All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Resort in Lanesborough, MA
Reasons to book
About this resort
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.
Amenities
Map of Lanesborough, MA
FAQs
How much does this resort cost compared to others in Lanesborough?
Is parking included with this resort?
Is there a pool at this resort?
Is All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx. pet friendly?
What amenities are available at All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.?
Explore similar vacation rentals in Lanesborough
Explore all rentals in Lanesborough
Nestled in Lanesborough, this Resort is perfect for your next vacation. Enjoy Vacation Village in the Berkshires's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.
Experience vacation in Lanesborough with our Apartment, Vacation Village in the Berkshires. Enjoy amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.
This House in Lanesborough, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
Indulge in a peaceful retreat at Club Wyndham Bentley Brook, our elegant Vacation rental in Lanesborough. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
Discover the beauty of Lanesborough with a stay at 19th c. Barn in the Berkshires, a top rated House with amenities such as Air conditioner, Fireplace and Internet / Wifi, and more.
Discover the beauty of Lanesborough with a stay at Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
Are you ready to indulge in a relaxing getaway? Our House in Lanesborough has everything you need for a rejuvenating stay. Treat yourself to Huge Beautiful House-2 families-16 Acres -Low rates- 2 min from Jiminy Peak's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
This inviting House in Lanesborough can fit your needs for many types of vacations, at $1,110 per night.
Experience the best of Lanesborough with this House available for $1,502. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.
Discover the beauty of Lanesborough with a stay at Family-Friendly Hancock Home Walk to Slopes!, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
Looking for a House in Lanesborough, this House for $1,659 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
When traveling to Lanesborough, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $787 per night.
Discover the beauty of Lanesborough with a stay at Lakeside Home With Pool-Completely Renovated, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
Discover the beauty of Lanesborough with a stay at SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, a top rated Apartment with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
Experience the best of Lanesborough with this Apartment available for $1,021. This property is equipped with amenities including Dishwasher, Fireplace and Internet / Wifi, and more.
Are you ready to indulge in a relaxing getaway? Our House in Lanesborough has everything you need for a rejuvenating stay. Treat yourself to 6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort's exceptional amenities, such as Dishwasher, Fireplace and Internet / Wifi.
Looking for a Apartment hotel in Lanesborough, this Apartment hotel for $202 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
The best choice in Lanesborough for Apartment, for $1,084 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Soak up the beauty of Lanesborough in our House, Home in the Berkshires. With a range of amenities such as Dishwasher, Internet / Wifi and Laundry, you'll feel right at home.
Experience the best of Lanesborough with this Apartment available for $449. This property is equipped with amenities including Air conditioner, Fireplace and Internet / Wifi, and more.
This House for $1,287 in Lanesborough, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
Nestled in Lanesborough, this Apartment is perfect for your next vacation. Enjoy Wyndham Bentley Brook Condo Resort's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
The best choice in Lanesborough for House, for $1,415 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
House in Lanesborough, for $202 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
This attractive Resort in Lanesborough, $333 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
Discover the beauty of Lanesborough with a stay at Family-Friendly Hancock Home: Walk to Slopes!, a top rated House with amenities such as Air conditioner, Dishwasher and Fireplace, and more.
Experience vacation in Lanesborough with our House, Jiminy Peak Mountainside Getaway in the Berkshires, Massachusetts Lodging Tax. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
This inviting Apartment in Lanesborough can fit your needs for many types of vacations, at $1,070 per night.
Looking for a memorable stay in Lanesborough? Our Resort might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
Experience vacation in Lanesborough with our House, Berkshires Lakefront Retreat by Evergreen Home. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.