Gayle and I are returning to Ashland and the Oregon Shakespeare Festival for the 6th straight year. We go in April to celebrate my birthday, stay at the Peerless, and enjoy wonderful dinners at the Peerless Restaurant and New Sammy's Cowboy Bistro (among others). The Ashland Co-op keeps us snacked up in between. In addition to the plays (the Outdoor Theater is closed), we sometimes go to the local wineries and visit Jacksonville and Medford.
I'm sure that there are neat places that we have missed either in the Ashland area or on the way up or back. Does anyone have some good food and shopping recommendations?
Gayle and I will be returning to Ashland in April for our 8th Annual visit to the Oregon Shakespeare Festival. We'll be staying again at the Peerless and during the Week of our 3rd Wedding Anniversary! Where should we go to Dinner that night? What else should we explore that perhaps we haven't considered before? Thank You!
Trip Plan Details
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Hi, Eric. I haven't eaten in Ashland in a couple of years, but I have had some really good experiences up there. Not sure if I could recommend an anniversary place, but there are some other restaurants I can fill you in on. First off, the Black Sheep has surprisingly varied reviews. My experiences there have been good and the shepherd's pie, to my recollection, was really good. They also have a vegetarian version. It's definitely worth a stop for the atmosphere, with the blazing fireplace, and decent beer and single malt scotch selection for great for post-performance discussion of the play you caught earlier. Greenleaf is a solid diner that I've patronized on more than one occasion. Decent sandwiches and vegetarian options. And Thai Pepper is an obvious choice, as it's another dependable eatery that does the job. Frankly, nothing blew my socks off, but I seem to have consistently left the dining table happy and sated in Ashland.
- OSF Black Swan TheatreSouth Pioneer Street, Ashland, Oregon
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Standing Stone Restaurant and Brewery, great food and fresh micro-brewed beer.Close to the Shakespeare Festival on Oak Street
- Ashland Springs Hotel212 East Main Street, Ashland, OR 97520recommended Ashland Springs HotelRecommended for:Kevin-John Black
Eric, we stayed here once. It was just a one night visit on a road trip from Portland back to San Francisco. It was quite lovely. It's right downtown walking distance to everything in the center ...I mean, it's practically THE landmark downtown. Very clean, and a nice breakfast served in the upper lobby. There's one other place we stayed ...I'll try to find it for you.
- The Black Sheep Pub & Restaurant51 N Main St, Ashland, OR 97520recommended The Black Sheep Pub & RestaurantWe've been to the Black Sheep Pub twice over the course of two years. While I LOVE the atmosphere and the cozy feeling it shares over the Christmas holidays, I'll have to say that the kitchen has yet ... read moreto impress me. Please go for a few rounds of beer with friends. I can't recommend ordering anything from the kitchen. Trust me, I'm not overacting here. If you look through my reviews you'll find that I'm usually complimentary to most places. I'll end with ..."DO NOT ORDER the charcuterie plate." It's the singularly most disappointing plate of food that we might have every ordered. We now use it as the low measure for all other plates. We ordered that plate on a trip in 12/2011. I'll amend this review after some time has past.Recommended for:Kevin-John Black
(...like I said in my review, stop in for a beer or two ...um...stay away from the kitchen.)
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Thanks Ben! I've added it to my list. It sounds like the Winchester might be a good place for a pre- or post-performance drink..Comment.almost 3 years ago. Report
- The Winchester Inn35 S 2nd St, Ashland, OR 97520recommended The Winchester InnThis beautifully renovated establishment is home to great sleeping accommodation, even better dining opportunities, a still better yet wine bar, and, to top it off, some of the best service in the ... read morestate. This family operated Inn has been up and running since 1982, and is showing no signs of falling out of popularity. The Winchester is the recipient of various awards ranging from Top 75 "Best in the US" from the 2006 Conde' Nast Traveler Magazine, to "Best Vodka" from the Organic Nation Distillery 2010. Add all that up, and then put it only a few blocks from the popular Oregon Shakespeare Festival and you have one of the best hotel options around.Recommended for:.Comment.almost 3 years ago. ReportBen
Hey Eric. The Winchester Inn is an interesting location that is certainly worth a visit since it's so close to where you and yours will be staying. They have one of the best stocked wine bars (or any bar for that matter) in the region. There is also a very well reviewed restaurant here, in addition to manicured grounds complete with gardens. If you are looking for a relaxing and somewhat old-fashioned experience, consider checking out The Winchester Inn.
- Ashland Food Co-Op237 North 1st Street, Ashland, OR
- The Peerless Hotel243 Fourth Street, Ashland, OR 97520
- Lithia Park59 Winburn Way, Ashland, OR
- Peerless Restaurant265 4th St, Ashland, OR 97520
- Oregon Shakespeare Festival15 South Pioneer Street, Ashland, OR 97520-2749