Wintergreen, Virginia: What to Bring, what to Pack, and what to Wear


Select the month that you will be traveling from the table below to view the packing list:

JanuaryFebruaryMarchApril
MayJuneJulyAugust
SeptemberOctoberNovemberDecember

What Wintergreen is like to visit throughout the year:

January

When visiting Wintergreen in January, it’s important to dress in layers to stay warm and comfortable. The temperatures can range from chilly to downright freezing, so it’s best to be prepared. Start with a base layer of thermal underwear, followed by a warm sweater or fleece. Top it off with a waterproof and windproof outer layer, such as a parka or ski jacket. Don’t forget to bring a hat, gloves, and a scarf to protect against the cold. And of course, comfortable and waterproof boots are a must for exploring the snowy trails and slopes of Wintergreen. Aside from dressing appropriately, it’s also important to bring the right gear when visiting Wintergreen in January. If you plan on hitting the slopes, be sure to bring your own ski or snowboard equipment or rent them at the resort. For non-skiers, snowshoes or cross-country skis are a great way to explore the winter wonderland. And don’t forget to pack plenty of warm socks and hand warmers to keep your extremities toasty. Lastly, bring a backpack to carry water, snacks, and any extra layers you may need. With the right attire and gear, you’ll be able to fully enjoy all that Wintergreen has to offer in the winter months.

When visiting Wintergreen in January, there are plenty of activities to enjoy in this winter wonderland. The first must-do on your list should be hitting the slopes for some world-class skiing and snowboarding. With over 24 trails and 129 skiable acres, Wintergreen offers something for every level of experience. And don’t worry if you’re not an expert on the slopes, as there are plenty of ski instructors and lessons available to help you improve your skills. Plus, the stunning views of the Blue Ridge Mountains make for an unforgettable skiing experience. After a day on the slopes, warm up and relax at the Wintergreen Spa. This luxurious spa offers a variety of treatments, from massages to facials, that will rejuvenate your body and mind. You can also take a dip in the heated indoor pool or hot tub to soothe your muscles. And for the foodies out there, be sure to check out the Wintergreen Winery for a tasting of their award-winning wines. January is also the perfect time to visit the winery as they offer special events and tastings during this month. With skiing, spa treatments, and wine tastings, Wintergreen in January is the perfect destination for a winter getaway.

February

February is a magical time to visit Wintergreen, with snow-capped mountains and cozy ski lodges creating the perfect winter wonderland. As a seasoned traveler, I know the importance of dressing appropriately for the weather, so here are my top tips for what to wear during your February visit. First and foremost, layering is key. The temperature can fluctuate throughout the day, so it’s important to be able to add or remove layers as needed. Start with a base layer of thermal underwear, followed by a warm sweater or fleece. Top it off with a waterproof and insulated jacket, as well as a hat, gloves, and a scarf. Don’t forget to pack waterproof boots with good traction, as well as thick socks to keep your feet warm and dry. While it may be tempting to pack your entire winter wardrobe, try to keep it light and practical. Stick to versatile pieces that you can mix and match, and don’t forget to bring comfortable clothes for relaxing in the lodge after a day of skiing. It’s also a good idea to bring a small backpack or crossbody bag to carry essentials like sunscreen, water, and snacks while hitting the slopes. And for those who plan on indulging in the local cuisine and libations, a dressy outfit or two is always a good idea for a nice dinner out. With these tips, you’ll be prepared for any winter adventure Wintergreen has to offer. Happy travels!

Welcome to Wintergreen, a cozy mountain retreat perfect for a winter getaway. February is a wonderful time to visit this charming town, with plenty of outdoor activities and events to enjoy. Lace up your boots and hit the slopes for some skiing or snowboarding, or take a leisurely snowshoeing adventure through the picturesque landscape. For those looking for a more relaxed pace, cozy up by the fire with a cup of hot cocoa and take in the stunning views of the snow-capped mountains. In addition to the outdoor activities, Wintergreen also offers a variety of cultural events in February. Attend the Wintergreen Performing Arts Concert Series, featuring world-renowned musicians and artists. Or, take part in the Wintergreen Winery’s Annual Wine and Chocolate Pairing event, where you can sample delicious local wines paired with decadent chocolates. No matter what your interests may be, Wintergreen has something to offer for everyone in the month of February. So pack your warmest clothes and come experience the beauty and charm of this winter wonderland.

March

March is a wonderful time to visit the charming mountain town of Wintergreen. As the snow begins to melt and the sun starts to peek through the clouds, the crisp mountain air provides the perfect backdrop for outdoor adventures. When it comes to dressing for this time of year, layers are key. Be sure to pack a warm, waterproof jacket as well as a light sweater or fleece for cooler evenings. Don’t forget to bring sturdy, comfortable shoes for hiking and exploring the scenic trails. While Wintergreen may still have a chill in the air, it’s important to be prepared for warmer days as well. I recommend packing a few t-shirts and lightweight pants for those sunny afternoons. And of course, no trip to Wintergreen is complete without a good pair of sunglasses and a hat to protect you from the sun’s rays. As for accessories, a backpack or daypack is essential for carrying water, snacks, and any souvenirs you may collect along the way. With these packing tips in mind, you’ll be ready to fully embrace the beauty of Wintergreen in March. Happy travels!

Wintergreen, Virginia may be known for its popular ski resort, but there is much more to this charming town than just hitting the slopes. March is the perfect time to visit Wintergreen as the snow begins to melt and the town comes alive with spring festivities. One of the must-do activities is to take a scenic hike through the Blue Ridge Mountains. The trails are less crowded during this time, allowing for a peaceful and immersive experience in nature. The views of the surrounding valleys and rolling hills are simply breathtaking and make for the perfect photo opportunity. Be sure to pack comfortable shoes and a camera for this memorable adventure. After a day of exploring the great outdoors, head into the town of Wintergreen for some local flavor. The farmers market is in full swing during March, offering fresh produce, baked goods, and handcrafted items from local vendors. This is the perfect opportunity to try some delicious Virginia apples or pick up a unique souvenir to take home. For a taste of the town’s history, visit the Wintergreen Winery, the oldest winery in the area. Take a tour and sample some of their award-winning wines while learning about the winemaking process. March is the perfect time to experience the best of Wintergreen, from its natural beauty to its charming small-town charm.

April

As you plan your trip to the charming mountain town of Wintergreen in April, it’s important to pack the right clothing and gear to fully enjoy the beautiful outdoors. The weather in Wintergreen during this time of year can be quite unpredictable, so layering is key. Start with a light base layer such as a long-sleeved shirt or sweater, followed by a warmer mid-layer like a fleece or down jacket. Don’t forget to pack a waterproof outer layer in case of rain or snow. Comfortable and sturdy hiking boots are a must for exploring the numerous trails and paths in the area. In addition to proper clothing, be sure to bring a few essential items to make the most of your visit to Wintergreen. A good pair of sunglasses and a hat will come in handy on sunny days, while a warm beanie and gloves will keep you cozy on cooler days. Don’t forget to pack a refillable water bottle to stay hydrated during your outdoor adventures. And for those planning to hit the slopes, be sure to bring your own ski or snowboard gear or rent from one of the many rental shops in town. With the right clothing and gear, you’ll be ready to fully immerse yourself in the beauty of Wintergreen in April.

April is a delightful time to visit Wintergreen, Virginia. As the snow melts away and the flowers begin to bloom, the mountains come alive with new energy. One of the best ways to experience this change of season is by taking a hike through the stunning Blue Ridge Mountains. The trails are still cool and crisp, making it the perfect weather for a leisurely stroll. Plus, you’ll be rewarded with breathtaking views of the surrounding valleys and rolling hills. After a morning of hiking, head over to the quaint town of Nellysford for a taste of local culture. Every Saturday in April, the town hosts a farmer’s market where you can sample fresh produce and homemade goods from the area. This is a great opportunity to mingle with the friendly locals and learn about the rich agricultural history of the region. And if you’re feeling adventurous, try some of the delicious food trucks that line the market. Trust me, the combination of fresh mountain air and local flavors will leave you feeling rejuvenated and ready for more adventures in Wintergreen.

May

As you plan your trip to Wintergreen in May, it’s important to pack for any type of weather. The temperatures can vary greatly during this time of year, so it’s best to bring layers. Start with a light jacket or sweater, as the evenings can still be cool. During the day, a t-shirt or light long-sleeved shirt paired with comfortable pants or shorts will be perfect for hiking and exploring the beautiful nature of Wintergreen. Don’t forget to pack a rain jacket or umbrella, as showers are common in the spring months. When it comes to footwear, bring a sturdy pair of hiking boots or sneakers. The trails in Wintergreen can be rocky and uneven, so comfortable and supportive shoes are a must. If you plan on spending time at the ski resort, make sure to pack appropriate clothing for skiing or snowboarding. And for those planning to relax at the spa, a bathing suit and cover-up are essential. Lastly, don’t forget to bring a reusable water bottle to stay hydrated during your adventures in Wintergreen. With the right clothing and gear, you’ll be prepared for a memorable and enjoyable trip to this charming mountain town in May.

Welcome to Wintergreen, a charming mountain town nestled in the heart of Virginia’s Blue Ridge Mountains. If you’re planning a trip here in May, you’re in for a treat. The weather is pleasant and mild, making it the perfect time to explore all that this picturesque town has to offer. One of the best things to do in May is to take advantage of the many outdoor activities available. Hike along the scenic trails that wind through the mountains, or rent a bike and explore the charming countryside. For a more leisurely option, take a scenic drive along the Blue Ridge Parkway and soak in the stunning views. And don’t forget to pack a picnic and enjoy a peaceful lunch surrounded by nature. No matter how you choose to spend your days, Wintergreen is sure to offer something for every type of traveler.

June

As you plan your trip to Wintergreen in June, it’s important to consider the weather and pack accordingly. This mountain resort town experiences warm temperatures during the day, but can get quite cool in the evenings. I recommend dressing in layers, with a t-shirt or light blouse for the daytime and a sweater or jacket for the evenings. Don’t forget to bring a rain jacket as well, as afternoon showers are common during this time of year. In addition to clothing, it’s also important to pack comfortable shoes for exploring the beautiful trails and outdoor activities in Wintergreen. Hiking boots or sneakers with good traction are a must for any outdoor adventure. And don’t forget to bring sunscreen, sunglasses, and a hat to protect yourself from the strong mountain sun. Lastly, make sure to pack a swimsuit if you plan on taking a dip in the resort’s pool or nearby lake. With these essentials in tow, you’ll be well-prepared for a fun and comfortable trip to Wintergreen in June.

Welcome to Wintergreen, a picturesque mountain resort nestled in the heart of Virginia. If you’re planning a trip in June, you’re in luck because this is the perfect time to visit. The weather is warm and sunny, the wildflowers are in full bloom, and the mountain views are simply breathtaking. Whether you’re an outdoor enthusiast or looking for a relaxing getaway, there’s something for everyone to enjoy here at Wintergreen. For the outdoor lovers, June is the ideal time to hit the trails and explore the stunning landscapes of Wintergreen. The resort offers a variety of hiking and biking trails, ranging from easy strolls to challenging treks for the more adventurous. You can also take a scenic chairlift ride to the top of the mountain for a bird’s eye view of the surrounding area. And don’t forget to pack a picnic and enjoy a leisurely lunch surrounded by nature. For those seeking a more laid-back vacation, you can indulge in a spa day, play a round of golf, or take a dip in the pool. No matter how you choose to spend your days here, you’ll leave feeling rejuvenated and refreshed.

July

When visiting Wintergreen in the summer month of July, it’s important to dress for both comfort and practicality. The weather can be quite warm and humid, so lightweight, breathable clothing is a must. Be sure to pack plenty of shorts, t-shirts, and comfortable walking shoes for exploring the beautiful outdoors. And don’t forget a hat and sunglasses to protect yourself from the strong sun. As for activities, be prepared for a variety of outdoor adventures. If you plan on hiking, make sure to wear sturdy, closed-toe shoes and bring a daypack with water, snacks, and a light rain jacket in case of unexpected weather. For a day on the lake, pack a swimsuit and water shoes for swimming and kayaking. And don’t forget to bring a light jacket or sweater for cooler evenings in the mountains. By dressing appropriately and bringing the right gear, you’ll be able to fully enjoy all that Wintergreen has to offer in the beautiful month of July.

July is one of the best times to visit Wintergreen, a charming mountain town nestled in the Blue Ridge Mountains of Virginia. The weather is glorious, with warm temperatures and plenty of sunshine, making it the perfect time for outdoor activities. One of the highlights of visiting Wintergreen in July is hiking through the lush forests and taking in the stunning views from the summit of the nearby mountains. The Appalachian Trail runs through Wintergreen, offering endless opportunities for scenic hikes and breathtaking vistas. Don’t forget to pack your camera, as you’ll want to capture the beauty of this area. In addition to hiking, July is also a great time to hit the water at Wintergreen. The James River, which flows through the town, is perfect for tubing, kayaking, and fishing. You can spend a relaxing day floating down the river, taking in the picturesque surroundings and spotting wildlife along the way. For a more adrenaline-fueled adventure, head to Lake Monocan where you can try your hand at water skiing or wakeboarding. And after a day of outdoor fun, be sure to check out the local restaurants and shops in the quaint town center. July truly is the perfect time to experience all that Wintergreen has to offer.

August

August in Wintergreen means warm weather and plenty of outdoor activities. As a traveler, it’s important to dress comfortably and practically for your adventures. Start with a good pair of hiking shoes or sneakers, as you’ll be doing a lot of walking on the trails and through the mountains. A lightweight, breathable shirt and pants are also recommended, as well as a hat to protect you from the sun. Don’t forget to pack a rain jacket, as afternoon thunderstorms are common in the mountains during this time of year. In addition to clothing, it’s important to bring sunscreen and bug spray. The sun can be strong at higher elevations, so be sure to reapply sunscreen throughout the day. As for bug spray, it’s always better to be safe than sorry when it comes to pesky insects. And of course, don’t forget your camera to capture the stunning views and memories of your time in Wintergreen. With proper attire and necessary items, you’ll be ready to fully experience all that this beautiful destination has to offer.

August is a fantastic time to visit the charming mountain village of Wintergreen. With the sun shining down and the lush green forests surrounding you, this is the perfect place to escape the hustle and bustle of city life. Start your day with a scenic hike up to the summit of Wintergreen Mountain, where you’ll be rewarded with breathtaking views of the Blue Ridge Mountains. Afterward, cool off at the resort’s refreshing outdoor pool, or take a leisurely stroll through the quaint shops and restaurants in the village. For a unique experience, be sure to check out the weekly farmer’s market, where you can sample delicious local produce and crafts. If you’re feeling adventurous, August is the perfect time to try your hand at some outdoor activities. Take a thrilling zip line tour through the treetops, or rent a bike and explore the miles of scenic trails that wind through the mountains. For a more relaxing afternoon, head to Lake Monocan and rent a kayak or stand-up paddleboard for a peaceful paddle on the serene waters. With the warm weather and beautiful scenery, there’s no shortage of things to do in Wintergreen in August. So come and experience the beauty and charm of this mountain paradise for yourself!

September

When visiting the charming mountain town of Wintergreen in September, it’s important to dress for both comfort and functionality. As the weather can be unpredictable, it’s best to dress in layers. Start with a base layer of breathable, moisture-wicking clothing, as you’ll likely be doing some hiking or outdoor activities. Add a mid-layer of a light jacket or sweatshirt, and top it off with a waterproof outer layer in case of rain. Don’t forget to bring a hat and sunglasses, as the mountain sun can be quite strong. And of course, comfortable walking shoes are a must for exploring the quaint shops and trails of Wintergreen. In terms of what to bring, be sure to pack a small daypack for your outdoor adventures. This will come in handy for carrying water, snacks, and any extra layers you may need. Don’t forget to bring a reusable water bottle, as the tap water in Wintergreen is clean and safe to drink. As for clothing, be sure to bring a mix of activewear and casual attire. While Wintergreen is known for its outdoor activities, it also offers charming cafes and shops, so you’ll want to have some comfortable and stylish options for exploring the town. Lastly, be sure to pack a camera to capture the stunning views and memories of your trip to Wintergreen.

September is a beautiful time to visit Wintergreen, a charming mountain resort in the heart of the Blue Ridge Mountains. As the summer crowds disperse and the leaves begin to change, the town takes on a peaceful and serene atmosphere. This is the perfect time to take advantage of the many outdoor activities Wintergreen has to offer. For outdoor enthusiasts, September is the perfect time to hit the hiking trails. With cooler temperatures and stunning views of the changing leaves, hiking in Wintergreen is an unforgettable experience. The resort offers a variety of trails for all levels, from leisurely strolls to more challenging hikes. After a day of exploring, be sure to stop by one of the local restaurants to indulge in some hearty mountain cuisine. And for a special treat, check out the annual Harvest Fest in late September, where you can sample local food and drinks while listening to live music in the crisp mountain air. September truly is a magical time to visit Wintergreen.

October

As the leaves begin to change and the air becomes crisp, October is a beautiful time to visit Wintergreen. However, it’s important to pack the right clothes to fully enjoy the outdoor activities this charming mountain town has to offer. Be sure to bring layers, as the temperatures can fluctuate throughout the day. A light jacket, long-sleeve shirts, and comfortable pants are essential. Don’t forget to pack a warm hat and gloves for those chilly evenings. In terms of footwear, a sturdy pair of walking shoes or hiking boots are a must. With miles of hiking trails and stunning views, you’ll want to be prepared for any terrain. Additionally, don’t forget to bring a rain jacket or poncho, as October can bring unexpected showers. As for accessories, a small backpack or crossbody bag is ideal for carrying essentials while exploring the town. And of course, don’t forget to pack a camera to capture the breathtaking fall foliage and memories of your visit to Wintergreen.

October is a wonderful time to visit Wintergreen, Virginia. The crisp autumn air and stunning fall foliage make for a picturesque getaway in the Blue Ridge Mountains. One of the must-do activities during this time of year is to take a scenic drive along the Blue Ridge Parkway. This 469-mile road winds through the mountains and offers breathtaking views of the changing leaves. Take a break at one of the many overlooks and snap some photos to capture the beauty of the season. For those looking for a more active adventure, October is also a great time to hike in Wintergreen. The cooler temperatures make for comfortable hiking conditions and the trails are decorated with vibrant colors. The Spy Rock Trail is a popular choice, offering a moderate hike with stunning views at the summit. And for those who want to explore the area on two wheels, the nearby Devils Backbone Brewing Company offers mountain bike rentals and a network of trails to ride through the fall foliage. No matter how you choose to spend your time in Wintergreen, October is sure to be a memorable and scenic experience.

November

As we approach the chilly month of November, it’s important to dress appropriately for a trip to Wintergreen. This charming mountain town in Virginia offers stunning views and outdoor activities, but the weather can be unpredictable. I recommend dressing in layers to stay comfortable throughout the day. Start with a warm base layer, such as a long-sleeved thermal or fleece, and then add a sweater or light jacket on top. Don’t forget a waterproof outer layer, as November is known for its rain showers. As for footwear, sturdy waterproof boots are a must for hiking in the mountains. When packing for a November trip to Wintergreen, be sure to bring a mix of warm and cold weather clothing. While it may be chilly in the mornings and evenings, the afternoons can still warm up quite a bit. I suggest bringing a mix of pants and shorts, along with a few short and long-sleeved shirts. Don’t forget to pack a hat, gloves, and a scarf for extra warmth. In addition, be sure to bring a daypack for carrying snacks, water, and any layers you may need to take off throughout the day. And finally, don’t forget your camera to capture the beautiful fall foliage and mountain views. With the right clothing and essentials, you’ll be able to fully enjoy all that Wintergreen has to offer in November.

November is a fascinating time to visit Wintergreen, a charming mountain resort tucked away in the heart of Virginia. As the leaves turn vibrant shades of red and orange, the entire town is transformed into a picturesque autumn wonderland. For outdoor enthusiasts, this is the perfect time to hit the hiking trails and take in the breathtaking views of the Blue Ridge Mountains. The cooler temperatures make for comfortable hikes and the crisp air will invigorate your senses. Don’t forget to pack a warm jacket and a camera to capture the stunning fall foliage. When you’re not exploring the great outdoors, there are plenty of other activities to keep you entertained in Wintergreen. November marks the start of the ski season, and the slopes are open for skiing and snowboarding. Beginners can take lessons from experienced instructors while more advanced skiers can challenge themselves on the black diamond trails. After a day on the slopes, relax and unwind at the Wintergarden Spa, where you can indulge in a hot stone massage or a rejuvenating facial. And don’t miss out on the local culinary scene, with cozy restaurants serving up hearty comfort foods to warm you up on a chilly November evening.

December

When visiting Wintergreen in the month of December, it’s important to dress appropriately for the colder weather. Layers are key, as the temperature can fluctuate throughout the day. Start with a warm base layer, such as long underwear or thermal leggings, and add a sweater or fleece on top. A waterproof and windproof outer layer is essential, as Wintergreen can experience snow and rain during this time of year. Don’t forget a warm hat, gloves, and a scarf to keep your extremities toasty. In addition to proper clothing, it’s important to bring the right gear when visiting Wintergreen in December. A good pair of waterproof boots with good traction is a must for exploring the snowy trails and slopes. If you plan on skiing or snowboarding, be sure to pack your own equipment or rent it on site. Don’t forget to bring sunscreen and sunglasses, as the sun can be intense even in the winter months. And of course, a camera is a must to capture the beautiful winter wonderland of Wintergreen. With the right attire and gear, you can fully enjoy all that this charming mountain town has to offer during the magical month of December.

Welcome to Wintergreen, the charming mountain town nestled in the Blue Ridge Mountains of Virginia. Despite its name, Wintergreen is a year-round destination with plenty to offer in the month of December. As the snow begins to fall and the holiday spirit fills the air, Wintergreen becomes a winter wonderland with endless activities to enjoy. One of the must-do activities here is hitting the slopes at Wintergreen Resort. With over 25 trails and 129 skiable acres, this resort offers something for every level of skier or snowboarder. And if skiing isn’t your thing, don’t worry, there are also options for snow tubing, ice skating, and even a cozy spa to relax in after a day of outdoor fun. But Wintergreen isn’t just about winter sports, it’s also a great place to immerse yourself in the local culture. In December, the town comes alive with festive events and holiday traditions. Take a stroll through the charming downtown area and check out the holiday markets, where you can find unique gifts and treats. And don’t miss the annual Christmas parade, complete with carolers, twinkling lights, and Santa himself. For a taste of the local cuisine, be sure to stop by one of the many restaurants serving up delicious comfort food and warm drinks. No matter what you choose to do, Wintergreen is sure to offer a delightful December experience.

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