Looking for a weekend of apple picking and cozy meals, with a twist of luxury? The Berkshires just might be your perfect fall destination. You’ll stroll through apple orchards with a cup of cider and stock up on apple cider donuts before heading to grand, old-world hotels for a chic lunch with champagne and glorious views. The Prairie Whale is THE place to grab a cozy dinner in town - be prepared for a long wait but they have amazing cocktails and lawn games to help pass the time.

Grab brunch at The White Hart (or a quick coffee at their adorable take-out Provisions) and experience a tea flight at Harney & Sons Flagship in Salsbury before hitting the road!

Apple Picking: Hilltop Orchards

Lunch: The Blantyre; The Wheatleigh

Dinner: The Prairie Whale; The Stagecoach Tavern; The White Hart

Sleep: The Blantyre; The Wheatleigh; The White Hart

Shop: Robin’s Candy Shop; Rubiner’s Cheesemongers; Harney & Sons