microwave, Keurig coffeemaker with assortment of coffee, tea and hot chocolate, pots and pans, dishes, cutlery, etc. Broadband internet and TV with Netflix, Hulu and other streaming options included. There are 2 floors. The first floor is the old classroom with old desks. There is also a trundle bed which can be used as 2 twins. The bathroom is on the first floor. The 2nd floor is like a studio apartment - with a queen bed and a twin bed and the small kitchen. PLEASE NOTE: There is one bathroom, on first floor. Ideal for a romantic getaway or for a family of 4-5. A fee of $25/night applies for additional adults after the first two (limit of 4 adults total). No extra charge for children. Please indicate the number of children in your message to us, but select 0 children in the pull-down menu so that you are not charged. The Old Stone School is available to rent 12 months a year. Each season has it's benefits: SPRING - Trees arise from winter sporing their fleeting Spring green color, daffodils, tulips, hiking trails are open, enjoy the warm weather after a long winter! Calves appear on the hill behind the schoolhouse. SUMMER - Flowers blooming, berries to pick, outdoor activities nearby, culture everywhere - Tanglewood, Jacob's Pillow, Barrington Stage, Clark Art Museum, MassMoCA, Williams College Museum of Art, etc. FALL - Enjoy the kaleidoscope of Fall colors covering the hills behind the schoolhouse. Hike Mt. Greylock - short and long hikes. Go the top and check out Bascom Lodge - a stop on the Appalachian Trail. WINTER - Jiminy Peak is less than 10 mins. away.Ski or snow tube at Bousquet is 20 mins. away. Cross country Ski in the fields out back or go to Hilltop Orchards in Richmond or Notchview in Windsor. ## Property amenities ### Ski - Close to skiing ### Internet - Available in the cottage: Free WiFi ### Parking and transportation - Car required - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Electric kettle - Kitchenette - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table ### Entertainment - Books - DVD player - Games - Hulu - Netflix - Smart TV with cable/satellite channels - Streaming services - Video library ### Outdoor areas - Garden ### Work spaces - Desk - Desk chair ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Housekeeping (on request) - Iron/ironing board ### Location highlights - In a rural location - In a village - In the mountains ### Things to do - Birdwatching nearby - Golfing nearby - Hiking/biking trails nearby - Mountain biking nearby - Mountain climbing nearby - Swimming nearby ### 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) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Garden - Housekeeping (on request) - Property located in a resort - Unit size: 1,600 square feet ## Similar properties ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown - Pool - Parking included - Free WiFi - Air conditioning 8.8 Excellent 2,080 reviews CA $129 CA $159 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1066423&PinnedHotelID=1066423&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/afbb4318.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Berkshire Village Carriage House - Super Private!! 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Lanesborough - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 97 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&selected=69763258&PinnedHotelID=69763258&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Check-out instructions The host requires you complete the following before checking out: Remove personal items Hang key up by the door Failure to complete these may result in a negative review from the host. ### Rules We do not charge for children. Please indicate on ### Pets Pets not allowed ### 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, a first aid kit, and a deadbolt lock 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 Registration Number C0201341480 ### We should mention A car is required for transportation to and from this property ### Property is also known as Charming Historic Cottage on Scenic Road to Mt. Greylock Cottage ## 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%7C42.53953%2C-73.22853&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=hwC6x-2tP2GjC7-sSmys8dH2ieM=) Lanesboro, MA #### What's nearby - Skyline Country Club - 6 min drive - 5.7 km - Mount Greylock State Reservation Visitor Center - 6 min drive - 3.2 km - Williams College - 25 min drive - 27.6 km - Tanglewood Music Center - 32 min drive - 27.9 km - Mount Greylock - 36 min drive - 18.1 km #### Getting around - Pittsfield Intermodal Transportation Center - 12 min drive - Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive #### Restaurants - ‪Old Man Jeff’s Barbecue Company - ‬11 min drive - ‪Bob's Country Kitchen - ‬3 min drive - ‪Dunkin' - ‬6 min drive - ‪Proprietor’s Lodge - ‬9 min drive - ‪Common Table - ‬12 min drive ## Frequently asked questions ### Is Charming historic cottage on scenic road to Mt. Greylock pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Charming historic cottage on scenic road to Mt. Greylock? > Check-in begins at 3:00 PM. ### What time is check-out at Charming historic cottage on scenic road to Mt. Greylock? > Check-out is at 11:00 AM. ### Where is Charming historic cottage on scenic road to Mt. Greylock located? > Situated in the mountains, this cottage is 1 mi (1.6 km) from Mount Greylock State Reservation and within 3 mi (5 km) of Mount Greylock State Reservation Visitor Center and Jiminy Peak Mountain Resort. Crane Museum of Papermaking 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. Ask a question ## Charming historic cottage on scenic road to Mt. Greylock Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 10 Location ### 6.0 Eco-friendliness ### 10 Property conditions & facilities 10 - Excellent 110 8 - Good 6 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Verified traveller Jun 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful property, wonderful owners What a lovely property! And Rich was just terrific! ##### Verified traveller Stayed 3 nights in Jun 2025 ### 10/10 Excellent #### Amy D. Jul 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The schoolhouse was adorable. Very comfortable and clean. Decorated with so many interesting books and antiques. ##### Amy D. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### Walter H. Jun 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Had a great weekend stay. Hosts were great. Highly recommend. Building is unique and special. ##### Walter H. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### paula k. Jul 5, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cute, historic cottage, close to Mt. Greylock The property was very comfortable, nicely decorated, with good amenities. Downstairs is an historic school room from the 1800s; upstairs is the main living space.It's in a nice area, convenient to Mt. Greylock, close to lots of attractions.The owners were easy to reach and very nice.We highly recommend this property. ##### paula k. Stayed 4 nights in Jun 2025 ### 10/10 Excellent #### Laurel K. Feb 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quaint little cottage We had a great stay- no complaints! Very close to Jiminy Peak, where we were skiing, and the house was very comfortable. Thank you! ##### Laurel K. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Marc Aug 20, 2024 Liked: Cleanliness, property conditions & facilities, communication Fantastic stay. Hosts thought of everything. Very quiet and a charming space. Great access to the mountain, as well. ##### Marc Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### LF H. Feb 10, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous Berkshire gem Amazing historical property in the heart of the Berkshire countryside with tons of charm and beauty. Helpful and accommodating hosts. Will definitely return! ##### LF H. Stayed 2 nights in Feb 2025 ### 10/10 Excellent #### Mark S. Jul 4, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Had a great timr ##### Mark S. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Kathleen R. Jul 7, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved it! A great unique place to stay! ##### Kathleen R. Stayed 3 nights in Jun 2023 ### 10/10 Excellent #### sara W. Feb 27, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great stay! We love the stone school - awesome location, great property and wonderful hosts! This is our second year coming and we'll be back next year! ##### sara W. Stayed 2 nights in Feb 2023 ### 10/10 Excellent #### Margaret B. Sep 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location, fun cottage We spent three nights in the Stone Schoolhouse, hiking, visiting The Clarke, and enjoying a lovely evening concert at Tanglewood. Convenient location for seeing the Berkshires, unique quarters and friendly hosts. Highly recommend! ##### Margaret B. Stayed 3 nights in Aug 2024 ### 10/10 Excellent #### Joseph H. Oct 23, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very enjoyable stay Great cottage, pretty much at the foot of Mount Greylock - very spacious and comfortable - in the country but close to many of the towns of the Berkshires - the hosts Cheryl and Rich were very kind and informative about the area -thank you Cheryl and Rich - I hope to return sometime - ##### Joseph H. Stayed 7 nights in Sep 2024 ### 10/10 Excellent #### B K. Jan 6, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Such a very nice place! It was a very quiet unique place to stay! You get a beautiful place with a lot of history and Good feel! I sent a picture to my dad and he Remembered using those same desks when he was a kid. Very nice weekend. ##### B K. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### Sara H. Aug 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Historic Stay Our family of 4 had a wonderful stay at this old schoolhouse. The attention to detail was impressive, right down to freshly cut flowers throughout. We loved that the history of the schoolhouse was on display, along with interesting relics from the 1800s/early 1900s. Everything was great and we hope to return one day! ##### Sara H. Stayed 2 nights in Aug 2024 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### Leanne J., Hyannis, Mass. Jan 22, 2014 #### Lovely Stay! This is a very relaxing and charming place. The locations great and beautiful. I would recommend the school house to anyone who wants a pleasant stay. We will be back next year! Thanks for a great time ! ##### Leanne J. ### 10/10 Excellent #### Irene H. Jul 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely historic property First time staying in a school house! The upstairs living quarters are akin to a large studio apartment--nicely appointed and well laid out. The hosts, Cheryl and Rich are very welcoming too! ##### Irene H. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Gregg and Suzanne F. Nov 10, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### New chapters Love the warm feeling and history! Beautiful area with fun furry friends to visit down the road! We loved our much needed getaway from daily life to reconnect ❤️ ##### Gregg and Suzanne F. Stayed 1 night in Nov 2019 ### 10/10 Excellent #### Aub H. Jun 12, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### One room schoolhouse A great place in a great location with super-responsive and helpful owners! My partner is a teacher and she was entranced with the schoolroom, the history, and the old textbooks! ##### Aub H. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Mara K. Jul 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Weekend at Tanglewood We were looking for a relaxing place for a weekend away, ending with a concert at Tanglewood...I came across the old school house, was immediately taken with it, and it did not disappoint. We thoroughly enjoyed our stay in this unique placec with close access to local hiking and biking options. Rich and Cheryl were gracious and flexible hosts. ##### Mara K. Stayed 2 nights in Jul 2024 ### 10/10 Excellent #### Cort M. Aug 16, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A Unique and Lovely Place This charming converted schoolhouse is well-supplied for the present day while reminding you of a bygone age. It's set among beautiful rural woods and pastures, private, but with ideal access to local attractions south, like Stockbridge and Lenox or north, like Williamstown and North Adams. The owners are extremely helpful and friendly, and they also simply allow you to enjoy your stay. A great place! ##### Cort M. Stayed 3 nights in Jul 2023 ### 10/10 Excellent #### Lauren T. Oct 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Historic quaint getaway in Berkshires near Mt Greylock The stone school house was such a unique property and a really cool piece of history. The owners clearly take pride in acknowledging that history with the decor and informative photographs/binders, etc. Not only that, but the space was clean and cozy, and had everything we needed. The neighborhood is just gorgeous and so convenient - you are a few minutes from the visitor's center at Mt Greylock for amazing hiking, plus only 20 minutes to charming little towns like Williamstown and North Adams as well. I would highly recommend the Stone School House! ##### Lauren T. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Rita C. May 14, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great weekend getaway Our short stay at the Stone School Cottage was wonderful. Rich was very responsive to a minor issue we had with the TV. The cottage was exactly as listed with an unusual layout (bathroom downstairs from the living area) but it wasn't a problem. It's located within a short distance of a lot of activities, restaurants, etc. We'll definitely stay again if we're back in the area. ##### Rita C. Stayed 2 nights in May 2023 ### 10/10 Excellent #### Ted L. Oct 19, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Unique and Charming What a lovely and unique experience it was to stay at the Stone School cottage. The accomodations were great as was the communication with our hosts. Very special. Thank you so much! :) ##### Ted L. Stayed 2 nights in Oct 2023 ### 10/10 Excellent #### Nancy G. Aug 30, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful, peaceful. Our stay at this historic schoolhouse was terrific. The owner was very welcoming and helpful. We slept well there - as the two available large rooms up and down afforded flexible sleep areas. Beds comfy. The kitchen was well equipped and the amenities such as foil, plastic wrap, tea, a Keurig machine, extra paper plates etc made our stay very convenient. The history of the place is fascinating. Many thanks! ##### Nancy G. Stayed 4 nights in Aug 2023 ### 10/10 Excellent #### Richard O. Aug 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely spot - wonderful stay The Old Stone School was a truly exceptional place to stay - and the owners were also delightful people, willing to help and refer us to interesting places. We stayed two nights - it was big for the two of us, but decorated nicely and with a full downstairs that has all sorts of ephemera from the old schoolhouse days. Would stay again next time we are out at Tanglewood. Heads up - the bathroom is on the first floor, the bedroom on the second. Minor inconvenience, but not possible to change it within the building structure. Don't let this deter you! It is a magical place. And we will visit again. ##### Richard O. 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