Cultural Attractions

Stay at Little Lion Inn and experience the rich cultural landscape of the Berkshires, just minutes from your door. Perfectly located near Great Barrington and Stockbridge, our boutique retreat offers easy access to world-renowned attractions including the Norman Rockwell Museum, Tanglewood, and Jacob’s Pillow. Explore historic sites, art galleries, museums, and seasonal festivals that make the Berkshires a premier destination for arts and culture.

Cultural Attractions

Street view of a building with a red sign that reads 'Barrington Wolfson Center Stage Company' above the entrance. There are two small trees, street lamps, and parked cars visible.

  • Award-winning professional theatre presenting top-notch musicals, masterful classics, thought-provoking new work, cabarets and youth theatre.

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A modern house with a curved roof and multiple windows, with a large white geometric sculpture with circular cutouts in the yard, surrounded by green grass and trees.

  • One of the largest and most esteemed destination theatres in the country, offering a vibrant performance season in repertory.

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White historic building with columns and cupolas, surrounded by green lawn and trees, with people sitting and walking outside on a sunny day.

  • Housing the world’s largest and most significant collection of Rockwell art, this year-round museum preserves the art of illustration.

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A bronze sculpture of a diver in mid-dive, positioned on a stone base in a lush garden with green foliage, purple flowers, and trees in the background.

  • A can’t miss. The outdoor sculpture garden. The gallery highlights the work of renowned bronze sculptor and painter Andrew DeVries.

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The cast of a theatrical performance, dressed in period costumes, performing on stage with a cityscape backdrop, including signs for Olsens' Mercantile and River City Town Hall.

  • The Colonial Theatre and Berkshire Theatre Festival present theatre, live music, comedy, family programming and more year-round!

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The Maramek Performing Arts Center sign out front of a brick building with red doors, display cases, and large windows. The marquee displays upcoming event information.

  • Year-round arts center and restored historic theater presents weekly classic films and dynamic live events with music, theater and dance.

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Four colorful banners hung on a brick building with the partially visible word 'MASS MoCA' on the rooftop.

  • The country’s largest center for contemporary visual and performing arts, this year-round museum is housed in a restored 19th century factory.

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An art gallery features colorful glass vases on white pedestals, a wall decorated with large green leaf-shaped artworks, a woman in black pants and a patterned top viewing the exhibit, and a flat-screen TV displaying an abstract purple and black pattern.

  • A hidden gem in the Berkshires, this contemporary glass gallery highlights works by artists like Dale Chihuly, Lino Tagliapietra and over 40 others.

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A group of dancers in traditional Mexican dresses performing on an outdoor stage with a forest and mountains in the background, while an audience watches.

  • International dance festival and National Historic Landmark featuring world premieres, international artists, talks and exhibits.

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Exterior of the Berkshire Museum with a dinosaur sculpture in the garden and two women sitting on a bench.

  • Art, history and natural science museum featuring an aquarium, fine art, curiosity Incubator, and activities for all ages.

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Front view of a modern theater building with a large wooden overhang, glass entrance doors, and banners reading 'Williamstown Theatre Festival' in an outdoor setting with trees and seating areas.

  • This resident summer theater festival presents original interpretations and award-winning theater. It attracts numerous New York and L.A. actors who are here for their “summer break”.

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Art gallery with ceramic and glass display pieces on white pedestals, paintings on the walls, and artwork near windows.

  • Features fine art and contemporary craft by regional and internationally recognized artists in all media. These offerings include paintings, fine art prints, sculpture, jewelry and ceramics.

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Outdoor concert at night with people seated on chairs and blankets on grass in front of a large, modern, semi-circle theater with LED screens and a brightly lit stage.

  • Just a short drive from Little Lion Inn, Tanglewood is the summer home of the Boston Symphony Orchestra and one of the Berkshires’ most iconic cultural destinations. From classical performances and the Boston Pops to contemporary artists and special events, Tanglewood offers an unforgettable open-air concert experience set against the region’s natural beauty.

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A modern building next to a pond with stepping stones, surrounded by trees with autumn foliage and mountains in the background on a clear day.

  • Exceptional art and architecture in an unparalleled setting showcasing European, American, British, Old Master paintings and walking trails with panoramic views.

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A large, abstract metal sculpture of a frog is situated on the grass in front of a brick building with banners that read 'William College Museum of Art.' The scene includes trees and a cloudy sky.

  • Located on the prestigious Williams College campus, the museum sparks new ways of thinking about art and the visual world through its innovative exhibitions, programs, and publications.

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An art gallery exhibiting various artworks including paintings, sculptures, and glass art. The gallery features wooden flooring and colorful walls with a large framed picture of an opera theater or grand auditorium.

  • The Wit Gallery is a showcase for joyful, musical, witty and thoughtful art in all media. An acronym for “Wonders In Time”, the gallery focuses on art which transcends time.

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Front porch of a white house with a red door, surrounded by green trees, decorated with chairs, planters, and flags, with a sign indicating the house reopened on May 29, 1969.

Our Sister Property,
The Red Lion Inn

Little Lion Inn is a sister property to the historic Red Lion Inn in Stockbridge, a landmark destination known for its rich history and warm hospitality. Guests of Little Lion can easily enjoy the best of both experiences: modern simplicity paired with access to one of the Berkshires’ most iconic inns. From dining in the Main Dining Room or Widow Bingham’s Tavern to enjoying live music in the Lion’s Den, seasonal outdoor experiences, and classic New England charm, the Red Lion Inn offers an extension of your stay just a short drive away. It’s the perfect balance of laid-back, design-forward lodging and timeless Berkshire tradition.

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A man and a woman sitting at an outdoor picnic table with food containers and a small dog between them. The dog is wearing a blue bandana with fish pattern. The woman has long brown hair and is laughing, while the man with short dark hair is smiling. There is greenery and a house in the background.
A small brown dog with a red, white, and blue bandana sitting on a wooden bench outdoors. Behind the dog, two people are standing near a table, one of whom is holding an open food container. The scene is set in a park with trees and green foliage.
A man walking a small dog on a leash outside a house with red doors and green siding. The man is smiling and wearing a navy shirt and shorts, and the dog has a colorful bandana.
Two neatly made beds with white bedding and pillows, sitting side by side in a room with a white paneled wall. There is a small white nightstand between the beds, holding a decorative owl-shaped lamp and a small digital clock. A framed black-and-white picture of a cat curled up on a blanket hangs on the wall above the nightstand.
A couple sitting on a bed in a bedroom with patterned wall, smiling at each other, with a dog lying on the adjacent bed.

Our Rooms & Amenities

Our guestrooms at Little Lion Inn offer a comfortable, design-forward stay in the Berkshires, blending retro-modern style with thoughtful amenities. Each room features plush bedding, modern conveniences, and inviting details designed for a relaxing and effortless experience. Guests enjoy easy, contactless check-in, pet-friendly accommodations, and access to nearby dining, shopping, and outdoor activities. Whether you're planning a weekend getaway in Great Barrington or an extended Berkshires stay, Little Lion Inn provides the perfect mix of comfort, convenience, and boutique charm.

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