Select the month that you will be traveling from the table below to view the packing list:
What Bennington is like to visit throughout the year:
January
When visiting the charming town of Bennington in January, it’s important to dress appropriately for the chilly weather. While the average temperature is around 25 degrees Fahrenheit, it can drop below zero at night. Layers are key, starting with a warm base layer such as long underwear and adding a sweater or fleece on top. A heavy winter coat, warm hat, gloves, and waterproof boots are also essential. It’s always a good idea to pack a scarf and some hand warmers as well, just in case the wind picks up. As for what to wear while exploring Bennington, comfort and practicality should be the main considerations. The town is full of charming cobblestone streets and historic buildings, so comfortable shoes are a must. A pair of jeans or thick pants paired with a warm sweater and a waterproof jacket will keep you warm and dry while strolling through the town. Don’t forget to bring a small backpack or crossbody bag to carry essentials like a water bottle, map, and camera. And of course, don’t forget to bring your sense of adventure and curiosity as you discover all that Bennington has to offer in the winter season.
Welcome to Bennington, Vermont in the beautiful month of January! Despite the chilly temperatures, this charming town is full of activities and sights to explore. One of the must-do’s during this time of year is to visit the Bennington Potters, a renowned pottery studio and store. Here, you can watch the talented artisans at work and purchase unique handcrafted pieces to take home as souvenirs. Another highlight of Bennington in January is the annual Winter Festival, where you can experience the local culture through live music, ice sculptures, and delicious food from the outdoor vendors. For history buffs, a visit to the Bennington Battle Monument is a must. This 306-foot-tall obelisk commemorates the Battle of Bennington during the American Revolutionary War and offers stunning views of the surrounding mountains. If you’re feeling adventurous, bundle up and take a hike up the monument for a truly unique experience. And no trip to Bennington is complete without a visit to the Bennington Museum, which features a diverse collection of art and artifacts, including works by renowned artist Grandma Moses. So why not brave the cold and come explore the wonders of Bennington in January? You won’t be disappointed!
February
When visiting the charming town of Bennington in February, it’s important to be prepared for both chilly temperatures and potential snowfall. As a seasoned traveler, I recommend dressing in layers for maximum comfort and versatility. Begin with a base layer of thermal clothing, followed by a warm sweater or fleece. On top, a waterproof and windproof jacket will be essential for keeping you dry and protected from the elements. Don’t forget to pack a hat, gloves, and a scarf to keep your extremities warm. In terms of footwear, sturdy and waterproof boots will be your best bet for navigating the snowy sidewalks and trails. It’s also a good idea to bring along a pair of indoor shoes or slippers, as many establishments in Bennington ask visitors to remove their outdoor footwear before entering. Finally, be sure to pack a small backpack or crossbody bag to carry your essentials while exploring the town. With these tips in mind, you’ll be stylishly and comfortably prepared for your February adventure in Bennington.
February is a wonderful time to visit the charming town of Bennington, nestled in the beautiful Green Mountains of Vermont. While the weather may be chilly, the town offers plenty of activities to keep travelers entertained. One must-see attraction is the Bennington Battle Monument, standing tall at 306 feet and commemorating the Revolutionary War battle that took place here in 1777. Visitors can climb to the top for stunning views of the surrounding mountains and learn about the town’s rich history at the on-site museum. For those looking for a taste of the local culture, a visit to the Bennington Museum is a must. This small but impressive museum showcases the works of famed American artists such as Grandma Moses and Norman Rockwell, as well as exhibits on the history and culture of the region. February also happens to be Vermont Maple Open House Weekend, where visitors can tour local sugarhouses and indulge in delicious maple treats. And for outdoor enthusiasts, there are plenty of opportunities for winter sports such as skiing, snowshoeing, and ice skating. No matter what your interests may be, Bennington has something to offer in February.
March
When visiting the charming town of Bennington in March, it’s important to dress in layers to prepare for the unpredictable weather. During this time of year, temperatures can range from mild to chilly and rain showers are common. I recommend bringing a waterproof jacket, comfortable walking shoes, and a warm sweater or jacket to stay cozy. It’s also a good idea to pack an umbrella, just in case of a sudden downpour. As for what to wear, Bennington is a laid-back and casual town, so there’s no need to dress up. Opt for comfortable and practical clothing, such as jeans, t-shirts, and light jackets. Scarves and hats are also great for adding a touch of style while keeping you warm. Don’t forget to bring a backpack or small day bag to carry your essentials, such as a water bottle, camera, and guidebook. And of course, don’t forget to pack a positive attitude and an adventurous spirit to fully enjoy all that Bennington has to offer.
March is a wonderful time to visit the charming town of Bennington, located in the beautiful state of Vermont. As the winter snow begins to melt, the town comes to life with a variety of activities and events. For outdoor enthusiasts, the nearby Mount Anthony offers great hiking trails with stunning views of the surrounding countryside. The town also has several quaint shops and cafes where visitors can warm up with a hot cup of coffee or indulge in some delicious local maple syrup. One of the highlights in March is the annual Maple Sugar Festival, where visitors can learn about the process of making maple syrup and taste some of the best maple treats in the state. The festival also features live music, crafts, and a pancake breakfast. For history buffs, the Bennington Battle Monument is a must-see attraction, commemorating the famous Revolutionary War battle that took place on its grounds. And of course, no visit to Bennington is complete without trying some of the famous Vermont cheddar cheese at one of the local dairy farms. March is truly a delightful time to experience the small-town charm and natural beauty of Bennington.
April
When packing for a trip to Bennington in April, it’s important to be prepared for a variety of weather conditions. The temperature can range from the mid-40s to the low 60s, so dressing in layers is key. Start with a light sweater or jacket and bring a waterproof outer layer in case of rain. Comfortable walking shoes are a must, as Bennington is a great town to explore on foot. Don’t forget to pack a pair of sunglasses and a hat for those sunny days. As for what to wear, Bennington has a casual and laid-back vibe, so there’s no need to pack your fancy clothes. Stick to comfortable and practical attire, such as jeans, a t-shirt, and a light jacket. You’ll also want to bring along a small backpack or crossbody bag to carry your essentials while out and about. And don’t forget to bring a reusable water bottle to stay hydrated while exploring the charming streets of Bennington. With the right clothing and gear, you’ll be ready to make the most of your April trip to this charming New England town.
When it comes to April in Bennington, there are endless possibilities for travelers to explore and experience. One must-see activity is visiting the historic Bennington Battle Monument, which commemorates the revolutionary battle that took place in 1777. This 306-foot-tall monument offers breathtaking views of the surrounding countryside and provides a fascinating glimpse into our nation’s past. Another must-do in April is a visit to the Bennington Farmer’s Market, where you can sample local produce, cheeses, and other delicious treats while supporting the community’s small businesses. For those looking to immerse themselves in nature, April is the perfect time to explore the hiking trails in the Green Mountain National Forest. The lush greenery and blooming wildflowers make for a picturesque backdrop as you trek through the mountains. And for those interested in art and culture, the renowned Bennington Museum is a must-visit. With collections ranging from American folk art to contemporary paintings, there is something for every art lover to appreciate. No matter what your interests may be, April in Bennington offers a wide range of activities that are sure to make your trip unforgettable.
May
When visiting the quaint town of Bennington in May, it’s important to dress in comfortable and versatile clothing. The weather can be unpredictable, so layers are key. A light jacket or sweater is a must for cooler mornings and evenings, but be sure to have a t-shirt or tank top underneath for warmer afternoons. As for bottoms, opt for pants or jeans that can be dressed up or down depending on your activities. In addition to clothing, don’t forget to bring a rain jacket or umbrella. May in Bennington can bring showers, so it’s best to be prepared. Comfortable walking shoes are also a must, as the town is full of charming streets and sidewalks to explore. And for those planning on hiking or exploring the nearby mountains, be sure to bring sturdy shoes and a backpack for any necessary supplies. With these essentials, you’ll be ready to fully immerse yourself in the beauty and charm of Bennington in May.
May is a wonderful time to visit the charming town of Bennington, Vermont. As the winter snow melts away, the lush greenery of the surrounding mountains comes to life, making it a perfect destination for outdoor enthusiasts. Hiking through the picturesque Green Mountain National Forest is a must-do activity in May. The trails are lined with colorful wildflowers and the views from the summit are simply breathtaking. For a more leisurely experience, take a drive along the famous Covered Bridges Scenic Byway and stop to explore some of the historic bridges that dot the countryside. In addition to its natural beauty, Bennington also offers a rich cultural experience. May is the perfect time to visit the Bennington Museum, which holds a renowned collection of American folk art and features rotating exhibits showcasing local artists. History buffs will also enjoy a visit to the Bennington Battle Monument, which commemorates the pivotal Revolutionary War battle that took place here. And no trip to Bennington is complete without sampling some of the delicious local cuisine, such as Vermont’s famous maple syrup and artisanal cheeses. With its perfect combination of outdoor adventures and cultural activities, May is an ideal time to explore all that Bennington has to offer.
June
When visiting the charming town of Bennington in June, travelers should be prepared for warm and sunny days with occasional rain showers. The key to dressing for this time of year is to layer your clothing. I recommend bringing a light jacket or sweater for cooler evenings, a rain jacket for those unexpected showers, and comfortable walking shoes for exploring the town’s quaint streets and parks. In terms of attire, it is important to dress comfortably and casually in Bennington. The locals here have a relaxed and laid-back style, so leave your formal wear at home. During the day, lightweight and breathable fabrics such as cotton or linen are ideal for staying cool in the summer heat. In the evenings, you can dress up your outfit with a scarf or light jacket for a touch of elegance. And don’t forget to pack a hat and sunglasses to protect yourself from the strong rays of the Vermont sun. With these tips in mind, you’ll be dressed perfectly for a comfortable and enjoyable stay in Bennington.
June is a wonderful time to visit the charming town of Bennington. Located in the scenic Green Mountains of Vermont, Bennington offers a plethora of activities for travelers to enjoy during this time of year. One must-see attraction in June is the Bennington Battle Monument, which stands tall at 306 feet and commemorates the Battle of Bennington during the American Revolution. Visitors can take an elevator to the top for stunning views of the surrounding countryside. Another must-do is the Bennington Farmers’ Market, held every Saturday in June. Here, you can sample local produce, artisanal goods, and even catch live music performances. For outdoor enthusiasts, June is the perfect time to explore the many hiking trails in and around Bennington. The Long Trail, the oldest long-distance hiking trail in the United States, runs through the town and offers stunning views of the surrounding mountains and valleys. June also marks the beginning of the summer concert series at the Southern Vermont Arts Center, where visitors can enjoy live music performances in a beautiful outdoor setting. And for a taste of local culture, be sure to visit the Bennington Museum, which showcases the history and art of the region. With its quaint charm and abundance of activities, Bennington is a must-visit destination in June.
July
When visiting Bennington in July, it’s important to dress for the warm and sunny weather. Lightweight and breathable clothing is key, as temperatures can reach up to 80 degrees Fahrenheit. A comfortable pair of walking shoes is a must, as Bennington is a quaint town best explored on foot. Pack a sunhat and sunglasses to protect yourself from the strong summer sun, and don’t forget to bring a light jacket or sweater for the cooler evenings. As for attire, Bennington is a casual town so there’s no need to pack your fanciest outfits. Opt for comfortable and casual clothing such as shorts, t-shirts, and sundresses. A light rain jacket or umbrella may also come in handy as July can bring occasional showers. And don’t forget to pack your swimsuit if you plan on taking a dip in the nearby lakes or rivers. Overall, the key is to dress comfortably and be prepared for both warm and cool weather. With the right attire and essentials, you’ll be ready to fully enjoy the charming town of Bennington in the summer.
When visiting the charming town of Bennington in July, travelers are in for a treat with an array of activities suitable for all ages. One of the highlights of this month is the annual Bennington Arts Weekend, where the town comes alive with art exhibits, live music, and delicious local food. This event celebrates the town’s vibrant arts scene and is a wonderful opportunity to immerse oneself in the local culture. For history buffs, July also marks the anniversary of the Battle of Bennington, a pivotal moment in the American Revolutionary War. Visitors can explore the historic sites and learn about the town’s role in the war through guided tours and reenactments. But even if history isn’t your cup of tea, Bennington has plenty of outdoor activities to offer in July. From hiking and biking in the Green Mountains to swimming and kayaking in the nearby lakes and rivers, there’s no shortage of ways to enjoy the beautiful summer weather. Make sure to also check out the local farmers’ market for some fresh produce and artisanal goods. July truly is the perfect time to experience all that Bennington has to offer.
August
When visiting the charming town of Bennington in August, it’s important to dress for the warm and humid weather. Lightweight, breathable fabrics such as cotton and linen are must-haves for staying comfortable in the summer heat. I recommend bringing a mix of shorts, tank tops, and sundresses for daytime activities, and a light jacket or sweater for cooler evenings. Don’t forget to pack comfortable walking shoes for exploring the town’s quaint streets and parks. As for accessories, a hat and sunglasses are essential for protecting yourself from the strong sun rays. A small backpack or crossbody bag is also useful for carrying water, snacks, and any souvenirs you may pick up along the way. And speaking of water, it’s important to stay hydrated in the summer heat, so be sure to bring a refillable water bottle with you. Lastly, don’t forget to pack a swimsuit and sunscreen if you plan on taking a dip in the nearby lakes or rivers. With the right clothing and essentials, you’ll be ready to fully enjoy all that Bennington has to offer in August.
August is a fantastic time to visit the charming town of Bennington, Vermont. The weather is pleasant and there are plenty of exciting activities to keep you busy. One of the must-see attractions in Bennington is the Bennington Battle Monument. This towering structure stands at 306 feet and commemorates the famous Revolutionary War battle that took place here. Visitors can take an elevator to the top for stunning views of the surrounding area. For those interested in history and art, a visit to the Bennington Museum is a must. This small yet impressive museum houses a collection of over 30,000 objects, including works by local artists and artifacts from the area’s rich history. One of the highlights is the Grandma Moses exhibit, showcasing the work of the famous folk artist who lived in Bennington. The museum also offers educational programs and workshops, making it a great spot for families. Don’t forget to stop by the museum gift shop for unique souvenirs to take home.
September
When visiting the charming town of Bennington in September, it’s important to dress in layers as the weather can be quite unpredictable. The mornings can start off cool, but by midday the sun may be shining and the temperature rising. I recommend bringing a light jacket or sweater that you can easily take off if needed. Also, be sure to pack comfortable walking shoes as the town is best explored on foot and there are many beautiful trails to hike nearby. In terms of attire, the locals of Bennington are known for their casual and practical fashion sense. You’ll fit right in by wearing comfortable jeans or shorts paired with a t-shirt or light blouse. Don’t forget to bring a hat to protect yourself from the sun, and a reusable water bottle to stay hydrated while exploring the town. Lastly, be sure to pack a rain jacket or umbrella as September can bring some showers. With the right clothing and gear, you’ll be ready to fully enjoy all that Bennington has to offer.
When planning a trip to Bennington in September, there are plenty of activities to choose from. One must-see attraction is the Bennington Battle Monument, which stands tall at 306 feet and commemorates the Revolutionary War battle that took place in the area. Visitors can take an elevator to the top for stunning views of the surrounding countryside. Another must-do in September is a visit to the Bennington Farmers’ Market, where you can sample and purchase locally grown produce, artisanal cheeses, and other delicious treats. This is a great way to support the local economy and get a taste of Vermont’s famous farm-to-table cuisine. For those looking for a more active experience, September is the perfect time to explore the stunning hiking trails in the Green Mountain National Forest. The crisp autumn air and colorful foliage make for a picturesque backdrop as you hike through the mountains. And if you’re a history buff, be sure to visit the Bennington Museum, known for its extensive collection of artifacts from the region’s past. September is also when the annual Bennington Garlic and Herb Festival takes place, where you can sample all things garlic, from savory dishes to sweet treats. No matter your interests, Bennington has something for everyone in September.
October
As fall settles in, Bennington transforms into a picturesque New England town with colorful foliage and crisp air. As a traveler, it’s important to pack layers for the changing weather. In October, temperatures can range from chilly mornings to warm afternoons, so I recommend packing a mix of sweaters, long sleeve shirts, and light jackets. Don’t forget a waterproof outer layer, as the occasional rain shower is not uncommon. Scarves, hats, and gloves are also a must for those chilly evenings. When exploring Bennington, comfort and practicality should be your top priorities. Opt for comfortable shoes for walking around the charming downtown area and the nearby hiking trails. The town has a casual and laid-back vibe, so there’s no need to pack anything too fancy. However, if you plan on visiting any of the local restaurants, a nicer outfit may be appropriate. Lastly, don’t forget to bring a reusable water bottle to stay hydrated while enjoying the beautiful fall scenery. Happy travels!
October is a wonderful time to visit the charming town of Bennington, Vermont. The crisp autumn air and colorful foliage make for a picturesque backdrop as you explore this historic New England town. One must-see attraction in October is the Bennington Battle Monument, which commemorates the Battle of Bennington during the American Revolution. Visitors can climb to the top of this impressive 306-foot structure for panoramic views of the surrounding mountains and countryside. In addition to its rich history, Bennington also offers a thriving arts scene. October is the perfect time to attend the annual Southern Vermont Art and Craft Festival, where you can browse and purchase unique handmade goods from over 100 artists. For a more interactive experience, check out one of the many art workshops offered in town, such as pottery or painting classes. And don’t forget to sample some of the delicious local cuisine, including Vermont’s famous maple syrup and artisanal cheeses. With its charming small town feel, vibrant fall foliage, and plethora of cultural activities, October is the ideal time to visit Bennington.
November
When visiting Bennington in November, it’s important to dress in layers. The weather can be quite unpredictable, with chilly mornings and evenings but warmer afternoons. I recommend bringing a warm jacket, scarf, and gloves for the cooler parts of the day. It’s also a good idea to bring a waterproof jacket or umbrella as November in Vermont can bring some rain. As for footwear, comfortable walking shoes are a must, especially if you plan on exploring the charming small town on foot. When it comes to attire, the locals in Bennington tend to dress casually yet stylishly. Think cozy sweaters, flannel shirts, and jeans. This is the perfect opportunity to embrace the fall fashion of New England. Don’t forget to pack a hat to keep your head warm on those brisk walks. And of course, don’t forget to bring a camera to capture the stunning autumn foliage that Bennington is known for. With these clothing and accessory essentials, you’ll be prepared to fully enjoy the beautiful and vibrant town of Bennington in November.
November is a fantastic time to visit the charming town of Bennington, Vermont. While the leaves may have fallen, there is still plenty to see and do in this quaint New England destination. One must-see attraction is the Bennington Battle Monument, which commemorates the Revolutionary War battle that took place here in 1777. Climb to the top of the 306-foot-tall monument for breathtaking views of the surrounding countryside. After taking in the history and scenery, be sure to explore Bennington’s thriving arts scene. The town is home to numerous galleries and studios, showcasing the work of local artists. Don’t miss the Bennington Museum, which houses an impressive collection of American folk art and pottery. And for a taste of the local culture, check out the monthly First Friday Gallery Walk, where you can meet artists and enjoy live music while strolling through the charming downtown area. November may be a quieter time to visit Bennington, but it’s the perfect opportunity to experience the town’s rich history and vibrant arts scene.
December
As the cold winds of December blow through the quaint streets of Bennington, it’s important to dress warmly and appropriately. The key to staying comfortable and stylish is to layer your clothing. Start with a base layer of thermal or wool clothing, then add a sweater or fleece on top. A waterproof and insulated jacket is essential for staying dry and warm in the unpredictable New England weather. Don’t forget to pack a scarf, hat, and gloves to protect your extremities from the chilly air. And for footwear, a sturdy pair of waterproof boots with good traction will be your best friend as you explore the snowy sidewalks and trails of Bennington. While it may be tempting to pack your entire winter wardrobe, remember to pack light and smart. Stick to neutral colors and versatile pieces that can be mixed and matched. A pair of jeans or warm leggings paired with a cozy sweater and boots can be dressed up or down depending on your itinerary. And for any outdoor activities, such as skiing or snowshoeing, be sure to pack appropriate gear such as a waterproof jacket, snow pants, and insulated gloves. But most importantly, don’t forget to bring a positive attitude and a sense of adventure as you discover the beauty and charm of Bennington in the wintertime.
As the winter chill sets in, Bennington transforms into a charming winter wonderland, making it the perfect destination for a December getaway. Bundle up and take a stroll through the picturesque downtown, lined with historic buildings and quaint shops. Stop by the Bennington Potters studio to warm up and admire their handcrafted pottery, or pop into the Bennington Bookshop for a cozy afternoon of browsing through their vast collection of books. For a taste of local culture, head to the Bennington Museum and immerse yourself in the rich history of this small Vermont town. Don’t miss the Grandma Moses exhibit, showcasing the renowned artist’s work and her ties to Bennington. And for a unique holiday experience, don’t miss the annual lighting of the Bennington Monument, the tallest structure in Vermont, which glows with thousands of lights and festive cheer. With its charming atmosphere and festive activities, December in Bennington is a truly magical time to visit.
Hey there! I’m Jason, a total travel junkie who is always on the go. I live for discovering new places, meeting cool people, and experiencing different cultures. I’m here to help you with your travels.
