All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

2.0 star property

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Photo gallery for All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

Lobby
Exterior
Exterior
Pool
Outdoor spa tub

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Hot tub
  • Pool
  • Air conditioning
  • Kitchen

Explore the area

Map
Lanesborough, Massachusetts
  • Jiminy Peak Mountain Resort
    ‪1 min walk‬
  • Mountain Coaster
    ‪2 min drive‬
  • Alpine Super Slide
    ‪5 min drive‬
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪27 min drive‬

Room options

Similar properties

About this property

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

Get ready for an unforgettable family escape at Wyndham Bentley Brook, where breathtaking natural beauty and year-round fun await! Nestled at the base of Jiminy Peak Ski Mountain, this two-bedroom suite provides the perfect retreat after a day of adventure, offering cozy comfort with a flat-screen TV, air conditioning, a kitchenette, and free Wi-Fi.

In the winter, Wyndham Bentley Brook is a skier’s paradise—step right outside your door and onto the lifts for seamless ski-in, ski-out access. When the snow melts, the fun continues! Explore the picturesque Berkshire Mountains with hiking, horseback riding, and outdoor concerts at nearby Tanglewood. As the seasons change, the vibrant fall foliage creates a spectacular backdrop for your outdoor adventures.

Beyond its stunning mountain setting, Wyndham Bentley Brook is the ideal home base for exploring Berkshire County’s rich cultural scene. Visit world-class museums, historic landmarks, charming shops, and restaurants that celebrate the region’s art and history. Whether you're hitting the slopes or discovering the natural and cultural wonders of the Berkshires, this resort is perfectly positioned for year-round excitement.

Why Wyndham Bentley Brook is a "Can't Miss" Destination:

- Ski-in, ski-out access at the base of Jiminy Peak Ski Mountain for the ultimate winter getaway.
- Year-round activities including hiking, horseback riding, and concerts at nearby Tanglewood.
- Close proximity to cultural attractions, museums, and historic landmarks in Berkshire County.
- Spacious two-bedroom suites with modern amenities, perfect for families and groups.

With the perfect blend of mountain adventure, scenic beauty, and cultural exploration, Wyndham Bentley Brook is your go-to destination for an unforgettable vacation in the heart of the Berkshires!

Items to note:
- The bed size in the second bedroom can vary.
-The resort will be undergoing renovations to multiple buildings from Apr. 30, 2025 through Sep. 15, 2025. During this time the Game room will be closed and detours to access to the pool will be required. You may experience noise, dust, odors and work crews. Dates are subject to change.
- Closest shopping/entertainment/additional dining: 30 minutes away
- Closest nightlife is in Albany, 45 minutes away
- Vehicle recommended to enjoy area
- A credit card is required for the $250 security deposit requested at check in.

KOALA Disclosure Summary:

-IMPORTANT: Payments appear as “KOALA VACATIONS” on credit card statements.

-BEFORE YOUR CHECK-IN: This booking requires the name and address of the person checking in. THE PERSON CHECKING IN MUST MATCH THE PHOTO ID PROVIDED TO US.

-The primary guest checking in must be at least 21 years old.

-Resorts own and manage all units/amenities; unit assignments at check-in.

-Room photos are samples; actual furniture/layout may vary.

-The Resort is responsible for maintenance, may alter/close select amenities due to COVID-19 or other factors. KOALA is only responsible for ensuring your check-in and unit category. 

-KOALA is not responsible for unit condition or resort services. For resort, unit or guest related issues after check-in, please contact the resort management. 

-Check cancellation policy before booking. No refunds after the cancellation deadline due to any reason, including COVID-19 (except full resort closures), natural disasters, or personal changes. For these reasons we always recommend purchasing trip insurance for unforeseen circumstances like these.
During your stay at this resort, you're just a quick walk from Jiminy Peak Mountain Resort. A hot tub and an arcade/game room are available.
  • Onsite recreation includes a sauna
  • Steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster
This resort offers its guests a hot tub and a sauna. Barbecue grills and an arcade/game room are also featured at this resort.

This Hancock resort is smoke free.

Property manager

KOALA

Property amenities

Internet

  • Available in all rooms: WiFi
  • Available in some public areas: Internet access

Things to do

  • Arcade/games room
  • Sauna
  • Shared/communal pool
  • A hot tub

Guest services

  • Ski lift privileges

Outdoors

  • BBQ grill(s)
  • Firepit

Spa

  • Massages

More

  • Games
  • Smoke-free property

Room amenities

Bedroom

  • Air conditioning
  • Bed sheets
  • Heating
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bath or shower
  • Hairdryer
  • Jetted bath
  • Towels

Entertainment

  • TV

Food and drink

  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dining table
  • Dishwasher
  • Ice maker
  • Kitchen
  • Microwave
  • Oven
  • Fridge
  • Stovetop
  • Toaster

More

  • Dryer
  • Fireplace
  • Iron/ironing board
  • Phone

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

KOALAPRO47449_707_PRO_113_UNIT_2487_INSTANT_RELAXED

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 36 out of 38 reviews
Rating 8 - Good. 0 out of 38 reviews
Rating 6 - Okay. 2 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Alisa R.

Liked: Cleanliness
Amazing property
Stay was perfect all you need
Stayed 3 nights in Jan 2025

10/10 Excellent

Faith V.

Liked: Cleanliness
Stayed 4 nights in Dec 2024

10/10 Excellent

Christopher D.

Liked: Cleanliness
SKI
Outstanding facility staff activities. Nothing bad to say about our stay.
Stayed 4 nights in Dec 2024

10/10 Excellent

Tara M.

Liked: Cleanliness
Ski weekend
The property was beautiful. We had a great stay
Stayed 2 nights in Dec 2024

10/10 Excellent

Robin E.

Liked: Cleanliness
Great place, beautiful location
This is the second time I've been to Jimminy Peak and this stay was better than the last. The room was clean and comfortable and the ammenities were impeccable
Stayed 4 nights in Oct 2024

6/10 Okay

john f.

Liked: Cleanliness
Berkshire stay
My lower rating has nothing to due with the Wyndham Bentley Brook property itself, but rather with my disappointment in Koala/Vrbo. We were visiting the Berkshires to go Hiking and chose this property not just for the location but more importantly for the amenities (hot tub/pool). Before booking the property, the Vrbo website was checked and there was no mention of any renovations taking place until the spring of 2025. When we checked into the Wyndham, we were told that the hot tub/pool were closed and under renovation. Upon inquiry, the front desk indicated that this was not a last minute decision and that it was on their website for weeks! Since this renovation decision was made after we booked our stay it should have been Koala"s/Vrbo's responsibility to notify us of any resort changes. If we had known of this situation, we would have cancelled the reservations within the cancelation time frame and rebooked with a different property.
Stayed 3 nights in Nov 2024

10/10 Excellent

Denise D.

Liked: Cleanliness
Local wedding .
Loved the grounds , the room , the pool . The staff was super friendly.
Stayed 2 nights in Jul 2024

10/10 Excellent

Lava M.

Liked: Cleanliness
Spacious with Good Amenities
Great property for a long weekend. We enjoyed the space and amenities on the property.
Stayed 3 nights in May 2024

10/10 Excellent

Shery F.

Liked: Cleanliness
Great stay!
Many amenities, comfortable stay. Had a great time!
Stayed 3 nights in Jul 2024

10/10 Excellent

Kathleen M.

Liked: Cleanliness
Summer days
A very pleasant, clean and quiet place to stay. The separate living space makes it very comfortable. I would have like to see that the outside doors were only accessible with the unit key. That was a security issue. Overall, a great place. Thank you.
Stayed 2 nights in Jul 2024

10/10 Excellent

Laurie P., Naugatuck, Ct.

Liked: Cleanliness
Stayed for Tanglewood
While its a 40 mile trip to Tanglewood, its back roads through NY. That means you get out of the concert and go opposite to the direction all thise other cars are going. Great place to stay too ( except for the squeaky doors).
Stayed 2 nights in Jul 2024

10/10 Excellent

mike w.

Liked: Cleanliness
Good location
Good location for festival visit
Stayed 3 nights in Jun 2024

10/10 Excellent

Martin G.

Liked: Cleanliness
2024 Family Weekend
We very much enjoyed our stay. The place was very comfortable and very clean. The location worked out perfect and the parking was very convenient.
Stayed 4 nights in Apr 2024

10/10 Excellent

Kristan K.

Liked: Cleanliness
Spring break vacation
The unit was clean and was accurately described on the listing. Check in was easy. This was our second time here and will return again.
Stayed 6 nights in Mar 2024

10/10 Excellent

moe b.

Liked: Cleanliness
Great rental. Great location
Weather didn't help but the rental and the location were exceptional!
Stayed 3 nights in Feb 2024

10/10 Excellent

Brian O.

Liked: Cleanliness
Fabulous
Top notch
Stayed 2 nights in Feb 2024

10/10 Excellent

Susan F.

Liked: Cleanliness
Awesome
Wonderful trip five star !
Stayed 3 nights in Feb 2024

10/10 Excellent

Orrie L.

Liked: Cleanliness
Clean and comfortable stay.
The property was as advertised. Clean and comfortable. And right on the mountain - ski-in/ski-out. Perfect for families.
Stayed 3 nights in Feb 2024

10/10 Excellent

Kathleen K., East Longmeadow, MA

Liked: Cleanliness
Mountainside
Although we weren't able to ski, it was a wonderful get away.
Stayed 2 nights in Mar 2024

10/10 Excellent

Susan F.

Liked: Cleanliness
Wonderful
We love Bentley Brook! We will come back next year!
Stayed 3 nights in Feb 2024

10/10 Excellent

Daniel P.

Liked: Cleanliness
ski weekend
great stay as always!
Stayed 2 nights in Feb 2024

10/10 Excellent

Elizabeth M.

Liked: Cleanliness
bentley at Jiminy
Overall a great spot. Ski in /ski out. Great getaway .
Stayed 3 nights in Feb 2024

10/10 Excellent

Alisa R.

Liked: Cleanliness
Amazing
Everything was perfect for a ski weekend
Stayed 2 nights in Feb 2024

10/10 Excellent

Andrew B., Easton, CT

Liked: Cleanliness
Great ski condo
The unit is at the top closest to the trails and very convenient for ski in/ski out. The unit itself was very nice. It was outfitted with games and an arcade machine which the kids loved. The sports center was really nice as well.
Stayed 2 nights in Feb 2024

10/10 Excellent

Alyne K.

Liked: Cleanliness
Ski week
Very nice place… lovely service… overall very satisfied
Stayed 3 nights in Feb 2024