Your Guide to Where to Stay in Bennington VT: Top Picks

When planning your visit to Bennington, VT, choosing the right accommodation is essential to ensure a comfortable and convenient stay. From hotels and B&Bs to rental properties, the town offers a variety of options to suit different preferences and budgets. If you’re wondering where to stay in Bennington VT, read on!

Hotels in Bennington VT

Hampton Inn

The Hampton Inn is located at 51 Hannaford Square and is a great option for those who desire a clean and comfortable stay. The hotel is known for its attention to detail and hospitality, ensuring a pleasant experience. Its amenities include complimentary breakfast, free Wi-Fi, fitness center, and an indoor pool. Moreover, the Hampton Inn is in proximity to local attractions such as Old First Church, the Bennington Museum, and the Bennington Battle Monument.

Paradise Inn

The Paradise Inn, situated at 141 West Main Street, offers a tropical-like experience with its outdoor pool and garden. The hotel has been around for a long time and stands tall as one of Bennington’s best options for lodging. Its amenities include a continental breakfast, air conditioning, and free Wi-Fi. Plus, the hotel’s warm and friendly welcome is an extra bonus, a good place to consider if you’re wondering where to stay in Bennington VT.

Best Western Motel

Located at 220 Northside Drive, the Best Western Motel is an ideal choice for families with children. The motel has a courtyard and an outdoor pool, offering a source of entertainment for the little ones. Its amenities include complimentary breakfast, free Wi-Fi, fitness center, and business center. Also, the hotel’s location provides easy access to downtown attractions, shopping, and dining.

Bennington Motor Inn

The Bennington Motor Inn offers quaint decor, warm greetings, and mountain views, making it an attractive option. The motel is located at 143 Main Street and offers amenities such as complimentary Wi-Fi, parking, and breakfast. It is also easily accessible and within walking distance of downtown Bennington. The inn’s location along the historic Route 7A is a draw for those who seek to explore the town’s history.

Catamount Motel

Located at 500 South Street, the Catamount Motel offers low-key rooms with free Wi-Fi and dedicated parking. It is a classic and understated option that is great for those who want to explore the town. Its downtown location makes it an affordable and convenient option for visitors. The Catamount’s location is unbeatable, being less than a mile away from local attractions.

B&Bs in Bennington VT

Eddington House Inn

The Eddington House Inn, located at 21 Main Street in North Bennington, is an excellent option for those who desire a cozy and charming stay. The Inn is a traditional New England bed and breakfast that caters to travelers seeking a quaint and personal experience. It offers concierge services, free Wi-Fi, and a complimentary breakfast to its guests. 

The Inn is also within walking distance of village restaurants and attractions, such as the historic Park McCullough house.

Four Chimneys Inn

The Four Chimneys Inn, located at 21 West Road, provides guests with a beautiful and spacious experience. The Inn is recognized as the Best Bed and Breakfast in Vermont by Yankee Magazine, which is a testament to the quality of service and amenities offered by the establishment. It is five minutes from Bennington College and provides a clean, crisp, and spacious environment to its guests. 

The Inn has a reputation for making an excellent breakfast that’s hard to beat, which should be considered if you’re wondering where to stay in Bennington VT.

South Shire Inn

Situated at 124 Elm Street, the South Shire Inn is a charming bed and breakfast that offers individually decorated rooms with canopy poster beds, soaking tubs, and fireplaces. The Inn’s common areas are filled with architectural details and period charm, including a library with a fireplace. For guests who seek luxury and comfort, the South Shire Inn is perfect. 

Additionally, the inn provides a concierge service and complimentary breakfast.

Harwood Hill Motel

Located on 864 Harwood Hill Road, the Harwood Hill Motel provides a quiet country setting with million-dollar views and modern amenities. The motel is ideal for couples looking for a tranquil and cozy experience. The motel’s newly renovated rooms offer beautiful details and colorful surprises, adding to the overall charm of the stay. The motel’s artist-in-residence is an excellent touch.

Rental Properties in Bennington VT

Rental properties are a great way to experience Bennington, VT, and its surroundings. Here are a few options:

The Shire Woodstock

Located in Woodstock, VT, the Shire Woodstock is a spacious vacation rental property that offers a comfortable and modern experience. It is a great option for families and groups of up to 16 people. The rental includes six bedrooms, a great room with an open floor plan, and a fully equipped kitchen. 

The property includes 17 private acres, making it a perfect place for outdoor activities like hiking and biking.

The Allen Farm

Located in South Shaftsbury, VT, the Allen Farm offers a tranquil escape from the hustle and bustle of city life. The farm’s rental property is a restored 1800s farmhouse that can accommodate up to eight people. Its amenities include a fully equipped farmhouse kitchen, a working fireplace, and a picturesque view of the Vermont mountains. 

The rental also includes a sprawling front porch, making it an excellent location to watch the sunset.

The Upper Pass Lodge

The Upper Pass Lodge is located in South Londonderry, VT, and provides a perfect location for outdoor enthusiasts. The rental property includes four bedrooms, an open living/dining area, and a state-of-the-art kitchen. 

The Lodge’s outdoor amenities include a fire pit, a deck with a gas grill, and proximity to nearby hiking and snowmobiling trails.

The Maple House

The Maple House is located in Jamaica, VT, and offers an ideal location for those who seek to experience outdoor adventures. The rental property includes four bedrooms, two and a half bathrooms, an outdoor hot tub, and a fully equipped chef’s kitchen. 

Additionally, it is within driving distance to restaurants, shopping, and other local attractions.

Vermont Rental Cars

To enhance your overall travel experience in Bennington, VT, consider using Vermont Rental Cars services. These services offer convenient and reliable transportation options, allowing you easy access to your chosen accommodation and local attractions. 

By having a rental car at your disposal, you can explore the town and its surrounding areas at your own pace, making the most of your time in Bennington. Vermont Rental Cars has several vehicle options, including compact, mid-size, and full-size options, to accommodate your needs.

​Book a vehicle today!

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