Romantic Hotels for a Couple's Getaway in Bennington (Vermont)

Four Chimneys Inn

Bennington - Montana

Four Chimneys Inn is a stunning 11-acre estate tucked away in the heart of Old Bennington, Vermont. Housed in a historic mansion, the inn offers elegant and spacious rooms with free WiFi access. Guests can enjoy the extensive gardens and explore the surrounding area. You'll be greeted with a warm welcome and friendly staff, and you'll be treated to a delicious breakfast each morning. The inn is perfect for a romantic getaway, with cozy rooms, a peaceful atmosphere and plenty of amenities to make your stay enjoyable and memorable.

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South Shire

Bennington - Montana

South Shire is a beautiful Victorian house situated in Bennington, 3 km from Bennington Battle Monument and 49 km from Rensselaer Polytechnic Institute. Our rooms are spacious, thoughtfully decorated and elegantly furnished. Enjoy the peaceful front porch and common areas, or take advantage of our free bikes to explore the area. Our host, Joe, is kind, helpful and accommodating and provides a delicious breakfast made with fresh local ingredients. Whether you are visiting for business or pleasure, South Shire offers something for everyone. Come and experience the charm of this historic house and enjoy the best of Vermont hospitality.

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More Romantic Hotels for a Couple's Getaway near Bennington

The Wilmington Inn

Wilmington - Montana

17 miles from Bennington

The Wilmington Inn is a charming, family-friendly destination in Wilmington, Vermont. From the welcoming reception to the cozy bar and common lounge, you’ll feel right at home. Enjoy a night around the firepit with delicious s'mores, join in on the puzzles and board games, or take a short stroll to the nearby trails. The Innkeepers, Charlie and Megan, are incredibly accommodating and make sure you feel at home. Their delicious breakfast will make sure you start the day off right. With its convenient location, friendly atmosphere, and plenty of activities and amenities, The Wilmington Inn is perfect for a weekend getaway.

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Deerfield Valley Inn 5 min to Mt Snow, great getaway!

Dover - Montana

19 miles from Bennington

Deerfield Valley Inn 5 min to Mt Snow, great getaway! is a charming and cozy inn located in Dover, only 30 km from Stratton Mountain. Rooms feature a comfortable bed, en-suite bath and shower and a Roku television, allowing you to pause programs. The inn boasts a garden, terrace, shared lounge and free private parking. The manager is extremely helpful, offering upgrades and beverages on nonbusy nights and mornings. Enjoy drinks at the Tavern 1846 in West Dover and dinner at the Anchor in Wilmington, then visit the covered bridges in Bennington. Home cooked breakfast is available and late night food options in town. Come stay and explore at Deerfield Valley Inn!

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Deerhill Inn

West Dover - Montana

19 miles from Bennington

Deerhill Inn is a cozy and welcoming bed and breakfast located in West Dover. This three-floor home offers spacious, comfortable and charming guest rooms, each with a gas fireplace and spa bath tub. Enjoy the outdoor pool and bar, or relax inside with a view of the surrounding mountains and ski trails. The owners and staff are friendly and welcoming, accommodating late check-ins and offering a delicious, diverse breakfast menu with fresh and local ingredients. The inn is well-maintained and clean, and the level of care and attention is outstanding. Whether you're coming for a ski holiday or for a romantic getaway, Deerhill Inn is the perfect place to stay.

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The INN at Ormsby Hill

Manchester - Montana

19 miles from Bennington

The Inn at Ormsby Hill is a tranquil retreat in Manchester, Vermont. Guests can enjoy quality accommodations with a balcony or patio, free WiFi and flat-screen TV, spa bath and air conditioning. The innkeepers are friendly and accommodating, and their homemade breakfast is delicious. The grounds and rooms are immaculate and well kept, and the views of the mountains are stunning. The property is within easy reach of Manchester and its wide range of restaurants and attractions. Guests can enjoy a peaceful getaway, taking in the views, exploring the area, or simply relaxing in the inn's homey atmosphere.

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Cooper Hill Inn

West Dover - Montana

21 miles from Bennington

Stay at the Wheeler Inn in East Dover and experience the amazing views of the Green Mountain National Forest. Enjoy the comfort of their plush bedding and complimentary Wi-Fi, all while being welcomed by the friendly and accommodating hosts, Charles and Lee Wheeler. From the delicious breakfast with all fresh ingredients to the comfortable and roomy rooms, you won't be disappointed. With their fantastic hospitality, you'll be sure to have a wonderful stay that you won't forget.

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Reluctant Panther Inn & Restaurant

Manchester - Montana

21 miles from Bennington

Reluctant Panther Inn & Restaurant is an upscale and quaint inn situated in the beautiful town of Manchester, VT. With only 10 rooms and exceptional attention to detail, it is the perfect place for a romantic getaway for two or an intimate family vacation. Enjoy a complimentary breakfast in a cute picnic basket and an upgraded room complete with a spa tub. Relax on the terrace with a view of the pond or explore the local area with its shops and restaurants. The staff is friendly and helpful and will make sure you have everything you need. Enjoy a peaceful stay at the Reluctant Panther Inn & Restaurant and make memories that will last a lifetime.

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The Inn at Manchester

Manchester - Montana

21 miles from Bennington

The Inn at Manchester is a historic bed and breakfast nestled on 4 landscaped acres with gardens and a winding brook. Built in the 1880s, it is listed on the National Register of Historic Places and offers unique guestrooms with modern comforts and relaxing facilities. The staff is exceptional, going above and beyond to make you feel comfortable, and the breakfast is simple but excellent quality. Room options are great and the bar is a great bonus. Manchester is conveniently located and a great place to visit, with plenty of shops and attractions nearby. The inn is well worth a visit, with excellent staff and outstanding accommodations. Enjoy a relaxing stay and experience the beauty of Manchester.

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The Barnstead Inn

Manchester Center - Montana

22 miles from Bennington

The Barnstead Inn is a cozy and comfortable place to stay. Located in Manchester Center, it is conveniently close to downtown and a variety of outdoor activities. The inn features 3-star air-conditioned rooms with free WiFi, private bathrooms and a terrace. Enjoy a refreshing swim in the seasonal outdoor pool or relax in the garden and shared lounge. With friendly staff, a bar and live music, this 3-star inn is a great place to stay. Enjoy delicious breakfast and light bite menus while enjoying the cozy public spaces or the fire pits outside. Whether you're looking for a family friendly getaway or a romantic escape, the Barnstead Inn is the perfect place to stay.

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