Title: Jacob's Tanglewood Ranch - 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) # Jacob's Tanglewood Ranch Guesthouse in Lee with free parking ![Dishwasher](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/fa7b8865.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dishwasher](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/6b9971f3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Courtyard view](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/3823a710.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Presidential Room](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/286a46f9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fireplace](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/49f60c21.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Jacob's Tanglewood Ranch offers a genuine rustic experience with practical comforts. Guests gather around the firepit after days exploring, enjoy meals with mountain views from the terrace, and stay connected with in-room WiFi while experiencing authentic outdoor living. ## Popular amenities - Pet-friendly - Parking included - Air conditioning - Free WiFi ## Room options ### Check availability for these dates Tonight [Nov. 7 - Nov. 8](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 8 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 7 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 14 - Nov. 16](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) ![Family Apartment | In-room dining](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/b544f7ee.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Family Apartment ### Highlights Patio Separate sitting area Air conditioning Heating Kitchen Refrigerator Dishwasher TV Patio Separate sitting area Air conditioning Heating Down comforter Kitchen - 1001 sq ft - 2 bedrooms - Sleeps 7 - 2 Double Beds, 1 Queen Sofa Bed and 1 Twin Bed ### Superior House ### Highlights Air conditioning Heating Dishwasher TV Down duvet 4 bedrooms 5 bathrooms 2 living rooms Air conditioning Heating Down comforter Dishwasher Television Free WiFi - 4 bedrooms - Sleeps 20 - 1 King Bed, 3 Twin Beds, 4 Queen Beds and 1 Double Trundle Bed ## You may also like Ad ![Lobby](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/920000/913200/913175/1d50a551_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires Great Barrington - Pool - Breakfast included - Parking included - Free WiFi 9.4 Exceptional 751 reviews CA $202 CA $225 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information?chkin=2025-11-12&chkout=2025-11-13&rm1=a2®ionId=8572&destination=Lee&destType=MARKET&latLong=42.304215,-73.248192&searchId=6ef0d388-f59e-4999-91ff-d0068fb47cdd&top_cur=CAD) Ad ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/120000/119300/119210/6a7ad915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Holiday Inn Express & Suites Pittsfield - 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLee-Hotels-Jacobs-Tanglewood-Ranch.h38822503.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FLee-Hotels-Jacobs-Tanglewood-Ranch.h38822503.Hotel-Information) ## 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%7C42.29396%2C-73.27728&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=2wDr5FkSxDhwDCvP5-TRkevKNZ4=) 560 Stockbridge Rd, Lee, MA, 01238 #### What's nearby - Lee Premium Outlets - 4 min drive - 4.3 km - Berkshire Mountain Country Store - 5 min drive - 5.4 km - National Shrine of the Divine Mercy - 6 min drive - 6.1 km - The Mount - 7 min drive - 8.6 km - Tanglewood Music Center - 12 min drive - 15.4 km #### Getting around - Pittsfield Intermodal Transportation Center - 21 min drive - Pittsfield, MA (PSF-Pittsfield Municipal) - 20 min drive #### Restaurants - ‪McDonald's - ‬17 min walk - ‪McDonald's - ‬5 min drive - ‪Dunkin' - ‬5 min drive - ‪Vivaldi's Pizza - ‬4 min drive - ‪Starbucks - ‬4 min drive ## About this property ### Jacob's Tanglewood Ranch Property highlights Jacob's Tanglewood Ranch provides amenities like a terrace and a firepit. Stay connected with free in-room WiFi. You'll also enjoy the following perks during your stay: - Free self parking - Barbecue grills and smoke-free premises Room features All guestrooms at Jacob's Tanglewood Ranch feature comforts such as air conditioning, in addition to amenities like free WiFi. Extra amenities include: - Dishwashers and heating ## Similar properties ![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Berkshires Untold Lenox - Pet-friendly - Parking included - Free WiFi - Restaurant 9.0 Wonderful 791 reviews CA $131 CA $146 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=76297618&PinnedHotelID=76297618&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/67000000/66250000/66244800/66244754/f0d9797c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Whitlock Lenox - Parking included - Free WiFi - Air conditioning - Business services 8.6 Excellent 277 reviews CA $1,410 CA $1,575 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&selected=66244754&PinnedHotelID=66244754&HadPinnedHotel=true®ionId=-1&adults=2) ![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG South Lee - 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Nov 10 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=1197581&PinnedHotelID=1197581&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Berkshire Mountain Lodge Pittsfield - Pool - Hot tub - Parking included - Free WiFi 9.0 Wonderful 748 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&selected=11449113&PinnedHotelID=11449113&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free WiFi - Available in some public areas: Free WiFi ### Parking and transportation - Free self parking on site ### Outdoors - Barbecue grill - Firepit - Picnic area - Terrace ### More - Communal living room - Fireplace in lobby - Smoking not allowed ## Room amenities ### Bedroom - Down comforter ### Bathroom - Shampoo - Toilet paper - Towels provided ### Entertainment - TV ### Food and drink - Dishwasher ### More - Air conditioning - Heating ## Policies ### Check-in Check-in start time: 3:00 PM; Check-in end time: anytime Minimum check-in age: 21 ### Check-out Check-out before 10:00 AM ### Special check-in instructions There is no front desk at this property Guests will receive an email within 24 hours before arrival with check-in instructions and an access code; access will be through a private entrance To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation ### Access methods Access code, private entrance ### Pets Pets stay free Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome Rollaway/extra beds are not available Cribs (infant beds) are not available ## 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 This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room ### Property is also known as Jacob's Tanglewood Ranch Lee Jacob's Tanglewood Ranch Guesthouse Jacob's Tanglewood Ranch Guesthouse Lee ## Frequently asked questions ### Is Jacob's Tanglewood Ranch pet-friendly? > Yes, pets are allowed at this property. ### How much is parking at Jacob's Tanglewood Ranch? > Self parking is free at this property. ### What time is check-in at Jacob's Tanglewood Ranch? > Check-in start time: 3:00 PM; Check-in end time: anytime. ### What time is check-out at Jacob's Tanglewood Ranch? > Check-out is at 10:00 AM. ### Where is Jacob's Tanglewood Ranch located? > Situated in Lee, this guesthouse is within 2 mi (3 km) of Greenock Country Club, Housatonic River, and Berkshire Theatre Festival. Lee Library and Animagic Museum of Animation are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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