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

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

Exterior
Living area
Room
Room
Private kitchen

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Hot tub
  • Kitchen
  • Pool
  • Laundry
  • Air conditioning
NZ$314
avg per night

Explore the area

Map
Lanesborough, Massachusetts
  • Jiminy Peak Mountain Resort
    ‪1 min walk‬
  • Mount Greylock State Reservation Visitor Center
    ‪14 min drive‬
  • Mount Greylock
    ‪39 min drive‬
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪27 min drive‬

Rooms & beds

2 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

2 Double Beds

living room

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Toilet · Shower only · Jetted bathtub

Bathroom 2

Bathtub or shower · Toilet

Spaces

Kitchen
Balcony
Dining area

Room

  • Mountain view
  • 78.3 sq m
  • Sleeps 8
  • 1 King Bed, 2 Double Beds and 1 Double Sofa Bed
Price is NZ$314 avg per night,

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About the area

Hancock

Located in Hancock, this resort is in the mountains and on a river. Mount Lebanon Shaker Village and Colonial Theater are local landmarks, and the area's natural beauty can be seen at Mount Greylock State Reservation and Mount Greylock State Reservation Visitor Center. Mountain Coaster and Alpine Super Slide are also worth visiting. Discover the area's water adventures with nearby power boating, or enjoy the great outdoors with hiking, horse riding and mountain biking.

What's nearby

  • Jiminy Peak Mountain Resort - 1 min walk - 0.0 km
  • Mount Greylock State Reservation Visitor Center - 14 min drive - 10.1 km
  • Williams College - 23 min drive - 23.2 km
  • Tanglewood Music Center - 36 min drive - 32.9 km
  • Mount Greylock - 39 min drive - 23.0 km

Getting around

  • Pittsfield Intermodal Transportation Center - 21 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 27 min drive

Restaurants

  • ‪Old Man Jeff's Barbecue Company - ‬20 min drive
  • ‪Zucchini's Restaurant - ‬17 min drive
  • ‪Donut Man - ‬15 min drive
  • ‪Norte Azul Cantina - ‬7 min drive
  • ‪Ginos Pizza and Grill - ‬17 min drive

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.

This resort is part of a timeshare and you may be invited to attend a sales presentation. Any participation is always optional and never required when booking through KOALA.

Property manager

KOALA
Premier Host

Languages

English

Amenities

Pool
Hot tub
Air conditioning
Laundry

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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
On-site 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

Frequently asked questions

Does All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. have a pool?

Yes, this property has a pool.

Is All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?

Check-in begins at 4:00 PM.

What time is check-out at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?

Checkout is at 10:00 AM.

Where is All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. located?

Situated on a river, this resort is steps from Jiminy Peak Mountain Resort and within 3 mi (5 km) of Alpine Super Slide and Mountain Coaster. Mount Greylock State Reservation and Taconic Ridge State Forest are also within 6 miles (10 km).

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Alisa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property

Stay was perfect all you need
Stayed 3 nights in Jan 2025

10/10 Excellent

Faith V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2024

10/10 Excellent

Christopher D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Ski weekend

The property was beautiful. We had a great stay
Stayed 2 nights in Dec 2024

10/10 Excellent

Robin E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Great stay!

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

10/10 Excellent

Kathleen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Good location

Good location for festival visit
Stayed 3 nights in Jun 2024

10/10 Excellent

Martin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Fabulous

Top notch
Stayed 2 nights in Feb 2024

10/10 Excellent

Susan F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

Wonderful trip five star !
Stayed 3 nights in Feb 2024

10/10 Excellent

Orrie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Wonderful

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

10/10 Excellent

Daniel P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

ski weekend

great stay as always!
Stayed 2 nights in Feb 2024

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Amazing

Everything was perfect for a ski weekend
Stayed 2 nights in Feb 2024

10/10 Excellent

Andrew B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

Ski week

Very nice place… lovely service… overall very satisfied
Stayed 3 nights in Feb 2024