Romantic Hotels for a Couple's Getaway in Stockbridge (Massachusetts)

  • Stockbridge Country Inn

    Stockbridge - Montana

    Stockbridge Country Inn is a cozy, comfortable retreat nestled in 4 private acres of lush Berkshire landscape. The inn offers old-world hospitality with modern amenities. Owner Diane and her staff are warm and welcoming, eager to make your stay a memorable one. Enjoy delicious breakfasts and muffins each morning, and relax in the spotless, charmingly furnished accommodations. Explore nearby Norman Rockwell and Chesterwood Museums or enjoy the picturesque town and countryside. Whether you're looking for a quiet getaway or an adventure-filled vacation, Stockbridge Country Inn is the perfect destination.

  • More Romantic Hotels for a Couple's Getaway near Stockbridge

  • Granville House

    Great Barrington - Montana
    Photo of Granville House 4 miles from Stockbridge

    Granville House is a cozy and luxurious bed and breakfast nestled in the heart of Great Barrington, MA. Located across the street from the Guthrie Center, it is surrounded by beautiful hiking trails, farms, and local eateries. The house is over 200 years old and has been lovingly renovated with modern amenities, all while preserving its historic charm. Guests can enjoy a complimentary American breakfast each morning, as well as complimentary ice water from the vintage coke machine in response to the plastic bottle ban in town. The inn-keepers, Terry and Terri, have over three decades of experience in the hospitality industry and it shows in their attention to detail and warm hospitality. Guests can also enjoy the stunning views, mid-century modern furniture, oriental rugs and Berkshire memorabilia. An evening around the fire pit is a must-do, and don't forget to grab some delicious HR Zeppelin chocolates! Whether you're looking for a romantic getaway or a relaxation escape, Granville House is the perfect choice.

  • 33 Main

    Lenox - Montana
    Photo of 33 Main 6 miles from Stockbridge

    33 Main is an elegant boutique hotel in the heart of Lenox, MA. From the moment you arrive you're greeted with warmth and kindness by the friendly staff. Our luxurious rooms are light and airy with top-quality bedding and towels. Enjoy the complimentary wine and cheese platter in the afternoon and the delicious breakfast every morning. Take a stroll to the nearby grocery store, restaurants, and shops. If you're looking for a festive girls weekend away, experience our great service and amenities. When it comes to outdoor activities, you'll love skiing and the nearby premium outlets and boutique shopping. 33 Main is the perfect home away from home. Come enjoy our hospitality, luxurious amenities, and excellent location!

  • The Guest House at Field Farm

    Williamstown - Montana
    Photo of The Guest House at Field Farm 27 miles from Stockbridge

    The Guest House at Field Farm is a one-of-a-kind rural getaway situated in Williamstown. With stunning views of the Berkshire Mountains and acres of lush green grass, this mid-century style home features an inviting outdoor area with a terrace, as well as comfortable and authentic furnishings. Enjoy a hearty breakfast before venturing out on the trails or exploring the area. The friendly staff are welcoming and helpful and provide excellent service, complete with tea in the afternoons and evenings. Experience the history of the home, relax in the peaceful atmosphere, and savor the delicious breakfast - all within easy reach of Bennington Battle Memorial and Tanglewood.

  • The Lodge @ America’s Switzerland

    North Adams - Montana
    Photo of The Lodge @ America’s Switzerland 32 miles from Stockbridge

    The Lodge @ America’s Switzerland is situated in North Adams, surrounded by some of the most beautiful scenery in Massachusetts. Here you'll find a garden, terrace, and bar, as well as a kitchen in some units equipped with air conditioning, flat-screen TV, washing machine and coffee machine. Enjoy private trails, rock gardens with seating, fire place, BBQ, and hammock, and an outdoor shower behind the cabin. Lea, the owner, is known for her warm hospitality, immaculate facilities, and delicious pour over coffee. Experience the incredible views of the valley and sunset, as well as easy access to downtown and hiking. Unexpected perks include dedicated and friendly staff, and Lea's pride in her hard work. Come stay with us to experience the best of the outdoors and a romantic getaway.

  • Lily's Lodge

    West Springfield - Montana
    Photo of Lily's Lodge 39 miles from Stockbridge

    Lily's Lodge is situated in the heart of West Springfield, just 300 metres from Eastern States Exposition Center and The Big E. Guests can enjoy the adjacent restaurant, Memo's. The property is decorated with a cozy feel, and is sparkling clean. Our hosts, Christine and Dom, are a delightful family and were incredibly welcoming. Memo's restaurant is a great spot for a meal, and you can also pick up snacks and supplies from the nearby grocery store and pharmacy. The Lodge is much larger than expected and can comfortably sleep 8. It's fully furnished with a large kitchen and living area, a spacious bathroom and bedrooms, plus a balcony with great views. You can also control the temperature, perfect for hot summer days. Treat yourself to a stay at Lily's Lodge for a cozy weekend getaway and some delicious home-baked muffins from the hosts!

  • Vida Boutique Inn

    Worcester - Montana
    Photo of Vida Boutique Inn 79 miles from Stockbridge

    Vida Boutique Inn is a charming, meticulously renovated Victorian house located in Worcester. Hosts Roberto and Karla are warm, welcoming and accommodating, and the staff member Patrick is attentive and friendly. The rooms are clean, with modern amenities and comfortable beds. Fresh and delicious breakfast is served daily with a variety of pastries, cereals, yogurts, and coffee/tea. Enjoy the beautiful woodwork, cozy fireplace and impeccably clean interior. Whether you're visiting for business or pleasure, Vida Boutique Inn is the perfect place to stay and experience the warm hospitality Worcester has to offer.

  • Natalie House

    Boston - Montana
    Photo of Natalie House 112 miles from Stockbridge

    Natalie House Bed & Breakfast is located in the beautiful residential neighborhood of Boston College. Enjoy a serene and peaceful stay in this cozy and homey B&B. Natalie is a wonderful host, always ensuring that you have everything you need and offering a delicious breakfast each morning. The rooms are spacious and designed with care, including lighting and decorations that make each room unique. You'll also find plenty of amenities, like 4 sets of towels, a shared bathroom with a variety of products, and a smart radio to help you sleep. There's plenty to do nearby, including just a 5 km drive to Harvard Square and easy access to public transportation. Whether you're visiting for business or pleasure, Natalie House will make your stay in Boston comfortable and memorable!