TOP 10 Romantic getaway destination in Lenox, Massachusetts
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Chesapeake Inn of Lenox
The Chesapeake Inn of Lenox is a charming lodging establishment located at 210 West Street in the picturesque town of Lenox, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind in the heart of the Berkshires. With its convenient location near historic sites, cultural attractions, and outdoor activities, the Chesapeake Inn of Lenox is the perfect destination for a peaceful getaway or romantic retreat. Experience the beauty and hospitality of Lenox at this charming inn.
Apple Tree Inn
Located at 10 Richmond Mountain Road in Lenox, Massachusetts, the Apple Tree Inn is a charming lodging option that serves as the perfect retreat for those looking to nurture their creativity. Surrounded by the natural beauty of the Berkshires, this institution offers a peaceful escape from the ordinary where guests can unlock new ideas and inspiration. The inn features a picturesque 1885 Victorian main house with 13 rooms that blend historic charm with modern amenities such as Frette linens. Additionally, there is a rustic Lodge with 21 rooms that provide a cozy and tranquil setting overlooking the lush green forests and rolling hills of the Berkshires.
Stonover Farm
Stonover Farm is a charming lodging institution located at 169 Under Mountain Road in Lenox, Massachusetts, United States. Surrounded by picturesque countryside, this tranquil farm offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The property features beautifully appointed rooms, a cozy fireplace, and stunning views of the rolling hills. Guests can enjoy a relaxing stay in this idyllic setting, with opportunities for hiking, biking, and exploring the nearby attractions. Whether you're seeking a romantic getaway or a peaceful weekend retreat, Stonover Farm provides a warm and welcoming atmosphere for a memorable stay.
The Kemble Berkshires
The Kemble Berkshires is a historic lodging institution located at 2 Kemble Street in Lenox, Massachusetts, United States. Originally built in the 1880s for a U.S. Secretary of State and New Jersey State Senator, the property has been newly renovated by Shared Estates with modern finishes and luxurious amenities. The estate features manicured landscaping with stunning views of the Stockbridge Bowl. Guests can enjoy various spaces within the property, including a library room, music room, private bar, and seven fireplaces. The Kemble is 100% carbon neutral and can accommodate events for up to 175 guests. The property offers a dining room, professional kitchen, herb and vegetable garden, fire pit, and multi-level stone patios and decks. Guests can enjoy a wide range of amenities, including a virtual reality gaming room, retro arcade, outdoor sports equipment, and more. The Kemble Berkshires is owned by 143 investors through Shared Estates' equity crowdfunding model, making it a unique social equity vehicle in the real estate industry.
The Ponds at Foxhollow
The Ponds at Foxhollow is a secluded resort located in the heart of the Berkshire Mountains at 3 Fox Hollow Drive, Lenox, Massachusetts. The resort offers one and two bedroom condominiums for timesharing or rental purposes, each with a master bedroom, fully equipped kitchen, living area with a double sleeper sofa, and a deck overlooking a picturesque pond. The property spans 223 acres, perfect for hiking in the warmer months and cross country skiing in the winter. The resort also offers outdoor activity equipment and canoes for guests to use. With breathtaking mountain views and a variety of recreational and cultural activities nearby, The Ponds at Foxhollow is the perfect destination for a relaxing getaway. Please note that the hot tub is temporarily out of service, but a new one is on the way.
Blantyre
Blantyre is a luxurious lodging institution located at 16 Blantyre Road in the picturesque town of Lenox, Massachusetts, United States. This historic property offers elegant accommodations, impeccable service, and stunning views of the surrounding Berkshire Mountains. Guests can enjoy fine dining, relaxing spa treatments, and a variety of outdoor activities on the expansive grounds. Blantyre is the perfect destination for a romantic getaway, a special occasion, or a relaxing retreat in a beautiful New England setting.
Life House, Berkshires
Life House, Berkshires is a charming lodging located at 194 Pittsfield Road in Lenox, Massachusetts. Nestled in the picturesque Berkshires region, this institution offers a peaceful and serene retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a welcoming atmosphere for visitors to relax and unwind. With its convenient location and warm hospitality, Life House, Berkshires is the perfect destination for a memorable getaway in the heart of the Berkshires.
Walker House
Walker House is a historic institution located at 64 Walker Street in the charming town of Lenox, Massachusetts. This elegant building offers a unique blend of traditional charm and modern amenities, making it the perfect destination for visitors looking to experience the beauty of the Berkshires. With its picturesque surroundings and convenient location, Walker House is the ideal spot for a relaxing getaway or a special event. Immerse yourself in the rich history and warm hospitality of this iconic institution during your stay in Lenox.
Hawthorne at Wheatleigh Hotel
Hawthorne at Wheatleigh Hotel is a luxurious dining destination located at 11 Hawthorne Road in Lenox, Massachusetts. This elegant restaurant offers a sophisticated and upscale atmosphere, perfect for a romantic dinner or special occasion. The menu features a creative and seasonal selection of dishes prepared with the finest ingredients, showcasing the chef's culinary expertise. With impeccable service and a stunning setting, Hawthorne at Wheatleigh Hotel is a must-visit for those looking to indulge in a memorable dining experience.
Winthrop Estate
Winthrop Estate is a luxurious lodging institution located at 101 Yokun Avenue in the charming town of Lenox, Massachusetts, United States. Nestled in the heart of the Berkshires, this historic estate offers guests a unique and unforgettable experience. The elegant accommodations, stunning gardens, and impeccable service make Winthrop Estate the perfect destination for a romantic getaway, family vacation, or special event. With its rich history and picturesque surroundings, Winthrop Estate truly embodies the essence of New England charm and hospitality.
Stevens Glen Trail Head Richmond, MA
Welcome to Stevens Glen Trail Head, a serene and picturesque park located in the heart of the Berkshires at Lenox Road, West Stockbridge, Massachusetts. Nestled in the lush greenery of Richmond, MA, our park offers a tranquil escape for nature lovers and outdoor enthusiasts. Stevens Glen Trail Head is renowned for its breathtaking landscapes, featuring well-maintained trails that wind through dense forests, alongside babbling brooks, and past stunning waterfalls. Whether you're a seasoned hiker or just looking for a peaceful walk in nature, our trails cater to all skill levels, providing a perfect opportunity to reconnect with the great outdoors.
MeadowView
Welcome to MeadowView, your serene escape nestled in the heart of the Berkshires at 112 Lee Road, Lenox, Massachusetts. Our charming establishment offers a peaceful retreat surrounded by the natural beauty of New England. Whether you're seeking a weekend getaway, a family vacation, or a venue for a special event, MeadowView provides a perfect blend of comfort and elegance. At MeadowView, we pride ourselves on delivering exceptional hospitality and personalized service. Our cozy accommodations are thoughtfully designed to ensure a relaxing stay, with amenities that cater to both leisure and business travelers. Enjoy a stroll through our beautifully landscaped gardens, unwind on our spacious terrace, or explore the nearby attractions that make Lenox a cultural and recreational hub.
Great Barrington Resort House
Welcome to Great Barrington Resort House, your serene getaway nestled in the picturesque landscapes of Lenox, Massachusetts. Located at the heart of the Berkshires, our resort offers a perfect blend of luxury, comfort, and natural beauty. Whether you're seeking a peaceful retreat or an adventure-filled vacation, our resort is the ideal destination. At Great Barrington Resort House, we pride ourselves on providing exceptional hospitality and personalized service. Our elegantly designed rooms and suites offer breathtaking views and modern amenities to ensure a relaxing stay. Enjoy gourmet dining at our on-site restaurant, unwind at our spa, or take a dip in our heated pool.
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