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

2.0 star property
Lakefront resort with a sauna and a hot tub

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

Lobby
Pool
Exterior
Outdoor spa tub
Game room

Reviews

10 out of 10
Exceptional

Popular amenities

  • Hot Tub
  • Kitchen
  • Pool
  • Laundry
  • Air conditioning

Explore the area

View in a map
Lanesborough, MA
  • Place, Jiminy Peak Mountain Resort
    ‪1 min walk‬
  • Place, Mountain Coaster
    ‪5 min walk‬
  • Place, Mount Greylock State Reservation Visitor Center
    ‪15 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪32 min drive‬

Room options

About the neighborhood

Hancock

This resort places you next to Jiminy Peak Mountain Resort and within 2 miles (3 km) of Alpine Super Slide. The guestroom includes a kitchen, a fireplace, and a balcony.

What's nearby

  • Jiminy Peak Mountain Resort - 1 min walk - 0.0 miles
  • Mountain Coaster - 5 min walk - 0.3 miles
  • Alpine Super Slide - 14 min walk - 0.8 miles
  • Mount Greylock State Reservation Visitor Center - 15 min drive - 7.8 miles
  • Mount Greylock - 45 min drive - 17.0 miles

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
  • ‪Bob's Country Kitchen - ‬12 min drive
  • ‪Dunkin' - ‬15 min drive
  • ‪Proprietor’s Lodge - ‬18 min drive
  • ‪Cumberland Farms - ‬8 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.
The bathroom offers a jetted tub and hair dryers. Other standard amenities include a kitchen, a washing machine, and 2 bathrooms.

Similar properties

Property amenities

Internet

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

Things to do

  • Arcade/game room
  • Communal pool
  • Games
  • Hot tub
  • Sauna
  • Ski lift privileges

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Firepit
  • In the mountains
  • On a lake

Spa

  • Massage

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Towels provided

Entertainment

  • TV

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Ice maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

More

  • Air conditioning
  • Dryer
  • Fireplace
  • Heating
  • 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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

KOALAPRO47449_707_PRO_113_UNIT_2487_INSTANT_RELAXED

Frequently asked questions

What can I see within easy reach of this resort?

This resort is located in Hancock, just steps from Jiminy Peak Mountain Resort. You'll also find Mount Greylock State Reservation and Mountain Coaster within a short drive.

Is parking available on site at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?

No, this resort doesn't offer parking.

Is a spa located at this resort?

Spa services at the resort include massages.

Is this resort next to a casino?

No, this resort is not connected to a casino.

Will I find an indoor pool at this resort?

No, this resort doesn't have an indoor pool; however, there is a hot tub.

What amenities will couples enjoy at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?

Amenities that appeal to couples at this lakeside resort include a fireplace, a jetted bathtub, and a kitchen.

Are there hot tubs at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?

Yes, guests can enjoy a spa tub at this resort.

Does this resort provide breakfast?

No, this resort doesn't offer breakfast.

Will this resort allow pets to stay for free?

No, pets aren't allowed at this resort.

Are there connecting rooms at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?

No, there aren't connecting guestrooms at this resort.

Where is the closest airport to this resort?

The closest major airport to this resort is Pittsfield, MA (PSF-Pittsfield Municipal), which is 17.9 mi away (27 minutes by car). Another top airport is Hudson, NY (HCC-Columbia County), which is around 28.2 mi away.

Are there rooms with balconies at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?

Yes, every guestroom at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. comes with a balcony with some featuring mountain views.