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Outdoorsy Vacations at Oak n’ Spruce Resort in the Berkshires

Find dates and deals for South Lee, Massachusetts getaways

Property shot of Oak n' Spruce Resort with an outdoor pool, mini golf course and property building in South Lee, Massachusetts.Property shot of Oak n' Spruce Resort with an outdoor pool, mini golf course and property building in South Lee, Massachusetts.
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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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Spend Time in the Berkshires

Vacations in the Berkshires are the stuff of Norman Rockwell paintings. But families don’t need to stay “picture-perfect” to have an awesome time hiking, skiing, or enjoying fall foliage. Messy hair and muddy shoes are the norm in this retreat near the Appalachian Trail. After a day of adventures (or visiting the Norman Rockwell Museum or town of Tanglewood), our Oak n’ Spruce Resort in the Berkshires is a great New England-y place to unwind and kick off those hiking boots.

  • Two outdoor pools
  • Two on-site bars
  • Two indoor pools and a hot tub
View of property at Oak n Spruce Resort in South Lee, Massachusetts

Find Your Vacation

Ready to book an amazing getaway in South Lee, Massachusetts? Your next great vacation – and savings – are just a click away. See all our resort offers, check availability and start packing!

Book your Oak n’ Spruce Resort in the Berkshires vacation now by selecting your dates.

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    Resort Amenities

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

      Two Outdoor Pools

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

    • 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 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.

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

      Two Bars

      Enjoy a summertime or après-ski cocktail at one of our two onsite bars.

    • 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.

    Accommodations

    Oak n’ Spruce Resort in the Berkshires has a variety of room types for every family to enjoy. Each room type has a pullout sofa, TVs in living rooms and bedrooms, dining areas and more.

    • 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 Villa

      Enjoy a queen-size bed, pullout sleeper sofa, fully equipped kitchen and two full baths.

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

      Two-Bedroom Villa

      Featuring a living and dining area and a private patio or balcony.

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

      Two-Bedroom Presidential

      Equipped with two king-size beds, two full baths and a TV in the living room and bedrooms.

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    • King bed in a bedroom of a three bedroom villa at Oak n' Spruce Resort in South Lee, Massachusetts

      Three-Bedroom Presidential

      Three-bedroom villa with two king beds, a queen bed and two full baths.

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    Location

    Situated right in the Berkshire Mountains, our Oak n’ Spruce Resort in the Berkshires offers easy access to skiing on Jiminy Peak, hiking the Appalachian Trail or checking out the Norman Rockwell Museum. And if theme park thrills are your thing, Six Flags® New England is just about an hour to the east.

    190 Meadow Street
    South Lee, MA 01260
    (413) 243-3500