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Freshly baked in-house buttermilk biscuit sandwiches for breakfast and classic made-to-order sandwiches for lunch. We also offer a variety of pastries & snacks. It’s all homemade; simple ingredients combined with fresh produce.  Olga Rising uses Lighthouse Roasters espresso from Seattle, WA. Each shot is manually calibrated to offer you the best cup of espresso in Eastsound. Read more...

Whether dining on the patio overlooking tranquil Deer Harbor and the stunning views of the Olympic Mountains, or inside the Historic building, the relaxed atmosphere at Matthew’s Smokehouse provides a welcoming environment for all ages and group sizes. The Island Hospitality is served in generous portions. We cater large and small events (25+ people) , from weddings to company parties Read more...

Groceries, video rentals, beer & wine, LOTTO, Western Union, ATM, tackle & picnic supplies, Hot & Cold sandwiches, salads, soups, fresh pizza, breakfast on the run or bakery treats. Open daily until 11PM. Convenient parking & access. Read more...

A cozy little cocktail bar in Eastsound serving creative cocktails made with locally produced, house-infused spirits, Northwest wines and island-brewed beers. The menu features local produce, meats and seafood snacks. Come in and hang out! Read more...

Best pizza, best view, made fresh, made delicious! Open since 1991, Pizzeria Portofino is an island favorite that makes it’s dough fresh daily, come in, relax and enjoy some island time! Because all our dough is so fresh and all of our pizzas are made to order, the average dine in cook time for our pizzas is 20-30 minutes. Read more...

Grilled burgers, Oysters, grilled salmon, fish & chips, brats, pizza, and pizza are our specialties in this indoor/outdoor cafe overlooking the resort marina. The store features groceries, soft serve ice cream, beer, wine and liquor. The Cascade Bay Grill & General Store is open daily through from Memorial Day through Labor Day. Read more...

Looking for some Vietnamese/Thai food on the great Orcas Island? We have it for you right in the heart of downtown Eastsound. Stop by and try out our amazing food. Read more...

Featuring an on-site organic garden, Doe Bay Resort’s historic waterfront Cafe vegetarian and fresh seafood options are guaranteed to satisfy one’s quest for the finest in dining. See our website for details. Thursday: open mic night. Read more...

John Steward, founder of Maple Rock Farm, and Jay Blackinton create delicious wood-fired pizza on their mobile pizza oven. Salads and other goodies too, using fresh local ingredients from Maple Rock Farm. Call for local hours. Read more...

One of the iconic landmarks of the San Juan Islands, The Orcas Hotel has been welcoming travelers since 1904. Whether you stay for a night in one of the Victorian rooms, or join us for a meal overlooking the Salish Sea and Orcas Ferry Landing, or just walk the memorable grounds, we have a feeling that you’ll love the property’s Read more...

Darvill’s Coffee Bar is open every day! Serving Batdorf & Bronson’s finest, one cup at a time. You’ll smell the delicious coffee aroma as soon as you enter the store. Enjoy the cozy view of East Sound as our friendly baristas craft your favorite beverage. We serve Batdorf & Bronson coffee as well as a selection of Steven Smith teas Read more...

Guests who visit the New Leaf remark on two things consistently: the quality of the food and the caring service. Your experience is always at the forefront of our minds – the food must be good and we want you to feel taken care of, delighted, relaxed, welcomed. Read more...

We can name our fisherman. Local Caught in the Salish. Live and Freshly Cooked Dungeness Crab, Spot Prawns, and Buck Bay Oysters. Read more...

We have a wide variety of domestic, import and microbrews, ten beers on tap. All of our burgers are naturally lean 100% chuck, fresh never frozen. Look for seasonal food and drink specials. Open Mic Tuesdays, Trivia Thursdays, Karaoke Fridays! Live bands often! See you soon! Read more...

Fine dining in West Sound.  RESERVATIONS HIGHLY RECOMMENDED. PARTIES OF 5 OR MORE, PLEASE CALL FOR AVAILABILITY. 360.376.4440. Read more...

At Teezer’s Coffeehouse, our coffee beans are hand-roasted by Broadcast Coffee in Seattle. We also offer a variety of delicious teas from Whidbey Teas made on beautiful Whidbey Island and a variety of specialty beverages. Read more...

Enjoy a delicious selection of pizzas, pastas, and drinks in a quiet Deer Harbor setting. Read more...

We brew great quality beers!! using only the best ingredients. We love what we do and want to share with you a little bit of our passion for beer. Our brewery is located on beautiful Orcas Island, which serves not only as our home, but as an inspiration to our brewing mentality. Join us at the brewery to try a Read more...

Located at the Ferry landing. Features in-store bakery and gourmet deli, made-to-order take & bake gourmet pizza, fresh meat & produce, Beer & Wine, Videos, & Firewood. Fresh-made breakfast to go. Party ice is also available. Open 7 days a week. Read more...

Overlooking Cascade Bay, The Mansion Restaurant is located on the original veranda of the Moran Mansion (now enclosed) and offers casual dining in a beautiful waterfront location. Reservations may be made online. Read more...

Fresh, local ice cream & sorbets. Plus sundaes, shakes, malts, smoothies, floats & more! Read more...

Doe Bay Wine Company is proud to offer a curated selection of Wine, Beer and Cider from around the world at their Bottleshop and Tasting Room in Eastsound. Owners Cole and Stephanie Sisson provide a range of services including Onsite Sommelier, Private Classes, Cellar Management, Pairing Events and Tastings. To reserve your place or to schedule a private event, please Read more...

In-store fresh bakery and deli. Coffee bar. Fresh meat and produce, beer, wine, and firewood. Open 7 days a week. Read more...

Handcrafted artisan bread and pastries on Orcas Island. Read more...

Located in the former Windermere offices in the historic Porter Building, The Madrona Bar & Grill focuses on fresh, handmade foods. The lunch menu includes sandwiches, soups, salads, and burgers. For dinner, you can enjoy lots of choices, ranging from steak to fresh, local seafood. Enjoy televised sporting events, and relax to top flight musicians performing live. Enjoy the full Read more...