We love theatre in Ashland! The new 2016 season of the Oregon Shakespeare Festival is gearing up and we can’t wait! From it’s inception in 1935, it is estimated that over 15 million people have visited Ashland to see a productions in one of the three theaters at OSF! That’s quite a number. The Oregon Shakespeare Festival starts in February and goes until November offering 11 productions in 3 different stages throughout the season. That’s a lot of plays to enjoy.

I know it’s often hard to plan your vacation early, but did you know that if you become a member of the Oregon Shakespeare Festival you get tons of great benefits and savings?  Not only can you order your tickets early, but you get discounts and can change or refund your tickets if your plans change. A lot of our guests at the Bayberry Inn have been coming to visit Ashland and see plays at OSF for more than 20 years. These avid thespians order are members and order their tickets upon release and save massively on the ticket prices. The secretes out!


There’s a relaxing feeling in town in the Spring! You can get seats in the restaurants, parking is easy, prices are cheaper and everything feels more relaxed. Summer is fun, there’s so much to do, but it’s a well kept secrete that Spring is the best season to visit.

Another great venue to see some wonderful musical productions in downtown Ashland is the Ashland Cabaret Theatre. You can dine on a gourmet meal while watching the show in a small but wonderful theatre. There isn’t a bad seat in the house!

Live musical productions and dinner at the Oregon Cabaret Theatre

Don’t forget to check out the line-up at the Britt Music Festival!

You can see some great musicians play in the most relaxed, comfortable environment. Take a picnic with your favorite local Southern Oregon wine from one of our 70 Vineyards, your favorite selection of cheese & enjoy the live music. I like to say the setting is for adults! You don’t have to fight crowds, you can even buy food & drinks at the venue and the sound is perfect! No more ear plugs at a concert!

Britt Music Festival

Britt Music Festival

Wine Tasting, hiking, mountain biking, river rafting, fishing, the Britt Music Festival, Trolley Tours, Jet Boat tours with Hellgate Tours and the Oregon Shakespeare Festival make Ashland a fantastic destination any time of year! We look forward to having you! It’s going to be a great season.