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





Reviews
1010 out of 10
Exceptional
Popular amenities
- Hot tub
- Kitchen
- Pool
- Laundry
- Air conditioning
Explore the area

Lanesborough, MA
- Jiminy Peak Mountain Resort1 min walk
- Mountain Coaster5 min walk
- Mount Greylock State Reservation Visitor Center15 min drive
- Pittsfield, MA (PSF-Pittsfield Municipal)32 min drive
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About the area
Hancock
When you stay at this resort in Hancock, you'll be on a river, just steps from Jiminy Peak Mountain Resort and a 2-minute drive from Mountain Coaster. .This resort is 0.9 mi (1.5 km) from Alpine Super Slide and 4.8 mi (7.7 km) from Mount Greylock State Reservation.
What's nearby
- Jiminy Peak Mountain Resort - 1 min walk - 0.0 km
- Mountain Coaster - 5 min walk - 0.5 km
- Alpine Super Slide - 14 min walk - 1.2 km
- Mount Greylock State Reservation Visitor Center - 15 min drive - 12.5 km
- Mount Greylock - 45 min drive - 27.3 km
Getting around
- Pittsfield Intermodal Transportation Center - 21 min drive
- Pittsfield, MA (PSF-Pittsfield Municipal) - 27 min drive
Restaurants
- Cumberland Farms - 8 min drive
- Dunkin' - 15 min drive
- Proprietor’s Lodge - 18 min drive
- Norte Azul Cantina - 7 min drive
- Zucchini's Restaurant - 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.
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.
There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. The bathroom has a jetted bathtub and a hair dryer. Conveniences include a phone, as well as a microwave and a coffee/tea maker.
Don't miss out on recreational opportunities including a hot tub and a sauna. Additional features at this resort include an arcade/game room and barbecue grills.
Guests will find features like internet access.
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
- Smoke-free property
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
- Hob
- Ice maker
- Kitchen
- Microwave
- Oven
- Refrigerator
- 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
Pets not allowed
Children and extra beds
Children are welcome
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
Property is also known as
KOALAPRO47449_707_PRO_113_UNIT_2487_INSTANT_RELAXED