Your Insider's Guide to the Berkshires

This Weekend in the Berkshires

Welcome to your weekend guide to the local scene! Updated every Thursday, this is where you'll find the best current dining specials, live music lineups, community festivals, and seasonal outdoor adventures happening right now.

Come enjoy the fun!!

Live Music in the Berkshires

Enjoy the music! You can sip estate-grown wines to the sound of acoustic guitars, catch a weekend band in an old shoe factory, or enjoy dinner at a historic tavern with a legendary musical past. Bring your friends and discover these incredible local spots!

Culture, Art & Performance

Immerse yourself in world-class creativity. Discover the rich artistic heritage that makes the Berkshires a global cultural destination.

👉 Outdoor Art
👉 Indoor Art and Favorite Galleries

The Berkshire Foodie Guide

Discover the incredible flavor of the Berkshires just minutes from Berkshire House Stay. If you are looking for a morning latte, a scenic spot for lunch, or a memorable dinner, the Berkshire's scene rivals the best.  Explore our favorite local recommendations to plan your perfect day of dining.

👉 Lunch & Casual Bites
👉 Dinner Reservations

Farm-Fresh Berkshire Guides

Artisanal goods, scenic pastures, and the best of local agriculture! From seasonal morning markets to hands-on farm tours and local creameries, here is your guide to connecting with our incredible community of growers, makers, and makerspaces.

👉 Farm and Dairy Experiences

Provisions

Artisanal goods, scenic pastures, and the best of local agriculture! From seasonal morning markets to hands-on farm tours and local creameries, here is your guide to connecting with our incredible community of growers, makers, and makerspaces.

Getting Active and Zen

Clear your mind, stretch your legs, and explore the tranquil side of the hills. From morning yoga sessions to our favorite local trails, here is your guide to staying balanced and active during your stay.

👉 Scenic Walks

Outside & Guided Adventures

Ready to elevate your outdoor experience? From four-season mountain resorts and zip-lining to guided hiking, biking, boating and horse experiences, the Berkshires are built for year-round exploration.

👉 Berkshire Horseworks
👉 Guided Adventures: Boating, Biking, Hiking 
👉 Outdoor Adventure Parks

Kid-Approved Berkshire Road Trips

Explore the beauty of the Berkshires at your family's own pace. We’ve created a collection of our absolute favorite scenic driving loops that are fully kid-tested and approved—balancing breathtaking views with easy stops, playgrounds, and essential treat shops.

💡 Inside this guide: Access our custom driving routes. You can scan each route's QR code with your phone's camera or click the direct links to open the maps right on your device!

Essentials

Your local cheat sheet for services, including, pharmacies, hardware, EV chargers and forgotten toiletries.  Have a question we didn’t cover? Send us a message, we are to help!

Summer FAQ's in the Berkshires

What you need to know about each season in the Berkshires.  From location to local events, discover the very best ways to embrace teach season in the Berkshires.