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 Bennington in January, it is important to dress in layers to combat the chilly temperatures. Be sure to bring a warm winter coat, gloves, and a hat to keep yourself comfortable while exploring the town. A sturdy pair of waterproof boots is also a must, as the sidewalks can get slippery from the snow and ice. As for what to wear, opt for clothing made of wool or other warm materials to keep yourself cozy. A scarf or neck warmer is also a good idea to protect your neck and face from the cold winds. Don’t forget to bring an umbrella or raincoat as well, as January in Bennington can bring both snow and rain. Lastly, be sure to pack a pair of sunglasses as the sun can be quite bright on snowy days. With the right clothing and gear, you’ll be ready to enjoy all that Bennington has to offer during the winter season.
Welcome to Bennington, Vermont in the month of January! While many may think of this small town as a summer destination, I assure you that there is plenty to see and do during the winter months. Bundle up and embrace the chilly weather as you explore this charming New England town. First on the agenda is a visit to the Bennington Battle Monument. Standing at 306 feet tall, this iconic structure commemorates the famous Battle of Bennington during the American Revolution. Take a ride to the top for stunning views of the surrounding mountains and countryside. Next, warm up with a cup of hot apple cider at one of the local cafes and enjoy a leisurely stroll through the quaint downtown area. Don’t forget to stop by the Bennington Potters to browse their beautiful pottery and possibly pick up a unique souvenir to take home. In the evening, catch a show at the historic Oldcastle Theatre Company or cozy up by the fire at one of the charming bed and breakfasts in the area. January in Bennington may be cold, but it’s also full of warmth and charm.
February
When traveling to Bennington in February, it’s important to dress in layers to stay warm and comfortable. The weather can be unpredictable, with temperatures ranging from the low 20s to the high 40s, so it’s best to be prepared for all conditions. Start with a warm base layer, such as long-sleeved thermal shirts and leggings, and then add a sweater or fleece jacket on top. A waterproof and windproof outer layer, like a parka or ski jacket, is essential to protect against any winter storms. Don’t forget to bring a hat, scarf, and gloves to keep your head, neck, and hands warm. And of course, a good pair of boots with good traction is a must for navigating the snowy and potentially icy streets of Bennington. When visiting Bennington in February, it’s also important to pack for indoor activities as well. The town has a vibrant arts and culture scene, with museums, galleries, and theaters to explore. A nice outfit for a night out to a show or dinner would include a pair of dark jeans, a cozy sweater, and some comfortable yet stylish boots. Also, don’t forget to bring a swimsuit if you plan on visiting any of the local hot springs. And as always, it’s a good idea to have a small backpack or tote bag to carry essentials like a water bottle, camera, and a map of the town. With these tips in mind, you’ll be ready to enjoy all that Bennington has to offer in February.
February is a great time to visit the charming town of Bennington, Vermont. The winter season brings a peaceful calm to the town, making it the perfect destination for a cozy getaway. One of the must-see attractions in Bennington is the historic Bennington Battle Monument. Standing at an impressive 306 feet, this monument commemorates the Battle of Bennington during the American Revolution. Visitors can climb to the top of the monument for stunning views of the surrounding mountains and countryside. Another must-do activity in February is a visit to the Bennington Museum. This small but impressive museum showcases the rich history and art of the region, including works by local artists and artifacts from the Battle of Bennington. For outdoor enthusiasts, February in Bennington offers plenty of opportunities for winter sports. The nearby Mount Snow Ski Resort offers some of the best skiing and snowboarding in the state, with a variety of trails for all levels. For a more low-key winter experience, head to Lake Paran for ice skating or snowshoeing. And don’t forget to warm up with a cup of hot cocoa at one of the cozy cafes in town. With its charming small-town feel and abundance of winter activities, Bennington is the perfect destination for a February vacation.
March
When packing for a March visit to Bennington, it’s important to be prepared for varying weather conditions. The temperatures can range from chilly mornings to mild afternoons, so layering is key. Start with a warm base layer, such as a long-sleeved shirt or sweater, and then add a light jacket or coat to easily adjust to temperature changes throughout the day. Be sure to also bring a waterproof jacket or umbrella, as March can bring some rain showers. Comfortable walking shoes are a must, as you’ll want to explore the charming town on foot. In terms of style, Bennington is a casual and laid-back destination. Locals often wear jeans, flannels, and boots, so there’s no need to pack anything too fancy. However, if you plan on visiting any of the town’s historic sites or cultural attractions, it’s always respectful to dress modestly. For women, a scarf or shawl is a versatile accessory that can be used to cover shoulders or dress up an outfit. And don’t forget to pack a hat and sunglasses for sunny days spent outdoors. As for what to bring, make sure to have a reusable water bottle to stay hydrated while exploring and a small backpack or crossbody bag to carry essentials like a camera, map, and snacks. With these tips in mind, you’ll be well-prepared for a comfortable and stylish visit to Bennington in March.
March is a wonderful time to visit the charming town of Bennington, Vermont. As the snow begins to melt and the sun starts to peek through the clouds, the town comes alive with a variety of activities and events. One of the must-see attractions in March is the annual Maple Fest, where visitors can learn about the process of making maple syrup and sample delicious treats made with the local sweet syrup. The festival also features live music, crafts, and a pancake breakfast that shouldn’t be missed. For history buffs, a visit to the Bennington Battle Monument is a must. This 306-foot-tall obelisk stands as a tribute to the Revolutionary War battle that took place in 1777. Visitors can climb to the top of the monument for stunning views of the surrounding countryside. Another iconic landmark to visit is the Old First Church, which was built in 1805 and is the oldest church in Vermont. Its beautiful architecture and rich history make it a fascinating stop for any traveler. And for those looking for a taste of local culture, be sure to check out the Bennington Center for the Arts, where you can view stunning exhibits and even take a class in traditional Vermont crafts. March in Bennington truly offers something for everyone.
April
When visiting the charming town of Bennington in April, it’s important to dress for the ever-changing weather. The month of April can bring a mix of sunshine and rain, so it’s best to come prepared with layers. A light jacket or raincoat, along with a sweater or long-sleeved shirt, will ensure you’re comfortable no matter what the weather may bring. Don’t forget to bring a sturdy pair of walking shoes as well, as Bennington is a great town to explore on foot. As for what to wear, the locals of Bennington tend to dress in a casual and practical manner. Jeans or khakis paired with a comfortable shirt or blouse is a great choice for exploring the town. And if you’re planning on visiting any of Bennington’s many historical sites, be sure to bring a hat and sunscreen to protect you from the sun’s rays. One thing to keep in mind is that evenings may still be chilly in April, so be sure to bring a scarf or light jacket to stay warm while enjoying a delicious meal at one of Bennington’s many restaurants.
April is a delightful time to visit the charming New England town of Bennington. As the winter snow begins to melt, the town comes alive with colorful flowers and lush greenery. One of the must-see attractions in April is the famous Bennington Battle Monument. This impressive structure stands at 306 feet tall, commemorating the famous Revolutionary War battle that took place here. Visitors can climb to the top of the monument for stunning views of the surrounding mountains and countryside. And for those interested in history, the Bennington Museum offers a fascinating collection of local artifacts and exhibits. After exploring the town’s history, be sure to take a stroll through the charming downtown area. With quaint shops, cozy cafes, and friendly locals, Bennington has a welcoming small-town feel. In April, the town also hosts its annual Maple Festival, celebrating the region’s rich maple syrup production. Visitors can sample delicious maple treats, watch demonstrations, and even take a horse-drawn carriage ride through the town. April is the perfect time to experience the beauty and charm of Bennington, and I highly recommend adding it to your travel itinerary.
May
As you prepare for your trip to beautiful Bennington in May, it’s important to pack appropriately for the spring weather. The temperatures can vary, so be sure to bring layers. A light jacket or sweater will come in handy for the cooler mornings and evenings, but you’ll want to have a t-shirt or short-sleeved shirt for the warmer afternoons. Comfortable walking shoes are a must as you explore the charming town and its surrounding nature trails. Don’t forget to pack a rain jacket or umbrella, as the occasional shower is common in May. When it comes to dressing for cultural and social events in Bennington, a casual and comfortable style is the norm. For outdoor activities, such as hiking or visiting the farmer’s market, opt for sturdy and practical clothing. For a night out, a nice pair of jeans or a dress paired with a light jacket will fit in perfectly. And of course, don’t forget to pack a camera to capture the picturesque landscapes and charming architecture of this lovely town. With these tips in mind, you’ll be ready to fully immerse yourself in the beauty and culture of Bennington in May.
May is a great time to visit the charming town of Bennington, Vermont. The weather is mild and pleasant, making it the perfect time to explore the beautiful outdoors. One must-see attraction is the Bennington Battle Monument, standing tall at 306 feet and offering stunning views of the surrounding countryside. This monument commemorates the Battle of Bennington, a pivotal moment in the American Revolutionary War. History buffs will also enjoy a visit to the Bennington Museum, which houses a collection of artwork and artifacts from the region’s past. For those looking for a more leisurely activity, I highly recommend taking a scenic drive through the Green Mountains. The winding roads will lead you to picturesque towns and breathtaking vistas. Along the way, stop at one of the many farm stands to pick up some fresh produce or sample some homemade maple syrup. And of course, no visit to Bennington is complete without trying some of their famous Bennington Pottery. With its unique designs and high-quality craftsmanship, it’s the perfect souvenir to bring back home. So pack your bags and head to Bennington this May for a perfect blend of history, nature, and local charm.
June
June is a delightful time to visit the charming town of Bennington, Vermont. As the weather warms up, it’s important to dress comfortably and appropriately for your adventures in this picturesque New England destination. Opt for light layers that you can easily add or remove as the temperature changes throughout the day. A lightweight jacket or sweater is a must for cooler evenings. And don’t forget to pack a sturdy pair of walking shoes, as you’ll want to explore the town’s quaint streets and beautiful parks on foot. In terms of attire, Bennington is a laid-back town with a relaxed dress code. Locals often opt for casual and comfortable clothing, so feel free to leave your formal attire at home. A pair of jeans or shorts paired with a t-shirt or blouse is perfectly suitable for most activities. However, if you plan on dining at one of the town’s upscale restaurants, a nicer outfit may be appropriate. And of course, don’t forget to bring a swimsuit, as Bennington also offers some refreshing swimming holes and lakes for a dip on warmer days. With these tips in mind, you’ll be all set to enjoy a delightful June getaway in beautiful Bennington.
June is a fantastic time to visit the charming town of Bennington in Vermont. The weather is mild and the town is alive with activities and events. One of the must-visit attractions is the Bennington Battle Monument, a towering 306-foot structure that commemorates the Battle of Bennington during the American Revolution. Visitors can climb to the top for stunning views of the surrounding countryside. Another highlight in June is the Bennington Arts Weekend, where local artists showcase their work in galleries and open studios. It’s a great opportunity to support the local arts scene and pick up some unique souvenirs. Food lovers will also be delighted by the Bennington Farmers’ Market, held every Saturday in June. Here, you can taste and buy fresh produce, artisanal cheeses, and homemade jams. It’s a perfect spot to stock up on picnic supplies before heading to the picturesque Bennington Covered Bridge. This iconic bridge is a popular spot for photos and a tranquil place to relax and watch the river flow by. For a taste of history, don’t miss the Old First Church, a beautiful white building with intricate stained glass windows. Whether you’re interested in history, art, or simply enjoying the beautiful Vermont scenery, June in Bennington has something for everyone.
July
As you plan your summer trip to Bennington, Vermont, it’s important to consider the warm and sunny weather that awaits you. July is the perfect time to visit this charming New England town, but it’s important to dress appropriately for the season. Be sure to pack light and breathable clothing, such as cotton or linen shirts and shorts, as temperatures can reach into the high 80s. Don’t forget to bring a wide-brimmed hat and sunglasses to protect yourself from the strong sun. And if you plan on exploring the great outdoors, be sure to pack comfortable and sturdy shoes for hiking or walking. While the days may be hot, the evenings in Bennington can cool down significantly. I recommend bringing a light jacket or sweater for those cooler nights, as well as a scarf or shawl to keep you warm while strolling through the town’s quaint streets. And don’t forget to pack a swimsuit, as there are many beautiful lakes and rivers in the area for swimming and water activities. Lastly, be sure to bring insect repellent to protect yourself from pesky mosquitoes and ticks. With the right clothing and gear, you’ll be able to fully enjoy all that Bennington has to offer in the summertime.
July is a fantastic time to visit the charming town of Bennington. The warm summer weather makes it the perfect time to explore the town’s picturesque landscape and rich history. One must-see attraction is the Bennington Battle Monument, standing tall at 306 feet, it offers incredible views of the surrounding Green Mountains. History buffs will also enjoy a visit to the Bennington Museum, which houses a collection of art and artifacts from the region’s past. And for a taste of local culture, be sure to visit the Bennington Center for the Arts, featuring exhibitions and events showcasing the talent of Vermont artists. But don’t just spend all your time indoors! July in Bennington offers plenty of opportunities to get outside and enjoy the natural beauty of the area. Take a hike along the famous Long Trail, which winds through the Green Mountains and offers breathtaking views. Or, for a more leisurely experience, take a stroll through the charming downtown area and stop by the local farmers market to sample some of the delicious fresh produce. And for a unique experience, don’t miss out on the annual Bennington Battle Day Parade, a celebration of the town’s Revolutionary War history complete with reenactments and festive floats. No matter what your interests may be, July in Bennington has something for everyone.
August
When visiting Bennington in the month of August, it’s important to dress for warm and sunny weather. The average temperature during this time is in the mid to high 70s, so lightweight and breathable clothing is key. I recommend packing a mix of shorts, t-shirts, and sundresses, along with a light jacket or sweater for cooler evenings. Comfortable walking shoes are a must, as there are many charming streets to explore and plenty of hiking trails in the nearby Green Mountains. In addition to your clothing, be sure to bring a hat, sunglasses, and sunscreen to protect yourself from the strong Vermont sun. A small daypack or crossbody bag is also useful for carrying water, snacks, and any souvenirs you may pick up along the way. And don’t forget to pack a swimsuit, as there are several beautiful swimming holes and lakes in the area to cool off in. With the right attire and a sense of adventure, you’ll be ready to fully enjoy all that Bennington has to offer in the summertime.
August is a fantastic time to visit the charming town of Bennington. As the summer heat begins to cool down, the town comes alive with vibrant colors and cultural events. One of the must-see attractions during this time is the Bennington Battle Monument, standing tall at 306 feet, it offers breathtaking views of the surrounding mountains and countryside. Take a leisurely stroll through the beautiful Green Mountain National Forest, or for a more adventurous experience, hike up to the top of Mount Equinox for stunning panoramic views of the area. For those interested in history and art, the Bennington Museum is a must-visit. With its impressive collection of American art and artifacts, including the famed Grandma Moses Gallery, visitors can learn about the rich history of the town and its influential residents. And no trip to Bennington would be complete without trying some of the local cuisine. From farm-to-table restaurants to cozy cafes, August is the perfect time to indulge in fresh and delicious Vermont produce. So come and explore all that Bennington has to offer this August, and experience the true essence of New England charm.
September
As you plan your trip to Bennington in September, it’s important to pack clothing that is versatile and appropriate for the weather. While the days can still be warm and pleasant, the evenings can get chilly. I recommend dressing in layers, with a light jacket or sweater that can easily be removed as the day warms up. Comfortable walking shoes are a must, as you’ll want to explore the charming streets and picturesque countryside of this Vermont town. Don’t forget to bring a rain jacket or umbrella, as September is known for its occasional showers. And if you plan on visiting any of the local farms or orchards, be sure to bring a pair of sturdy shoes or boots that you don’t mind getting a little muddy. As for attire, Bennington is a laid-back and casual town, so there’s no need to pack anything too fancy. Stick to comfortable, practical clothing and you’ll fit right in with the locals. And of course, don’t forget to bring your camera to capture the stunning fall foliage that begins to appear in September. Happy travels!
Welcome to beautiful Bennington, Vermont in the charming month of September! As the leaves begin to change and the cool crisp air settles in, this small town comes to life with endless activities for visitors to enjoy. One of the highlights of September in Bennington is the annual Garlic and Herb Festival. This unique event showcases the best of local produce and features cooking demonstrations, live music, and of course, plenty of garlic-infused dishes for you to sample. Don’t miss out on the opportunity to taste the flavors of Vermont while mingling with the friendly locals. In addition to the festival, September is the perfect time to explore the great outdoors in Bennington. Take a scenic hike up Mount Equinox and admire the breathtaking views of the surrounding valleys and rolling hills. For a more leisurely experience, hop on a bike and cruise along the famous Covered Bridges Byway, which takes you through some of the most picturesque landscapes in the state. And for those interested in history, be sure to visit the Bennington Battle Monument, a 306-foot tall structure commemorating the Battle of Bennington during the American Revolution. With so much to do and see, September is the ideal time to visit Bennington and experience the true essence of Vermont.
October
When visiting the charming town of Bennington in October, it’s important to dress appropriately for the changing weather. The crisp autumn air can bring both warm and cool temperatures, so it’s best to dress in layers. A lightweight jacket or sweater paired with jeans or comfortable pants is a great option. Don’t forget to bring a scarf and a hat to keep warm during chilly evenings. It’s also a good idea to wear comfortable shoes as you’ll likely be doing a lot of walking while exploring the town. As for what to bring, be sure to pack a rain jacket or umbrella, as October can bring some rain showers. It’s also a good idea to bring a small backpack or crossbody bag to carry your essentials while sightseeing. Bennington is known for its beautiful foliage during this time of year, so be sure to bring a camera to capture the colorful scenery. And don’t forget to bring some extra layers for any outdoor activities or hikes you may want to do. With the right clothing and essentials, you’ll be well prepared to enjoy all that Bennington has to offer in October.
October is a wonderful time to visit Bennington, Vermont. The leaves are changing colors, the air is crisp, and the town is bustling with fall festivities. One of the must-do activities during this time is to take a scenic drive along the Green Mountains. The views are simply breathtaking, with the vibrant reds, oranges, and yellows of the foliage painting the landscape. Along the way, be sure to make a stop at the Bennington Battle Monument, a towering structure that commemorates the Battle of Bennington during the American Revolution. The surrounding park is also a perfect spot for a picnic or a leisurely stroll. For a taste of local culture, head to the Bennington Farmers’ Market. Every Saturday, local farmers, artisans, and food vendors gather to sell their goods. It’s a great place to pick up some fresh produce, try some homemade cheese, or chat with the friendly locals. Another must-visit spot is the Bennington Museum, which houses a vast collection of art, artifacts, and historical exhibits. October is also the perfect time to visit the nearby apple orchards and pumpkin patches, where you can not only pick your own fruit but also indulge in delicious apple cider and freshly baked apple pies. With so much to do and see, October is the perfect time to experience the charming town of Bennington.
November
When visiting Bennington in November, it’s important to dress appropriately for the changing weather. Layering is key, as the temperature can fluctuate throughout the day. A warm, waterproof coat is a must-have, as well as sturdy walking shoes or boots. Don’t forget to pack a scarf, gloves, and a hat to keep you cozy during chilly walks around town. And for those planning on exploring the beautiful nature trails in the area, be sure to bring a rain jacket and waterproof shoes, as November can bring some rainy days. Overall, the key is to be prepared for all types of weather and to dress in comfortable, practical layers. While the weather may be cooler in November, there is still plenty to see and do in Bennington. You’ll want to dress comfortably for walking and exploring the historic downtown area. Bring a pair of comfortable shoes and a small daypack to carry any snacks or souvenirs you may pick up along the way. And don’t forget to pack a camera to capture the stunning fall foliage that blankets the surrounding mountains. As always, it’s important to dress respectfully when visiting any new destination, so be sure to bring appropriate attire for any cultural or religious sites you may visit. With the right clothing and gear, you’ll be able to fully enjoy all that Bennington has to offer in November.
November is a wonderful time to visit Bennington, Vermont. The autumn foliage has peaked, giving the town a warm and vibrant atmosphere. One of the must-see sights in Bennington during this time is the Bennington Monument. Standing at 306 feet tall, it is the tallest structure in Vermont and offers breathtaking views of the surrounding countryside. It is also the site of an important Revolutionary War battle, making it a great spot for history buffs. After taking in the stunning views from the monument, be sure to explore the charming downtown area. Bennington is known for its quaint shops and art galleries, which are perfect for finding unique gifts and souvenirs. November also marks the start of the holiday season, and the town is adorned with festive decorations. Take a stroll through the streets and stop by local cafes for a warm cup of apple cider or hot chocolate. And for those looking for a taste of Vermont, don’t miss the opportunity to try some delicious maple syrup at one of the many sugarhouses in the area. November truly is a magical time to experience the beauty and charm of Bennington.
December
When visiting the charming town of Bennington in December, it’s important to dress warmly and be prepared for chilly temperatures. Layering is key, so pack a warm base layer, a sweater or fleece, and a waterproof jacket. Don’t forget a hat, gloves, and a scarf to keep your head and hands warm. It’s also a good idea to bring a pair of sturdy boots or shoes with good traction for walking around the snowy streets. In addition to warm clothing, I recommend bringing a small daypack to carry essentials while exploring Bennington. This could include a water bottle, snacks, a camera, and an extra layer in case the weather changes. It’s also a good idea to pack some cash, as some local shops and restaurants may not accept credit cards. And of course, don’t forget to bring your sense of adventure and curiosity to fully experience the magic of Bennington in December.
Welcome to Bennington, Vermont in the month of December! This charming New England town is the perfect destination for a cozy winter getaway. While the weather may be chilly, the holiday cheer and festive activities will warm your heart. Start your day by strolling through the quaint downtown area, adorned with twinkling lights and decorated storefronts. Stop by the Bennington Museum to view their impressive collection of regional art and learn about the town’s history. Don’t miss the annual Festival of Trees, where local businesses and organizations compete to create the most creative and beautifully decorated Christmas tree. It’s a sight to behold! For a taste of the local culture, head to Bennington Potters to witness the skilled craftsmen at work, creating beautiful pottery pieces. And of course, no visit to Bennington in December would be complete without a trip to the nearby Green Mountain National Forest. Bundle up and take a scenic hike through the snow-covered trails, or go on a sleigh ride through the picturesque landscape. End your day with a warm cup of hot cocoa from Powers Market, a local favorite, and cozy up by the fireplace at your charming bed and breakfast. No matter how you choose to spend your time in Bennington, you’ll leave with fond memories and a new appreciation for this delightful town.
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.
