Hotels in Bennington

Some of the best places to stay in Bennington are Bromley Mountain, Williamstown and Pittsfield. Bennington, Vermont, is a charming destination with attractions like Bromley Mountain for outdoor adventures, Williamstown for its vibrant arts scene, and Pittsfield for local culture. Accommodations range from cozy inns to comfortable hotels, often featuring hot breakfasts and easy access to local attractions. For first-time visitors, Williamstown is ideal, with its blend of art and nature. Enjoy your stay exploring the beauty and culture of Vermont! Here are some of our travelers' favorite hotels in Bennington:

1. Bromley MountainOpens in a new window: Bromley Mountain is an ideal destination for outdoor enthusiasts and families alike, offering a range of skiing and adventure sports in a picturesque setting. It's close to several ski resorts, providing ample opportunities for winter sports and outdoor recreation. For accommodations, consider The Equinox, a Luxury Collection Golf Resort & Spa, VermontOpens in a new window, a 4.5-star resort that caters to those seeking luxury and adventure, featuring golf options and various outdoor activities. Another great choice is The Equinox Golf Resort & SpaOpens in a new window, also a 4.5-star hotel, which is perfect for families, providing ski shuttle access and amenities for children. Seesaw's LodgeOpens in a new window, a 4.0-star lodge, offers a family-friendly atmosphere with onsite activities like ice skating and tubing, ensuring a fun-filled stay for all ages.
2. WilliamstownOpens in a new window: Williamstown is a charming town rich in culture, known for its historic institutions such as Williams College and the Massachusetts Museum of Contemporary Art. This cultural hub is perfect for those interested in art and history. For lodging, The Williams InnOpens in a new window, a 4.0-star hotel, is suitable for business and pet-friendly travelers, offering conference facilities and amenities for pets. Another option is The Orchards HotelOpens in a new window, a 3.5-star hotel that combines adventure and family-friendly features, providing easy access to outdoor activities and business amenities. For a more cozy experience, look at Maple Shade Bed & Breakfast Opens in a new window, a 3.0-star bed and breakfast that focuses on adventure activities, making it a great choice for active travelers.
3. PittsfieldOpens in a new window: Pittsfield serves as a gateway to the Berkshires, with its variety of ski fields and cultural attractions like Tanglewood Music Center. This area is perfect for sports enthusiasts and music lovers. Garden Gables InnOpens in a new window, a 4.0-star hotel, offers a comfortable stay with free breakfast and numerous outdoor activities nearby. For pet owners, The Central Downtown Inn & SuitesOpens in a new window, a 4.0-star guesthouse, welcomes dogs and cats, ensuring a warm stay for all family members. Lastly, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodOpens in a new window, a 4.5-star bed and breakfast, provides a luxurious experience with golf and adventure sports, perfect for those looking to relax after a day of exploring the beautiful Berkshire countryside.

Three days in Bennington offers a perfect blend of mountain adventures and cultural explorations. Visitors can enjoy hiking through lush forests, skiing on scenic slopes, and unwinding at local spas. With charming shops and vibrant community activities, Bennington is a delightful destination for nature lovers and cultural enthusiasts alike. Here's a quick itinerary to make the most of your trip to Bennington:

• Day 1: Begin your exploration at the Massachusetts Museum of Contemporary Art, where you can immerse yourself in cutting-edge exhibits and enjoy the vibrant atmosphere. Afterward, take a short drive to the North Adams Public Library to unwind and perhaps discover some local literature. Conclude your day with a visit to Natural Bridge State Park, where you can marvel at the stunning natural rock formation and enjoy a peaceful walk in the great outdoors, soaking in the beauty of Vermont's landscape.
• Day 2: Start your day at the Robert Frost Stone House Museum, where you can delve into the life of the renowned poet and enjoy the serene surroundings that inspired much of his work. Next, head to the historic Park McCullough House, a beautifully preserved mansion that offers a glimpse into the area's rich history. Wrap up your day at Howard Park, where you can relax, enjoy a leisurely stroll, or have a picnic amidst the beautiful scenery.
• Day 3: Kick off your morning at The Clark Art Institute, where you can admire an impressive collection of art and enjoy the lovely gardens. Then, visit the Shaftsbury Historical Society Museum to learn about the local heritage and explore fascinating artifacts. Finally, make your way to the Bennington Battlefield Historic Site, where you can reflect on history while enjoying a peaceful walk in a site of significant historical importance.

1. Book for the cheapest times: The most budget-friendly time to visit Bennington is during April, May, and November, when hotel rates are more affordable. If you're traveling internationally, aim to book your flight at least one month in advance to secure the best prices. For a great value for money experience, plan to stay for at least 2-3 days to fully enjoy the area's highlights, such as its beautiful mountains and intriguing museums. This way, you can make the most of your trip while staying on a budget.
2. Look for last-minute deals on Hotels.com: If you’re looking for last-minute deals to Bennington, there are great opportunities to save on accommodations. To explore these offers on Hotels.com, navigate to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, where you could find reduced rates on nearby hotels as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to keep informed about flash sales and exclusive last-minute promotions, helping you secure the best value for your stay.
3. Be flexible with dates: Hotel prices can fluctuate due to factors like the location, star rating, and time of year. As a result, being flexible with your travel dates could help you save on hotel expenses in Bennington.
4. Consider your location: Accommodations near the city center and local attractions in Bennington are usually more expensive. However, if you opt to stay farther away from the center, you can take advantage of transportation options like driving, taking the bus, biking, or walking to explore the area while saving on expenses.
5. Upgrade with One Key: Become a member of Hotels.com's free One Key rewards program when booking your stay in Bennington. Earn points for your hotel bookings and progress through Blue, Silver, Gold and Platinum tiers. Unlock a range of exclusive rewards, including room upgrades when available, discounted rates, and member-only offers. Join today.

Here are a few popular dishes in Bennington, Vermont, United States of America:

• Sandwiches: In Bennington, you can savor a variety of sandwiches that highlight local ingredients. Try a classic Vermont turkey sandwich, featuring fresh, roasted turkey piled high with locally sourced greens and tangy cranberry sauce, all nestled between crusty artisan bread. Many eateries offer customizable options, allowing you to personalize your sandwich with gourmet spreads and seasonal veggies.
• General Tso's Chicken: While not traditionally Vermont, you can find unique interpretations of this beloved dish in Bennington’s Asian restaurants. Look for locally sourced chicken coated in a sweet and spicy sauce, served with steamed rice and vibrant vegetables. The fusion of flavors reflects the town’s culinary diversity and offers a delightful twist on a classic favorite.

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. February, July, and August 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, April, May, and November tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.