WarningNotice: Seasonal Pool Closures The Large Outdoor Pool and Building 36 Pool are now closed for the season. Both pools are expected to reopen before Memorial Day 2026.

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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 

(599 reviews) 

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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

    More Space. More Value.

    Now’s the time to plan your spring and summer escape. Save up to 25% on villa stays at Holiday Inn Club Vacations® resorts and enjoy private kitchens, resort-style amenities, and a vacation experience designed for families and groups. Book by May 27 for travel through December 23, 2026.

    View Offer
    • 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

    • 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

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

      Two-Bedroom Presidential

      • 1060 sq. ft

      • Sleeps up to 6

    • Three-Bedroom Presidential

      • 1689 sq. ft

      • Sleeps up to 8

    See All Accommodations

    Virtual Tours

    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.

    • Closed 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.

    • Closed 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

    See All Local Things to Do
    • 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!

    See All Local Things to Do

    Contact

    About Oak n’ Spruce Resort in the Berkshires

    (413) 243-3500

    Resort

    Pin

    190 Meadow Street South Lee, MA 01260

    Get Directions

    Nearby Airports

    Bradley International Airport (BDL)

    65.5 mi

    Albany International Airport (ALB)

    55.5 mi

    Oak n' Spruce Resort Reviews

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    4.5/5 

    (599 reviews) 

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