Great Barrington, Massachusetts
249 Stockbridge Road, RT 7, %%city%%, Massachusetts, 01230
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Berkshire Comfort Inn & Suites Blog

Things to Do in Great Barrington

Visitors to the Berkshire Mountains in Massachusetts will never be at a loss for things to do. Discover a wealth of wonderful attractions that will delight young and old alike. Wintertime means great skiing at such family-friendly destinations as Catamount Ski Area and Ski Butternut. Summer brings out music lovers who flock to Tanglewood for memorable outdoor concerts. Anytime of year is perfect to visit Hancock Shaker Village, a beautifully restored and authentic-looking Shaker village.

Boat Rentals

Located in Pittsfield, MA, Lake Onota features a plethora of aquatic activities for visitors to enjoy throughout the year.

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Eric Carle Book Signing

Picture book enthusiasts have the opportunity of a lifetime when Eric Carle, illustrator and author of well-known books such as The Very Hungry Caterpillar, comes to the Berkshires for a book signing.

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Berkshire Food Festival

Foodies from near and far flock to downtown North Adams for the annual Berkshire Food Festival. This annual event showcases the culinary talents of 20 local restaurants, ranging from Mexican to Italian to American fare.

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Trivia Night at the Brickhouse

See how smart you are and have a blast at Trivia Night at the Brick House Pub. Every Wednesday, contestants battle the brain on fun subjects like TV theme shows!

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Berkshire Aquarium

Dive into a world of wonders at the Berkshire Aquarium, with dazzling tanks and terrariums filled with local and exotic species of fish, amphibians, reptiles, spiders, invertebrates, and plants.

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Peter Pan Play

August 8 – 18, 2013

Colonial Theater

Follow Peter and Wendy and Tinker Bell to high-flying, whimsical adventures in Never Land! Presented by the Berkshire Theatre Group, Peter Pan is the classic tale of pirates, fairies, mermaids and lost boys. Filled with unforgettable songs such as “I Won’t Grow Up,” “Never Never Land,” and “I’m Flying,” the iconic show has audiences and families believing in magic. Bring happy thoughts and pixie dust to Peter Pan at The Colonial Theatre and fly away to Never Land this summer.

A magical experience for kids, Peter Pan is an extraordinary musical that inspires imagination and dreams. Performed by the Berkshire Theatre Group’s 8th Annual Children’s Theatre Production, the show features a diverse cast of children, students and adult actors from the community.  With incredible music, and the adventures of high-flying Peter and his gang of Lost Boys, Peter Pan will delight young theater lovers at the Colonial Theatre.

The Berkshire Theatre Group offers vibrant performances in theatre, dance, music and entertainment. The Group's celebrated five stages reflect the history of the American theatre and offers cultural experiences for the Berkshire community. Their creative works and shows that transforms artists and audiences.

After the show, enjoy a peaceful night’s sleep at the Comfort Inn & Suites Berkshire, the perfect family hotel just minutes from the Colonial Theater. Nestled in the Berkshire Mountains, the resort-style lodging offers an indoor pool and hot tub, fitness center, free hot breakfast.  Grab the kids, get in the car and check out local restaurants, golf courses, ski resorts, and attractions like the Housatonic River Walk.


The Spurs USA at the Gypsy Joynt Cafe

Country music fans won’t want to miss a memorable evening with the award-winning The Spurs USA at the charming Gypsy Joynt Cafe. This talented sextet definitely knows how to work up a crowd with traditional country hits from the 40s and beyond. Grab your favorite cocktail and tap your toes to memorable covers of music by Patsy Cline, Loretta Lynn, Johnny Cash, Hank Williams, Willie Nelson, George Jones, Kitty Wells, Charlie Pride, Merle Haggard, and more. So what are you waiting for? An unforgettable evening of great music, food, and drinks awaits.

Live Entertainment at the Gypsy Joynt Cafe

The Gypsy Joynt Cafe also features a great line-up of exciting bands and musicians every Thursday to Sunday. Don’t forget to check out the variety of local and regional talent that hits the stage every Wednesday at 7:30 p.m. during Open Mic Night.

Satiate Your Appetite at the Gypsy Joynt Cafe

Clapping and singing along to your favorite country tunes isn’t the only thing to appreciate at this family-friendly concert. You’ll enjoy the colorful and cozy ambiance as you tempt the palate with mouthwatering pizzas, salads, pastas, burgers, and homemade desserts. The cafe is also known for their impressive assortment of flavorful, freshly-baked cookies that will leave you hankering for more.


Trivia Night at the Brickhouse

Every Wednesday, contestants battle the brain on fun subjects like TV theme shows. Sip on craft beer, ciders, microbrews, hand-picked wine and specialty cocktails, or sample incredibly good pub fare made from fresh, local ingredients.

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Full Moon Trek & Bonfire

One Saturday evening every month through the end of the year, Hilltop Orchards is leading a 1.5-hour hiking trek, with a full-moon bonfire and 6-varietal Furnace Brook Winery tasting at the end of the trail. Weather permitting, these hikes are extremely popular. In fact, they turn into snowshoe treks come winter, with limited space at 60 hikers, so be sure to book yours today by calling 1.800.833.6274 (must be 21 or over).

What Can I Expect?

Our experienced guide is Holly Brouker, with comprehensive knowledge of American Indian traditions relating to the moon. Her treks consist of a light trail hike with informative discussions, followed by a bonfire, wine tastings, and entertainment. Holly sets off promptly at 6:30pm, so be sure to arrive at Hilltop Orchards 15 minutes early to check-in, use the restroom, and tie on your hiking boots. Also, it’s a good idea to bring a light snack and a bottle of water for the trail.

About Hilltop Orchards & Furnace Brook Winery

Sweeping across 200 acres in the scenic Massachusetts Berkshires, the sweet apples of historic Hilltop Orchards share their gorgeous terrain with Furnace Brook Winery, home of many award-winning vintages. Be sure to sample the mouthwatering homemade pies, local cheeses, fresh cider doughnuts, and of course, plenty of wine.


Cocktails in the Garden

For 4 months this summer, Berkshire Botanical Gardens welcomes one and all to the most gorgeous private gardens in Massachusetts and Connecticut. Please join our generous gardener hosts for delicious cocktails and scrumptious hors d’oeuvres, surrounded by colorful greenery and aromatic flowers budding in every direction. This rare opportunity includes time to chat with the green-thumbs themselves, tickets are limited, and reservations are required. Book yours today, and don’t miss a single one!

June’s “Cocktails in Great Gardens”

Join Susan Rothchild and Don Freedman as they escort our party through their well-manicured Berkshire County garden, passing on tricks of the trade over refreshing cocktails, all by the light of the late afternoon sun.


1391 Barnum Street

Sheffield, MA 01257


June 21st 5pm-7pm


Berkshire Botanical Garden Members – $20

Non-Members – $25

Upcoming Summer Garden Parties

Located in the small village town of Ashley Falls, the pristine garden of Sharon Casdin is the site of the 3rd installment of our treasured summer series.


795 Rannapo Road

Ashley Falls, CT 01222


July 26th 5pm-7pm

Our “Cocktails in Great Gardens” 2013 series concludes at the garden of Douglas and Wilmer Thomas in Salisbury, Connecticut, the quaint, northwest-most town in the state.


101 Selleck Hill Road

Salisbury, CT 06068


August 16th 5pm-7pm

Become a Member & Save 

As one of the oldest in the United States, Berkshire Botanical Gardens is open daily all year, with 23 seasonal displays over 15 acres, various classes, and featured exhibits. Admission is free when you become a member, with discounts on the “Cocktails in Great Gardens” series, so join today!