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 pack for chilly winter weather. The temperatures can drop below freezing, so it’s essential to dress in layers. Be sure to bring a warm coat, waterproof boots, and a hat and gloves to stay comfortable while exploring the city. Don’t forget to pack a scarf as well, as it can protect your neck from the cold winds. As for footwear, make sure to have sturdy shoes with good traction, as the sidewalks and roads can be icy in the winter months. As for what to wear, opt for warm and comfortable clothing. A mix of sweaters, long-sleeved shirts, and pants will keep you cozy while out and about. It’s also a good idea to bring a small backpack or crossbody bag to carry your essentials, such as a water bottle, map, and camera. And don’t forget to bring an umbrella or rain jacket, as Ashland can experience some precipitation in January. With the right clothing and gear, you’ll be able to enjoy all that Ashland has to offer, even in the coldest months of the year.
January is a wonderful time to visit the charming town of Ashland, nestled in the heart of Oregon’s Rogue Valley. While most tourists flock to this area during the summer months for the famous Shakespeare Festival, I highly recommend experiencing the town in the quieter winter season. One of the top things to do in January is to catch a show at the Oregon Cabaret Theatre. This cozy venue puts on a variety of musicals and comedies, providing a delightful evening of entertainment. Plus, with the cooler weather, you can cozy up with a warm drink from their bar while enjoying the performance. Another must-do activity in January is to take a stroll through Lithia Park, a beautiful 93-acre park that is especially magical in the winter. The snow-covered trees and frozen ponds create a picturesque winter wonderland, perfect for a romantic walk or a family snowball fight. If you’re feeling adventurous, rent a pair of skates and glide across the ice at the park’s outdoor rink. And don’t forget to warm up with a cup of hot cocoa from one of the nearby cafes afterwards. January in Ashland is truly a hidden gem that should not be missed.
February
February is a beautiful time to visit the charming town of Ashland, nestled in the heart of Oregon’s picturesque Rogue Valley. As a seasoned traveler, I highly recommend packing layers for your trip. The winter weather can be unpredictable, with chilly mornings and warm afternoons. A light jacket, scarf, and comfortable walking shoes are essential. Don’t forget to bring an umbrella, as February is known to bring some rain showers. And of course, be sure to pack a camera to capture the stunning scenery and historic buildings that make Ashland a must-see destination. When exploring Ashland, be sure to dress for comfort and practicality. The town is known for its outdoor activities, such as hiking, biking, and strolling through the charming downtown area. A pair of sturdy, waterproof boots will come in handy for any outdoor adventures, while a pair of comfortable walking shoes will be perfect for exploring the quaint shops and galleries. Don’t forget to bring a warm sweater or jacket for the chilly evenings, as well as a hat and gloves for those crisp mornings. And don’t worry about dressing up too much, as Ashland has a relaxed and casual vibe. So pack light, pack smart, and get ready to experience the beauty and charm of Ashland in February.
February is a fantastic time to visit Ashland, Oregon. Known for its world-renowned Shakespeare Festival, February offers a unique opportunity to experience the magic of this cultural gem without the crowds. With mild weather and a festive atmosphere, Ashland is the perfect destination for a peaceful and enriching vacation. One of the highlights of visiting Ashland in February is attending the Oregon Chocolate Festival. This delectable event features tastings, workshops, and demonstrations from some of the top chocolate-makers in the country. It’s a great way to indulge in some sweet treats while also learning about the art of chocolate-making. And for those who prefer savory over sweet, the Ashland Culinary Festival also takes place in February, showcasing the best local chefs and restaurants. From food to culture, Ashland has something for everyone in February.
March
When visiting Ashland in March, it’s important to pack layers to prepare for the unpredictable weather. The Pacific Northwest can experience a mix of sunshine, rain, and even snow during this time of year. I recommend bringing a waterproof jacket, comfortable walking shoes, and a warm sweater. Don’t forget to bring an umbrella and a hat as well, just in case. Additionally, the temperature can drop significantly in the evenings, so packing a scarf or light jacket is a good idea for staying warm while exploring the charming streets of Ashland. As for dressing, the locals in Ashland have a casual and laid-back style. You’ll fit right in with comfortable jeans, a t-shirt, and a pair of sneakers. However, if you plan on attending a performance at the famous Oregon Shakespeare Festival, it’s best to dress up a bit. A nice pair of pants or a dress with a light jacket will do the trick. And don’t forget to bring a small bag or purse to carry your essentials while strolling through the town. With the right attire and a sense of adventure, you’ll be all set to explore the beautiful city of Ashland in March.
March is a fantastic time to visit the charming city of Ashland, Oregon. Located in the heart of the beautiful Rogue Valley, Ashland is known for its stunning natural surroundings and thriving arts scene. In March, the city comes alive with a variety of activities and events that are sure to delight any traveler. One of the must-do activities in Ashland during March is to attend a performance at the world-renowned Oregon Shakespeare Festival. This theater festival runs from February to October and showcases a variety of plays by Shakespeare and other classic playwrights. In March, visitors can catch some of the festival’s early productions, as well as take part in special events and workshops. Another must-see attraction is the Ashland Art Center, where visitors can peruse and purchase unique works of art from local artists. And for outdoor enthusiasts, March is the perfect time to hike through the stunning Lithia Park or take a scenic drive along the beautiful Rogue River. No matter what your interests may be, there is something for everyone in Ashland during this delightful time of year.
April
When traveling to Ashland in April, it’s important to pack for unpredictable weather. While the days may be warm and sunny, the nights can get quite chilly. I recommend dressing in layers, with a light jacket or sweater that can easily be removed during the day. Comfortable walking shoes are a must, as Ashland is a pedestrian-friendly town with plenty of charming streets to explore. A rain jacket or umbrella may also come in handy, as April is known for its showers. And don’t forget to bring a hat and sunglasses for those sunny afternoons spent strolling through Lithia Park. In terms of attire, Ashland is a casual town so there’s no need to pack anything too fancy. However, if you plan on attending a play at the renowned Oregon Shakespeare Festival, it’s always nice to dress up a bit. For women, a sundress or nice blouse and skirt would be appropriate, while men can opt for a collared shirt and slacks. And of course, don’t forget to bring a camera to capture the beauty of Ashland’s quaint streets, stunning nature, and vibrant theater scene. With these tips in mind, you’ll be well-prepared to enjoy all that Ashland has to offer in the lovely month of April.
April is a wonderful time to visit the charming town of Ashland, Oregon. As spring begins to bloom, the town comes alive with a variety of activities and events. One of the must-do experiences in April is attending the world-renowned Oregon Shakespeare Festival. This annual event showcases a diverse lineup of plays and performances, ranging from classic Shakespearean works to contemporary pieces. In addition to the festival, visitors can also take a stroll through the beautiful Lithia Park, known for its stunning gardens and tranquil atmosphere. Aside from its theatrical offerings, Ashland also boasts a thriving food and wine scene. In April, the town hosts the annual Ashland Culinary Festival, where local chefs and wineries come together to showcase their talents. This is the perfect opportunity to sample some of the region’s best cuisine and wine while enjoying the beautiful spring weather. And for those looking for a more active experience, the nearby Siskiyou Mountains offer endless opportunities for hiking, biking, and exploring the great outdoors. No matter what your interests may be, there is something for everyone to enjoy in Ashland during the month of April.
May
As you plan your trip to Ashland in May, it’s important to consider the weather and the activities you’ll be participating in. The weather in May can be quite unpredictable, so it’s best to dress in layers. Mornings and evenings can be cool, while afternoons can be warm. Bring a light jacket or sweater that you can easily remove if needed. Comfortable walking shoes are a must, as Ashland is a pedestrian-friendly town with plenty of charming streets to explore. Don’t forget to pack a rain jacket or umbrella, just in case of a passing shower. In terms of attire, Ashland is a laid-back and casual town. You’ll fit right in with a pair of jeans, a t-shirt, and a light jacket. If you plan on attending a play at the famous Oregon Shakespeare Festival, opt for slightly dressier attire, such as a sundress for women and a collared shirt for men. As for what to bring, a reusable water bottle is a must, as Ashland has many public water fountains where you can refill throughout the day. And don’t forget to bring a camera, as the town is filled with picturesque views and photo opportunities. With these tips in mind, you’ll be prepared for a comfortable and enjoyable visit to Ashland in May.
May is a fantastic time to visit the charming town of Ashland. With the arrival of spring, the town is bursting with colorful flowers and lively energy. One of the highlights during this time is the annual Ashland Independent Film Festival, which brings in a diverse selection of films from around the world. It’s a great opportunity to catch a screening of a thought-provoking documentary or an indie gem. Don’t forget to grab a bag of kettle corn from one of the many food vendors to munch on during the film! In addition to the film festival, May is also the perfect time to explore the stunning natural beauty that surrounds Ashland. Take a scenic hike through Lithia Park, where you’ll find peaceful streams, lush greenery, and even a Japanese garden. For a more challenging trek, head to nearby Mount Ashland for breathtaking views of the Rogue Valley. And after a day of adventure, be sure to check out one of Ashland’s many award-winning restaurants for a delicious meal made with fresh, local ingredients. With so much to see and do, May is the ideal month to experience all that Ashland has to offer.
June
When visiting the charming town of Ashland in June, it’s important to dress for both comfort and style. The warm, sunny weather calls for lightweight and breathable clothing, such as cotton or linen shirts and pants. A light jacket or sweater may also come in handy for cooler evenings. As Ashland is known for its outdoor activities, be sure to bring comfortable walking shoes or sandals for exploring the town’s stunning parks and trails. In addition to comfortable clothing, be sure to pack a hat, sunglasses, and sunscreen to protect yourself from the strong summer sun. As Ashland is a popular destination for theater lovers, it’s also a good idea to bring a nice outfit for attending a show at the famous Oregon Shakespeare Festival. And don’t forget your camera to capture the beauty of Ashland’s picturesque streets, gardens, and architecture. With the right attire and a sense of adventure, you’ll be ready to fully immerse yourself in all that Ashland has to offer in June.
June is a fantastic time to visit the charming town of Ashland, nestled in the heart of Oregon’s beautiful Rogue Valley. The warmer weather makes it the perfect time to explore the great outdoors, and the town is bustling with exciting events and activities. Start your day with a stroll through Lithia Park, a 93-acre oasis filled with lush greenery, bubbling fountains, and winding paths. Pack a picnic and relax by the picturesque duck pond, or rent a bike and explore the park’s many trails. In the evening, catch a performance at the renowned Oregon Shakespeare Festival, where you can experience world-class theater in the open air. No trip to Ashland is complete without indulging in its vibrant culinary scene. June brings the Ashland Culinary Festival, where local chefs showcase their talents and compete in various cook-offs. Sample delicious bites and sip on local wines while taking in the stunning views of the surrounding mountains. For a more hands-on experience, sign up for a cooking class at the Ashland Food Co-op, where you can learn to prepare dishes using fresh, locally-sourced ingredients. And don’t forget to visit the bustling farmers market, where you can taste the flavors of the season and support the local community. With its natural beauty and lively culture, Ashland is the perfect destination for a June getaway.
July
When visiting Ashland in July, it’s important to dress for both warm temperatures and the possibility of cooler evenings. I recommend packing lightweight, breathable clothing such as t-shirts, shorts, and sundresses. It’s also a good idea to bring a light jacket or sweater for the evenings when the temperature can drop. As Ashland is known for its outdoor activities, comfortable walking shoes are a must. Be sure to also bring a hat and sunglasses to protect yourself from the sun. As a popular tourist destination, Ashland is a charming city with a more laid-back vibe. When it comes to dressing, locals value comfort over fashion, so don’t worry about dressing to impress. However, if you plan on attending a play at the famous Oregon Shakespeare Festival, you may want to opt for slightly dressier attire. Additionally, don’t forget to pack a swimsuit if you plan on taking a dip in the nearby lakes or rivers. Lastly, be sure to bring a reusable water bottle to stay hydrated while exploring the beautiful outdoor scenery of Ashland.
Located in the heart of Oregon’s stunning Rogue Valley, Ashland is a must-visit destination for travelers looking to experience the best of the Pacific Northwest. And while this charming town is a year-round gem, July is an especially exciting time to visit. With warm weather, lush greenery, and a packed calendar of events, there’s no shortage of things to do in Ashland this summer. For theater enthusiasts, July in Ashland means one thing: the Oregon Shakespeare Festival. This world-renowned event brings together top-notch actors, stunning sets, and of course, the timeless works of William Shakespeare. But the festival isn’t just limited to the Bard’s plays, with a diverse lineup of contemporary and classic productions as well. And when you’re not taking in a show, be sure to explore Ashland’s charming downtown, filled with quaint shops, delicious restaurants, and plenty of outdoor seating to soak up the summer sun.
August
When visiting Ashland in the month of August, it’s important to keep in mind the warm and sunny weather. The average temperature during this time is around 85 degrees Fahrenheit, so lightweight and breathable clothing is essential for staying comfortable. Bring along a variety of options, such as shorts, t-shirts, sundresses, and sandals, to mix and match for different activities and occasions. Don’t forget to pack a hat, sunglasses, and sunscreen to protect yourself from the strong UV rays. In addition to clothing, it’s also important to pack practical items for exploring Ashland. A sturdy pair of walking shoes will come in handy for exploring the charming downtown area and its many shops, restaurants, and galleries. A small backpack or crossbody bag is perfect for carrying essentials like a water bottle, camera, and map. And don’t forget to bring a light jacket or sweater for cooler evenings, as well as a raincoat or umbrella just in case of showers. By dressing appropriately and packing the essentials, you’ll be ready to fully enjoy all that Ashland has to offer in the beautiful month of August.
When visiting Ashland in August, there are a plethora of activities to immerse oneself in. First and foremost, the Oregon Shakespeare Festival is a must-see event. This annual festival is a celebration of the works of William Shakespeare and other renowned playwrights, performed by talented actors in beautiful outdoor theaters. The festival also offers behind-the-scenes tours, workshops, and lectures for a deeper understanding of the productions. It’s a perfect opportunity to experience the magic of theater in the charming town of Ashland. Aside from the Shakespeare Festival, August is a great time to explore the great outdoors in Ashland. With the warm weather and clear skies, hiking in the nearby Cascade-Siskiyou National Monument is a popular activity. The monument boasts stunning landscapes, diverse wildlife, and miles of trails to discover. For a more leisurely outdoor experience, visitors can also take a stroll through Lithia Park, known for its lush greenery, crystal-clear streams, and picturesque bridges. No matter what your interests are, Ashland in August offers something for everyone to enjoy.
September
As the summer months come to an end and the crisp fall air settles in, Ashland welcomes visitors with its charming small town atmosphere and stunning natural beauty. As you prepare for your September trip to this quaint Oregon town, it’s important to pack accordingly. The temperatures can vary greatly, so layering is key. Be sure to bring a light jacket or sweater for cooler evenings, but also pack some comfortable shorts and t-shirts for the warmer days. A sturdy pair of walking shoes is a must, as Ashland’s hilly streets and numerous hiking trails are best explored on foot. While the weather may be unpredictable, one thing is for sure – the locals in Ashland have a laid-back and casual style. Leave your fancy dresses and suits at home and opt for comfortable and functional clothing. A light raincoat or umbrella is also a wise addition to your suitcase, as September is known for its occasional showers. And don’t forget to bring a reusable water bottle to stay hydrated on your adventures. Overall, packing light and practical will allow you to fully immerse yourself in the relaxed and outdoorsy vibe of Ashland.
September is a fantastic time to visit the charming town of Ashland, nestled in the heart of Oregon’s beautiful Rogue Valley. As summer fades into crisp autumn days, the town becomes a hub for cultural activities and outdoor adventures. One of the highlights of the month is the annual Ashland Culinary Festival, where visitors can sample delicious local cuisine and watch top chefs compete in exciting cooking competitions. For those seeking a more leisurely experience, the renowned Oregon Shakespeare Festival is in full swing during September. With multiple stages showcasing a variety of plays, from classic Shakespearean works to modern productions, theater enthusiasts will have plenty to choose from. And for nature lovers, the nearby Lithia Park offers stunning fall foliage and serene hiking trails, making it the perfect spot to soak in the beauty of the season. No matter what your interests may be, September in Ashland has something for everyone to enjoy.
October
When visiting Ashland in October, it’s important to come prepared for both warm and cool weather. The mornings and evenings can be quite chilly, so I recommend bringing a light jacket or sweater to layer over your outfit. During the day, however, the temperatures can rise and you may find yourself shedding layers. It’s always a good idea to wear comfortable, breathable clothing that can easily adapt to changing temperatures. As for footwear, a sturdy pair of walking shoes is a must. Ashland is a very walkable town, and you’ll want to explore the charming streets and beautiful parks on foot. Also, don’t forget to pack a rain jacket or umbrella, as October can bring some occasional showers. And of course, don’t leave home without your camera! The fall foliage in Ashland is absolutely stunning and you won’t want to miss capturing it. So remember, layers, comfortable shoes, rain gear, and a camera – that’s all you need to have a fantastic visit to Ashland in October. Happy travels!
October is a wonderful time to visit the charming town of Ashland, Oregon. Known for its world-renowned Shakespeare Festival, this small town also offers a plethora of activities for visitors to enjoy during this beautiful autumn month. One of the highlights is attending a performance at the Elizabethan-style outdoor theater, where the crisp fall air adds to the magic of watching a Shakespearean play under the stars. And for those who may not be familiar with the Bard’s work, fear not! The festival also offers modern and contemporary productions, ensuring there is something for everyone to enjoy. Besides immersing yourself in the world of theater, October is also the perfect time to explore the stunning natural beauty of Ashland. Take a scenic drive along the Rogue River, which boasts vibrant fall foliage and breathtaking views. For a more active experience, hike up to the summit of Grizzly Peak for panoramic views of the town and surrounding mountains. And don’t forget to indulge in the local cuisine while you’re here – from farm-to-table restaurants to cozy cafes, there’s no shortage of delicious options to satisfy your taste buds. With its charming atmosphere and endless activities, Ashland is the perfect fall getaway destination.
November
As you plan your trip to the charming town of Ashland, Oregon in November, it’s important to pack accordingly for the cooler weather. Layers are key for staying comfortable in the crisp autumn air. Start with a warm base layer like a long-sleeved shirt or sweater, and add a light jacket or fleece on top. Don’t forget to pack a waterproof outer layer, as November can bring some rainy days. Scarves, hats, and gloves are also great for staying cozy while exploring Ashland’s beautiful outdoor spaces. When it comes to footwear, comfortable walking shoes or boots are a must for navigating the town’s hilly streets and trails. If you plan on attending a play at the renowned Oregon Shakespeare Festival, opt for dressier shoes that are still comfortable for walking. In terms of style, Ashland is known for its laid-back, bohemian vibe. So feel free to pack your favorite pair of jeans and a few casual tops for daytime activities. And for evenings out, a nice sweater and a pair of dark jeans will fit right in with the town’s trendy yet relaxed atmosphere. Lastly, don’t forget to bring a small day bag to carry essentials like water, snacks, and a camera to capture the stunning fall foliage that Ashland is known for.
November is a wonderful time to visit the charming town of Ashland, Oregon. As the leaves change and a crispness fills the air, the town becomes even more magical. One must-do activity in November is to attend the Oregon Shakespeare Festival. This world-renowned theater company puts on a variety of plays, from classic Shakespearean dramas to modern productions. The cozy theaters and talented actors make for a memorable experience. After the show, take a stroll through Lithia Park, which is breathtaking in the fall with the vibrant colors of the changing leaves. Another must-see attraction in Ashland during November is the holiday market. This outdoor market is filled with local vendors selling handmade goods, perfect for picking up unique gifts or souvenirs. The festive atmosphere and live music make for a delightful afternoon. After shopping, make sure to warm up with a cup of hot cocoa or mulled wine from one of the food stands. November is also the perfect time to take a scenic drive through the countryside, admiring the fall foliage and stopping at the many wineries and vineyards along the way. With its charming small-town feel and abundance of activities, Ashland is the perfect destination for a November getaway.
December
When visiting Ashland in December, it’s important to dress in layers to stay comfortable in the changing weather. The mornings can be chilly, with temperatures in the 30s, but by midday the sun can warm things up into the 50s. Be sure to pack a warm coat, hat, and gloves for exploring the charming streets of downtown Ashland, but also bring a light jacket or sweater for when the sun is shining. Comfortable walking shoes are a must for navigating the hilly terrain and cobblestone streets of this historic town. In addition to dressing appropriately, be sure to bring an umbrella or raincoat as December can bring frequent rain showers. This is also the perfect time to pack a small daypack to carry your essentials as you explore the town. Don’t forget to bring a refillable water bottle to stay hydrated and a camera to capture the stunning holiday decorations and festive atmosphere. And, of course, don’t leave home without your sense of adventure and willingness to try new things – you never know what unique experiences await you in Ashland during the holiday season.
Ashland, the cultural hub of southern Oregon, truly shines in the month of December. As the town becomes blanketed in snow, the charming streets come alive with festive holiday cheer. One must-see attraction during this time is the Oregon Shakespeare Festival, which puts on a special production of “A Christmas Carol” each year. This heartwarming play, set in the beautiful Angus Bowmer Theatre, is a must-see for any theater lover. After the show, take a stroll through Lithia Park, adorned with twinkling lights and holiday decorations, and warm up with a cup of hot cocoa from one of the many cozy cafes. For a more traditional holiday experience, be sure to visit Ashland’s Winter Wonderland Festival. This annual event features a festive parade, a holiday market, and a tree lighting ceremony in the town’s historic Plaza. The entire town comes together to celebrate the season, making it the perfect opportunity to immerse yourself in the local culture. And don’t forget to check out the shops along Main Street, where you can find unique gifts and souvenirs to bring home. With its charming atmosphere and festive events, Ashland in December is a truly magical experience.
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.
