Cranwell has a beautiful golf course, please visit their website to book.
Cranwell offers a spa with a full array of services, from massages to facials to blowouts. Available to all, do not need to be a guest at the hotel to book. Please visit their website to book.
The Cranwell has a great indoor pool available to all guests, bring your bathing suit!
Incredible restaurant in Great Barrington, about 15 minutes from all hotels. This is one of our favorite restaurants in the area, and where we went the night we got engaged. Very laid back, no reservations but generally a short wait.
One of the most iconic destinations in the area. Has a formal dining room upstairs, a pub style restaurant both in the tavern and downstairs. Go for a bite or just to enjoy a drink in front of the lobby fireplace or on the porch.
A great choice if you want to take in a little culture while you're here. Combine it with a trip to Art Omi and you'll be an art aficionado by the end of the weekend.
Beautiful outdoor sculpture/architecture garden. Free to the public and open during daylight hours 7 days a week. Great place to bring kids and dogs (all are welcome). Great to incorporate into a day in Chatham, Ghent is the adjoining town.
Town where Katie's family has a home. Take a stroll down the beautiful mainstreet and visit the local shops, then close out the day with a trip to the Chatham Brewery or pub.
Chatham's craft brewery, stop by and do a tasting! James' favorite is Czech'rd Past, Katie's is Farmer's Daughter...given them a try
The best brunch in the Hudson Valley. About 30 minute drive from the Berkshires, but worth the time!
Adorable tasting room. Great sparkling wine and reds.