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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 in the Berkshires 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
Our Best Sale of the Year
Book an incredible vacation at one of 26 Holiday Inn Club Vacations® resorts and enjoy our best offer of the year: up to 35% off when you book by December 3 and travel by April 30, 2025. Enjoy roomy villas, pools, home-like amenities, and so much more. Better get packing—this offer won’t last.
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Things to Do at the Resort
Beartree Bar
Enjoy a summertime or après-ski cocktail while watching the game in our conveniently located bar.
- Opened Seasonally
Large Outdoor Pool
Splash around our seasonal outdoor pool with beautiful Berkshire Mountain views.
- Opened Seasonally
Small Outdoor Pool
Cool off from your day of hiking in our seasonal outdoor pool by the Presidential buildings.
Group Travel
Whether a reunion, wedding or gathering, let us help you host an amazing get together.
- Opened Seasonally
Sports Courts
Play a game of tennis, basketball, shuffleboard, volleyball and more without leaving our resort.
Fitness Center
Work in a workout at our on-site fitness center.
- Opened Seasonally
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Mini Golf
Have fun with the kids and play a round on our 18-hole course near the activity building.
Movie Theater
Why leave the resort when you can catch a family-friendly movie right on site?
Barbecue Grills
Grill up your favorite meal on one of our charcoal grills throughout property.
Special Activities
When you want to take a break from the outdoors, enjoy on-site bingo, arts and crafts, and more!
Game Room
Head to our game room for pool, air hockey, arcade games and ping pong.
Tiki Bar (Temporarily Unavailable)
Who says Massachusetts can’t have some tiki time? Take a break from the pool at our poolside bar.
Hot Tub
Warm up and unwind in our wonderfully relaxing hot tub in the activity building.
Two Indoor Pools
Take a dip in one of our two year-round indoor pools on those chilly days.
Local Things to Do
Six Flags® New England
Whoosh down waterslides, fly high on coasters or hop aboard family rides at this fun-filled park.
Appalachian Trail
Take a family trek (with a picnic and your camera!) along part of this famed multi-state trail.
Festival of Trees
Walk around the Berkshire Museum after hours and discover over 100 beautiful holiday displays.
Mount Greylock State Reservation
Explore trails, a historic lodge and war memorial – all from the highest elevation in the state.
Norman Rockwell Museum
Discover the largest collection of Norman Rockwell art. It’s a picture-perfect way to spend a day.
Tanglewood
Visit the summer home of the Boston Symphony Orchestra. This unique locale hosts other events, too!
Monument Mountain
Explore the area and enjoy a picnic along one of three scenic hiking trails with wonderful views.
Ventfort Hall
Wander the rooms of this historic mansion from 1893 with exhibits in its Gilded Age museum.
Ramblewild
Go wild with rope bridges, zip lines, high platforms, and more at the basecamp and aerial park.
Massachusetts Museum of Contemporary Art
Discover 28 buildings over 16 acres featuring paintings, sculptures, dances, films, theater, and more.
Freedom Trail®
Visit 16 important historic sites telling the story of the American Revolution and beyond in Boston.
Catamount Mountain Resort
Skiing, snowboarding, and snow tubing – plus summer activities including the longest zipline in the United States!
Virtual Tours
Learn About Club Membership
Want to make Oak n’ Spruce Resort in the Berkshires your home away from home? As a Club Member, enjoy vacations year after year across a variety of destinations – all with the spacious comforts of home and the fun amenities and activities that make it a vacation. Just a few benefits of a vacation ownership with us include:
- Customizable points, so you can build vacations that are right for you
- Flexibility to enjoy weekday retreats, weekend getaways, or weeklong trips
- Variety with access to over two dozen resorts, accommodations options varying from city studios to extra-special Signature Collection villas, and exchange stays at over 13,000 partner hotels worldwide*
- And so much more…
And no matter where your adventures take you, our Club Membership ensures you’ll always have a great place to stay.
Already a member?
Venture over to the member site to start planning your stay.
Contact
About Oak n’ Spruce Resort in the Berkshires
(413) 243-3500
Resort
190 Meadow Street South Lee, MA 01260
Nearby Airports
Bradley International Airport (BDL)
65.5 mi
Albany International Airport (ALB)
55.5 mi
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Find Your Vacation
We’ve got great rental offers available. To see all our resort deals, check availability and start packing!