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- Plan Your Stay
Even after the sun has set on the Berkshires, the fun is just beginning! There are plenty of fun-filled venues for our night owl visitors to enjoy after dark. Whether you’re looking for a place to grab a drink with your friends or enjoy live music performances, you’re sure to find the perfect spot to relax and have a great time late into the night. Just to get you started, here are some of our favorite Berkshires nightlife venues near the Gateways Inn & Restaurant that we’re sure you’ll want to visit.
As one of Lenox’s best nighttime spots, the Lounge at the Gateways Inn is an absolute must during your stay with us! Located in the Garter Room (named after the Shakespearian innkeeper), our on-site lounge features comfy couches, a grand piano, and a custom mahogany bar. Late night visitors will enjoy an extensive wine list, for which we have received the Wine Spectator’s “Award of Excellence,” and live entertainment on select nights. If you’re hungry for a late night snack, a Piano Bar menu filled with appetizer-style dishes and sweet selections is available.
The Lounge is the ideal place to unwind after a long day of Berkshires adventures, listen to fantastic music by local artists, and spend time with your loved ones. Plus, it’s located just steps away from your Gateways Inn accommodation!
The Underground Pub in Pittsfield, MA is located approximately 15 minutes from the Gateways Inn and is yet another popular Berkshires nightlife spot. This pub-style restaurant features a wide variety of nightly entertainment including open-mic nights, comedy nights, NFL football, and live music by local bands. Of course, you’ll be able to indulge in their delicious menu selections. Whether you’re craving wings, soup, or nachos, you’ll find just what you need to satisfy your taste buds.
Also found in Pittsfield, Tavern at the A is a favorite of many Berkshires locals. Not only will you enjoy spectacular views from the back porch, but you’ll be plenty entertained by the nightly events. From trivia nights to karaoke, they have it all! Many visitors have also raved about their American-style menu options that are perfect for sharing with your friends or enjoying all by yourself!
After making memories at the Berkshires nightlife venues, we invite you to return to our historic bed & breakfast in Lenox! Unlike other nearby accommodations, our elegant and comfortable guest rooms fuse timeless style with modern amenities. In addition to our inviting lounge, the on-site restaurant is among the best dining establishments in Lenox. It’s everything you could possibly need for a memorable vacation in one destination!
Book your stay at the Gateways and let us give you the ideal getaway to the Berkshires. We’ll see you soon!
If you haven’t already, don’t forget to request your ultimate Vacation Guide to the Berkshires! It’s a handy reference to all of the best things to see and do during your getaway.