Search all holiday resorts in The Berkshires, MA

26 available resort offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
The Berkshires, MA resorts
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

26 Best resorts in The Berkshires, MA

Sweet Dreams Retreat - The Berkshires, MA
9.8 139 reviews

Sweet Dreams Retreat

resort, Sandisfield
This property is located in Sandisfield, just 20km from Questing, Dry Hill, Umpachene Falls Park, Beartown State Forest and Lake Buel, offering easy access to nature and outdoor activities. The house has received excellent ratings for its cleanliness, location and overall user experience.
The house is a spacious 51 square metre property with four bathrooms. The accommodation is equipped with a private pool, spa tub, barbecue grills, a fully equipped kitchen with a fridge, microwave, dishwasher, washer and dryer, and a Smart TV, ensuring a comfortable and enjoyable stay.

Frequently asked questions about resorts in The Berkshires, MA

  • What are the top attractions in Monts Berkshire?

    The Berkshires are packed with things to see! You've got the iconic Tanglewood Music Center, the Clark Art Institute, and the Norman Rockwell Museum. And don't forget about the stunning scenery - Mount Greylock, the highest point in Massachusetts, is a must-see.
  • Which area in Monts Berkshire is good for staying in a resort?

    The Berkshires have a few great resort areas. Stockbridge is a classic choice, with the Red Lion Inn and the nearby Canyon Ranch Woodside. Or, you could head to Lenox, where you'll find the Wheatleigh, a luxurious hotel with a stunning view of the mountains.
  • What time of the year is the best to stay in a resort Monts Berkshire?

    It really depends on what you're looking for! Summer is great for outdoor activities and festivals, but autumn brings the beautiful foliage. Spring is a lovely time for hiking and exploring, while winter is perfect for skiing and snowshoeing.
  • Where are the best markets in Monts Berkshire?

    The Berkshires have some fantastic farmers' markets! The Great Barrington Farmers Market is a popular choice, with local produce, crafts, and food vendors. Or, you can head to the Lenox Farmers Market, which runs from June to October.
  • What are the most requested amenities in resorts in Monts Berkshire?

    Most resorts in the Berkshires offer a range of amenities, but some of the most popular are swimming pools, spas, and fitness centres. Many also have restaurants and bars, and some even have golf courses.
  • What are the most romantic attractions in Monts Berkshire's?

    The Berkshires are a truly romantic destination! You can take a scenic drive along the Mohawk Trail, have a picnic at the base of Mount Greylock, or enjoy a romantic dinner at one of the many charming restaurants in the area.

Popular destinations

©2026 cozycozy.com