Find luxury hotels in Stockbridge, MA

Stockbridgeand its attractions for luxury travelers

In Stockbridge, Massachusetts, luxury travelers will discover a blend of rich culture and stunning natural beauty. Begin your exploration at the Norman Rockwell Museum, where you can admire the iconic artwork of America’s beloved illustrator, nestled in a picturesque setting. For those seeking outdoor adventure, the nearby Berkshire Mountains offer world-class hiking trails and breathtaking views, perfect for a family excursion. Don't miss the opportunity to stroll through the charming streets of Stockbridge, where you can indulge in boutique shopping and dine at upscale restaurants like the Red Lion Inn, which exudes historic charm and offers exquisite cuisine. Art enthusiasts will appreciate the nearby Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class performances amidst a beautiful outdoor setting. For an exceptional stay, consider accommodations at the Wheatleigh Hotel, a stunning mansion surrounded by lush gardens, where you can unwind in luxury after a day of exploration, enjoying attentive service and gourmet dining. This idyllic area of Stockbridge is perfect for families seeking both adventure and relaxation, making it a remarkable getaway.

Find the best luxury hotels and resorts in Stockbridge

For travelers seeking a luxurious escape in Stockbridge, Massachusetts, these top hotels offer upscale amenities and a refined atmosphere for a memorable stay.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

• Why it's great for a luxury retreat: With an impressive review rating of 9.2, The Stockbridge Country Inn offers a luxurious bed and breakfast experience that combines elegance with personalized service. Guests can indulge in the comforts of premium bedding, cozy fireplaces, and plush bathrobes, creating a serene atmosphere perfect for unwinding. The option for a private chef elevates the dining experience, allowing guests to enjoy exquisite meals tailored to their tastes amidst stunning resort views.
• Other amenities: This charming inn also features an onsite art gallery, adding a cultural touch to the luxurious stay. Guests can start their day with a complimentary full breakfast, enjoy free self-parking, and take advantage of nearby outdoor activities such as hiking and biking. The beautiful historic design of the hotel enhances its appeal, while the accessibility to golf courses and ski areas ensures that travelers can enjoy both leisure and adventure during their stay.
• Nearby attractions: Housatonic River - 0.03 miles, Chesterwood - 0.61 miles, Norman Rockwell Museum - 0.94 miles

The Red Lion Inn

• Why it's great for a luxury retreat: A perfect choice for luxury seekers, The Red Lion Inn boasts a guest review rating of 8.8 and an elegant environment that invites relaxation. With luxurious amenities like Frette Italian sheets, plush bathrobes, and 24-hour room service, guests can indulge in comfort while enjoying the cozy ambiance provided by the in-room fireplaces. Evening entertainment adds to the charm, making it an ideal retreat for couples looking for a romantic getaway.
• Other amenities: In addition to its opulent features, guests can also take advantage of an outdoor pool, a spa offering massage services, and concierge assistance to enhance their stay. The hotel's historic character blends seamlessly with modern comforts, including air conditioning and daily housekeeping. Located near winter sports activities, visitors can easily explore the nearby skiing and snowboarding options, ensuring a delightful combination of relaxation and adventure.
• Nearby attractions: Housatonic River - 0.13 miles, Berkshire Theatre Festival - 0.51 miles, Naumkeag Museum - 0.64 miles