Ski-In/Ski-Out Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking and horseback riding, Tanglewood concerts and brilliant foliage. Then return to your beautiful resort, filled with delightful amenities and activities. Our friendly resort team has many fun activities, particularly for couples of all ages and younger children. Our indoor/outdoor pool is kid-friendly and our outdoor seasonal pool is adults-only, to satisfy every guest's preference. Our theater runs nightly movies with plenty of hot popcorn on the house. Enjoy a bit of creative dabbling? You'll like our activities room with arts and crafts, and computer games. Or you can shoot pool and play video games in our game room. Join the weekly campfire or plan a picnic by the charcoal grill and fire pit. Our lobbies are a wonderful place to relax and people-watch - each features beautiful fireplaces and authentic local antiques. Dine at three Jimmy Peak restaurants, all within walking distance (in ski season, additional dining is available). Planning an upcoming trip? Inquire about the availability today!