The Best Retreat getaways in Sheffield, Massachusetts

Sheffield Lodge is a charming lodging located at 400 South Undermountain Road in Sheffield, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy retreat offers comfortable accommodations and a peaceful atmosphere for guests looking to escape the hustle and bustle of city life. Whether you're seeking a romantic getaway or a relaxing vacation in nature, Sheffield Lodge provides a tranquil setting for all guests to unwind and rejuvenate. With its convenient location near local attractions and outdoor activities, this institution is the perfect destination for those seeking a peaceful retreat in the heart of Massachusetts.

Welcome to the Upper Sheffield Covered Bridge, a charming and historic landmark nestled in the picturesque town of Sheffield, Massachusetts. Located on Covered Bridge Lane, this iconic structure offers visitors a glimpse into the rich heritage and scenic beauty of the Berkshires. The Upper Sheffield Covered Bridge is more than just a crossing; it's a journey back in time. Originally constructed in the 19th century, this bridge is a testament to the skilled craftsmanship of the era and serves as a beloved symbol of the local community. Whether you're a history enthusiast, a nature lover, or simply seeking a peaceful retreat, the bridge provides a perfect setting for a leisurely stroll, photography, or quiet contemplation.

Race Brook Lodge is a charming institution nestled in the beautiful countryside of Sheffield, Massachusetts. Located at 864 South Undermountain Road, this unique establishment offers a blend of health, lodging, and park amenities for guests to enjoy. From cozy accommodations to wellness retreats, Race Brook Lodge provides a tranquil escape from the hustle and bustle of everyday life. Explore the lush surroundings, unwind in the peaceful atmosphere, and rejuvenate your mind, body, and soul at this idyllic retreat in the heart of the Berkshires.

Sunset Meadow of Massachusetts is a charming institution located at 296 South Main Street in Sheffield, Massachusetts. This multi-faceted establishment offers a variety of services including a bar, food options, a liquor store, and a general store. Guests can enjoy a relaxing atmosphere while sipping on cocktails at the bar, indulging in delicious food offerings, or browsing through a selection of wines and spirits at the liquor store. The general store also provides a convenient shopping experience for everyday essentials. Whether you're looking for a place to unwind with friends or simply need to pick up some groceries, Sunset Meadow of Massachusetts has something for everyone.

The Stagecoach Tavern at Race Brook Lodge is a charming and historic institution located in Sheffield, Massachusetts. Situated at 854 South Undermountain Road, this cozy tavern offers a unique dining experience in a rustic setting. Guests can enjoy a variety of delicious food and drinks, from classic pub fare to gourmet entrees, all served in a warm and inviting atmosphere. Whether you're looking for a casual meal with friends or a romantic dinner for two, The Stagecoach Tavern is the perfect spot to relax and unwind. With its friendly staff, excellent service, and beautiful surroundings, this institution is a must-visit destination for anyone in the area.

The Race Mountain House is a unique institution located at 894 South Undermountain Road in Sheffield, Massachusetts, United States. As a real estate agency and travel agency, The Race Mountain House specializes in providing exceptional services for those looking to buy or rent properties in the picturesque Berkshires region. Whether you're searching for your dream home or planning a relaxing getaway, our dedicated team is here to assist you every step of the way. Experience the beauty and tranquility of the Berkshires with The Race Mountain House.

Perlman Pond is a tranquil park located at 689 Home Road in Sheffield, Massachusetts, United States. This picturesque pond offers a peaceful escape from the hustle and bustle of everyday life, with lush greenery and serene waters perfect for relaxing or enjoying a leisurely stroll. Visitors can take in the natural beauty of the surroundings, go for a swim, or simply unwind by the water's edge. Perlman Pond is a hidden gem waiting to be discovered by nature lovers and outdoor enthusiasts alike.

Welcome to Wilder House Berkshires, your serene escape nestled in the heart of the picturesque Berkshires. Located at 48 South Main Street, Sheffield, Massachusetts, our charming lodging offers a perfect blend of comfort, tranquility, and rustic elegance. Whether you're seeking a peaceful retreat or an adventurous getaway, Wilder House provides the ideal base for exploring the natural beauty and cultural richness of the area. Our accommodations are thoughtfully designed to provide a cozy and inviting atmosphere, ensuring a restful stay for all our guests. Each room is equipped with modern amenities while retaining the charm and warmth of a classic Berkshire residence. Wake up to the stunning views of the surrounding landscapes and enjoy a delicious breakfast to start your day.

Birch Hill Bed & Breakfast is a charming lodging located at 254 South Undermountain Road in Sheffield, Massachusetts, United States. Nestled in the picturesque Berkshires region, this cozy B&B offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. With comfortable accommodations, delicious homemade breakfasts, and warm hospitality, Birch Hill Bed & Breakfast is the perfect place to relax and unwind during your stay in the Berkshires.