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. IT'S TIME TO TRAVEL DISCOVER THE WORLD DATES YOU SELECTED NOT AVAILABLE? SEND US A REQUEST OUR INVENTORY CHANGES QUICKLY! Important Alerts We are now accepting Cryptocurrency (BITCOIN) as a mode of payment. 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. Large Outdoor Pool - Opened Seasonally Small Outdoor Pool - Opened Seasonally Sports Courts - Opened Seasonally Mini Gold - Opened Seasonally

Please be informed that a refundable deposit is required per night, similar to a hotel, unless no additional charges are made to the room. 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 Movie Theater Why leave the resort when you can catch a family-friendly movie for free right on site? Mini Golf Have fun with the kids and play a round on our 18-hole course near the activity building. Health & Fitness : Fitness Center Sports Courts 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 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 Enjoy a summertime or après-ski cocktail while watching the game in our conveniently located bar. Tiki Bar Who says Massachusetts can’t have some tiki time? Take a break from the pool at our poolside bar. Local things to Do Six Flags New England Appalachian Trail Festival of Trees Mount Greylock State Reservation Norman Rockwell Museum Tanglewood Monument Mountain Ventfort Hall Ramble wild Massachusetts Museum of Contemporary Art Freedom Trail Catamount Mt. Re