The Bayberry is a charming spot in a charming town. We've stayed here on our last three trips to Ashland, and have found it a really great spot.
The main house is a older place with the modern conveniences of ensuite bathrooms, wi-fi, and air conditioning. The rooms are fine, nicely decorated without over-the-top froo-froo. We have stayed in two of the main floor rooms - the Back Garden room is wonderful - bright and cheery, and the Veranda room is a little smaller but still nice, but it does face North Main Street, and can be a little noisy on the morning after a late night at the theater.
(The upstairs rooms are very similar, but we haven't stayed in them. We also checked out the cottages, which would be great for a family or two couples. They are newer buildings, and don't have quite the charm as main house, but would be very comfortable.)
I like the common room, and the big common table for breakfast. They provide a wonderful opportunity to spend a bit of time with the other guests, sharing opinions about the plays at the Festival, or talking about whatever happens to come up.
Speaking of breakfast, I think it's great! Homey and tasty. The first course is often hot oats or granola topped with yogurt and fresh fruit, followed by a hot dish (baked apple French toast was especially yummy), usually served with a bit of sausage and bacon. One other thing, we're tea drinkers, and since the Dermot and Sally (the innkeepers) are Irish, they know how to make a really good cuppa.
The inn is up on North Main, away from what can be the bustle of downtown, but it's only a 10-15 minute walk to the theatres of the Shakespeare Festival. We think of the walk as a way to work off a bit of the breakfast.
So, we think this a great spot, and if you come to Ashland, give the Bayberry a try.
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.