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Lounge & Bar

Best nightlife in Lenox

180 Terrfic Whiskeys & More

If you are looking for the perfect setting to enjoy late-night fare, creative cocktails, and some of the best nightlife in Lenox, the Lounge at The Gateways offers a uniquely inviting atmosphere. The newly remodeled room, named The Garter after the Shakespearean innkeeper Falstaff’s establishment, (Henry 4th, Merry Wives of Windsor), is filled with comfy couches, and of course, our gorgeous baby grand. Through the doorway is our expansive, custom built mahogany bar.

Photo of the bar at Gateways Inn
People at the bar, eating and ordering drinks.
Live music in the lounge with many people sitting and enjoying the music.

Our extensive wine list, for which we have received the Wine Spectator’s “Award of Excellence” and our outstanding selection of Single Malt Scotch and Italian Grappa will surely tempt you! Widen your knowledge and experience one of our “Single Malt Flights”. In beers too, we excel – we feature only local craft beers that other establishments don’t carry.

Bartenders working at the bar.

So come unwind after a show, or plan your entire evening around our live entertainment and delicious menu. Relax and enjoy!

Please check the calendar, listed in the menu above, for performances and special events! We suggest a $15 minimum food/beverage purchase per person (excluding lodging/dinner patrons) in our Lounge to help cover the cost of the musicians.

Shows begin at 7:30 pm and last for 3 hours. No reservations necessary; seating is first come, first choice.

After a fun evening in the Lounge, check into your room at The Gateways Inn for a full night of comfort and relaxation. Our luxurious guest rooms are located just steps from the piano bar and restaurant. That way, you won’t have to travel far to enjoy our cozy amenities.

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Gateways Inn