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

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

Exterior
Living area
Room
Room
Private kitchen

Popular amenities

  • Pool
    Pool
  • Kitchen
    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

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

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 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.

Property manager

KOALA

Amenities

Pool

Similar properties

House Rules

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets 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
On-site parties or group events are strictly prohibited

About the area

Hancock

Hancock is home to this resort. 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/biking trails, mountain biking and horse riding.
Map
Lanesborough, Massachusetts

What's nearby

  • Jiminy Peak Mountain Resort - 1 min walk
  • Mountain Coaster - 2 min drive
  • Pittsfield State Forest - 11 min drive
  • Mount Greylock State Reservation Visitor Center - 14 min drive
  • Mount Greylock - 39 min drive

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
  • ‪Ginos Pizza and Grill - ‬17 min drive
  • ‪Donut Man - ‬15 min drive
  • ‪Norte Azul Cantina - ‬7 min drive

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.

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

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

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About the host

Hosted by KOALA

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Based in the heart of Brooklyn, New York, KOALA is here to shake up the vacation game! We're all about making it super easy for you to score amazing resort stays at prices that won’t make your wallet cry. Plus, we’re helping timeshare owners cover their costs when they can't use their space—so it’s a win for everyone! Ready to book your next dream getaway? Let KOALA show you how vacationing should really be done!
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