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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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Tevis Hodge playing guitar during a live show
Dec10
Live Music

Coastal Chords & Corks: Tevis Hodge Jr.

Settle in for coastal flavors and the music of Tevis Hodge Jr., whose blend of blues, jazz, folk and old-ti...

Time: 5:00 pm - 8:00 pmLocation: Meridian Restaurant and Bar
A hand pouring some chardonnay into a glass on a table with 2 other bottles of Adelsheim wine
Dec12
Culinary Experiences

Fireside Fridays: Argyle Winery

Start your weekend with Fireside Fridays featuring Adelsheim Vineyard, pouring select Oregon wines for a re...

Time: 5:00 pm - 8:00 pmLocation: Pacific City Beach
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