Select the month that you will be traveling from the table below to view the packing list:
What Ashland is like to visit throughout the year:
January
When visiting Ashland in January, it’s important to dress in layers to stay warm and comfortable. The weather can be quite chilly, with temperatures ranging from the high 30s to low 50s. Start with a base layer of thermal clothing, followed by a warm sweater or fleece. A waterproof and windproof jacket is also essential, as the Pacific Northwest is known for its rainy weather. Don’t forget to bring a scarf, hat, and gloves to keep your extremities warm. Comfortable and waterproof shoes are a must, as the streets can be wet and slippery. Overall, dressing for warmth and practicality is key when exploring Ashland in January. In addition to dressing appropriately, be sure to bring a few key items to enhance your experience in Ashland. A compact umbrella is a must-have, as the city is known to have sudden rain showers. A reusable water bottle is also a good idea, as staying hydrated is important while exploring the city. Don’t forget to pack a camera to capture the beautiful scenery and a guidebook to help navigate the city’s charming streets. Lastly, be sure to bring some cash for any local markets or street vendors you may come across. With these items in tow, you’ll be well-prepared to fully enjoy your visit to Ashland in January.
January is a wonderful time to visit the charming town of Ashland, nestled in the heart of Oregon’s beautiful Rogue Valley. Despite the chill in the air, there are plenty of activities to keep you busy and warm. One of the must-do experiences in January is attending a performance at the renowned Oregon Shakespeare Festival. The festival runs year-round, and in January you can catch some of the most unique and lesser-known productions. From thought-provoking dramas to whimsical comedies, there is something for everyone to enjoy. After a day of theater, take a stroll through Ashland’s picturesque Lithia Park. Adorned with winter foliage and sparkling lights, the park is a peaceful oasis in the middle of town. You can even rent a pair of ice skates and glide across the frozen pond, feeling like a true local. For a taste of Ashland’s culinary scene, visit the local farmers market, held every Saturday in January. Here, you can sample the freshest produce and artisanal goods while mingling with friendly locals. With so much to see and do, January is the perfect time to experience the cozy charm of Ashland.
February
When visiting Ashland in February, it’s important to dress in layers as the weather can be unpredictable. Start with a base layer of thermal clothing to keep you warm, followed by a cozy sweater or fleece jacket. A waterproof and windproof outer layer is also essential, as Ashland can experience rain and strong winds during this time of year. Don’t forget to bring a warm hat, gloves, and a scarf to protect your head, hands, and neck from the cold. Comfortable walking shoes with good traction are a must, as the streets and sidewalks can be slippery from rain and snow. And of course, don’t forget to bring an umbrella or raincoat to stay dry during your outdoor adventures. As for what to wear in Ashland in February, I recommend sticking to comfortable and casual clothing. The city has a laid-back vibe, and there’s no need to dress up unless you’re attending a special event or performance. Jeans, sweaters, and comfortable boots will fit right in with the local style. If you plan on attending a show at the Oregon Shakespeare Festival, a nice pair of slacks or a dress would be appropriate. Overall, the key is to stay warm and comfortable while still being able to enjoy the city’s outdoor activities and cultural events. With the right clothing and gear, you’ll be able to fully experience Ashland’s charm and beauty in February.
As February rolls around, Ashland, Oregon transforms into a winter wonderland. This charming town, nestled in the foothills of the Siskiyou Mountains, offers a variety of activities for visitors to enjoy. One of the must-do activities during this time of year is to attend the Oregon Shakespeare Festival. This renowned festival, which runs from February to October, features a diverse lineup of classic and contemporary plays performed by talented actors in stunning theaters. It’s the perfect way to spend a cozy evening, immersed in the world of Shakespeare. In addition to the theater, Ashland also offers outdoor adventures for those seeking some winter fun. The nearby Mt. Ashland Ski Area is a popular spot for skiing and snowboarding, with breathtaking views of the surrounding mountains. For a more laid-back experience, visitors can take a scenic drive along the Cascade Lakes Highway and stop at one of the many snowshoeing or cross-country skiing trails along the way. And after a day of outdoor activities, be sure to warm up with a cup of hot cocoa from one of the quaint cafés in downtown Ashland. With its charming atmosphere and endless winter activities, February is the perfect time to visit Ashland.
March
When visiting Ashland in March, it’s important to pack for a variety of weather conditions. The Pacific Northwest can be quite unpredictable, so it’s best to come prepared with layers. A waterproof jacket and comfortable walking shoes are a must, as well as a warm sweater or fleece for cooler evenings. March can still be quite chilly, so don’t forget to bring a scarf and gloves as well. And don’t forget an umbrella or raincoat, as Ashland can see its fair share of rain during this time of year. In terms of dressing for activities in Ashland, it’s important to consider the town’s laid-back and artistic vibe. A pair of comfortable jeans or leggings paired with a cozy sweater or flannel shirt will fit right in with the locals. And if you plan on attending a performance at the renowned Oregon Shakespeare Festival, a dressier outfit would be appropriate. Don’t forget to bring a daypack to carry any necessary items while exploring the town or hiking in the nearby mountains. And most importantly, don’t forget your camera to capture the stunning scenery and charming atmosphere of Ashland.
March is a fantastic time to visit the charming town of Ashland, nestled in the heart of Oregon’s beautiful Rogue Valley. While many travelers flock to this area in the summer for the world-renowned Oregon Shakespeare Festival, March offers a unique and more tranquil experience. One of the top things to do during this time is to take a stroll through Lithia Park, a 93-acre oasis in the middle of town. The crisp air and blooming flowers create a peaceful atmosphere, perfect for a leisurely walk or a picnic by the creek. Don’t miss the Japanese Garden, a hidden gem within the park that is especially picturesque in the spring. For those interested in exploring the local culture, March is an ideal time to catch one of the many performances at the Oregon Shakespeare Festival. This renowned theater company puts on a variety of plays throughout the month, from classic Shakespearean works to contemporary productions. After the show, head over to one of the many cozy cafes or restaurants in town for a delicious meal and a glass of local wine. And if you’re feeling adventurous, you can even take a drive up to nearby Mount Ashland for some skiing or snowshoeing. There’s something for everyone to enjoy in Ashland during this magical time of year.
April
When visiting Ashland in the beautiful month of April, it’s important to dress in layers to accommodate the changing weather. The mornings can be cool, with temperatures ranging from 45-55 degrees Fahrenheit, but by midday, it can warm up to the high 60s. A lightweight jacket or sweater paired with a t-shirt and jeans should do the trick, but don’t forget to bring a rain jacket or umbrella in case of showers. Comfortable walking shoes are a must, as Ashland is a pedestrian-friendly town with plenty of hills and stairs to navigate. As for what to bring, be sure to pack a reusable water bottle to stay hydrated while exploring the charming streets of Ashland. It’s also a good idea to bring a small daypack to carry essentials such as sunscreen, sunglasses, and a camera to capture the stunning scenery. And don’t leave home without a hat to protect yourself from the sun’s rays. Finally, don’t forget to bring some cash to support the local businesses and street performers in the downtown area. With these tips in mind, you’ll be dressed and prepared to fully enjoy all that Ashland has to offer in April.
April is a wonderful time to visit the charming town of Ashland, located in the heart of Oregon’s picturesque Rogue Valley. Spring is in full bloom, and the town is buzzing with excitement as the world-renowned Oregon Shakespeare Festival kicks off its season. Theater enthusiasts will delight in the variety of plays being performed, from classic Shakespearean tragedies to contemporary works. But even for those who are not theater buffs, there is plenty to do in Ashland in April. One of my favorite things to do in Ashland during this time of year is to explore Lithia Park. With 93 acres of lush greenery, this park is a nature lover’s paradise. The park is especially beautiful in April, when the flowers are in full bloom and the trees are starting to bud. Take a leisurely stroll along the tree-lined paths, have a picnic by the creek, or rent a paddle boat and explore the tranquil pond. And don’t forget to stop by the Japanese Garden, a serene oasis nestled within the park. With its peaceful atmosphere and stunning views, Lithia Park is the perfect place to unwind and soak up the beauty of Ashland in the spring.
May
When visiting the charming town of Ashland in May, it’s important to pack for both warm and cool weather. As a small town nestled in the mountains of Oregon, Ashland experiences a wide range of temperatures during this time of year. For comfortable exploring, I recommend dressing in layers. A lightweight jacket and a scarf can easily be added or removed depending on the weather. Additionally, be sure to bring a good pair of walking shoes as the town is best explored on foot. In terms of attire, the locals in Ashland have a relaxed and casual style. You’ll see many people wearing jeans, comfortable t-shirts, and sturdy shoes. For women, a sundress or skirt paired with a light jacket is a great option for warmer days. And for men, a button-up shirt with a pair of shorts is a classic look. Don’t forget to bring a hat and sunscreen as the sun can be quite strong in Ashland. And of course, always be prepared for rain by packing a waterproof jacket or umbrella. With these tips in mind, you’ll be ready to enjoy all that Ashland has to offer in the beautiful month of May.
Welcome to the charming town of Ashland, located in the heart of southern Oregon. May is the perfect time to visit this idyllic destination, as the weather is warm and the town is buzzing with activity. Whether you’re a nature lover, a theater enthusiast, or a foodie, there is something for everyone in Ashland. Start your day with a stroll through Lithia Park, a 93-acre oasis filled with lush greenery and bubbling streams. In May, the park is in full bloom, with vibrant flowers and blooming trees. After taking in the natural beauty, head to the Oregon Shakespeare Festival, where you can catch a world-class theatrical performance. And of course, no trip to Ashland is complete without indulging in some of the town’s delicious local cuisine. From farm-to-table restaurants to quaint cafes, you’ll find the perfect spot to satisfy your taste buds. May is truly the perfect time to experience all that Ashland has to offer.
June
When visiting Ashland in the month of June, it’s important to pack for both warm and cool weather. The city experiences mild temperatures during this time, with highs ranging from the mid-70s to low 80s and lows in the 50s. I recommend bringing a light jacket or sweater for the evenings, as well as comfortable walking shoes for exploring the town on foot. Ashland is known for its beautiful parks and trails, so be sure to bring a pair of sturdy shoes for hiking. In terms of clothing, a mix of casual and slightly dressier outfits is appropriate for Ashland. Many restaurants and theaters in the area have a relaxed atmosphere, so a nice pair of jeans or a sundress would be suitable for a night out. However, if you plan on attending a performance at the Oregon Shakespeare Festival, it’s best to dress a bit more formally. Also, don’t forget to pack a hat and sunscreen for those sunny days spent outdoors. With these tips in mind, you’ll be well-prepared to enjoy all that Ashland has to offer in the month of June.
June is the perfect time to visit the charming town of Ashland, nestled in the picturesque Rogue Valley of Oregon. With warm and sunny days, and cool evenings, this is the ideal season to explore all that this town has to offer. One of the must-do activities in June is attending the renowned Oregon Shakespeare Festival. This event, held since the 1930s, showcases some of the best Shakespearean plays and other classics. With multiple theaters and a stunning outdoor venue, there’s no better way to spend a summer evening in Ashland. Aside from the festival, there are plenty of other things to do in Ashland during June. Take a stroll through the quaint downtown area and browse the unique shops and galleries. Don’t miss a visit to Lithia Park, a lush and vibrant green space with walking trails, picnic areas, and a beautiful rose garden. For a taste of the local culture, head to the Ashland Farmers Market, held every Saturday, where you can sample fresh produce and artisanal goods. And if you’re feeling adventurous, hike to the top of Grizzly Peak for breathtaking views of the valley. June is the perfect time to experience the best of Ashland!
July
As you plan your July visit to charming Ashland, Oregon, keep in mind that this scenic town is known for its laid-back, casual atmosphere. Dressing comfortably is key, especially during the warm summer months. Opt for lightweight, breathable fabrics like cotton or linen to keep cool during outdoor activities. A versatile pair of walking shoes is a must, as you’ll want to explore the town’s many parks, gardens, and hiking trails. Don’t forget to pack a sunhat and sunscreen to protect yourself from the strong rays of the summer sun. While Ashland may have a relaxed vibe, there are a few occasions where dressing up may be appropriate. If you plan on attending a performance at the renowned Oregon Shakespeare Festival, a nice dress or collared shirt and slacks would be appropriate. Additionally, if you plan on dining at one of the town’s upscale restaurants, a nice summer dress or collared shirt and trousers would be suitable. As for what to bring, be sure to pack a light jacket or sweater for cooler evenings and a water bottle to stay hydrated while exploring this charming town. And don’t forget your camera to capture the beautiful scenery and memories of your trip to Ashland.
July is a fantastic time to visit the charming town of Ashland, nestled in the picturesque mountains of southern Oregon. Not only is the weather warm and sunny, but the town is also buzzing with cultural events and outdoor activities. One must-see attraction is the famous Oregon Shakespeare Festival, which takes place every summer and features world-class performances of Shakespearean plays in the beautiful outdoor Allen Elizabethan Theatre. Another highlight is the Lithia Artisans Market, where you can browse and purchase unique handcrafted items made by local artists. And for those looking to cool off, the nearby Rogue River offers opportunities for rafting, kayaking, and swimming. For history buffs, a visit to the historic town of Jacksonville is a must. Located just a short drive from Ashland, this charming gold rush town is filled with well-preserved buildings and fascinating museums. Don’t miss a visit to the Jacksonville Museum of Southern Oregon History, where you can learn about the town’s rich past and even take a walking tour of the historic district. And for a taste of local flavors, be sure to stop by the Rogue Creamery, where you can sample and purchase award-winning artisanal cheeses. With so much to see and do, July is the perfect time to experience the magic of Ashland and its surrounding areas.
August
When visiting Ashland in August, be sure to pack for warm and sunny weather. The average high temperature during this time is in the mid-80s, so light and breathable clothing is key. I recommend bringing a mix of shorts, t-shirts, and lightweight pants to keep cool during the day. However, don’t forget to also pack some layers for cooler evenings, as temperatures can drop into the 50s at night. A light jacket or sweater will come in handy for outdoor activities or evening strolls through town. In terms of footwear, comfortable and sturdy shoes are a must for exploring Ashland’s many parks and trails. Sandals are also a great option for warmer days, especially if you plan on spending time at one of the nearby lakes or rivers. And don’t forget a hat and sunglasses to protect yourself from the strong summer sun. Finally, be sure to pack a swimsuit for a dip in the cool waters of the nearby Rogue River. With the right clothing and gear, you’ll be ready to enjoy all that Ashland has to offer in the beautiful month of August.
If you’re planning a trip to Ashland in the month of August, you’re in for a treat! This charming town is known for its Shakespeare Festival, which runs from February to October, but August is when the festival really comes alive. With multiple productions to choose from every day, you can immerse yourself in the world of the Bard and experience world-class performances in the beautiful outdoor Allen Elizabethan Theatre. Don’t forget to grab a picnic blanket and some local wine to enjoy under the stars while taking in the magic of live theater. Aside from the Shakespeare Festival, Ashland also has a bustling farmers market every Tuesday and Saturday in August. This is the perfect opportunity to taste the local flavors and support the community. From fresh produce to handmade crafts, there is something for everyone at this market. And don’t miss out on the Lithia Artisans Market, where you can find unique and one-of-a-kind pieces from local artists. Finish off your day with a stroll through Lithia Park, a picturesque green space with winding trails, beautiful gardens, and even a duck pond. August in Ashland is a perfect blend of culture, nature, and community.
September
When traveling to the charming town of Ashland in September, it’s important to dress for both comfort and style. The weather during this time can be quite pleasant, with average temperatures ranging from the mid-60s to low 70s. I recommend packing lightweight, breathable fabrics such as cotton and linen, as well as a light jacket or sweater for cooler evenings. Don’t forget to bring comfortable walking shoes, as Ashland has many cobbled streets and scenic hiking trails to explore. As for what to wear, the locals in Ashland tend to dress in a relaxed and casual manner. You’ll fit right in with a pair of jeans or khakis paired with a comfortable top or blouse. If you plan on attending one of the many live theater performances in town, it’s always a good idea to dress up a bit. A sundress or collared shirt will do the trick. Finally, don’t forget to bring a small backpack or tote bag to carry your essentials as you explore the town, and be sure to pack a hat and sunscreen for protection from the sun’s rays. With these tips in mind, you’ll be dressed and prepared for a delightful visit to Ashland in September.
September is the perfect time to visit the charming town of Ashland, nestled in the heart of Oregon’s beautiful Rogue Valley. As summer comes to a close, the cooler temperatures and vibrant autumn colors make for a picturesque setting to explore the town and its surrounding natural beauty. One of the must-do activities in Ashland during this time is to attend the annual Oregon Shakespeare Festival, which runs from February to October. This world-renowned event brings together talented actors and directors to perform classic plays and modern adaptations in multiple theaters throughout the town. Whether you’re a fan of the Bard or just looking for a unique cultural experience, the Oregon Shakespeare Festival is not to be missed. Aside from the festival, there are plenty of other activities to enjoy in Ashland in September. Take a stroll through Lithia Park, a 93-acre oasis in the middle of town with winding paths, lush greenery, and a picturesque duck pond. For a taste of local flavors, head to the Ashland Farmers’ Market on Saturdays, where you can sample fresh produce, artisanal goods, and tasty treats from the region. And for a dose of history, visit the historic Lithia Springs Hotel, now known as the Ashland Springs Hotel, which opened in 1925 and has hosted famous guests such as Clark Gable and Carol Lombard. With its small-town charm, outdoor recreation opportunities, and cultural events, Ashland is the perfect destination for a September getaway.
October
October is a wonderful time to visit the charming town of Ashland, located in the heart of Oregon’s beautiful Rogue Valley. As the leaves begin to change and the air becomes crisp, it’s important to dress appropriately for the changing weather. I recommend packing layers, as temperatures can vary throughout the day. A light jacket and comfortable walking shoes are essential for exploring the many outdoor activities and scenic trails in the area. When it comes to attire, Ashland is a laid-back and casual town. Locals and visitors alike can often be seen sporting flannels, jeans, and hiking boots. However, if you plan on attending a performance at the renowned Oregon Shakespeare Festival, I suggest dressing up a bit more. A nice pair of slacks or a dress with comfortable shoes will do the trick. Don’t forget to bring a rain jacket or umbrella, as October can bring some showers. And of course, don’t forget to pack a sense of adventure and an open mind, as Ashland has so much to offer for every traveler.
Are you planning a trip to Ashland in October? You’re in luck! This charming town in southern Oregon is known for its beautiful fall foliage and abundance of outdoor activities during this time of year. One of the must-do activities is taking a hike through Lithia Park, a 93-acre oasis of colorful trees and tranquil streams. You can also rent a bike and explore the park’s extensive trail system, stopping for a picnic lunch along the way. For a more leisurely experience, hop on a horse-drawn carriage and take in the sights and sounds of the park at a slower pace. In addition to outdoor adventures, October is also the perfect time to catch some world-class theater in Ashland. The Oregon Shakespeare Festival takes place during this month, featuring a variety of plays and performances. Whether you’re a fan of the Bard or just looking for a unique cultural experience, this festival is not to be missed. And after a day of hiking and theater, be sure to indulge in some of Ashland’s famous cuisine. From farm-to-table restaurants to cozy cafes, there is no shortage of delicious options to satisfy your appetite. So pack your bags and head to Ashland in October for an unforgettable autumn adventure.
November
When packing for a November trip to Ashland, it’s important to remember that the weather can be quite variable. In the mornings and evenings, temperatures can dip down to the low 40s, so be sure to bring a warm jacket, scarf, and gloves. However, during the day, the sun can be quite strong and temperatures can reach up to the mid-60s. It’s best to dress in layers, so you can easily adjust to the changing weather throughout the day. Don’t forget to pack comfortable shoes for walking around the charming streets of Ashland. The town is known for its beautiful parks and gardens, so a sturdy pair of shoes will come in handy. In addition, Ashland is also home to the world-renowned Oregon Shakespeare Festival, so you may want to pack a nice outfit for a night at the theater. Overall, the key to dressing for November in Ashland is to be prepared for a mix of cool mornings and warm afternoons, and to bring versatile clothing that can easily be layered and adjusted.
November is a wonderful time to visit Ashland, a charming town nestled in the heart of Southern Oregon. As the summer crowds disperse and the crisp autumn air sets in, there is a sense of tranquility that envelopes this charming town. One of the must-do activities in November is to attend the annual Ashland Film Festival. This event showcases independent films from around the world and attracts movie buffs and industry professionals alike. With multiple screenings and Q&A sessions with filmmakers, it is a great opportunity to immerse oneself in the world of cinema. Aside from the film festival, November in Ashland offers a plethora of outdoor activities. With the fall foliage at its peak, hiking in the nearby Siskiyou Mountains is a must. The moderate temperatures and colorful scenery make for a perfect day out in nature. For those seeking a cultural experience, the Oregon Shakespeare Festival is still in full swing in November, offering a diverse range of plays and performances. And to top it all off, nothing beats cozying up by the fireplace at one of Ashland’s charming bed and breakfasts, sipping on a glass of local wine and indulging in the town’s renowned culinary scene.
December
December in Ashland brings a chilly and festive atmosphere, making it the perfect time to bundle up and explore this charming town. As a traveler, it’s important to dress appropriately for the weather and activities you have planned. Start with a warm base layer, such as a long-sleeved shirt or sweater, and layer on a jacket or coat. A waterproof option is recommended, as Ashland can receive some rain in the winter months. Don’t forget a hat, gloves, and a scarf to keep your extremities warm. Comfortable walking shoes are a must, as the town is best explored on foot. And for those planning to attend the world-renowned Oregon Shakespeare Festival, a nice outfit for the theater is a must. When visiting Ashland in December, it’s essential to bring a few key items to fully enjoy all that this town has to offer. First and foremost, don’t forget an umbrella or rain jacket. Ashland’s beautiful parks and outdoor activities are not to be missed, even in the rain. Next, make sure to bring a refillable water bottle as Ashland prides itself on being an eco-friendly town with many water fountains and bottle filling stations. And for those wanting to take part in the holiday festivities, don’t forget your ugly Christmas sweater for the annual Festival of Lights parade. With these items in tow, you’ll be ready to embrace the cozy and festive spirit of Ashland in December.
December is a magical time to visit the charming town of Ashland, Oregon. While most travelers flock here during the summer for the renowned Oregon Shakespeare Festival, the winter months offer a whole new set of activities and experiences. The town is transformed into a winter wonderland, with twinkling lights and festive decorations adorning the streets. One of the highlights during this time is the annual Festival of Light, where the entire town comes together to celebrate the holiday season. Stroll through the downtown area and admire the beautiful storefront displays and take a carriage ride through town for a truly enchanting experience. Aside from the holiday festivities, December is also the perfect time to explore Ashland’s natural beauty. The crisp winter air makes for ideal hiking conditions, and the surrounding mountains offer breathtaking views of the town and the surrounding Rogue Valley. For a unique experience, take a snowshoeing tour through the stunning Lithia Park, where you can also warm up with a cup of hot cocoa at the Lithia Park Cafe. And of course, no visit to Ashland is complete without sampling the local cuisine. December brings with it an abundance of seasonal dishes, including hearty stews and warming soups, perfect for fueling your winter adventures. So grab your coat and come experience the cozy charm of Ashland during the most wonderful time of the year.
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.
