The Berkshires Blog

5 Great Reasons to Explore After Dark

The lively cultural and dining scene in the Berkshires takes on a dynamic energy after dark no matter the time of year. There are plenty of unique options for all ages once the sun goes down. There is no need to head indoors as many venues have their own unique spin on outdoor entertainment under the star-filled skies.

Live music and food in a quaint setting.1. The Lion’s Den

The Lion’s Den located in the basement of the Red Lion Inn in Stockbridge is a go-to spot for any lover of music and tasty food. At this cozy nighttime haunt, you will find nightly entertainment every day of the week and there is never a cover charge. Also, you will be delighted by their daily specials and their kitchen is open until midnight on Saturdays. Stop on by and enjoy a night out on the town in the Berkshires.


What yummy food and fun to be had.2. Eat on North

Eat on North is Pittsfield’s hottest new eatery. Here you can enjoy a delicious night out any day of the week. They offer their Oyster Bar and Bar Menu until 11 pm every night and offer live entertainment on most weekends. Weekly specials including Meatloaf Monday, Taco Tuesday, and Wing Wednesday, there is something for everyone. Come saddle up to the bar, order your favorite cocktail and settle in for the evening.


Get out and walk around.3. Downtown Pittsfield

Downtown Pittsfield is the perfect place to explore at night from their First Fridays Artswalks, which gives you a chance to enjoy local art, to their world-class theater and performing art options at Barrington Stage and the Colonial Theatre. Be sure to stop on by Methuselah, Mission or Flavours for some live music and a craft cocktail or beer to top off your night. Come and enjoy the Berkshires after dark.


Enjoy the new seats.4. Beacon Cinema

The Beacon Cinema, located in the heart of Pittsfield, recently made significant seat upgrades in three of its six theaters and customers are raving. “Not a bad seat in the house.” “Luxurious comfort!” “I felt like I was in my living room…only better.” So why not head out for an evening fun and comfort at the Beacon. As further enticement mention this eblast and receive $2 off your ticket (valid through 10/31/17).


Get your exercise in anytime of day.5. Night Skiing

Skiing is a favorite Berkshire pastime and there is no better way to enjoy the Berkshires after dark then on at one of our many ski areas. If you are looking for downhill options be sure to visit Bousquet, Jiminy Peak or Berkshire East. If you are a cross-country skier (or a snowshoer) you will want to make sure you check out Notchview’s full moon and half-moon skiing tours. There is no reason to stay inside once the sun has gone down, we say opt outside. #skiMA