Sleep up to 4
Vacations in the Berkshires are the stuff of Norman Rockwell paintings. But families don’t need to stay picture-perfect to have a great time hiking, skiing, boating, rafting, or enjoying fall foliage. Messy hair and muddy shoes are the norm in this outdoor haven near the Appalachian Trail. After a day of mountain adventures (or visiting the nearby Norman Rockwell Museum or town of Tanglewood), our Oak n’ Spruce Resort is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar.
Family Favorites
18-hole mini golf course
Skiing down Jiminy Peak
Hiking the famous Appalachian Trail
Nostalgic art of Norman Rockwell
Head to our game room for pool, air hockey, arcade games and ping pong.
When you want to take a break from the outdoors, enjoy on-site bingo, arts and crafts, and more!
Grill up your favorite meal on one of our charcoal grills throughout property.
Why leave the resort when you can catch a family-friendly movie for free right on site?
(Opened Seasonally)
Have fun with the kids and play a round on our 18-hole course near the activity building.
Work in a workout at our on-site fitness center.
(Opened Seasonally)
Play a game of tennis, basketball, shuffleboard, volleyball and more without leaving our resort.
Enjoy some fresh air and explore our resort’s beautiful mountain forest on a leisurely hike.
Splash around our seasonal outdoor pool with beautiful Berkshire Mountain views.
Cool off from your day of hiking in our seasonal outdoor pool by the Presidential buildings.
Take a dip in one of our two year-round indoor pools on those chilly days.
Warm up and unwind in our wonderfully relaxing hot tub in the activity building.
Enjoy a quick, yummy meal, a light snack, or cup of coffee in our cozy café and dining area.
Enjoy a summertime or après-ski cocktail while watching the game in our conveniently located bar.
Who says Massachusetts can’t have some tiki time? Take a break from the pool at our poolside bar.