The Ultimate Friends Weekend in the Berkshires at The Red Lion Inn
Ultimate Friends Weekend
A Berkshires weekend getaway is the perfect way to reconnect with friends, whether you’re planning a girls' weekend in the Berkshires, a couples retreat, or a fun weekend trip with friends. Nestled in the heart of Stockbridge, The Red Lion Inn provides a charming and historic setting for your weekend escape with friends. With cozy accommodations, world-class dining, spa indulgence, and endless cultural and outdoor activities, it’s truly one of the best places for a friends reunion in New England.
The Best Inn for Group Trips
Considered one of the best inns for group trips, The Red Lion Inn has plenty of options for groups looking to stay together. The historic Main Inn offers unique guest rooms for those looking for a bit more privacy, while the Village Houses, including the spacious Maple Glen, offer groups the opportunity to spend even more quality time together in the cozy living areas (think morning coffee in your pajamas, jigsaw puzzles, after-dinner drinks). Best of all, residents of the Village Houses have access to all the Inn’s amenities, including the pool, restaurants, and spa. Whether it’s for a bachelorette or bachelor party, milestone birthday, or celebratory getaway, a weekend filled with spa treatments, wine tastings, gourmet dining and live music in the Lion’s Den will be sure to appeal to everyone.
Spa Weekend with Friends at Mend Spa
Is there anything more relaxing—and fun—than a spa weekend with friends? The Mend Spa at The Red Lion Inn offers a variety of treatments, including massages, facials, and full-body relaxation rituals. Whether you and your group opt for a morning spa session before exploring, a treatment before dinner to start the evening off on the right foot, or a full day of pampering, Mend Spa provides the perfect wellness escape. Pro tip: After your treatments, take a dip in our heated outdoor pool, open year-round for a refreshing soak.
Shopping & Antiquing in the Berkshires
No road trip to the Berkshires is complete without exploring the region’s many antique stores. Check out our guide to the best stores in the Berkshires, where you’ll find everything from rare vintage furniture to unique collectibles. Spend an afternoon wandering through Stockbridge, Great Barrington, and Lenox, discovering treasures to bring home.
Culture & Entertainment in Stockbridge, MA
A weekend trip wouldn’t be complete without exploring the area’s cultural attractions. Catch a performance at Tanglewood, the summer home of the Boston Symphony Orchestra, or experience world-class theater at Shakespeare & Company. Art and American history lovers adore the Norman Rockwell Museum, just a short drive from the Inn, which showcases the works of one of America’s most beloved artists. Built in 1902, The Mount, which is Edith Wharton’s historic estate, offers a glimpse into the life of the celebrated writer.
Afternoon Tea: A Historic Inn Tradition
No New England group getaway is complete without the timeless tradition of Afternoon Tea. Imagine you and your friends gathered around sipping a variety of teas and nibbling on freshly baked scones, tea sandwiches, and delicate pastries. Whether you're taking a midday break from exploring or winding down before dinner, Afternoon Tea at The Red Lion Inn is the perfect way to slow down and savor the moment—together.
Something for Every Season
The Berkshires is a four-season destination, making it ideal for a group getaway in Massachusetts at any time of year. In the winter, hit the slopes at Jiminy Peak or Butternut before returning to The Red Lion Inn for fireside cocktails and a soak in the heated outdoor pool. Spring is perfect for a wellness-focused retreat with yoga, spa treatments, and scenic hikes, or you can tee off at Stockbridge Golf Club. In the summer, enjoy outdoor concerts at Tanglewood, hike Monument Mountain, or indulge in farm-to-table dining. When fall arrives, take a scenic drive through the brilliant foliage, go apple picking, and experience the region’s harvest festivities. No matter the season, a Berkshires weekend getaway promises adventure, relaxation, and unforgettable memories.