Plan a relaxing fall getaway with luxury cabin rentals in Bend, Sunriver, Sisters, and Central Oregon. Discover mountain views, scenic lakes, autumn hikes, private hot …

May is when Oregon starts to feel like summer without the peak-season rush. Along the coast, longer days, active wildlife, and vibrant tidepools make every outing more rewarding.
In Central Oregon, trails reopen, rivers pick up, and sunny days pair perfectly with cool evenings. With great weather and better availability, May is one of the easiest and most enjoyable times to explore both regions.

Join Oregon Shores guides for a free, one-hour tide pool tour at NW 15th Street, exploring sea stars, anemones, urchins, and other fascinating coastal marine life.

Coos Art Museum offers “Yoga at the Museum,” an all-levels class held twice weekly in a creative, art-filled setting. Enjoy a relaxing, community-focused experience.

Enjoy a locally sourced gourmet brunch, featuring ocean views, seasonal flavors, and optional history talk, all set inside the historic Keeper’s Home.

Bloom Newport is a vibrant annual festival celebrating local culture, art, food, and community, featuring live entertainment, vendors, beer garden, and family-friendly activities.

Join a guided floral design workshop with florist Pami Monnette, create your own arrangement using seasonal blooms, and enjoy craft beer and pizza in a relaxed, creative setting.

Take part in this community race along scenic coastal routes, featuring a USATF-certified course that’s flat with gentle hills. Ideal for runners aiming for personal bests or Boston-qualifying times.

The theme for May’s Art Walk in Downtown Ben is: “Bend in Bloom” – Fresh energy and creativity with floral inspiration and spring vibes.

Enjoy the Sunriver Wine & Cuisine Stroll with tastings from West Coast wineries, chef-crafted bites, live music, and a commemorative glass.

Celebrate Mother’s Day with a family-style brunch at Iris Restaurant, featuring seasonal dishes, chef-driven specialties, and a warm, relaxed setting.

Celebrate Bend’s Public Works Campus opening with art unveilings, guided tours, food trucks, and family-friendly activities.

Enjoy monthly bingo at Father Luke’s with fun prizes each round and a grand blackout prize of an overnight stay at Old St. Francis School.

Beaver State Comic Con is a family-friendly event celebrating comics, anime, and pop culture with cosplay, panels, games, and vendors.
May brings out Oregon’s easy, in-between charm, where the coast feels calmer, the landscapes are in full bloom, and outdoor adventures pick up across every region. From tidepool exploring and scenic beach days to hiking trails, river outings, and sun-filled afternoons in Central Oregon, it’s the kind of month that blends relaxation with just the right amount of energy.
Meredith Lodging vacation rentals offer a comfortable home base across the Oregon Coast and Central Oregon, with oceanfront homes, mountain retreats, hot tub escapes, pet-friendly properties, and group-ready spaces for every kind of getaway.
Plan a relaxing fall getaway with luxury cabin rentals in Bend, Sunriver, Sisters, and Central Oregon. Discover mountain views, scenic lakes, autumn hikes, private hot …
Celebrate Halloween on the Oregon Coast in 2026 with family events, trick-or-treating, glass float hunts, coastal train rides, costume activities, beach adventures, and seasonal fun …
September is an excellent time to explore Bend's gravel roads and Central Oregon's high-desert scenery. Plan your cycling weekend with seasonal riding tips, essential gear, …
Plan a relaxing Oregon Coast fall escape with oceanfront vacation rentals near scenic beaches, coastal towns, and family attractions. Enjoy dramatic ocean views, cozy evenings, …
Discover which Oregon Coast town fits your September vacation style. Compare Cannon Beach, Lincoln City, Pacific City, Manzanita, Depoe Bay, Newport, and Yachats, with tips …
Welcome the new year with an Oregon getaway. Celebrate on the Oregon Coast or in Central Oregon, explore local communities, enjoy outdoor adventures, and relax …
Celebrate Christmas in Oregon with family and friends. Enjoy coastal scenery, festive communities, holiday lights, winter adventures, and relaxing evenings together in a comfortable Meredith …
Celebrate Thanksgiving with an Oregon getaway for family and friends. Enjoy a holiday meal, explore the Oregon Coast or Central Oregon, spend time outdoors, and …
Celebrate Halloween with a fall getaway in Oregon. Explore the Oregon Coast or Central Oregon, enjoy colorful autumn scenery, discover local attractions, and return to …
Discover a memorable Oregon fall getaway, from peaceful Oregon Coast beaches and charming coastal towns to colorful Central Oregon landscapes, hiking trails, and mountain communities. …
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