The 30 Best Weekend getaways in Bennington, Vermont

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Best Western Bennington is a charming lodging institution located at 220 Northside Drive in Bennington, Vermont, United States. Nestled in the heart of the picturesque town, this hotel offers comfortable accommodations and top-notch amenities for travelers seeking a relaxing stay. Guests can enjoy spacious rooms, complimentary breakfast, a fitness center, and a heated indoor pool. The friendly staff is dedicated to providing exceptional service and ensuring a memorable experience for every guest. Whether you are visiting for business or pleasure, Best Western Bennington is the perfect choice for your stay in Vermont.

The Mid-Town Motel of Bennington is a cozy and comfortable lodging option located at 107 Main Street in the charming town of Bennington, Vermont. Situated in the heart of downtown, guests can easily explore the local shops, restaurants, and attractions. The motel offers clean and spacious rooms, friendly service, and all the amenities needed for a relaxing stay. Whether you are visiting for business or pleasure, the Mid-Town Motel of Bennington is the perfect choice for your accommodations.

Better Bennington Corporation is a leading travel agency located in the heart of Bennington, Vermont. With a prime location at 215 South Street, this institution is dedicated to providing top-notch travel services to residents and visitors alike. Whether you're looking to book a weekend getaway or plan a dream vacation, Better Bennington Corporation is here to help. Their experienced team of travel experts will assist you in creating the perfect itinerary to ensure a memorable and stress-free travel experience. Visit Better Bennington Corporation today and start planning your next adventure!

Welcome to West Road Motel, located at 2968 West Road in the charming town of Bennington, Vermont. Our cozy and comfortable lodging is the perfect choice for travelers looking for a relaxing stay in a picturesque setting. Whether you are visiting for business or pleasure, our convenient location offers easy access to local attractions, restaurants, and outdoor activities. Our friendly staff is dedicated to providing exceptional service to ensure your stay is enjoyable and stress-free. Come stay with us at West Road Motel and experience the beauty and hospitality of Vermont.

Located at 1338 Murphy Road in Vermont, United States, The Henry House is a charming historical lodging establishment nestled along the Green Mountains of Southern Vermont. Overlooking the authentic red covered Henry Bridge, this 254-year-old home is the perfect location for weddings, events, and getaways. The Henry House is a one-of-a-kind historical homestead in North Bennington, Vermont, with a unique combination of colonial and cozy Vermont decor. Listed on the National Register of Historic Places, this landmark home retains its original charm for guests to enjoy. The house's open front porch offers picturesque views of the Green Mountains, creating a tranquil and relaxing atmosphere.

Four Chimneys Inn & Restaurant is a charming Vermont B&B located at 21 West Road in Bennington, United States. Offering an intimate yet grand feel reminiscent of graceful summer homes of the past, our uniquely appointed guest rooms maintain old-world details while providing modern amenities for a comfortable stay. Whether you're looking for a romantic getaway, a sister weekend, or accommodations for business travel, Four Chimneys Inn is the perfect choice. Our inn provides a magical respite from the day-to-day frenzy, making it a longstanding favorite lodging choice for Bennington College families and business travelers alike. With modern amenities and a welcoming atmosphere, it's no wonder that many area HR departments entrust their visiting business travelers and VIPs to our care. Additionally, we now offer an EV charger for our overnight guests, ensuring worry-free travel for those with electric vehicles.

The Knotty Pine Motel is a charming lodging establishment located at 130 Northside Drive in Bennington, Vermont. Surrounded by the picturesque beauty of Vermont's countryside, this cozy motel offers comfortable accommodations for travelers looking to relax and unwind. Each room is tastefully decorated with a rustic touch, featuring knotty pine wood accents that give it a warm and inviting atmosphere. Guests can enjoy modern amenities such as free Wi-Fi, cable TV, and a complimentary continental breakfast. The Knotty Pine Motel is conveniently located near popular attractions such as Bennington Battle Monument and Bennington Museum, making it an ideal choice for those looking to explore the area. Whether you're visiting for business or pleasure, the Knotty Pine Motel is the perfect home away from home in Vermont.

Eddington House Inn is a charming lodging establishment located at 21 Main Street in Vermont, United States. This historic inn offers a cozy and welcoming atmosphere for guests looking to experience the beauty and charm of New England. With comfortable accommodations, delicious breakfast options, and friendly staff, Eddington House Inn is the perfect destination for a relaxing getaway in the heart of Vermont. Whether you're visiting for a romantic weekend, a family vacation, or a solo retreat, Eddington House Inn is sure to provide a memorable and enjoyable stay.

Paradise Inn, located at 141 Main Street in Bennington, Vermont, is perhaps the best hotel in the area according to Frommer's Travel Guide. This family-owned inn offers a peaceful and relaxing atmosphere surrounded by beautiful gardens and lawns, just a short walk from downtown Bennington. With 77 spacious rooms offering a variety of amenities such as in-room saunas, balconies, and patios, Paradise Inn is the perfect lodging choice for a weekend getaway or as a base for exploring Southern Vermont. Free WiFi is available throughout the inn, and complimentary coffee is provided in the lobby.

The Apple Valley Inn & Cafe is a charming lodging establishment located at 979 U.S. 7 in Bennington, Vermont. This cozy inn offers comfortable accommodations and a quaint cafe for guests to enjoy delicious meals and beverages. Nestled in the picturesque surroundings of Vermont, the Apple Valley Inn & Cafe is the perfect place for a relaxing getaway or a romantic retreat. With its convenient location and welcoming atmosphere, this institution is a top choice for travelers looking for a memorable stay in the United States.

The Catamount Motel is a cozy and inviting lodging establishment located at 500 South Street in Bennington, Vermont, United States. With comfortable rooms and friendly staff, guests can enjoy a relaxing stay in a convenient location. The motel offers a range of amenities including free Wi-Fi, parking, and a continental breakfast. Whether visiting for business or leisure, the Catamount Motel is a great choice for travelers looking for a comfortable and affordable accommodation option in Bennington.

Located in the charming town of Bennington, Vermont, the Starlight Inn offers a cozy and comfortable lodging experience for travelers seeking a peaceful retreat. Situated at 357 U.S. 7, this quaint inn provides a warm and welcoming atmosphere, perfect for relaxing after a day of exploring the beautiful surroundings. With its convenient location and friendly staff, the Starlight Inn is the ideal choice for those looking for a relaxing stay in Vermont.

Autumn Inn is a charming lodging establishment located at 924 Main Street in the picturesque town of Bennington, Vermont. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. Conveniently situated in the heart of town, Autumn Inn is the perfect base for exploring all that Bennington has to offer, from historic sites to scenic hiking trails. Whether you are visiting for business or pleasure, you will find a peaceful retreat at Autumn Inn.

Dabbler Travel is a premier travel agency located at 514 Apple Hill Road in Vermont, United States. From the moment you start planning your trip until you return home, we ensure that every detail is carefully arranged for you. Whether you are interested in ocean or river cruising, we have access to a wide range of options to find the perfect cruise for you. Our experienced team can help you plan a weekend getaway or the trip of a lifetime, ensuring you get the most out of your travels with some advance planning. Let us assist you in creating a personalized itinerary and provide recommendations on things to see and do during your journey. Explore our Destinations section for information on exotic locales and travel ideas. With Dabbler Travel, you can expect top-notch itinerary planning services at no extra cost.