Groups & Gatherings

Host your next gathering with us!

We are perfectly suited for weddings, corporate retreats, reunions, and group getaways. With 16 thoughtfully designed guestrooms, our property is ideal for full buyouts, offering a private, flexible setting just minutes from Great Barrington and Stockbridge.

Whether you’re planning a wedding weekend, team offsite, or family celebration, Little Lion blends modern, pet-friendly accommodations with a relaxed, design-forward atmosphere. Guests also enjoy easy access to nearby dining, outdoor activities, and the amenities of our sister property, The Red Lion Inn, making it simple to create a seamless and memorable group experience.

A happy dog with a white coat and brown patches sitting in front of a couple who are a bride and groom, with the bride holding a bouquet of flowers.
A happy, curly-haired dog sitting on a neatly made bed in a modern bedroom with a wooden headboard, white bedsheets, two side tables with lamps, and framed pictures on the wall.
A couple walking hand-in-hand in a park with a small dog on a leash, surrounded by green trees and grass with a wooded hillside in the background.
A blue and white two-story building with a small tower on the roof, surrounded by green trees, with a parking lot in the foreground.
A cozy bedroom with two large beds featuring white bedding, a stone accent wall behind the beds, framed artwork, bedside lamps, a window with green trees visible outside, and a sitting area with an armchair and a small table.

Meetings, Corporate Retreats, Social Events & Weddings

Little Lion Inn is the perfect setting for families, friends, and small corporate groups to gather, reconnect, and unwind in the heart of the Berkshires.

A few of the benefits of hosting your group here include:
• A welcoming lobby space for meeting, lounging, or casual gatherings
• Expansive outdoor areas for team-building activities and group events
• Easy access to group hikes at Monument Mountain, located right across the street

With its relaxed, design-forward atmosphere and convenient location near Great Barrington and Stockbridge, Little Lion Inn makes it easy to create a memorable and seamless group experience.

Front porch of a house with white siding and columns, a red door, steps, and decorative plants. A sign indicates the house is reopening 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.

LEARN MORE

Request for Proposal