Your Guide to Sunriver Resort’s 2026 Food & Wine Festival

The annual Food & Wine Festival brings a full lineup of dinners, tastings, live music, hands-on classes, and weekly gatherings that make May one of the best times to be in Central Oregon.

The festival draws on Central Oregon’s agricultural and culinary landscape, with events spread between Lodge Kitchen, Owl’s Nest, The Grille at Crosswater, and Lake House. Chefs Josh Hedrick, Krista Matheis, and Jason Greene lead the programming, building menus and experiences that lean into regional ingredients and straightforward, confident cooking.

Caldera Springs keeps much of it close. Lake House hosts a portion of the calendar, with several of the most sought-after events just minutes from our community. Take a look at what’s coming and start marking your calendar with your favorites.

 

Wine & Cuisine Stroll

Saturday, May 2 | 1–4 PM

Start the month with one of the festival’s largest events. Enjoy live music while sampling wines from Oregon, Washington, and California, alongside creative chef-prepared bites served throughout Lodge Kitchen and The Hearth Room. Expect a lively crowd and an open setup that lets you move at your own pace.

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Bottles & Bites at The Grille at Crosswater

Friday, May 8 | 2–4 PM

Six wines, six pairings, and a more focused tasting experience. Each pour is introduced alongside a chef-created bite designed to match, with time between courses to mingle and compare notes.

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Bites & Flights at Lake House

Saturday, May 9 | 4–8 PM

Head to Lake House for a more relaxed evening. Choose between a classic bites-and-wine pairing or a chocolate and wine option that leans slightly sweeter. 

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Sip N’ Smores at Forest House

Sunday, May 10 | 3–4 PM

Head to Forest House for a new take on a familiar favorite. Roast cheeses over the fire and pair them with crackers, candied bacon, and fig jam for a savory spin on s’mores. It’s an easy, social stop in the afternoon, something you can step into with friends or family before the evening plans begin.

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Sushi Making Class at The Lodge

Saturday, May 16 | 4–5 PM

Step into the kitchen for a hands-on class focused on rolling, shaping, and plating sushi. The session includes ingredients, tools, and instruction—leave with a few new techniques and a finished plate.

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Penelope Whiskey Dinner at Lodge Kitchen

Wednesday, May 20 | 5–8 PM

Shift away from wine for the evening. A multi-course dinner paired with selections from Penelope Whiskey, creates a slower, more structured dining experience.

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Blind Wine Tasting at Lake House

Saturday, May 23 | 3–4:30 PM

Taste without labels and rely on your own instincts. Compare varietals, regions, and notes with others at the table as each pour is revealed.

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Erath Wine Tasting at Lodge Kitchen

Friday, May 29 | 5–6:30 PM

Close out the month with a guided tasting led by Erath’s winemaker. Each guest receives a curated flight paired with charcuterie in a smaller, more conversational setting.

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Weekly Experiences That Keep the Month Moving

Not every plan needs a reservation. Several events run throughout May, making it easy to drop in more than once.

Live Music at Lake House
Fridays | 5:15–7:15 PM
Music carries across the lake while dinner service moves at an easy pace.

Live Music at Owl’s Nest
Saturdays | 8:30–10:30 PM
Late-night sets that extend the evening.

S’mores at The Backyard
Fridays & Saturdays | 7–8 PM
Build your own with classic ingredients or add something different.

Sunset Sips at The Lodge
Daily | 5–7 PM
Infused teas, lemonades, and light drinks in The Living Room.

Lake House Weekly Specials
Wednesday–Saturday | 4–8 PM
Brisket, fish tacos, and rotating chef features give you a reason to come back midweek.

 

Sunriver Resort Farmers Market

Thursdays starting May 21 | 10 AM–2 PM

The Backyard hosts a weekly market with local vendors offering produce, baked goods, coffee, and handmade items. Stop in for a few things or stay longer and walk the full lineup.

 

Plan Your May Around It

Sunriver’s Food and Wine Festival spreads across the month, so you don’t have to fit everything into one weekend. Choose a few key events, leave room for the rest, and return when something catches your attention.

Caldera Springs keeps the festival within easy reach, with Lake House events close to home and the rest of Sunriver Resort just minutes away. 

For details on events or help planning your time this May, reach out at info@calderasprings.com.