Title: Jacob's Tanglewood Ranch - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=38822503&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Jacob's Tanglewood Ranch Nature lovers find their perfect escape at this scenic retreat where barbecue dinners under starlit skies create memorable evenings in the wilderness ## Photo gallery for Jacob's Tanglewood Ranch ![Dishwasher - Jacob's Tanglewood Ranch (Lee)](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/fa7b8865.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dishwasher - Jacob's Tanglewood Ranch (Lee)](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/6b9971f3.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Courtyard view - Jacob's Tanglewood Ranch (Lee)](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/3823a710.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Presidential Room - Jacob's Tanglewood Ranch (Lee)](https://images.trvl-media.com/lodging/39000000/38830000/38822600/38822503/286a46f9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fireplace - Jacob's Tanglewood Ranch (Lee)](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 - Free WiFi - Air conditioning ## Room options ### Check availability for these dates Tonight [Dec. 30 - Dec. 31](https://www.expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Dec. 31 - Jan. 1](https://www.expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Jan. 2 - Jan. 4](https://www.expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-04&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-02&endDate=2026-01-04&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Jan. 9 - Jan. 11](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-11&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-11&selected=38822503&PinnedHotelID=38822503&HadPinnedHotel=true®ionId=-1&adults=2) ### View all photos for Family Apartment ![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 - 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 - 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/1000000/920000/913200/913175/15c993a2_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 759 reviews CA $185 CA $206 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information?chkin=2026-1-14&chkout=2026-1-15&rm1=a2®ionId=8572&destination=Lee&destType=MARKET&latLong=42.304215,-73.248192&searchId=e15cf0d2-231e-468d-a689-66a244f2fe7d&top_cur=CAD) Ad ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/8000000/7670000/7663800/7663779/e9163b89_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Little Lion Great Barrington - 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Pool - Spa - Pet friendly - Free WiFi 8.8 Excellent 1,002 reviews CA $187 CA $271 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information?chkin=2026-1-14&chkout=2026-1-15&rm1=a2®ionId=8572&destination=Lee&destType=MARKET&latLong=42.304215,-73.248192&searchId=e15cf0d2-231e-468d-a689-66a244f2fe7d&top_cur=CAD) Ad ![Interior](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Berkshires Untold Lenox - Pet friendly - Parking included - Free WiFi - Restaurant 9.0 Wonderful 822 reviews CA $173 CA $193 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information?chkin=2026-1-4&chkout=2026-1-5&rm1=a2®ionId=8572&destination=Lee&destType=MARKET&latLong=42.304215,-73.248192&searchId=e15cf0d2-231e-468d-a689-66a244f2fe7d&top_cur=CAD) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. 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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 - Housatonic River \- 3 min drive \- 4.3 km - Greenock Country Club \- 4 min drive \- 2.5 km - Lee Premium Outlets \- 4 min drive \- 5.0 km - Tanglewood Music Center \- 12 min drive \- 15.4 km - Jiminy Peak Mountain Resort \- 34 min drive \- 55.4 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/65000000/64150000/64145900/64145854/3d8d954d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location Lanesborough - Hot tub - Kitchen - Washer - Dryer 9.6 Exceptional 74 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-13&endDate=2026-01-14&selected=64145854&PinnedHotelID=64145854&HadPinnedHotel=true®ionId=-1&adults=2) ![Comfort Apartment, 1 Bedroom, Mountain View, Garden Area | Private kitchenette](https://images.trvl-media.com/lodging/28000000/27100000/27093500/27093477/598a1848.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Berkshire Mountain House Stephentown - Breakfast included - Pet friendly - Parking included - Free WiFi 9.6 Exceptional 27 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-13&endDate=2026-01-14&selected=27093477&PinnedHotelID=27093477&HadPinnedHotel=true®ionId=-1&adults=2) ![Room (King Room)](https://images.trvl-media.com/lodging/3000000/2520000/2519600/2519552/b5aaacce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gateways Inn & Restaurant Lenox - 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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 Information provided by the property may be translated using automated translation tools ### 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? ### How much is parking? ### What time is check-in at Jacob's Tanglewood Ranch? ### What time is check-out at Jacob's Tanglewood Ranch? ### Where is Jacob's Tanglewood Ranch located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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