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An aerial view of Headlands and the beach

What’s Happening at Headlands

Headlands hosts events throughout the year that make the most of every season on the Oregon Coast. Between events, our Adventure Coaches can help you design a personalized north coast itinerary with group excursions and private experiences.

The Headlands lobby decorated for Christmas with the fireplace active
Holdidays

Holidays At Headlands

Cozy up and watch winter’s dramatic storms and magnificent sunsets take shape over the Pacific from your private oceanfront balcony. Indulge in a warming holiday cocktail and special dessert next to your fireplace.

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Dave Fleshner playing piano at Meridian Restaurant & Bar
Dec17
Live Music

Coastal Chords & Corks: Dave Fleshner

Enjoy live music with Dave Fleschner, a soulful pianist whose American-roots blend of blues, gospel, soul a...

Time: 5:00 pm - 8:00 pmLocation: Meridian Restaurant and Bar
A man holding to plates of Christmas dinner with stuffing, mashed potatoes, carrots, asparagus, and turkey at Meridian Restaurant
Dec24
Holidays

Holiday Cuisine At Meridian

Our chef’s team at Meridian Restaurant & Bar offers crafted holiday menus featuring traditional favorit...

Time: Christmas Eve, Christmas Day, and New Year’s DayLocation: Meridian Restaurant and Bar
A tail fluke of a Gray Whale in the Monterey Bay.
Dec27
Activity

Winter Whale Watching at Cape Kiwanda

Each winter, more than 20,000 gray whales pass by the Oregon Coast on their annual migration south from Ala...

Time: December 27-31, 2025Location: Pacific City Beach
Freddy Trujillo playing bass
Dec31
Live Music

New Year’s Eve with Freddy Trujillo

Celebrate New Year’s Eve with Freddy Trujillo, whose storyteller’s lyrics and signature bass create the per...

Time: 5:00 pm - 8:00 pmLocation: Meridian Restaurant and Bar
Tides hitting some rocks near Headlands during a storm
Jan01
Activity

Oregon’s King Tides

Plan your trip to the Inn at Cape Kiwanda to coincide with the magnificent King Tides — the highest tides o...

Time: December 4-6, 2025 | January 1-4, 2026Location: Oregon
AG Donnaloia playing guitar on stage
Jan07
Live Music

Coastal Chords & Corks: AG Donnaloia 

Settle in for an evening with A.G. Donnaloia, whose smooth guitar stylings bring laid-back elegance to the ...

Time: 5:00 pm - 8:00 pmLocation: Meridian Restaurant and Bar