The restaurants on Orcas change from season to season. I am only suggesting the ones that I know are tried and true, but there are plenty more on the island. I have also put down suggestions on the Day Trip post if you are planning on being away from Eastsound for the day.
Breakfast
Enzo's: Coffee and counter ordered crepes and other goodies. Located the north end of Eastound on the main drag. They also have gelato!
Teezers: Coffee and pastries only. Across the street from Enzo's
Rosario: Serves breakfast, lunch and dinner and has great views
New Leaf: This is the restaurant located in the Outlook Inn. Right as you come in to Eastsound from the ferry, it is on the left side. I seem to remember they have unusual hours so check ahead.
Lunch
Lower Tavern: If you don't have kids with you, this is a great place for burgers/sandwiches and cold beer!
Chimayo's: Mexican, but not typical! Located in the little mall in Eastsound.
Rose's Cafe and Bakery: Great homemade baked goods, salads etc. A bit pricy but good. Located north of Island Market.
Dinner
Ship's Bay: Fantastic fine dining! RESERVATION NEEDED http://www.innatshipbay.com/
New Leaf: Fine dining. RESERVATIONS NEEDED http://www.outlookinn.com/new-leaf-cafe/
Mijitas: Mexican food. This use to be the famous Bilbos and it has changed hands. I am not sure it is still as good as it was, but am putting it on the list.
Westsound Cafe: I have not eaten here, but my friends dad owns it and she says it gets a thumbs up. RESERVAtIONS NEEDED. http://www.dreamstayorcas.com/#!cafe/iwjl9
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