7,258,491 hotelsin 60 categories
Hotels with Swimming Pool near Ski Resorts in Castleton-on-Hudson
49 HOTELS IN AND AROUND CASTLETON-ON-HUDSONRanking can be influenced by the commissions we receive.20 hotels nearby!
Updated Canaan Farmhouse Pond and Sunset Views!17.1 mi from Castleton-on-Hudson
Vacation Home in Canaan NY
10
Excellent$
Info
Categories
Ski
Pool
$
Info
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Ski
Pool
Outdoor Pool
Dog Friendly
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury20.0 mi from Castleton-on-Hudson
Aparthotel in Hancock MA
7.7
Good$
Info
Categories
Ski
Pool
Heated Pool
Indoor Pool
Ski In Ski Out
From $163
$
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Ski
Pool
Heated Pool
Outdoor Pool
Golf
$
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Summary of reviews
Club Wyndham Bentley Brook, nestled in the heart of the Berkshires, is highly praised for its prime location and array of family-friendly activities. The resort offers a picturesque setting at the foot of Jiminy Peak, making it an ideal destination for both ski enthusiasts and summer visitors. With ski-in/ski-out accommodations, guests enjoy unrivaled access to the slopes, enhancing their skiing adventures. During warmer months, proximity to cultural landmarks and outdoor activities like hiking provides ample opportunities for exploration.
The resort accommodations are repeatedly highlighted as a major draw, featuring spacious, well-appointed condo-style rooms that cater to families of all sizes. The inclusion of well-equipped kitchens and modern amenities ensures guests enjoy a comfortable and convenient stay. Cleanliness is another strong suit, with rooms and common areas maintained to a high standard. The attentive and friendly staff contribute significantly to the positive guest experience, offering knowledgeable insights and personalized service.
Plenty of activities and on-site facilities cater to families and couples alike, including various pools, an adults-only heated pool, hot tubs, and saunas, making the pool area a particular favorite. Although pools can seem small and occasionally crowded, guests appreciate the reservation system that allows for an enjoyable experience.
For families, the resort’s offerings for children, such as glow stick parties and themed events, create memorable experiences during school breaks. The surrounding attractions further enhance the family adventure, providing excellent dining and shopping opportunities. The spacious suites are perfect for family gatherings, offering great value alongside outstanding local restaurants.
Overall, Club Wyndham Bentley Brook delivers a blend of relaxation, adventure, and exceptional service, solidifying its reputation as a remarkable destination for a getaway in a charming and scenic part of the Berkshires.
The resort accommodations are repeatedly highlighted as a major draw, featuring spacious, well-appointed condo-style rooms that cater to families of all sizes. The inclusion of well-equipped kitchens and modern amenities ensures guests enjoy a comfortable and convenient stay. Cleanliness is another strong suit, with rooms and common areas maintained to a high standard. The attentive and friendly staff contribute significantly to the positive guest experience, offering knowledgeable insights and personalized service.
Plenty of activities and on-site facilities cater to families and couples alike, including various pools, an adults-only heated pool, hot tubs, and saunas, making the pool area a particular favorite. Although pools can seem small and occasionally crowded, guests appreciate the reservation system that allows for an enjoyable experience.
For families, the resort’s offerings for children, such as glow stick parties and themed events, create memorable experiences during school breaks. The surrounding attractions further enhance the family adventure, providing excellent dining and shopping opportunities. The spacious suites are perfect for family gatherings, offering great value alongside outstanding local restaurants.
Overall, Club Wyndham Bentley Brook delivers a blend of relaxation, adventure, and exceptional service, solidifying its reputation as a remarkable destination for a getaway in a charming and scenic part of the Berkshires.
Categories
Pool
Outdoor Pool
Ski
Family
$
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Categories
Ski
Pool
Heated Pool
Outdoor Pool
Ski In Ski Out
Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy19.8 mi from Castleton-on-Hudson
Apartment in Hancock MA
7.9
Good$
Info
Categories
Ski
Pool
Outdoor Pool
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
7.0
Good$
Info
Categories
Ski
Pool
Outdoor Pool
Ski In Ski Out
Relaxation Suite Jiminy-Must See Sleeps 419.8 mi from Castleton-on-Hudson
Apartment in Hancock MA
7.6
Good$
Info
Categories
Ski
Pool
Indoor Pool
Private Pool
Adult Only
Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 419.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
9.3
Excellent$
Info
Categories
Ski
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
9.0
Excellent$
Info
Categories
Ski
Pool
Private Pool
Outdoor Pool
Ski In Ski Out
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
7.3
Good$
Info
Categories
Ski
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
10
Excellent$
Info
Categories
Ski
Pool
Outdoor Pool
Ski In Ski Out
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 419.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
9.4
Excellent$
Info
Categories
Ski
Pool
Outdoor Pool
Ski In Ski Out
Cozy Ski in out Cabin in Berkshire Resort
19.9 mi from Castleton-on-Hudson
Vacation Home in Hancock MA
8.2
Very Good$
Info
Categories
Ski
Pool
Private Pool
Parking
EV charging stations
Disney Wonderland Suite at Jiminy-Ski On Off Mtn - Must See Stitch and Mickey Magic19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
10
Excellent$
Info
Categories
Ski
Pool
Outdoor Pool
Ski In Ski Out
Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
8.9
Excellent$
Info
Categories
Ski
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
Mountain View Suite on Jiminy Peak Ski On Off -New19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
8.5
Very Good$
Info
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Ski
Pool
Indoor Pool
Private Pool
Ski In Ski Out
$
Info
Categories
Ski
Pool
Heated Pool
Private Pool
Outdoor Pool
Ski In Ski Out
Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak19.9 mi from Castleton-on-Hudson
Apartment in Hancock MA
7.6
Good$
Info
Categories
Ski
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
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