Fall Into ButtonBall
Welcome to South Egremont, Massachusetts
After many late nights and a whole lot of love, I’m so excited to finally welcome you to ButtonBall Inn & Barn, our reimagined historic inn and iconic live music venue in the heart of the Berkshires.
For decades, the Barn has been a stage where incredible artists, local legends, and touring acts have come to play, and where the community has gathered to dance, sing, and celebrate. My partner Doug and I are honored to carry that tradition forward with fresh energy. Think unforgettable nights of music, local food trucks, seasonal pop-ups, and curated cocktails that keep the conversations going long after the last song ends.
Just steps away, the Inn is your boutique-style escape. Historic charm meets modern comfort, making it the perfect place to unwind or crash after the show. We built ButtonBall as a space to slow down, connect, laugh, and make memories that feel good for the soul.
Beyond the property, the Berkshires invite you to explore. Mornings might lead you to a trail through Mount Everett State Forest or a stroll through Great Barrington’s cafés and shops. Afternoons bring art galleries, antique stops, and scenic drives lined with fiery foliage. Evenings settle into small-town charm, live music, and that unmistakable Berkshire calm that makes you want to stay just a little longer. Everything here moves at a pace that lets you breathe again.
If you’ve been waiting for the right moment to visit, this is it. Grab your ticket, pack a bag, and come join us. We’re only about two hours from NYC and Boston, and fall in the Berkshires is pure magic.
See you at ButtonBall!
Holla!!
The Inn - Cozy Rooms & Suites
At the Inn, every space tells its own little story. From our twelve unique rooms to a spacious apartment suite and the sweetest cottage you ever did see. Soft blankets, warm touches, and that rustic Berkshire charm wrap you up and make you feel at home. Planning a romantic weekend? A getaway with your crew? We’ve got a cozy spot waiting just for you. Book Your Stay →
The Barn - Live Music, Great Eats, and Good Company
When the sun dips low, the Barn comes alive. Just steps from your room, you’ll find nights filled with incredible live music and comedy. The lineup keeps the energy flowing and the memories stacking. Grab a cocktail, find your people, and let the night carry you.
Food and drinks are the heartbeat of ButtonBall. Seasonal plates, local flavors, and cocktails that taste like fall. Come early for a bite, stay late for the encore, and walk back to your room under the Berkshire stars. This is where history and electric vibes meet under one roof. See the Lineup →
Make It A Fall Escape
Fall is calling, and the Berkshires are showing off. The colors are bold, the air is crisp, and the season is short. Don’t miss your chance to cozy up with us. Rooms are filling fast, and autumn here feels like nowhere else.
Come stay at the Inn, go to the Barn for the show, and let the Berkshires remind you how good it feels to get away. Reserve Now →
I hope you’ll join us soon. The leaves won’t wait, and neither will the good times at ButtonBall.
♥️ Heather
