Hotels in Bennington

Mountains & Masterpieces: Discover the Heartbeat of Bennington

Nestled in the picturesque Green Mountains, Bennington, Vermont, is a charming blend of rich history and natural beauty. Stroll along Main Street in North Bennington to discover quaint shops and delightful eateries, or explore the captivating Bennington Museum, home to local art and historical artifacts. Don’t miss the iconic Bennington Battle Monument, offering breathtaking views of the surrounding landscape. With its vibrant cultural scene and stunning mountain vistas, Bennington is an ideal destination for travelers seeking a serene escape infused with art, history, and outdoor adventure. Embrace the allure of this hidden gem in the heart of New England. For great hotel rates in Bennington, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Bennington

Bennington, Vermont offers a range of accommodations, from cozy bed and breakfasts to comfortable hotels. You’ll find friendly options and budget-friendly stays, catering to all preferences. Enjoy the picturesque scenery and local charm while relaxing in well-appointed lodgings that make your visit memorable. These are some of the hotels preferred by our travelers in Bennington:

1. South ShireOpens in a new window: South Shire is a charming 4.0-star inn perfect for leisure travelers seeking a romantic or adventurous getaway. This property boasts exceptional amenities including a ski shuttle and adventure sports opportunities such as mountain biking and cave exploring. Guests can indulge in unique romance packages and enjoy spa services featuring in-room massages and a deep spa tub for ultimate relaxation. The ambiance is captivating, with a beautiful and tranquil setting that enhances the overall experience. Reviewers highlight the comfortable accommodations and inviting atmosphere, making this a top choice for those looking to unwind in a picturesque environment.
2. The Four Chimneys InnOpens in a new window: The Four Chimneys Inn is a delightful 4.0-star bed and breakfast that offers a cozy retreat for travelers seeking a charming atmosphere. This property is known for its warm and inviting ambiance, along with exceptional service that makes guests feel at home. Culinary enthusiasts will appreciate the delicious food served at the property, complemented by a prime location near historic sites. The clean and cozy rooms reflect the care and attention devoted to the inn, providing a perfect setting for relaxation. Review sentiments emphasize the lovely decor and thoughtful touches, making it an ideal choice for those who value comfort and distinctive experiences.
3. The Williams InnOpens in a new window: The Williams Inn is an inviting 4.0-star hotel that caters to leisure travelers in search of a cozy and modern experience. The property features charming furnishings and a welcoming lobby with a fireplace, creating an atmosphere of comfort. Guests can enjoy various amenities, including a coffee bar on each floor and a nook with complimentary refreshments, ensuring a delightful stay. The well-appointed rooms provide a restful retreat, while the beautiful design and convenient location enhance the overall experience. Positive reviews highlight the hotel’s modern amenities and inviting setting, making it a standout choice for those looking to relax and recharge.

Top locations to stay in Bennington

Some great areas to stay in when visiting Bennington, Vermont, are Hoosick Falls, Shaftsbury, and Williamstown. Hoosick Falls offers cultural attractions like the Clark Art Institute and vibrant nightlife. Shaftsbury boasts stunning natural parks and outdoor adventures. Williamstown features renowned museums and scenic views. For first-time visitors, Hoosick Falls is the best choice for its diverse activities and attractions.

1. WilliamstownOpens in a new window: If you’re an art and culture lover, Williamstown is a fantastic choice for your stay. With its impressive collection of museums, including the Massachusetts Museum of Contemporary Art and The Clark Art Institute, you’ll find plenty of inspiration in this vibrant town. Nature enthusiasts will appreciate the scenic beauty of Mount Greylock State Reservation, perfect for a day of hiking or simply enjoying stunning views. The local cultural scene is lively, featuring venues like the Williamstown Theatre Festival and Mohawk Theater, where you can catch some engaging performances. Plus, shopping at spots like Colonial Plaza offers a relaxed way to explore local crafts and products.
2. Hoosick FallsOpens in a new window: Hoosick Falls is a charming destination that offers a peaceful retreat with a touch of history. The Bennington Battle Monument is a must-see, giving you a glimpse into the region's rich past, while The Clark Art Institute nearby showcases outstanding art collections. For those who enjoy local art, the Bennington Center for the Arts is another highlight. In terms of cultural attractions, check out the nearby Hopkins Observatory for a unique star-gazing experience. When it comes to shopping, you can’t miss the quirky finds at the Sugar Shack and the artisan goods at Bennington Potters Yard.
3. ShaftsburyOpens in a new window: Shaftsbury is perfect for travelers seeking a connection with nature and outdoor beauty. Nestled in the mountains, it provides easy access to the tranquil landscapes of the Green Mountain National Forest and the Equinox Preservation Trust, ideal for hiking and exploring. The Golf Club at Equinox offers a relaxing day on the greens for golf enthusiasts. For cultural experiences, you can enjoy performances at venues like the Fort Salem Theatre and Dorset Playhouse. Though smaller, Shaftsbury has its charm, with local shops like the Sugar Shack and Bennington Potters Yard offering unique, handmade items to take home.

Things to do in Bennington

Nestled in a stunning mountainous landscape, this charming destination offers a blend of outdoor activities and cultural experiences. Visitors can enjoy invigorating hikes, peaceful spa retreats, and thrilling winter sports. With a vibrant arts scene and unique shopping opportunities, it’s an inviting spot for all types of explorers.

• Bennington Battle MonumentOpens in a new window – Stand tall at the Bennington Battle Monument, where you can climb to the top for breathtaking views of the surrounding mountains. This iconic structure commemorates a pivotal moment in the American Revolution, offering insights into the history of the battle fought here.
• Old First Congregational ChurchOpens in a new window – Visit the Old First Congregational Church, a stunning example of 19th-century architecture. Step inside to admire its beautiful interior and learn about its significance to the local community. The peaceful atmosphere invites reflection and appreciation of the church's rich history.
• Woodford State ParkOpens in a new window – Explore the natural beauty of Woodford State Park, where outdoor enthusiasts can hike, picnic, or simply take in the serene landscapes. This national park is perfect for a day of adventure, with trails that wind through lush forests and offer glimpses of local wildlife.
• Robert Frost Stone House MuseumOpens in a new window – Discover the Robert Frost Stone House Museum, where the famous poet once lived. Wander through the charming property and see exhibits that showcase Frost's life and works, giving you a unique glimpse into the mind of one of America’s greatest poets.
• Park McCullough HouseOpens in a new window – Step back in time at the Park McCullough House, a beautifully preserved Victorian mansion. Take a guided tour to learn about the history of the house and its former residents, all while enjoying the exquisite architecture and gardens that surround this historic site.

5 tips for savvy savings when booking a hotel in Bennington

1. Book for the cheapest times: The most budget-friendly time to visit Bennington is during April, May, and November, when hotel prices are lower. For those looking to make the most of their trip, staying for at least 2 to 3 days is recommended to fully explore the area's historical landmarks and cultural attractions, such as the Bennington Battle Monument and local museums. This timeframe allows visitors to enjoy great value for money while discovering the rich heritage and beautiful natural surroundings that Bennington has to offer.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Bennington, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions. Additionally, the Smart ShoppingOpens in a new window tool in the app helps you compare hotel prices and amenities, so you could find the best hotel deal. By staying informed on price drops and availability, you're more likely to secure a great last-minute getaway in Bennington.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay in a Bennington hotel. If you're in search of something special, boutique hotels can provide a more personalized experience and potentially better value. When you book through Hotels.com, we’ll inform you whether the price for your selected dates is above or below the average. If the price is on the higher side, we’ll recommend more budget-friendly dates to help you find a better deal.
4. Consider your location: Hotels near the city center usually tend to be pricier, but thanks to Bennington's great public transportation options, you might discover a more affordable independent hotel a bit farther out that still offers easy access. If you're interested in exploring alternative, less crowded neighborhoods or even nearby lesser-known cities, you can often find excellent value for your money. Choosing these alternative destinations could provide a more authentic and budget-friendly experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Bennington. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Bennington

Bennington experiences its lowest average temperature in January, at 21.2°F (-6.0°C), while July is the hottest month, with an average temperature of 70.0°F (21.1°C). October is usually the wettest month. July, August, and October are the peak travel months in Bennington, attracting a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, with light rainfall. On the other hand, January, March, and December tend to be quieter times to visit, marked by light rainfall and mostly cloudy conditions.