Select the month that you will be traveling from the table below to view the packing list:
What Middlebury is like to visit throughout the year:
January
When visiting the charming town of Middlebury in January, it’s important to come prepared for the colder weather. Layers are key to staying warm and comfortable while exploring this quaint New England town. Start with a base layer, such as a long-sleeved thermal shirt, followed by a warm sweater or fleece. Top it off with a waterproof and windproof jacket to protect against any winter elements. Don’t forget to bring a hat, gloves, and a scarf to keep your extremities warm. Comfortable and waterproof shoes are also a must, as the streets can get slushy and slippery in the winter months. While dressing for the weather is important, it’s also important to dress for the occasion in Middlebury. This town is known for its laid-back and casual atmosphere, so leave the fancy clothes at home and opt for stylish yet practical outfits. For women, a pair of dark jeans or leggings paired with a cozy sweater and boots is a great option. Men can go for a pair of jeans, a flannel shirt, and a warm jacket. Don’t forget to bring a daypack to carry all your essentials while exploring the town. And of course, don’t forget your camera to capture the picturesque winter scenes of Middlebury.
January is a wonderful time to visit the charming town of Middlebury, nestled in the heart of Vermont. While the colder temperatures may deter some travelers, the winter months bring a unique and magical atmosphere to this quaint New England town. One must-do activity in January is to take a stroll through the Middlebury College campus, where you can admire the historic buildings covered in a blanket of snow and ice. The campus also offers a variety of cultural events and performances, perfect for warming up indoors. For outdoor enthusiasts, January is an ideal time to hit the slopes at the Middlebury Snow Bowl. With affordable lift tickets and stunning views of the surrounding Green Mountains, this small ski area is a hidden gem for winter sports enthusiasts. After a day on the slopes, be sure to stop by the Middlebury Natural Foods Co-op for a cup of hot cocoa and some locally-sourced snacks. And for a truly unique experience, take a horse-drawn sleigh ride through the snowy countryside, complete with hot cider and blankets to keep you warm. January in Middlebury may be cold, but the charming small-town atmosphere and abundance of winter activities make it a truly special destination for travelers.
February
When visiting Middlebury in February, it’s important to pack for the cold winter weather. Layering is key, as temperatures can range from below freezing to the 40s. Start with a warm base layer, such as long underwear, and then add a sweater or fleece on top. A waterproof and windproof jacket is also a must, as February can bring snow and rain. Don’t forget to pack a hat, gloves, and a scarf to keep your head, hands, and neck warm. Comfortable and waterproof boots are also essential for walking around the snowy town. In terms of style, Middlebury is a laid-back and casual town. Locals typically dress in practical and comfortable clothing, with a focus on function over fashion. However, if you plan on visiting any upscale restaurants or events, a nice pair of pants and a dressy top will come in handy. Overall, the key is to dress in layers and be prepared for the cold weather. And don’t forget to bring a camera to capture the stunning winter scenery of Middlebury!
February is a wonderful time to visit Middlebury, Vermont. The town is covered in a blanket of snow, creating a picturesque winter wonderland. One of the must-see attractions during this time of year is the Middlebury Snow Bowl. This family-friendly ski resort offers a variety of runs for all levels, as well as a cozy lodge with hot cocoa and a fireplace to warm up by. For a unique experience, I highly recommend taking a cross-country skiing or snowshoeing tour through the nearby Green Mountain National Forest. The peacefulness of the snowy forest and stunning views are not to be missed. In addition to outdoor activities, February is also a great time to explore the vibrant culture of Middlebury. The annual Winter Carnival is a highlight of the month, with ice sculpting competitions, festive parades, and delicious local food vendors. For a taste of the town’s history, stop by the Henry Sheldon Museum of Vermont History, which showcases the area’s rich heritage through exhibits and artifacts. And no trip to Middlebury is complete without trying some of the famous Vermont maple syrup. Be sure to visit a local sugarhouse to learn about the process of making this delicious treat and sample some freshly made syrup. February truly offers something for everyone in this charming New England town.
March
When planning a trip to Middlebury in March, it’s important to pack clothing that can handle a variety of weather conditions. The beginning of spring in Vermont can be unpredictable, with temperatures ranging from chilly to mild. I recommend bringing layers, such as a light jacket or sweater, as well as a waterproof outer layer in case of rain. Comfortable walking shoes are a must, as the best way to explore Middlebury is by foot. Don’t forget to pack a hat and gloves for those colder days, and sunglasses for the occasional sunny afternoon. When it comes to attire, embrace the casual and laid-back vibe of Middlebury. Locals often opt for comfortable and practical clothing, such as jeans, flannels, and boots. As for tourists, I suggest packing comfortable and versatile pieces that can be dressed up or down. Scarves and hats can add a touch of style to any outfit, while also keeping you warm. It’s also a good idea to bring a small backpack or crossbody bag to carry your essentials while exploring the charming streets of Middlebury. And of course, don’t forget to bring a camera to capture the stunning scenery and quaint New England charm of this lovely town.
March is a wonderful time to visit the charming town of Middlebury. As the snow begins to melt and the days become longer, there is a sense of renewal in the air. One of the must-do activities in March is to take a stroll through the town center and admire the beautiful architecture of the historic buildings. Stop by the Middlebury Historical Society to learn about the town’s rich history and explore the exhibits showcasing the town’s past. Don’t forget to visit the stunning Middlebury College campus, with its picturesque green spaces and impressive architecture. For outdoor enthusiasts, March is the perfect time to explore the surrounding nature. The nearby Green Mountains offer an abundance of hiking trails and scenic vistas. Take a day trip to Ripton and hike the Robert Frost Interpretive Trail, where you can experience the same landscapes that inspired the renowned poet. And when you’ve worked up an appetite, be sure to try some of the local maple syrup, as March is the peak season for sugaring in Vermont. With its quaint charm and endless opportunities for outdoor adventures, Middlebury is the perfect destination for a March getaway.
April
When visiting the charming town of Middlebury in April, it’s important to dress for both comfort and versatility. The weather can be quite unpredictable during this time, so I recommend packing light layers that can easily be added or removed as needed. A lightweight jacket or raincoat is a must, as well as a scarf for those chilly evenings. As for footwear, a comfortable pair of walking shoes is essential for exploring the quaint streets and parks of Middlebury. In terms of attire, I suggest opting for a casual and relaxed style that fits in with the laid-back atmosphere of the town. Think comfortable jeans or trousers paired with a cozy sweater or button-down shirt. Don’t forget to bring a hat for those sunny days and a small backpack or crossbody bag to carry your essentials while sightseeing. And of course, don’t forget to bring a camera to capture the picturesque views of Middlebury’s rolling hills and charming architecture. With these tips in mind, you’ll be dressed and prepared for a delightful April visit to Middlebury.
Middlebury, nestled in the picturesque Champlain Valley of Vermont, is a charming town bursting with activities in the month of April. As the snow melts and the flowers begin to bloom, Middlebury comes to life with a vibrant energy. One of the must-do activities is to take a stroll down Main Street and explore the local shops and boutiques. From handmade crafts to locally sourced products, there’s something for everyone to discover. And don’t forget to stop by the farmers market for some delicious, fresh produce. For outdoor enthusiasts, April is the perfect time to take in the beautiful scenery of Middlebury. Hike through the Green Mountains or bike along the scenic trails that wind through the town. And for a unique experience, hop on a kayak or canoe and paddle down the Otter Creek. The stunning views of the rolling hills and the lush greenery make for a memorable adventure. And no visit to Middlebury is complete without a trip to the renowned Middlebury College. Take a tour of the campus and admire the impressive architecture and stunning views of Lake Champlain. With so much to see and do, April is the perfect time to visit Middlebury and immerse yourself in its beauty and charm.
May
When visiting Middlebury in May, it’s important to dress in layers as the weather can be quite unpredictable. I recommend bringing a light jacket or sweater for the cooler mornings and evenings, but also packing shorts and t-shirts for the warmer afternoons. It’s also a good idea to bring comfortable walking shoes as there are many beautiful paths and trails to explore in this charming college town. In terms of what to wear, I suggest opting for casual and comfortable clothing. Middlebury is a laid-back and welcoming community, so there’s no need to dress up unless you’re attending a formal event. As for accessories, don’t forget to bring a hat and sunglasses for protection against the sun, as well as a reusable water bottle to stay hydrated while exploring the town. And of course, don’t forget to pack a camera to capture the stunning views of the Green Mountains and the quaint New England architecture. Happy travels!
May is a fantastic time to visit the charming town of Middlebury, nestled in the heart of Vermont. As the snow melts away and the flowers begin to bloom, the town truly comes to life. One of my favorite things to do in May is to explore the quaint streets and admire the beautiful architecture. The Middlebury College campus is a must-see, with its picturesque buildings and sprawling green lawns. Take a leisurely stroll through the campus and feel like a student again, or visit the college’s museum which showcases a diverse collection of art and artifacts. For outdoor enthusiasts, May is the perfect time to take advantage of the many hiking trails in the area. The nearby Green Mountains offer breathtaking views and a variety of trails for all levels of hikers. Don’t forget to stop by the Middlebury Natural Foods Co-op to grab some snacks for a picnic along the way. And for those looking for a cultural experience, be sure to catch a performance at the Town Hall Theater. With a variety of shows, from live music to theater productions, there’s something for everyone. No matter your interests, Middlebury has something special to offer in the month of May.
June
When packing for a trip to Middlebury in June, it’s important to remember that the weather can be quite unpredictable. I recommend dressing in layers to prepare for both warm and cool temperatures. A light jacket or sweater is a must, as well as a raincoat or umbrella for potential showers. Comfortable walking shoes are also a must, as there are many cobblestone streets and sidewalks to navigate in the charming town. As for what to wear, the locals in Middlebury tend to dress in a casual and relaxed manner. Opt for comfortable and breathable clothing, such as light cotton or linen materials. A pair of nice jeans or khakis paired with a button-down shirt or blouse is a great option for exploring the town during the day. In the evenings, a dressier outfit may be appropriate if you plan on dining at one of the many delicious restaurants in town. Lastly, don’t forget to bring a small daypack to carry essentials such as a water bottle, sunscreen, and a map of the town. Happy travels!
When visiting the charming town of Middlebury in June, travelers are in for a treat as the town comes alive with summer festivities. One of the top things to do is to attend the annual Vermont Dairy Festival, which celebrates the state’s rich dairy industry. Visitors can enjoy delicious dairy products, watch parades and live music, and even take part in a cow-milking competition. It’s a fun and family-friendly event that truly captures the spirit of Vermont. For those looking for a more low-key activity, a stroll through Middlebury’s picturesque downtown is a must. Lined with historic buildings, charming boutiques, and delicious restaurants, the downtown area is the perfect place to spend a lazy afternoon. Don’t miss the chance to visit the Vermont Book Shop, a local institution that has been in business for over 70 years. And if you’re feeling adventurous, you can rent a bike and explore the beautiful countryside surrounding Middlebury. No matter your interests, Middlebury has something for everyone in June.
July
When packing for a summer visit to Middlebury, it’s important to keep in mind the warm weather and outdoor activities that await you. The key to dressing for this charming college town is to strike a balance between comfort and style. Start with lightweight, breathable fabrics like cotton and linen, and opt for light colors to reflect the sun’s rays. For women, a sundress or flowy skirt paired with sandals is a classic and comfortable choice. Men can’t go wrong with a polo shirt and shorts. Don’t forget to bring a hat, sunglasses, and sunscreen to protect yourself from the strong Vermont sun. As for footwear, a sturdy pair of walking shoes is a must for exploring the town and its surrounding nature trails. You may also want to pack a pair of water shoes if you plan on swimming or kayaking in the nearby rivers and lakes. In terms of activities, be sure to pack a swimsuit for a dip in the picturesque swimming holes and a light jacket for the cooler evenings. And don’t forget to bring a reusable water bottle to stay hydrated while on the go. With these tips in mind, you’ll be dressed and prepared for a memorable summer visit to the charming town of Middlebury.
July is a wonderful time to visit the charming town of Middlebury, Vermont. With its picturesque New England scenery and vibrant community, there is no shortage of activities to enjoy during this summer month. One of the must-do experiences in Middlebury is exploring the local farmers’ market, held every Saturday morning in the heart of town. Here, visitors can sample delicious Vermont cheeses, pick up fresh produce, and browse through an array of unique crafts and goods. It’s the perfect opportunity to immerse oneself in the local culture and support the community. For those seeking outdoor adventures, July is the ideal time to hike the nearby trails and take in the stunning views of the Green Mountains. The famous Robert Frost Interpretive Trail, with its gentle slopes and informative signs, is a favorite among visitors. Another popular activity is renting a bike and exploring the scenic countryside, stopping at local swimming holes along the way to cool off. And no trip to Middlebury is complete without a visit to the breathtaking Lake Champlain, where visitors can kayak, paddleboard, or simply relax on the sandy beach. With so much to see and do, Middlebury is the perfect destination for a summer getaway.
August
When packing for your August trip to Middlebury, Vermont, be sure to bring comfortable and versatile clothing. The weather can vary greatly during this month, so it’s important to be prepared for both warm and cool temperatures. I recommend packing layers such as a light jacket and a few long-sleeved shirts, along with shorts and t-shirts for warmer days. Additionally, be sure to bring comfortable walking shoes as Middlebury is a pedestrian-friendly town with many sights to explore on foot. When it comes to dressing for the town of Middlebury, keep in mind that it is a small, rural community with a laid-back and casual vibe. Locals and visitors alike opt for practical and comfortable clothing over anything too fancy. However, if you plan on dining at a nicer restaurant or attending a cultural event, a slightly dressier outfit would be appropriate. Don’t forget to bring a rain jacket or umbrella as well, as August is known to have some rainfall. And lastly, don’t forget to pack sunscreen and a hat to protect yourself from the summer sun while enjoying outdoor activities in beautiful Middlebury.
As summer winds down in Middlebury, Vermont, the charming college town comes alive with a variety of activities for visitors to enjoy. In August, the town hosts its annual Festival on the Green, a week-long celebration of music, art, and local food and drink. From classical concerts to folk music performances, this festival offers something for everyone to enjoy while taking in the picturesque setting of the town’s village green. For those looking to explore the great outdoors, August is the perfect time to visit Middlebury. The nearby Green Mountains offer plenty of hiking and biking trails with stunning views of the surrounding landscapes. The town is also situated near several lakes, making it an ideal spot for kayaking or paddleboarding. And for a taste of local culture, be sure to visit the Middlebury Farmers’ Market, where you can sample fresh produce and artisanal goods while mingling with friendly locals. Whether you’re a music lover, outdoor enthusiast, or foodie, Middlebury has something to offer for every traveler in the month of August.
September
When visiting the charming town of Middlebury in September, it’s important to dress appropriately for the changing weather. As the summer heat starts to fade and the crisp autumn air sets in, it’s best to wear layers that can easily be added or removed. A light jacket or sweater is a must for the cooler evenings, while comfortable walking shoes are essential for exploring the town’s cobblestone streets and picturesque parks. In addition to dressing for the weather, it’s also important to pack accordingly for the activities you plan on doing in Middlebury. If you’re planning on visiting the breathtaking natural landscapes, be sure to bring comfortable hiking shoes and a waterproof jacket. For those interested in the town’s rich history and culture, a nice pair of dress shoes and a dressier outfit may be more suitable for visiting museums and historical sites. And of course, don’t forget to pack a camera to capture the beauty of Middlebury in September.
September is a wonderful time to visit the charming town of Middlebury, nestled in the heart of Vermont. As the leaves begin to change and the crisp autumn air sets in, visitors can enjoy a variety of outdoor activities. Take a stroll through the picturesque campus of Middlebury College, where you can admire the historic buildings and beautiful foliage. For a taste of local culture, be sure to check out the Middlebury Farmers Market, where you can sample fresh produce and artisanal goods while chatting with friendly locals. In addition to its natural beauty, Middlebury also offers a rich history and cultural scene. History buffs can explore the Middlebury Museum of Art, which showcases a diverse collection of art and artifacts. For a glimpse into the town’s past, take a tour of the Vermont Folklife Center, where you can learn about the traditions and customs of the local community. And don’t miss the opportunity to indulge in some delicious Vermont maple syrup, a staple of the region. With its charming atmosphere and abundance of activities, Middlebury in September is the perfect destination for travelers looking to experience the best of Vermont.
October
When visiting Middlebury in October, it’s important to dress in layers to prepare for the changing weather. The days can start off chilly with crisp fall air, but as the sun rises, it can warm up quickly. I recommend packing a light jacket or sweater, a scarf, and a waterproof outer layer just in case of rain. Comfortable walking shoes are also a must, as Middlebury is a pedestrian-friendly town with many quaint shops and restaurants to explore on foot. In terms of what to wear, the locals in Middlebury tend to opt for a casual and practical style. You’ll fit right in with a pair of jeans, a cozy sweater, and a pair of comfortable shoes. Don’t forget to bring a hat and sunglasses for those sunny autumn days. And if you plan on visiting any of the nearby hiking trails or parks, be sure to pack a pair of sturdy shoes and a backpack to carry water, snacks, and any other essentials. With these tips in mind, you’ll be dressed and prepared for a wonderful visit to Middlebury in October.
When visiting the charming town of Middlebury in October, there are plenty of activities to keep you busy and immersed in the autumnal spirit. Start your day with a stroll down Main Street, admiring the colorful foliage that lines the streets. Stop by the Middlebury Farmers Market to sample fresh local produce and artisanal goods, and perhaps pick up some pumpkins or gourds to decorate your home for the season. For a taste of history, visit the Middlebury Historical Society and Museum to learn about the town’s past and see artifacts from the early settlers. For outdoor enthusiasts, October is the perfect time to hike the nearby trails of the Green Mountain National Forest, surrounded by stunning fall colors. And don’t forget to end your day with a delicious meal at one of Middlebury’s many farm-to-table restaurants, showcasing the best of Vermont’s seasonal cuisine. With its quaint charm and autumnal beauty, Middlebury is the ideal destination for a fall getaway.
November
When visiting Middlebury in November, it’s important to dress in layers to prepare for the varying temperatures. Start with a base layer of long-sleeved shirts and pants to keep warm, then add a sweater or fleece for extra insulation. A waterproof jacket is also a must, as November is known for its rainy days in Vermont. Don’t forget to pack comfortable and sturdy shoes, as you’ll be doing a lot of walking in this charming college town. In terms of what to wear, it’s always a good idea to dress in clothes that are appropriate for the local culture. In Middlebury, you’ll find a mix of casual and outdoorsy attire, so feel free to wear jeans and a flannel shirt for a more relaxed look. It’s also important to bring a hat, gloves, and scarf to stay warm during those chilly November days. And of course, don’t forget to bring a camera to capture the stunning fall foliage that blankets the town during this time of year. With the right clothing and gear, you’ll be ready to fully enjoy all that Middlebury has to offer in the beautiful month of November.
November is a delightful time to visit the charming town of Middlebury, located in the heart of beautiful Vermont. As the leaves begin to turn golden and the air becomes crisp, the town takes on a cozy and inviting atmosphere. One of the must-do activities in November is to take a stroll through the Middlebury College campus, which boasts stunning architecture and a vibrant arts scene. Be sure to visit the renowned Middlebury College Museum of Art, which showcases a diverse collection of artwork from around the world. For outdoor enthusiasts, November is the perfect time to explore the scenic trails and parks surrounding Middlebury. Take a hike in the nearby Green Mountains, where you can witness the stunning fall foliage and maybe even spot some wildlife. If you’re feeling adventurous, rent a bike and ride along the picturesque Middlebury River. And when the day winds down, cozy up by the fireplace at one of the local bed and breakfasts, where you can indulge in some of the famous Vermont maple syrup and cider. November in Middlebury truly offers something for everyone.
December
When packing for a trip to Middlebury in December, it’s important to remember that the weather can be quite unpredictable. As a result, it’s best to pack a variety of layers to prepare for any scenario. Start with a base layer of thermal underwear to keep you warm and comfortable. On top of that, bring a few long-sleeved shirts and a warm sweater or fleece. A waterproof and windproof jacket is also a must, as it can get quite chilly and wet during this time of year. Don’t forget to pack a hat, scarf, and gloves to keep your extremities cozy while exploring the charming streets of Middlebury. As for footwear, I recommend bringing a pair of sturdy and waterproof shoes. The sidewalks can be slick with snow and ice, so a good grip is essential for navigating the town. If you plan on doing any outdoor activities, such as skiing or snowshoeing, make sure to pack appropriate boots. Lastly, don’t forget to bring a small backpack to carry all of your essentials while out and about. And remember, the key to dressing for December in Middlebury is to layer up and be prepared for anything Mother Nature throws your way. Happy travels!
Middlebury is a charming town in Vermont, known for its picturesque landscapes, quaint shops, and vibrant community. And while it may be tempting to visit during the summer months, December offers a unique and magical experience for travelers. One of the must-do activities during this time is to visit the annual Middlebury Festival of Lights. This event transforms the town into a winter wonderland, with stunning light displays, festive decorations, and holiday performances. It’s the perfect way to get into the holiday spirit and immerse yourself in the local culture. Another must-see attraction in Middlebury during December is the Middlebury College Winter Carnival. This annual event celebrates the winter season with a variety of fun and exciting activities, from ice skating and sledding to snow sculpting and live music. It’s a great way to experience the town’s vibrant energy and connect with locals. And for those looking to escape the cold, the college also hosts a variety of indoor events, including art exhibitions, film screenings, and lectures. No matter what your interests may be, December in Middlebury offers a delightful mix of holiday cheer and engaging activities to make your visit truly unforgettable.
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.
