Dining Outside in the Berkshires

“Cooking and eating food outdoors makes it taste infinitely better than the same meal prepared and consumed indoors.” – Fennel Hudson

It’s summer. You’re visiting one of the most naturally beautiful destinations in New England. The weather is sublime and you want to spend all of your time outside in the sunshine and balmy breezes. Luckily, your choices for dining outside in the Berkshires are endless. And even more importantly, all of our recommended restaurants with outside dining areas are located within a short drive of our quiet and cozy inn in Sheffield, Massachusetts.

Whether you’re craving Mexican, Italian, farm-to-table, or the perfect burger served al fresco, you’ll find something to whet your appetite in the Berkshires. Why spend time eating inside when you can loll on a porch or patio with a cool, refreshing drink and indulge in some truly unique cuisine. You’re on vacation. Calories don’t count.

Woman sitting at a gray dining table on porch with two coffee cups two red drinks and a pot of flowersXicohtencatl Mexican Restaurant, Great Barrington
This local favorite serves up authentic Mexican cuisine on the porch or patio so you can enjoy the spectacular sunsets. When you’re in the mood for spicy, this is the place to be. Be sure to order one of their 50+ top-shelf tequilas, a house-made margarita, or freshly prepared sangria. And don’t forget to try the world-famous mole, featured on “Emeril Live”.

Café Adam, Great Barrington
With an award-winning wine list and a seasonal dinner menu featuring local ingredients, it’s no wonder that making reservations to dine at Café Adam is highly recommended. Multiple dining areas ensure an intimate experience and expert servers add an element of sophistication.

John Andrews Farmhouse Restaurant, South Egremont
The name says it all. Eating at John Andrews Farmhouse Restaurant, nestled in the woods of South Egremont, is the epitome of farm-to-table dining. Though its location may be a bit off the beaten track, its reputation runs far and wide.

Barrington Brewery & Restaurant, Great Barrington
You may stop in for a craft beer at the Barrington Brewery & Restaurant, but you’ll definitely stay for the scratch-made food. Many of the menu items include their craft brews as a featured ingredient. Start with the Cheddar Ale soup, followed by a Steak & Stout sandwich or Beer-Steamed sausages. But definitely end with the decadent Chocolate Stout cake.

Prairie Whale, Great Barrington
If you happen to be in downtown Great Barrington, be sure to check out the hip scene at the Prairie Whale. Grab a picnic table on the front lawn if you want to indulge in a lawn game while scanning the menu. This is the ideal spot for an infused cocktail or two, and a shared charcuterie board.

Red Lion Inn, Stockbridge
The world-famous front porch of the Red Lion Inn in Stockbridge is a great place to sit in a rocking chair and enjoy a refreshing libation. But dining in the Courtyard or on the Piazza under an umbrella is the quintessential way to dine at this historic property.

Baba Louie’s, Great Barrington
If you’re in the mood for pizza, head to Baba Louie’s in Great Barrington. An eclectic array of toppings and unique sourdough crust, along with their own unique creations, make pizza for dinner an event.

So, the next time you’re visiting us at the Staveleigh House Bed and Breakfast, be sure to check out any/all of these fine restaurants. But save room for our delightful gourmet breakfast served each morning using the freshest local ingredients we can find.

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