[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Hudson valley and The Berkshires Cottage Guesthouse in Hillsdale ![Exterior](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/1ecb675b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/5ec352f5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/ca444bdf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/2567e987.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, offices](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/7c480e6d.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Travelers find serenity at this 1-bedroom cottage in Hillsdale, NY, with picturesque Hudson Valley views. The stream across the street is perfect for unwinding. Inside, the fully stocked kitchen has bucket-block countertops, and high-speed WiFi keeps everyone connected. 10 Exceptional ## Popular amenities ## Room options ### Check availability for these dates Tonight [Oct. 10 - Oct. 11](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 11 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-11&endDate=2025-10-12&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 10 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 17 - Oct. 19](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-19&selected=102462881&PinnedHotelID=102462881&HadPinnedHotel=true®ionId=-1&adults=2) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FHillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information) ## About the area Hillsdale is home to this guesthouse. Tanglewood Music Center and Great Barrington Historical Society & Museum are cultural highlights, and some of the area's landmarks include W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center. Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio are also worth visiting. Take an opportunity to explore the area for outdoor excitement like cycling. [Visit our Hillsdale travel guide](https://www.expedia.ca/Hillsdale.dx183683) [View more Guest houses in Hillsdale](https://www.expedia.ca/Hillsdale-Guest-Houses.d183683-aaGuestHouses.Travel-Guide-Accommodation) ![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%7C42.25011%2C-73.46493&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=IngxklREdOmjPuNWH6a8-B7w4G4=) Hillsdale, NY ### What's nearby - Catamount Aerial Adventure Park - 20 min drive - 21.3 km - Catamount Ski Area - 21 min drive - 22.4 km - Norman Rockwell Museum - 27 min drive - 31.6 km - National Shrine of the Divine Mercy - 28 min drive - 33.7 km - Ski Butternut - 28 min drive - 25.2 km ### Getting around - Pittsfield Intermodal Transportation Center - 35 min drive - Hudson, NY (HCC-Columbia County) - 34 min drive ### Restaurants - ‪Pleasant and Main - ‬21 min drive - ‪Berkshire Mountain Bakery - ‬22 min drive - ‪Stewart's Shops - ‬13 min drive - ‪Hy’s Fried - ‬16 min drive - ‪Four Brothers Pizza Inn - ‬13 min drive ## About this property ### Hudson valley and The Berkshires Cottage Property highlights At Hudson valley and The Berkshires Cottage, you can look forward to a firepit, a garden, and laundry facilities. Guests can connect to free in-room WiFi. You'll also enjoy perks such as: - Smoke-free premises Room features All guestrooms at Hudson valley and The Berkshires Cottage boast thoughtful touches such as air conditioning, as well as amenities like free WiFi and offices. More conveniences in all rooms include: - Bathrooms with tubs or showers and hair dryers - Outdoor lighting, recycling, and kitchens ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/20000000/19992400/19992324/18f8b7cf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Elegant 19th Century New England Newly Renovated 1BR Vacation Rental Lee - Washer - Dryer - Pet-friendly - Air conditioning 9.4 Exceptional 68 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=19992324&PinnedHotelID=19992324&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45680000/45671200/45671134/d892a8d2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Studio mini home away from home in the Berkshires Lee - Kitchen - Pet-friendly - Air conditioning - Outdoor space 9.6 Exceptional 29 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=45671134&PinnedHotelID=45671134&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/98000000/97100000/97094700/97094615/3374cc72.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG! 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Hillsdale - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 74 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=19951641&PinnedHotelID=19951641&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117390000/117381900/117381858/992b90d9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Serendipity Spot Great Barrington - Pet-friendly - Air conditioning - Parking available - Barbecue grill 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=117381858&PinnedHotelID=117381858&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free WiFi - Available in some public areas: Internet access ### Conveniences - Laundry facilities ### Outdoors - Firepit - Garden ### More - At least 80% lighting from LEDs - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - Bathtub or shower - Hair dryer - Shampoo - Soap - Toilet paper - Towels provided ### Entertainment - Smart TV ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dining table - Electric kettle - Ice maker - Kitchen - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### More - Air conditioning - Desk - Desk chair - Heating - Iron/ironing board - Office - Recycling ## Policies ### Check-in Check-in time starts at 3:00 PM Minimum check-in age: 18 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Rules 1) Guests should be aware that this rental is located on a private road. Guests should not trespass on any neighboring property located on the priv... ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs and cats only 1 total (up to 50 lbs per pet) Note from host: Charge may apply ### 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 Long-term renters welcome Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector 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 is also known as 65a69987ef7fc20052cbb2e5 ## Frequently asked questions ### Is Hudson valley and The Berkshires Cottage pet-friendly? > Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. ### How much does it cost to stay at Hudson valley and The Berkshires Cottage? > As of Oct 10, 2025, prices found for a 1-night stay for 2 adults at Hudson valley and The Berkshires Cottage on Oct 16, 2025 start from CA $96.26, 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](https://www.expedia.ca/Hillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Hudson valley and The Berkshires Cottage? > Check-in begins at 3:00 PM. ### What time is check-out at Hudson valley and The Berkshires Cottage? > Check-out is at 10:00 AM. ### Where is Hudson valley and The Berkshires Cottage located? > Situated in Hillsdale, this guesthouse is within 9 mi (15 km) of W.E.B. Du Bois Boyhood Homesite, Monument Mountain, and Great Barrington Historical Society & Museum. Hillsdale Town Hall and Mahaiwe Performing Arts Center are also within 9 mi (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Hudson valley and The Berkshires Cottage 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 - Excellent 15 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Mary Ann R. Jun 11, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy We had a great weekend stay at The Cottage. We loved the accommodations- great decor! Very clean and comfortable accommodations. Will definitely come back! ##### Mary Ann R. Stayed 2 nights in Jun 2025 ### 10/10 Excellent #### Green C. May 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Place! This is an excellent place to get away and relax! Beautiful property inside and out. ##### Green C. Stayed 2 nights in May 2025 ### 10/10 Excellent #### Susan G. Jul 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Tanglewood getaway weekend This cottage offered us just what we needed. It is located close to the shops in Hillsdale and neighboring towns in Massachusetts. The property is very clean, the bed is comfortable. Easy to adjust the temp to handle the daytime heat and humidity, along with the chilly nights. Plenty of places to sit, great kitchen - everything just as the pictures suggest. The owners were very responsive and eager to be helpful when/if needed. ##### Susan G. Stayed 3 nights in Jun 2025 ### 10/10 Excellent #### Joshua O. Aug 31, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A well situated getaway A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation. ##### Joshua O. Stayed 4 nights in Aug 2024 ### 10/10 Excellent #### Patricia S. Jul 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely quiet stay @ dog friendly accommodations From start to finish everything went smoothly! Visiting family in the Hillsdale NY area - this clean & serene dog friendly one bedroom provided a place to recharge in the morning & evenings. Thanks Ben & Andrew! ##### Patricia S. Stayed 2 nights in Jul 2024 ### 10/10 Excellent #### Jenipher D. Sep 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful Private Cottage The property was beautiful! We did not get to stay as long as we wanted but we will definitely be coming back to this little cottage. It was very clean and decorated well! The host was immediately responsive but we should note that there was absolutely no cellphone service which made communicating with guests a little difficult. ##### Jenipher D. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Madeline M. Sep 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cozy place Lovely little cabin, beautifully renovated and spotless! My only concern is the steps to the property are steep, (we are in our 70s). If your fit, go for it! We loved it! ##### Madeline M. Stayed 6 nights in Sep 2024 ### 10/10 Excellent #### Susan P. May 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely oasis in the woods This oasis in the woods is a perfect week long or weekend respite. It is very clean and comfortable with all the necessary amenities. The location is quiet and peaceful with chirping birds and a nearby babbling brook. Easy access to nearby country towns for groceries, restaurants or browsing. Hiking trails are abundant. WiFi was robust enough for me to connect remotely with work when needed. The owner is pleasant, responsive and accommodating. I would highly recommend for anyone looking for an escape to rejuvenate and boost their well-being. ##### Susan P. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Kathleen W. Jun 9, 2025 ##### Kathleen W. 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