downtown Ashland Oregon
Ashland restaurants from Bayberry Inn

 Favorite Ashland Restaurants

Whether you’re craving freshly-made French baguette with a piping hot cup of freshly roasted coffee or a fantastic fine dining restaurant, for a small town, Ashland has a remarkable selection of extremely impressive and delicious places to choose from. Some restaurants have been here for decades while others come and go, but for the most part, we offer a huge variety. From spicy Indian or a more delicate French cuisine, there is something for everyone at every price. We, at the Bayberry Bed and Breakfast, are always updating our list of restaurants we recommend.  Let us know your favorites! We are including walk time and driving distance from the Inn.

Fine Dining

Cucina Biazzi

Tuscan Italian Cusine. Know for their 4 course meals that are fresh, beautiful, and creative. A charming Italian trattoria complete with a beautiful terra cotta walled patio which is covered by wysteria intertwined with grapevines. Located at 568 E Main St. A 22 minute walk or 5 minute drive from Bayberry Inn

Osteria La Briccola

Located in the heart of the Plaza. Osteria is on the second floor in the square. Ashland’s new Fine dining experience. Northern homemade Italian cuisine specializing in the arts of scratch cooking. Reservation highly recommend.Offering a wide variety of dishes using the best ingredients. Seasonal menu changes daily. Handmade Gluten-free pastas available. Located in the plaza at 18 Calle Guanajuato. a 12minute walk from Bayberry Inn


“Unabashed lovers of food and drink, we continue to strive for new heights. As a group of dedicated professionals who love what we do and take great pride in our craft, we feel lucky to be able to offer it to those visiting Ashland.”-  The dining room is set for a more formal dining experience with the bar offering a more casual atmosphere.The bar is available for reservations with limited space for walk-ins. Located inside the Winchester Inn at 35 S 2nd St. A 3 minute drive or 19 minute walk from Bayberry Inn

Peerless Restaurant & Bar is located in Ashland Oregon’s Historic Railroad District, simply a few blocks from the downtown area. Although the restaurant is tucked away from the hustle and bustle, we share a close proximity to the” theaters. Outdoor seating available, in their garden, which is filled with seasonal flowers and several water fountains. Located at 265 4th St. An 18 minute walk or 4 minute drive from the Bayberry Inn

Located in the lower level of Ashland’s famous “Old Pink Church,” Hearsay is a new restaurant, lounge, and garden focused on providing guests with an outstanding dining, social, and entertainment experience. Inside dining surrounded by murals by local artist, outside patio as well. A wide ranging menu offering everything from steak to seafood. Located at 40 S 1st St. A 17 minute walk or 3 minute drive from Bayberry Inn


As a farm-to-table restaurant, Larks is committed to the land by which its local farmers and purveyors make a living. Sustainable farming practices are used throughout the Rogue Valley and in the produce the restaurant hand selects for its menu. The wine list is a reflection of Larks’ cuisine and its dedication to promoting sustainability throughout the region. Located inside the Ashland Springs Hotel. A 3 minute drive or 16 minute walk from Bayberry Inn

Awarded ” 50 Best Restaurant in America” and 2023 James Beard award finalist! Definitely worthy of being on an episode of Chef’s Table, this amazing restaurant is in a very small & intimate setting in the heart of downtown Ashland. You must make a reservation in advance and choose between their two seating choices, which are Chef’s Counter serving a set menu chosen Josh Dworkin and Luke VanCampen, the owners and chefs. Anything can happen when choosing this menu but you’re sure to leave having had the most memorable meal of your life. The main dining room opens up to drop ins after 8:00 pm when you can choose from the menu provided. They serve a ‘Cascadian’ menu, meaning everything they serve was foraged, picked or grown within the Cascadian region (B.C., Washington, Oregon and Idaho). Located at 141 Will Dodge Way. A 14 minute walk from Bayberry Inn

Casual Dining

Pie & Vine
Pizza oven with perfect thin crusts, delicious healthy salads and delicious pasta at a great price right in downtown Ashland. They don’t take reservations so get there early if you have a show to go to. They have a nice selection of hand-crafted pizzas, delicious pastas and their salads are super yummy. Their outdoor seating is great, with a large fireplace and plenty of shade during the summer months. Located at 358 E Main St. A 18 minute walk or 3 minute drive from BAyberry Inn

Skout is located on the plaza and has great outdoor creek side seating, next to Lithia Park entrance. It’s the best place to stop off for a beer and casual dining after taking a mountain bike ride or hike in Lithia Park. Great for a pet friendly option. Located at 21 Winburn Way. A 13 minute walk from Bayberry Inn

Architecturally gorgeous, located on the second floor overlooking the Plaza, the Brickroom has a great easy to read menu. Wonderful cocktails to be had at their beautiful bar, beautifully presented foods, and everything is delicious. Though it’s casual, it’s wise to make reservations on weekends, especially during high season. Located at 35 N Main St. A 12 minute walk from Bayberry Inn

Big Al’s

Established in 1974, Big Al’s is a little restaurant with a big heart. Right next door to the Bayberry! Arturo will take good care of our treasured guests! For a quick grab bite or afternoon milkshake.The best tater tot’s and Ortega chicken burger in Ashland. You can grab ‘n’ go and bring it back to the Inn and eat it in the back garden, if you wish. Next door to Bayberry Inn 🙂


International Cuisine

Masala Bistro & Bar
Masala has the best Butter Chicken from here to Delhi. It’s creamy and rich, made the traditional way using freshly ground cashew nuts. They serve most their dishes on large silver trays that have a bit of everything, including a salad, white or brown rice, chutney and curry. You don’t need a reservation for dinner and we love this place for a quick lunch, though it’s in the railroad district and not right on Main Street. Located at 258 A St #3b. A 14 minute walk from Bayberry Inn

Taj Indian
A locals favorite with the best lunch buffet in town! Dinner is more formal with everything from Butter Chicken to freshly baked naan bread from their Tandoori oven..Taj on Water St. Located at 31 Water St. A 12 minute walk from Bayberry Inn

Taqueria Picaro
Fantastically fresh Mexican food. Casual and self seating, but worth the effort. Great bar with extensive tequila list. Top of the list for Casual Mexican dining. Located at 76 N Pioneer St. a 14 minute walk from Bayberry Inn

Japanese food in downtown just off the creek. Outside seating, formal dining room and bar seating. It’s fun to sit a the sushi bar and watch the sushi chefs make your dinner! They also have a large screen TV where you can watch sports games without crowds. Located at 96 N Main St. A 10 minute walk from Bayberry Inn

Pubs & Breweries

Caldera Brewery
Not easy to get too as it’s located on the far end of the South side of Ashland, across I-5, but if you have a free evening, like beer and want to know where all the Ashland local’s hang out, Caldera is your place. On a warm evening it’s wonderful to sit outside and look at the Messa Pilot Rock. With 45 different available beers to taste, it’s a great place to hang out. Located at 590 Clover Lane. A 12 minute drive from Bayberry Inn


Dubbed “Ashland’s Most Ashlandiest Spot”. Eclectic Shakespearean Restaurant  & Bar. They are the most likely to have live music, most evenings of the year 🙂 A 10 minute walk from Bayberry Inn. Located at 45 N Main St