Hotels in Bennington

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Where to stay in Bennington?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Great weekend hotel deals in Bennington, VT

Showing deals for:Dec 19 - Dec 21

Check out hotels with a spa in Bennington

You may also like pet-friendly hotels in Bennington

You can also stay at hotels with a hot tub in Bennington

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

When is the best time to visit Bennington?

Our prices for hotels in Bennington are cheapest in March
Price trends for hotels in Bennington
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Bennington
December
Low crowds
High 1°C / low -6°C. Snow likely.
View properties in December
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December, Low crowds, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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-2°
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January, Low crowds, average high temperature -2 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
-10°
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February, Moderate crowds, average high temperature 0 degrees Celsius, average low temperature -9 degrees Celsius. Snow likely.
-9°
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March, Low crowds, average high temperature 4 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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12°
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April, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
19°
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May, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
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July, High crowds, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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26°
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August, High crowds, average high temperature 26 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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22°
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September, Moderate crowds, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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14°
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October, High crowds, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
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November, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
Monthly weather averages (˚C)

Top landmarks in Bennington

Bennington and related destinations

Beneath the watchful Bennington Battle Monument, this Vermont town blends Revolutionary War history with artistic flair. The Old First Church cemetery holds poet Robert Frost's grave, marked with his own "I had a lover's quarrel with the world." At Bennington Museum, Grandma Moses paintings capture rural life with childlike wonder and surprising depth. Downtown's historic buildings house pottery studios and galleries where local craftspeople continue centuries-old traditions. Hiking trails on Monument Mountain reward with panoramic views that inspired generations of painters. In winter, Prospect Mountain offers cross-country skiing through silent forests. Don't miss the quirky collection of covered bridges scattered throughout the surrounding countryside.

Historic Henry Covered bridge over the Walloomsac River e in Bennington, Vermont

Check out reviews of Bennington hotels guests love

Frequently asked questions

How much does a hotel room cost in Bennington?
You can find top hotels in Bennington from ₩167,550 with options to suit your budget and needs. Hotel Vervana, Trademark Collection by Wyndham is one low-cost option that's popular with our travelers. If you're looking for an affordable hotel in Bennington that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Bennington hotels?
Discover great deals on Bennington hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Bennington hotels.
Can I book Bennington hotels with free cancellation?
It's easy to book a refundable Bennington hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Bennington?
Consider one of our travelers' favorite pet-friendly hotels in Bennington:
  • South Shire: An inn with a guest rating of 9.2 out of 10
You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Bennington.
What are some of the best hotels in Bennington for couples?
Enjoy your couple's retreat with a stay at a top-rated Bennington romantic hotel. Our travelers love The Four Chimneys Inn, a bed & breakfast with a bar/lounge. Another romantic hotel with top reviews is South Shire. This inn offers in-room champagne service and in-room massages for a perfect stay. Discover more hotels in Bennington on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best Bennington hotels with free parking?
If you're arriving by car, choosing a great Bennington hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Bennington?
If you're looking for hotels in central Bennington, check out South Shire. Travelers love South Shire for its location, as well as the restaurant, bar/lounge and couples/private dining this inn offers.
What hotels do travelers like in Bennington?
South Shire, Harwood Hill Motel and Knotty Pine are all accommodations that are popular with guests.
Can I book a refundable accommodation in Bennington?
If you're looking for the flexibility to change your plans to Bennington, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I consider staying in Bennington if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Hampton Inn Bennington. You may want to browse more choices on our site, including 6 motels.
Where can I stay in Bennington if I want a vacation rental instead of a hotel?
If you're looking for a good alternative to a hotel, review our selection of 14 vacation homes. You can also consider one of the 8 apartments or 7 cottages.
What will the weather in Bennington be like during my vacation?
July and August are typically the warmest months in Bennington when the average temp is 66°F. January and February are the coldest months when the average temperature is 26°F. October and June are the months with the most rain.

Find out more about Bennington

Whispers of the Mountains: Explore the Artistic Heart of Bennington

Nestled in the heart of Vermont, Bennington is a charming blend of history, culture, and stunning natural beauty. Known for its picturesque landscapes and vibrant arts scene, visitors can explore the Bennington Battle Monument, which commemorates a pivotal Revolutionary War battle, and the Bennington Museum, showcasing local art and history. Stroll through Old Bennington’s quaint streets lined with historic architecture, or enjoy a performance at the Bennington Center for the Arts. With warm Vermont hospitality and breathtaking mountain views, Bennington offers a serene escape for nature lovers and culture enthusiasts alike.

Discover great hotels in Bennington

Bennington offers a range of accommodations, from charming inns to cozy hotels, perfect for any traveler. Enjoy amenities like complimentary breakfast, free Wi-Fi, and relaxing outdoor spaces. Discover friendly service and comfortable rooms that make your stay in this picturesque Vermont town enjoyable and memorable. These are some of the hotels preferred by our travelers in Bennington:

  1. Ladd Brook InnOpens in a new window: This adventurous 2.0-star hotel is perfect for travelers seeking excitement and unique experiences. Featuring a variety of adventure sports options such as hiking, mountain climbing, and skiing, this property offers access to both onsite and nearby recreational activities. The hotel allows pets, creating a welcoming atmosphere for animal lovers. Review sentiments highlight the thrill of experiences available, making it an ideal choice for those looking to immerse themselves in nature while enjoying essential comforts.
  2. Green Valley MotelOpens in a new window: A 2.0-star motel, Green Valley Motel serves as a cozy retreat for travelers who appreciate convenience and entertainment. With amenities including television and cable options, it ensures a comfortable stay for guests looking to unwind after a day of exploration. Positive reviews spotlight the inviting atmosphere, making it a great choice for those seeking a laid-back experience while enjoying the charm of Bennington.
  3. The Villager MotelOpens in a new window: This 2.0-star motel caters to business travelers seeking quality and comfort. With its dedicated amenities and a focus on providing a seamless stay, The Villager Motel is designed to meet the needs of professionals on the go. The positive feedback emphasizes the efficiency and convenience that enhance the overall travel experience, making it a reliable option for those focused on work and productivity.

Top locations to stay in Bennington

Some great areas to stay in when visiting Bennington, Vermont, are Williamstown, Woodford, and Shaftsbury. Williamstown offers cultural attractions, including museums and universities, while Woodford is known for its stunning natural landscapes and outdoor activities. Shaftsbury is charming with its coffee shops and local amenities. For first-time visitors, Williamstown is the best choice due to its vibrant arts scene and proximity to Bennington's historical sites.

  1. WilliamstownOpens in a new window: A charming town known for its vibrant cultural scene and picturesque surroundings, Williamstown is a great choice for travelers seeking a blend of art and nature. Home to beautiful parks and trails, this area offers outdoor activities like hiking and scenic views. You can enjoy cultural attractions such as art galleries and theaters, showcasing local talent and diverse performances. Additionally, the town's quaint shops provide a delightful shopping experience, making it easy to find unique souvenirs and gifts. With its historic charm and welcoming atmosphere, Williamstown is an ideal spot for an engaging and relaxing stay.
  2. ShaftsburyOpens in a new window: Shaftsbury is a lovely small town that radiates a cozy, community vibe. This location is perfect for those who appreciate a slower pace and natural beauty. The area is known for its charming coffee shops, where you can unwind and soak in the local culture. Outdoor enthusiasts will enjoy the nearby parks and trails, offering opportunities for hiking and exploring the serene landscape. The close-knit community often hosts events, adding a warm touch to your visit. Shaftsbury’s quaint character and inviting atmosphere make it a delightful place to stay.
  3. WoodfordOpens in a new window: Nestled in the serene Green Mountains, Woodford is ideal for travelers looking to escape the hustle and bustle. This area is known for its stunning natural beauty, with ample opportunities for outdoor activities like hiking and fishing. The peaceful environment allows you to reconnect with nature and enjoy the fresh mountain air. While it may be smaller, Woodford’s charm lies in its tranquility and proximity to beautiful landscapes, making it a perfect retreat for nature lovers and anyone seeking a relaxed getaway.

Things to do in Bennington

Bennington invites travelers to explore its stunning mountain landscapes and lush forests, perfect for hiking and skiing enthusiasts. After a day outdoors, unwind at a local spa or enjoy shopping in charming boutiques. Don’t miss the rich cultural scene, featuring intriguing museums and vibrant performances that showcase the area’s history and creativity.

  • The Clark Art InstituteOpens in a new window – Dive into the world of visual arts at The Clark Art Institute, an impressive arts center that showcases a remarkable collection of European and American art. Stroll through the galleries and enjoy the serene natural surroundings that complement the artistic experience. Don't miss the opportunity to engage with the various exhibitions and educational programs offered throughout the year.
  • Massachusetts Museum of Contemporary ArtOpens in a new window – Experience the cutting edge of creativity at the Massachusetts Museum of Contemporary Art. This cultural hub is home to innovative exhibitions that challenge traditional boundaries of art. Explore thought-provoking installations and enjoy a stroll through the revitalized factory buildings that house this unique museum, making it a perfect spot for art enthusiasts.
  • Mount EquinoxOpens in a new window – Lace up your hiking boots and head to Mount Equinox for stunning vistas and invigorating trails. Whether you choose to hike or drive up to the summit, the panoramic views of the surrounding landscape are absolutely breathtaking. Take a moment to soak in the beauty of the Green Mountains and capture some memorable photos.
  • Bennington Battle MonumentOpens in a new window – Visit the Bennington Battle Monument, a historic landmark that commemorates a pivotal battle in the American Revolutionary War. Climb to the top for an exhilarating view of the surrounding area, and learn about the significant events that took place here through informative displays and exhibits.
  • Lake Shaftsbury State ParkOpens in a new window – Enjoy a day outdoors at Lake Shaftsbury State Park, where you can relax by the water, hike scenic trails, or have a picnic with family and friends. The park's natural beauty and tranquil setting provide a perfect escape for those looking to unwind and appreciate Vermont’s stunning landscapes.

4 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 tend to be lower. To make the most of your trip, consider staying for at least 2 to 3 days, which allows ample time to explore the area's significant landmarks, cultural sites, and historical attractions. While you're there, you can visit local museums, enjoy the charming cafes, and take in the beautiful outdoor scenery with hiking and mountain activities. This combination offers great value for money, making it an ideal getaway for those on a budget.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Bennington, explore the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Additionally, consider enabling email alerts or push notifications to stay informed about flash sales and special promotions. With the Smart Shopping tool available via the app, you're more likely to see price comparisons and amenities for various hotels, helping you find the best hotel deal. If prices drop or new rooms become available, you’ll be the first to know, making it easier to plan your getaway.
  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 might help you save on your stay at a Bennington hotel. If you're interested in unique accommodations, boutique hotels can provide a more personalized experience and sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is higher than expected, we’ll recommend more budget-friendly dates to increase your chances of getting 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 good connectivity. If you're interested in exploring alternative, less crowded neighborhoods or even some lesser-known nearby towns, you can often find great value for your money. Opting for these alternative destinations could provide a more genuine and budget-friendly experience.

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 are typically the wettest months. If you’re looking to soak up the lively atmosphere in Bennington, July, August, and October are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny to mostly cloudy, with light rainfall. However, if you prefer a more relaxed experience, April, May, and November are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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