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Hotels in Stephentown

200+ HOTELS IN AND AROUND STEPHENTOWNRanking can be influenced by the commissions we receive.
2 Bed Berkshire Getaway @ Stephentown Hotel main photo
2 Bed Berkshire Getaway @ Stephentown Hotel
Apartment in Stephentown NYUS flag
9.6
Excellent
$
Info
Categories
Ski
Dog Friendly
Free Wi-Fi
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires main photo
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Apartment in Stephentown NYUS flag
10
Excellent
$
Info
Categories
Ski
Dog Friendly
Parking
Tentrr - Round Mountain Campsite main photo
Tentrr - Round Mountain Campsite
Vacation Home in Stephentown NYUS flag
10
Excellent
$
Info
Categories
Ski
Dog Friendly
Cabin Perfect for Nature Lovers main photo
Cabin Perfect for Nature Lovers
Vacation Home in Stephentown NYUS flag
0.0
$
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
8 Mi to Jiminy Peak Resort Mtn-View Home with Deck main photo
8 Mi to Jiminy Peak Resort Mtn-View Home with Deck
Vacation Home in Stephentown NYUS flag
0.0
$
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Sleeps 40 • Heated Pool • Hot Tub • Fire Pit • Game Room Brookside Mountain Retreat by AvantStay main photo
$
Info
Categories
Dog Friendly
Pool
Outdoor Pool
Free Wi-Fi
14 more hotels nearby!
Berkshires Studio Apartment at the Stephentown Hotel main photo
Berkshires Studio Apartment at the Stephentown Hotel
0.6 mi from Stephentown
Apartment in Hancock MAUS flag
0.0
$
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
The entire Stephentown Hotel. 28 person occupancy main photo
The entire Stephentown Hotel. 28 person occupancy
0.6 mi from Stephentown
Vacation Home in Hancock MAUS flag
10
Excellent
$
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski main photo
2 Bed Berkshire Getaway minutes to Jiminy Peak Ski
0.6 mi from Stephentown
Apartment in Hancock MAUS flag
10
Excellent
$
Info
Categories
Dog Friendly
Free Wi-Fi
Parking
Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak main photo
Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak
2.3 mi from Stephentown
Vacation Home in Hancock MAUS flag
9.4
Excellent
$
Info
Categories
Ski
Parking
Huttopia Berkshires main photo
Huttopia Berkshires
2.4 mi from Stephentown
Luxury Tent in Hancock MAUS flag
9.5
Excellent
$
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Parking
Bougie Bs Mountainside Getaway main photo
Bougie Bs Mountainside Getaway
3.4 mi from Stephentown
Vacation Home in Hancock MAUS flag
0.0
$
Info
Categories
Dog Friendly
Free Wi-Fi
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury main photo
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury
3.8 mi from Stephentown
Aparthotel in Hancock MAUS flag
7.8
Good
$
Info
Categories
Ski
Ski In Ski Out
Pool
Heated Pool
Indoor Pool
Jiminy Peak Mountain Resort main photo
Jiminy Peak Mountain Resort
3.7 mi from Stephentown
Resort in Hancock MAUS flag
8.4
Very Good
From $163
$
Info
Categories
Golf
Ski
Family
Club Wyndham Bentley Brook main photo
Club Wyndham Bentley Brook
3.6 mi from Stephentown
Resort in Hancock MAUS flag
9.1
Excellent
From $152
$
Info
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.
Categories
Ski
Family
Pool
Outdoor Pool
Ski in-out, Slope and Pool Views 1BR at Country Inn main photo
Ski in-out, Slope and Pool Views 1BR at Country Inn
3.6 mi from Stephentown
Aparthotel in Hancock MAUS flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor main photo
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
3.6 mi from Stephentown
Apartment in Hancock MAUS flag
0.0
$
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Hancock Log Cabin Retreat 2 Miles to Jiminy Peak! main photo
Hancock Log Cabin Retreat 2 Miles to Jiminy Peak!
3.7 mi from Stephentown
Vacation Home in Hancock MAUS flag
10
Excellent
$
Info
Categories
Ski
Disney Magic at Jiminy Mountain main photo
Disney Magic at Jiminy Mountain
3.7 mi from Stephentown
Hotel in Hancock MAUS flag
7.9
Good
$
Info
Categories
Ski
Pool
Heated Pool
Outdoor Pool
Ski In Ski Out
Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy main photo
Gorgeous New Zen Suite Sleeps 4-Ski On Off Jiminy
3.6 mi from Stephentown
Apartment in Hancock MAUS flag
7.9
Good
$
Info
Categories
Ski
Pool
Outdoor Pool
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Stephentown
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Hotels, Vacation Homes, Apartments, Aparthotels in Stephentown NY