Select the month that you will be traveling from the table below to view the packing list:
What Winston is like to visit throughout the year:
January
When visiting Winston in January, it’s important to dress in layers to combat the unpredictable weather. The temperatures can range from chilly mornings to mild afternoons, so bringing a mix of sweaters, jackets, and scarves will ensure you are prepared for any temperature. Additionally, waterproof shoes are a must as the city can experience rain showers throughout the month. Don’t forget to pack an umbrella as well to stay dry while exploring the charming streets of Winston. As for what to wear, I recommend dressing in comfortable and casual clothing. The locals in Winston are known for their laid-back style, so leave the fancy attire at home and opt for a pair of jeans or leggings paired with a cozy sweater. To blend in with the locals, consider adding a pop of color to your outfit with a colorful scarf or hat. Lastly, don’t forget to bring a small backpack or crossbody bag to carry your essentials while you explore the city. With these tips, you’ll be dressed and ready to enjoy all that Winston has to offer in January.
When visiting Winston in January, there are plenty of exciting activities to partake in. Start your day by exploring the charming streets of Old Salem, a historic Moravian settlement. Here, you can learn about the early settlers and their way of life, as well as sample some delicious traditional Moravian treats. Next, take a stroll through the Reynolda Gardens, a beautiful and peaceful oasis in the heart of the city. In the winter, the gardens are transformed into a winter wonderland, with twinkling lights and festive decorations. For a unique cultural experience, head to the Southeastern Center for Contemporary Art, also known as SECCA. This modern art museum features thought-provoking exhibits and events, perfect for a cold winter day. And for those looking to escape the chilly weather, the Winston-Salem Symphony offers a variety of concerts throughout the month, showcasing talented musicians from around the world. End your evening with a warm cup of hot cocoa and some live jazz at one of the many cozy cafes in the downtown area. With its mix of history, art, and entertainment, Winston has something for everyone in January.
February
When visiting the charming city of Winston in February, it’s important to dress for the cooler weather. Temperatures can range from the low 40s to the high 50s, so it’s best to dress in layers. Start with a light sweater or jacket, and add a scarf and hat for extra warmth. Don’t forget a waterproof coat, as the city does experience some rain during this time of year. Comfortable, waterproof shoes are also a must for exploring the cobblestone streets and hilly neighborhoods. As for what to wear, Winston is a stylish city with a mix of classic and modern fashion. You can never go wrong with a pair of dark jeans and a nice blouse or button-down shirt. For a more formal evening out, a dress or dress pants with a blouse will fit in perfectly. And if you’re planning on visiting any of the city’s churches or cathedrals, be sure to bring something to cover your shoulders and knees as a sign of respect. Lastly, don’t forget to bring a small umbrella and a reusable water bottle to stay hydrated while on the go. With these tips, you’ll be dressed appropriately and ready to explore the beautiful city of Winston in February.
Welcome to Winston, a charming city in the heart of North Carolina. While many people may think of visiting during the warmer months, February is actually a great time to experience all that Winston has to offer. The city comes alive with cultural events, outdoor activities, and delicious food during this time of year. One must-do activity in February is to attend the annual RiverRun International Film Festival. This acclaimed event showcases a diverse selection of independent films from all over the world. With screenings, panels, and Q&A sessions with filmmakers, it’s a great opportunity to immerse yourself in the world of cinema. After a day of movie-watching, be sure to explore the city’s culinary scene. From Southern comfort food to international cuisine, Winston has something for every palate. And with cooler temperatures, it’s the perfect weather to enjoy a warm bowl of homemade chili or a hot cup of coffee from one of the many local cafes. So bundle up and come experience Winston’s vibrant culture and delicious food this February.
March
As you plan your trip to the charming city of Winston in March, it’s important to pack accordingly for the changing weather. While the days can be pleasantly warm with temperatures reaching the low 60s, the evenings can still be chilly with temperatures dropping into the 40s. To be prepared, I recommend dressing in layers. This way, you can easily adjust your clothing throughout the day to stay comfortable. A light jacket, scarf, and comfortable walking shoes are also essential items to bring along. When exploring the city, it’s important to dress modestly and respectfully, especially when visiting religious sites such as the historic St. Paul’s Cathedral. For both men and women, I suggest packing clothing that covers the shoulders and knees. This not only shows respect, but it also helps protect you from the sun’s rays. Don’t forget to bring a hat and sunglasses to shield yourself from the bright March sun. And finally, be sure to pack an umbrella or rain jacket as March can bring some showers to the city. With these items in your suitcase, you’ll be well-prepared to enjoy all that Winston has to offer in the beautiful month of March.
As spring begins to bloom in Winston, there are plenty of exciting activities to enjoy in March. One must-see attraction is the annual Piedmont Environmental Center Wildflower Hike, where visitors can wander through the beautiful trails and spot over 400 species of wildflowers in full bloom. Another must-do experience is exploring the Reynolda House Museum of American Art, which showcases stunning artwork and gardens that come to life in the early spring weather. And for a taste of local culture, don’t miss the RiverRun International Film Festival, where you can catch screenings of independent films from all over the world. Aside from the outdoor activities, March is also a great time to indulge in some of Winston’s delicious cuisine. The city’s famous barbecue joints start to open their doors for the season, serving up mouth-watering pulled pork and tangy sauces. For a more upscale dining experience, head to the historic West End neighborhood and try out some of the local farm-to-table restaurants, which feature seasonal ingredients and creative dishes. And of course, no trip to Winston would be complete without trying the city’s signature Moravian cookies, a sweet treat that can be found in many bakeries and cafes throughout the city.
April
When packing for a trip to Winston in April, it’s important to be prepared for both warm and cool weather. The temperature can fluctuate quite a bit during this time of year, so dressing in layers is key. Start with a light jacket or sweater that you can remove if it gets too warm. Pair it with comfortable pants or jeans, as you’ll be doing a lot of walking and exploring. It’s also a good idea to bring a waterproof jacket or umbrella, as April can bring some rain showers. Don’t forget to pack a sturdy pair of walking shoes, as the cobblestone streets of Winston can be tricky to navigate in less supportive footwear. As for accessories, a scarf can come in handy for both fashion and function. It can add a pop of color to your outfit and also keep you warm if the weather gets chilly. Sunglasses are a must for the sunny days, and a hat can protect you from the sun’s rays as well. When it comes to what to wear in the evenings, dressy casual is the way to go. A nice blouse or collared shirt paired with dark jeans or a dressy skirt is perfect for a night out in Winston. And don’t forget to bring a camera to capture all the beautiful sights and memories you’ll make on your trip!
April is a wonderful time to visit Winston, with the city coming alive with the arrival of spring. One of the best ways to experience the beauty of this season is by taking a stroll through Reynolda Gardens. Located on the grounds of the historic Reynolda House, this 129-acre garden boasts colorful flowers, tranquil ponds, and peaceful walking paths. It’s the perfect place to escape the hustle and bustle of the city and immerse yourself in nature. For a taste of local culture, be sure to check out the Piedmont Craftsmen’s Fair, held every year in April. This 3-day event showcases the work of over 100 talented artisans from the Piedmont region, offering a unique opportunity to purchase one-of-a-kind handcrafted items. From pottery and jewelry to textiles and woodwork, there’s something for everyone at this fair. Plus, with live music and delicious food, it’s a great way to spend a day supporting local artists and experiencing the vibrant community of Winston.
May
When traveling to Winston in the month of May, it’s important to pack for variable weather conditions. This charming southern city experiences warm temperatures during the day, but can cool down significantly at night. To stay comfortable and prepared, I recommend bringing layers such as lightweight jackets, sweaters, and scarves. It’s also a good idea to pack comfortable walking shoes as Winston is a city best explored on foot. In terms of clothing, it’s best to dress in light, breathable fabrics as the humidity can be high during this time of year. A sun hat and sunglasses are also essential items to protect yourself from the strong southern sun. And don’t forget to pack a swimsuit as Winston is home to some beautiful beaches and parks perfect for a dip during the warmer days. Lastly, be sure to bring a rain jacket or umbrella as May is known for its occasional showers. With these items in your suitcase, you’ll be ready for whatever adventures await you in Winston.
May is a fantastic time to visit the charming city of Winston. As the warm weather begins to settle in, the city comes to life with a variety of outdoor activities. One of my favorite things to do in May is to take a stroll along the beautiful Riverwalk, which offers stunning views of the surrounding mountains and the Yadkin River. You can also rent a bike and explore the city’s numerous parks and green spaces, such as Reynolda Gardens and Tanglewood Park. For those interested in history, Winston has a rich past waiting to be explored. May is the perfect time to visit the Old Salem Museums and Gardens, a living history museum that showcases daily life in the 18th and 19th centuries. You can also take a guided walking tour of the historic district and learn about the Moravian settlers who founded the city. And don’t forget to visit the Reynolda House Museum of American Art, which features a stunning collection of American art in a beautiful setting. With so many things to do, May is the perfect time to experience the best of Winston.
June
When visiting Winston in the month of June, it’s important to dress for both warm weather and potential rain. The temperatures can range from the mid-70s to the low 90s, so lightweight clothing such as shorts, t-shirts, and sundresses are essential. However, it’s also wise to bring a light jacket or raincoat in case of unexpected showers. Comfortable walking shoes are a must, as the city is best explored on foot. In terms of what to wear, it’s important to be mindful of the local culture. Winston is known for its laid-back and casual vibe, so there’s no need for formal attire. However, it’s always respectful to cover your shoulders and knees when entering religious sites or attending cultural events. As for what to bring, don’t forget to pack sunscreen, a hat, and sunglasses to protect yourself from the strong summer sun. And of course, don’t forget your camera to capture the beautiful sights and memories of your trip to Winston.
Welcome to Winston, a charming city nestled in the heart of North Carolina. June is the perfect time to visit this bustling town, with its warm weather and lively atmosphere. If you’re a nature lover, be sure to visit the Reynolda Gardens, where you can stroll through the beautiful grounds and enjoy the vibrant flowers in bloom. For a taste of history, take a trip to Old Salem, a living history museum that will transport you back to the 18th century with its authentic buildings and costumed interpreters. Foodies will also have plenty to indulge in during their June visit to Winston. The city is known for its Southern cuisine, so be sure to try some fried chicken, collard greens, and sweet tea. For a taste of the local craft beer scene, head to the Brewgrass Trail and sample some of the best brews in the region. And for a unique experience, don’t miss the Dixie Classic Farmers Market, where you can sample fresh produce and homemade goods while supporting local farmers. With its charming atmosphere and endless activities, June is the perfect time to explore all that Winston has to offer.
July
When packing for your July trip to Winston, it’s important to keep in mind the warm and humid climate of this southern city. While comfortable and breathable clothing is a must, it’s also important to dress respectfully when visiting historic sites and churches. A lightweight and loose-fitting cotton or linen shirt paired with comfortable shorts or pants is a great option for staying cool while still looking presentable. Don’t forget to pack a sun hat and sunglasses to protect yourself from the strong UV rays. Another item to bring along in July is a reusable water bottle. Staying hydrated is key in the hot and humid weather, and there are many public water fountains throughout Winston for refilling your bottle. Additionally, be sure to bring comfortable walking shoes as many of the city’s attractions are within walking distance. And for those planning on enjoying outdoor activities, a swimsuit and towel are a must for a dip in the nearby lakes or rivers. By packing light and smart, you’ll be able to fully enjoy your July trip to Winston without getting too hot and bothered.
In July, visitors to Winston can enjoy the beautiful summer weather and immerse themselves in the rich history and culture of this charming city. One must-see attraction is the Old Salem Museum & Gardens, a living history site that takes visitors back in time to the early settlement days of North Carolina. Stroll through the cobblestone streets and explore the restored buildings, including a functioning bakery and blacksmith shop. Don’t forget to stop by the Moravian Church for a traditional love feast, complete with sweet buns and warm cider. For a more modern experience, head to the Innovation Quarter, a hub for technology, research, and entrepreneurship. Take a tour of the Wake Forest Innovation Quarter and learn about the groundbreaking research being conducted here. Afterwards, grab a bite to eat at one of the many farm-to-table restaurants in the area, supporting the local food scene. End your day with a relaxing walk along the nearby Salem Creek Greenway, a beautiful trail that winds through the city and offers stunning views of the surrounding landscape. July in Winston truly has something for everyone.
August
When visiting Winston in the month of August, it’s important to dress for the heat and humidity. Lightweight, breathable clothing is a must to stay comfortable in the warm weather. Opt for loose-fitting, natural fabrics like cotton or linen to help you stay cool. A hat and sunglasses are also essential to protect yourself from the hot sun. While it may be tempting to wear sandals, keep in mind that cobblestone streets and uneven sidewalks are common in Winston, so a pair of comfortable and supportive walking shoes is recommended. In addition to dressing for the weather, it’s important to also dress respectfully when visiting Winston. This charming Southern city has a rich history and culture, and locals take pride in their appearance. Avoid overly casual or revealing clothing, opting instead for modest and tasteful attire. And don’t forget to bring a light jacket or sweater for cooler evenings, as well as an umbrella in case of afternoon showers. With the right clothing and accessories, you’ll be able to fully enjoy all that Winston has to offer without feeling uncomfortable or unprepared.
August is a fantastic time to visit the charming city of Winston. With mild temperatures and plenty of sunshine, this is the perfect month to explore the city’s many outdoor attractions. Start your day with a scenic hike up Pilot Mountain, where you’ll be rewarded with breathtaking views of the surrounding countryside. Afterward, head to the Reynolda House Museum of American Art to cool off and admire the impressive collection of paintings and sculptures. And don’t miss out on the city’s bustling downtown area, where you can stroll through the cobblestone streets, shop at local boutiques, and sample delicious Southern cuisine at one of the many restaurants. For a taste of Winston’s history, be sure to visit Old Salem, a living history museum that showcases the daily life of Moravian settlers in the 18th and 19th centuries. Take a guided tour of the restored buildings and learn about the unique traditions and customs of this tight-knit community. And if you’re a music lover, don’t miss the annual National Black Theatre Festival, held in August, where you can experience powerful performances and celebrate the rich African American culture. With so much to see and do, August is the perfect time to discover all that Winston has to offer.
September
As September marks the transition from summer to fall in Winston, it’s important to pack versatile and layered clothing for your trip. The temperature can range from warm and sunny to cool and breezy, so be sure to bring a mix of short and long-sleeved shirts, as well as a light jacket or sweater. Comfortable walking shoes are a must as the city is best explored on foot. Don’t forget to pack a scarf or hat to protect yourself from the occasional chilly breeze. For both men and women, it’s important to dress modestly and respectfully when visiting Winston. While the city is known for its laid-back vibe, it is still a traditional and conservative place. Avoid revealing clothing and opt for more conservative pieces such as maxi skirts or pants for women, and collared shirts or polos for men. It’s also a good idea to bring a small daypack to carry your essentials while sightseeing, as well as a reusable water bottle to stay hydrated throughout the day. With the right clothing and gear, you’ll be well-prepared to enjoy all that Winston has to offer in September.
Winston, a charming city nestled in the heart of the Carolina Piedmont, is a hidden gem waiting to be explored. And there’s no better time to visit than in September, when the weather is mild and the city is buzzing with exciting events. One of the must-do activities is to take a stroll through the historic Old Salem district, where you can step back in time and experience what life was like in the 18th century. From the cobblestone streets to the well-preserved buildings, this living history museum is a fascinating glimpse into the past. For outdoor enthusiasts, September is the perfect time to explore the natural beauty of Winston. Take a hike through Pilot Mountain State Park and marvel at the panoramic views from the summit. Or head to Tanglewood Park and enjoy a leisurely bike ride around the scenic lake. And don’t forget to indulge in some local cuisine while you’re here. Winston is known for its Southern comfort food, and there’s nothing quite like savoring a plate of fried chicken and collard greens on a crisp September evening. So pack your bags and get ready to discover all that Winston has to offer in this lovely month!
October
When visiting the charming city of Winston in October, it’s important to pack for a range of weather conditions. The autumn months can bring a mix of warm, sunny days and cool, rainy ones. To be prepared, I recommend dressing in layers. A light jacket or sweater paired with a scarf and waterproof shoes will ensure you are comfortable no matter the weather. Don’t forget to pack a small umbrella as well, just in case of a sudden shower. As for what to wear, I suggest opting for comfortable and practical clothing. Winston is a city that invites exploration on foot, with its quaint streets and picturesque parks. A pair of sturdy walking shoes or boots will be your best friend as you wander around the city. And don’t be afraid to add a touch of style to your outfits with a colorful scarf or statement piece of jewelry. Locals in Winston are known for their fashion-forward yet laid-back style, so don’t be afraid to mix and match to create your own unique look. Lastly, make sure to bring a backpack or tote bag to carry all your essentials as you explore this charming city.
October is a wonderful time to visit Winston, as the fall colors are at their peak and the weather is crisp and cool. One of the top things to do in this charming Southern city during this time is to take a drive along the Blue Ridge Parkway. This scenic route offers stunning views of the colorful foliage and allows you to stop at various overlooks and small towns along the way. Be sure to bring a camera to capture the beauty of the changing leaves. Another must-do in Winston during October is to attend the Dixie Classic Fair. This annual event celebrates the region’s agriculture and offers a variety of traditional fair activities such as carnival rides, farm animal exhibits, and delicious food vendors. You can also catch live music performances and participate in fun competitions like pumpkin carving and pie eating. It’s a great way to immerse yourself in the local culture and experience the lively atmosphere of the city. So grab a funnel cake and enjoy the sights and sounds of the Dixie Classic Fair in Winston this October.
November
When visiting Winston in November, be sure to dress in layers to prepare for the changing weather. The mornings and evenings can be quite chilly, but the afternoons can warm up significantly. A good rule of thumb is to bring a jacket or sweater for the cooler temperatures and a light, breathable shirt for the warmer afternoons. Don’t forget to pack a rain jacket or umbrella as well, as November is known for its occasional rain showers. In terms of footwear, comfortable walking shoes are a must for exploring the city on foot. Winston’s historic streets and charming neighborhoods are best experienced on foot, and you’ll want to be sure your shoes can keep up with you. Additionally, bring a small daypack to carry any essentials such as water, snacks, and a map. You’ll also want to bring a camera to capture the stunning fall foliage and picturesque views that Winston has to offer. With these items in tow, you’ll be well-prepared to enjoy all that Winston has to offer in the beautiful month of November.
November is a fantastic time to visit the charming city of Winston. As the fall foliage starts to change, the city takes on a cozy and inviting atmosphere. One of my top recommendations for this time of year is to take a stroll through the Historic West End neighborhood. This charming area is filled with beautifully preserved Victorian homes and is the perfect place to admire the autumn colors. Make sure to stop by the West End Coffeehouse for a warm cup of coffee and a delicious homemade pastry while taking in the picturesque surroundings. November is also a great time to explore the rich history of Winston. I highly recommend a visit to the Museum of Early Southern Decorative Arts, where you can learn about the craftsmanship and artistry of early American furniture and decorative arts. For a more interactive experience, head to Old Salem, a living history museum where you can step back in time to the 18th century and experience life as it was in this Moravian settlement. And don’t forget to try some traditional Moravian cookies while you’re there! With its beautiful scenery and fascinating history, November is the perfect time to discover all that Winston has to offer.
December
When visiting Winston in December, it’s important to dress in layers to stay warm and comfortable. The weather can be quite chilly, with temperatures ranging from the low 30s to the high 40s. I recommend bringing a warm coat, gloves, a hat, and a scarf to protect yourself from the cold. It’s also a good idea to wear waterproof shoes or boots, as there may be rain or even snow during this time of year. In addition to warm clothing, be sure to bring a few nicer outfits if you plan on visiting any restaurants or attending holiday events. Winston is known for its fine dining and festive celebrations, so it’s always a good idea to have something dressier on hand. Don’t forget to pack comfortable walking shoes as well, as there are many beautiful parks and trails to explore in and around the city. And don’t worry about overpacking – Winston has plenty of charming boutiques and shops where you can purchase any items you may have forgotten to bring.
December in Winston is a magical time of year, filled with holiday cheer and festive activities. One of my favorite things to do in this charming city during this time is to visit the Old Salem Christmas by Candlelight tour. This living history museum takes you back in time to the 18th and 19th centuries, where you can experience traditional Moravian Christmas celebrations, complete with caroling, candle-making, and festive food. It’s a truly enchanting experience that shouldn’t be missed. Another must-do activity in Winston during December is to attend the Tanglewood Festival of Lights. This drive-through light display is one of the largest in the Southeast and features over a million twinkling lights, creating a winter wonderland that will leave you in awe. You can also hop on a horse-drawn carriage ride through the lights or stop by the gift shop to pick up some unique holiday gifts. It’s the perfect way to get into the holiday spirit and create lasting memories with loved ones.
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.
