Summary:
The Natural Beauty of the Berkshires

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.

The Space:
This unit is not necessarily the one in the picture; it will be assigned at the time of check-in.

IMPORTANT NOTICE
May 23 - December 31, 2025

Please be advised that our resort does not have elevator access and not all units have been renovated, including the 300 square feet Suites located at this resort. Cafe on property has a limited breakfast menu. Also, effective March 1, 2022, Oak n' Spruce Resort will be a cashless resort. In addition, the small indoor pool will be closed for repairs from 2/26/24 through 3/7/24. We ask that you visit the adjacent indoor pool during this time.

Sleeps up to 4

The Natural Beauty of the Berkshires

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 Bear tree Bar.

Family Favorites
18-hole mini golf course
Skiing down Jiminy Peak
Hiking the famous Appalachian Trail
Nostalgic art of Norman Rockwell
Things to Do at the Resort:

Game Room

Head to our game room for pool, air hockey, arcade games and ping pong.


Special Activities

When you want to take a break from the outdoors, enjoy on-site bingo, arts and crafts, and more!

Barbecue Grills

Grill up your favorite meal on one of our charcoal grills throughout property.

Movie Theater

Why leave the resort when you can catch a family-friendly movie for free right on site?

Mini Golf

(Opened Seasonally)

Have fun with the kids and play a round on our 18-hole course near the activity building.

Health & Fitness :

Fitness Center

Work in a workout at our on-site fitness center.

Sports Courts

(Opened Seasonally)

Play a game of tennis, basketball, shuffleboard, volleyball and more without leaving our resort.

Hiking Trail

Enjoy some fresh air and explore our resort’s beautiful mountain forest on a leisurely hike.


Pools & More :

Large Outdoor Pool

Splash around our seasonal outdoor pool with beautiful Berkshire Mountain view

Small Outdoor Pool

Cool off from your day of hiking in our seasonal outdoor pool by the Presidential buildings.

Two Indoor Pools

Take a dip in one of our two year-round indoor pools on those chilly days.

Hot Tub (Temporarily Closed)

Warm up and unwind in our wonderfully relaxing hot tub in the activity building.

Resort Dining :

The Café and Marketplace Grab & Go

Enjoy a quick, yummy meal, a light snack, or cup of coffee in our cozy café and dining area.

Bear tree Bar (Temporarily Closed)

Enjoy a summertime or après-ski cocktail while watching the game in our conveniently located bar.

Tiki Bar (Temporarily Closed)

Who says Massachusetts can’t have some tiki time? Take a break from the pool at our poolside bar.