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Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee, Massachusetts

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4.5/5 

(519 reviews) 

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Family enjoying the outdoors at Oak n' Spruce Resort in South Lee, Massachusetts.Family enjoying the outdoors at Oak n' Spruce Resort in South Lee, Massachusetts.
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Oak n’ Spruce Resort in the Berkshires

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

Stay Longer & Save

Stay Longer. Save More. Up to 20% more when you book in advance and stay at least 3 nights.

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Things to Do at the Resort

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  • Two guests playing billiards in the Beartree Bar at Oak n' Spruce Resort in South Lee, Massachusetts.

    Beartree Bar

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

  • Opened Seasonally
    Three children sitting on edge of outdoor pool at Oak n' Spruce Resort in South Lee, Massachusetts.

    Large Outdoor Pool

    Splash around our seasonal outdoor pool with beautiful Berkshire Mountain views.

  • Opened Seasonally
    Small outdoor pool at Oak n' Spruce Resort in South Lee, Massachusetts

    Small Outdoor Pool

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

  • Three women checking into resort.

    Group Travel

    Whether a reunion, wedding or gathering, let us help you host an amazing get together.

  • Opened Seasonally
    Dad and two sons playing basketball on outdoor sports courts at Oak n' Spruce Resort in South Lee, Massachusetts.

    Sports Courts

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

  • Fitness center with several machines including weights and stationary bikes at Oak n' Spruce Resort in South Lee, Massachusetts.

    Fitness Center

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

  • Opened Seasonally
    Mother and daughter playing mini golf outdoors at Oak n' Spruce Resort in South Lee, Massachusetts.

    Mini Golf

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

  • Movie theater seats at Oak n' Spruce Resort in South Lee, Massachusetts.

    Movie Theater

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

  • Man barbecuing at Oak n' Spruce Resort in South Lee, Massachusetts.

    Barbecue Grills

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

  • Bingo card with marker, sunglasses and drink.

    Special Activities

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

  • Dad and children playing air hockey at Oak n' Spruce Resort in South Lee, Massachusetts.

    Game Room

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

  • Indoor hot tub at Oak n' Spruce Resort in South Lee, Massachusetts

    Hot Tub

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

  • Indoor pool at Oak n' Spruce Resort in South Lee, Massachusetts

    Two Indoor Pools

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

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Local Things to Do

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  • Six Flags® New England near Oak n' Spruce Resort in South Lee, Massachusetts.

    Six Flags® New England

    Whoosh down waterslides, fly high on coasters or hop aboard family rides at this fun-filled park.

  • Family hiking near Oak n' Spruce Resort in South Lee, Massachusetts.

    Appalachian Trail

    Take a family trek (with a picnic and your camera!) along part of this famed multi-state trail.

  • Festival of Trees near Oak n' Spruce Resort in South Lee, Massachusetts.

    Festival of Trees

    Walk around the Berkshire Museum after hours and discover over 100 beautiful holiday displays.

  • Family hiking in Greylock State Park near Oak n' Spruce Resort in South Lee, Massachusetts.

    Mount Greylock State Reservation

    Explore trails, a historic lodge and war memorial – all from the highest elevation in the state.

  • Norman Rockwell Museum near Oak n Spruce Resort.

    Norman Rockwell Museum

    Discover the largest collection of Norman Rockwell art. It’s a picture-perfect way to spend a day.

  • Tanglewood near Oak n Spruce Resort.

    Tanglewood

    Visit the summer home of the Boston Symphony Orchestra. This unique locale hosts other events, too!

  • Couple hiking at Monument Mountain near Oak n' Spruce Resort in South Lee, Massachusetts.

    Monument Mountain

    Explore the area and enjoy a picnic along one of three scenic hiking trails with wonderful views.

  • historic mansion at the Ventfort Hall near Oak n' Spruce in South Lee, MA

    Ventfort Hall

    Wander the rooms of this historic mansion from 1893 with exhibits in its Gilded Age museum.

  • tree bridge at Ramblewild near Oak n' Spruce Resort in South Lee, MA

    Ramblewild

    Go wild with rope bridges, zip lines, high platforms, and more at the basecamp and aerial park.

  • The Massachusetts Museum of Contemporary Art near Oak n' Spruce in South Lee, MA.

    Massachusetts Museum of Contemporary Art

    Discover 28 buildings over 16 acres featuring paintings, sculptures, dances, films, theater, and more.

  • Street sign of Freedom Trial near Oak n' Spruce Resort in South Lee, MA

    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!

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Virtual Tours

Accommodations

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  • Three-Bedroom Presidential

    • 1689 sq. ft

    • Sleeps up to 8

  • Master Bedroom in a villa at Oak n' Spruce Resort in South Lee, Massachusetts

    Two-Bedroom Presidential

    • 1060 sq. ft

    • Sleeps up to 6

  • Master bedroom in a two bedroom villa at Oak n' Spruce Resort in South Lee, Massachusetts

    Two-Bedroom

    • 823 - 1016 sq. ft

    • Sleeps up to 6

  • Living room with a sofa, two chairs, and tables in a one bedroom villa at Oak n' Spruce Resort in South Lee, Massachusetts

    One-Bedroom

    • 739 sq. ft

    • Sleeps up to 4

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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.

Request Membership Info
Mother and child playing mini golf at Oak n' Spruce Resort in South Lee, Massachusetts.

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

Pin

190 Meadow Street South Lee, MA 01260

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Nearby Airports

Bradley International Airport (BDL)

65.5 mi

Albany International Airport (ALB)

55.5 mi

Travel Tips & Inspiration

  • An oversized Jack O' Lantern sits on bales of hay at night.

    Destination Ideas

    7 Halloween Vacations for SpoOoky Family Fun

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  • Two men and a woman pose next to several bronze statues of a duck and her ducklings wearing bonnets.

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  • Two young caucasian tween boys (left and right) wearing swim shirts and shorts sit with their feet in a pool with a young caucasian girl (middle) wearing a swimsuit, swimming shorts and goggles as she splashes her feet.

    Things to Do

    6 Ways to Find Fun in The Berkshires with Your Kids

    • Posted August 17, 2021

  • Featured Contributor, Jessica Averett's family, adorn with ski gear, make their way down the snowy slopes.

    Travel Tips

    11 Spring Skiing Tips for Families: How to Spend Spring Break on the Slopes

    • Posted January 21, 2021

  • Jessica Averett's husband (right) and son (right) stand looking out at the McDowell Sonoran Preserve in Scottsdale, Arizona.

    Destination Ideas

    National Take a Hike Day: 9 Member-Favorite Hiking Trails

    • Posted November 16, 2020

  • Author, Jessica Averett, and her family sit on the ski lift in winter apparel and ski gear.

    Travel Tips

    Planning a Family Ski Trip: 8 Easy Tips for Your First One

    • Posted November 4, 2020

  • Two girls outside in the snow wearing blankets and beanies while laughing.

    Destination Ideas

    Top 7 Holiday Experiences in the Berkshires

    • Posted October 29, 2020

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