A FULL TOUR of Downtown Ashland Oregon (Full Guide from a Local)
Welcome to the enchanting town of downtown Ashland, Oregon! Nestled in the heart of Southern Oregon, Ashland is a vibrant community known for its artistic charm, stunning landscapes, and rich cultural heritage. Whether you're considering moving here or just planning a visit, this guide will take you through the highlights of downtown Ashland, showcasing its best spots, restaurants, and experiences. Let's dive into this full tour!
Table of Contents
- Touring Ashland Oregon's Downtown Plaza
- Oregon Shakespeare Festival
- Inside the Historic Ashland Springs Hotel
- The Best Part of Ashland Oregon
- Ashland Oregon's Lithia Park
- My Favorite Place to Eat in Ashland Oregon
- Final Thoughts on Ashland Oregon
- FAQs About Ashland Oregon
Touring Ashland Oregon's Downtown Plaza
We begin our tour at the heart of Ashland—the downtown plaza. This bustling area serves as the central hub for locals and visitors alike, offering a variety of shops, restaurants, and attractions. One of the most notable features of the plaza is the famed Lithia water, known for its unique mineral content. You can see the fountains where this water flows, a refreshing and quirky attraction that draws people in. Although the taste may not be for everyone, it’s a must-try when you’re in town!
The plaza is surrounded by some of the best restaurants in Ashland, making it the perfect starting point for your culinary journey. As we stroll up Main Street, you'll notice a variety of eateries, including sushi bars, pubs, and charming cafes. Each place has its own unique flair, contributing to the vibrant atmosphere of downtown Ashland.
Oregon Shakespeare Festival
Next, we make our way to one of Ashland's most renowned attractions—the Oregon Shakespeare Festival. This festival is a cultural gem, attracting theater enthusiasts from around the world. Located just up the hill from the plaza, the festival is home to America's first Elizabethan theater, offering a variety of performances that go beyond Shakespearean plays.
The Oregon Shakespeare Festival not only showcases classic works but also features contemporary plays, making it a rich experience for all audiences. Whether you're an arts buff or just curious, attending a show here is an unforgettable experience. The views from the theater are equally stunning, providing a beautiful backdrop of Ashland's hills and greenery.
Inside the Historic Ashland Springs Hotel
Continuing our tour at the Ashland Springs Hotel. This historic hotel is a beautiful venue right in the center of town. It’s a perfect spot for those looking for a luxurious stay while exploring the local area. The hotel is within walking distance of all the attractions we’ve discussed, including the Oregon Shakespeare Festival and the various art galleries that dot the streets of Ashland.
The Ashland Springs Hotel is not just a place to stay; it’s also a popular venue for weddings and events. Its elegant architecture and beautiful surroundings make it a sought-after location for special occasions. If you're planning to visit Ashland, this hotel should definitely be on your list of places to stay.
The Best Part of Ashland Oregon
As we continue our journey, let’s talk about one of my favorite spots in Ashland—the incredible array of local shops and eateries. Ashland has a wonderful blend of boutique shops, art galleries, and unique restaurants that cater to various tastes. One of my cherished childhood memories is visiting the Rocky Mountain Chocolate Factory—a must-visit for anyone with a sweet tooth! Their caramel apples are legendary, and it’s a perfect stop for families visiting the area.
Along the way, we encounter other delightful spots like Mix Bakery, known for its delicious pastries, and the Black Sheep Pub, which offers a cozy atmosphere and great pub food. For those looking for vegetarian options, Greenleaf is a fantastic choice, serving up fresh and healthy dishes.
Ashland Oregon's Lithia Park
Now, let’s take a stroll into the beautiful Lithia Park. This stunning park is a highlight of Ashland and a perfect place to unwind amidst nature. With its lush greenery, winding paths, and serene creek, Lithia Park is a beloved spot for both locals and visitors. You can often find yoga classes, exercise groups, and picnics happening throughout the park.
As we walk through the park, you'll notice the vibrant colors of the flowers and the calming sounds of the creek. It’s an ideal location for a leisurely afternoon stroll or a quiet moment of reflection. There are several bridges that cross the creek, providing picturesque views and perfect photo opportunities.
My Favorite Place to Eat in Ashland Oregon
Before we wrap up our tour, I have to share my absolute favorite restaurant in Ashland—Osteria La Briccola. Tucked away in a charming alley, this Italian restaurant is nothing short of spectacular. Known for its authentic cuisine and warm atmosphere, it’s the perfect place for a memorable dining experience.
Whether you’re celebrating a special occasion or just enjoying a night out, the food here will not disappoint. The chef is incredibly talented, and the menu features a range of delicious dishes that showcase the best of Italian culinary traditions. I’ve celebrated my last two birthdays here, and each time has been a delightful experience.
Final Thoughts on Ashland Oregon
In conclusion, downtown Ashland, Oregon, is a vibrant blend of culture, history, and natural beauty. From the lively plaza to the artistic expressions at the Oregon Shakespeare Festival, there's something for everyone in this charming town. Whether you're visiting for a weekend or considering making Ashland your home, the community's welcoming spirit and unique offerings are sure to leave a lasting impression.
If you're thinking about exploring the real estate market in Southern Oregon, feel free to reach out. I’m Brian Simmons with eXp Realty, and I would be happy to assist you in finding your dream home in this beautiful area!
For more insights and to see the full range of properties available, visit my website or contact me directly. Thank you for joining me on this tour of downtown Ashland, and I hope to see you in this lovely town soon!
FAQs About Ashland Oregon
What is Lithia water?
Lithia water is a mineral water unique to Ashland, containing barium and known for its distinctive taste.
What events are held at the Oregon Shakespeare Festival?
The festival hosts a variety of performances, including classic Shakespeare plays and contemporary works, attracting theater enthusiasts from around the world.
Is Lithia Park suitable for families?
Yes, Lithia Park is family-friendly, featuring playgrounds, picnic areas, and beautiful walking paths.
What type of cuisine can I find in downtown Ashland?
Downtown Ashland offers a diverse range of dining options, including Italian, vegetarian, sushi, and pub food.
How can I find more information about real estate in Ashland?
You can visit my website for information about properties available in Ashland and the surrounding areas.

Buying Southern Oregon
At Buying Southern Oregon, we are a dynamic team dedicated to helping you achieve your real estate goals. Combining Brian Simmons’ deep market expertise and Josh Berman’s strong negotiation skills, we provide personalized service and local knowledge to ensure a seamless and rewarding experience. Whether you’re buying, selling, or relocating, we’re here to guide you every step of the way and make your Southern Oregon real estate journey a success.