September 2026 Newsletter – Your Oregon Trip Starts Here

September is one of the best times to explore Oregon, with sunny late-summer days in Central Oregon and crisp ocean air along the coast. It is the season for mountain views, farmers markets, live music, beach walks, local festivals, and slower days spent enjoying the places that make an Oregon getaway feel special.

Plan your Oregon getaway in Bend, Sunriver, Sisters, or Redmond, or head to the sandy shores of Lincoln City, Newport, Pacific City, Cannon Beach, and Manzanita. Meredith Lodging offers comfortable vacation rentals close to the experiences you came to enjoy, with stays across Central Oregon and along the Oregon Coast.

From comedy and concerts in Bend to kite-filled skies in Lincoln City, September brings plenty of reasons to plan a fall escape. Spend the day exploring, then come back to a private vacation home where you can relax, reconnect, and enjoy Oregon at your own pace.

Events in Central Oregon

Bend
Comedy Festival

September 4–6, 2026
Bend, OR

Kick off Labor Day Weekend with three days of stand-up, improv, sketch comedy, and late-night shows during the Bend Comedy Festival. This nonprofit celebration of comedy and community is a fun choice for couples, friends, and anyone looking for an easy night out in downtown Bend.

First Friday
Art Walk

September 4, 2026
Downtown Bend, OR

September 2026 Newsletter – Your Oregon Trip Starts Here

Events in Central Oregon

Bend
Comedy Festival

September 4–6, 2026
Bend, OR

First Friday
Art Walk

September 4, 2026
Downtown Bend, OR

Explore Bend’s creative side during the monthly First Friday Art Walk. Stroll through downtown galleries, meet local artists, browse special exhibits, and enjoy the relaxed energy of a fall evening. Pair it with dinner, drinks, or a walk along the nearby Deschutes River for a simple and memorable Bend outing.

Cascades Futurity &
Aged Event

September 1–13, 2026
Redmond, OR

Head to nearby Redmond for the Cascades Futurity & Aged Event, an equestrian competition hosted at the Deschutes County Fair & Expo Center. It is a great event for horse lovers, families, and travelers looking to experience another side of Central Oregon’s ranching and western culture.

Live Music in Bend

Throughout September
Hayden Homes Amphitheater, Bend, OR

September is still concert season in Bend. Hayden Homes Amphitheater has a full lineup planned, including Zach Top on September 10, Foster the People on September 12, and Riley Green on September 18. Make a night of it with dinner in the Old Mill District before enjoying live music beneath the Central Oregon sky.

Sisters Farmers Market

Sundays Through October
Fir Street Park, Sisters, OR

Take a scenic drive to Sisters for the weekly farmers market at Fir Street Park. Browse micro-local produce, artisan goods, pantry favorites, and handmade finds while enjoying live music on select Sundays. It is a relaxed way to experience Sisters’ friendly small-town character.

Sunriver Saturday Market

September 26, 2026
Sunriver, OR

Visit Sunriver’s final Saturday Market of the season for local produce, baked goods, art, and community shopping. The market runs from 9 a.m. to 1 p.m. and makes a wonderful addition to a September stay filled with bike rides, golf, forest walks, and time outdoors.

Finders Keepers Glass Floats

All September Long
Lincoln City, OR

Make your beach walk a treasure hunt in Lincoln City. The city’s Finders Keepers program hides hand-blown glass floats along seven miles of shoreline throughout the year, giving beachgoers the chance to discover a one-of-a-kind Oregon Coast souvenir. Floats are placed during daylight hours, rain or shine, above the high-tide line and below the beach embankment.

Oregon Coast Fall Kite Festival

September 25–27, 2026
Lincoln City, OR

Watch the skies over Lincoln City fill with colorful kites during the Fall Kite Festival. Held on the beach at D River State Recreation Site, this family-friendly event is a classic Oregon Coast experience, with dramatic ocean views, open sand, and plenty of room to settle in for a full day by the water. A special Finders Keepers float drop is also planned for the festival weekend.

Cape Kiwanda Longboard Classic

September 18–20, 2026
Pacific City, OR

Celebrate surf culture in Pacific City during the Cape Kiwanda Longboard Classic. This beachside event brings surfers and spectators together near one of the Coast’s most recognizable landmarks. It is a great reason to plan a Pacific City getaway, explore the shoreline, and enjoy the views around Cape Kiwanda.

Beach, Bike & Blues Festival

September 12, 2026
Waldport, OR

For a day of music and coastal fun, head to nearby Waldport for the Beach, Bike & Blues Festival. It is an easy day trip for guests staying in the Lincoln City, Newport, or Depoe Bay area and offers a lively way to experience the local character of the Central Oregon Coast.

Newport Oregon Pride

September 18–20, 2026
Newport, OR

Enjoy a welcoming weekend of celebration and community during Newport Oregon Pride. Plan time to explore Newport’s bayfront, browse local shops and galleries, enjoy fresh seafood, or visit nearby coastal attractions before returning to your Meredith Lodging vacation rental.

Muttzanita

September 12, 2026
Manzanita, OR

Bring your four-legged family member to Muttzanita, a dog-friendly community festival and fundraiser in Manzanita. It is a fun option for pet-loving travelers staying farther north on the Coast, especially those planning a relaxing long weekend near Cannon Beach or Manzanita.

September is a beautiful time to choose your own Oregon adventure. In Central Oregon, spend your days hiking, biking, playing golf, exploring downtown Bend, or simply relaxing beneath the stars. Along the Coast, enjoy peaceful beach walks, local festivals, scenic drives, and cozy evenings with the sound of the Pacific nearby.

For your Central Oregon escape, explore a Sunriver vacation rental near bike trails, golf, family attractions, and outdoor adventure, or find a spacious home for your Bend, Sisters, or Redmond getaway. Meredith’s Sunriver homes range from cozy cabins to larger vacation rentals near the area’s outdoor recreation. Choose an oceanfront Oregon beach rental, settle into a beachfront vacation home, or browse a stay with a hot tub, fireplace, or pet-friendly features. Meredith Lodging’s coastal collection includes homes in destinations such as Lincoln City, Newport, Cannon Beach, Manzanita, Seaside, Lincoln Beach, and Pacific City.

Plan a late-summer concert weekend in Bend, enjoy a peaceful Sunriver retreat, experience Lincoln City’s Kite Festival, or escape to the coast near Newport or Pacific City. Meredith Lodging has vacation rentals ready to help you make the most of September in Oregon.

September 2026 Newsletter – Your Oregon Trip Starts Here

Events in Central Oregon

Bend Comedy Festival

September 4–6, 2026Bend, OR

First Friday Art Walk

September 4, 2026Downtown Bend, OR

September 2026 Newsletter – Your Oregon Trip Starts Here

Events in Central Oregon

Bend Comedy Festival

September 4–6, 2026Bend, OR

First Friday Art Walk

September 4, 2026Downtown Bend, OR

Cascades Futurity & Aged Event

September 1–13, 2026Redmond, OR

Live Music in Bend

Throughout SeptemberHayden Homes Amphitheater, Bend, OR

Sisters Farmers Market

Sundays Through OctoberFir Street Park, Sisters, OR

Sunriver Saturday Market

September 26, 2026Sunriver, OR

Events on the Oregon Coast

Finders Keepers Glass Floats

All September LongLincoln City, OR

Oregon Coast Fall Kite Festival

September 25–27, 2026Lincoln City, OR

Cape Kiwanda Longboard Classic

September 18–20, 2026Pacific City, OR

Beach, Bike & Blues Festival

September 12, 2026Waldport, OR

Newport Oregon Pride

September 18–20, 2026Newport, OR

Muttzanita

September 12, 2026Manzanita, OR

Stay Your Way

Explore New Destinations, Travel Inspiration & Local Favorites

September Getaways with Late-Summer Savings

Bend
Comedy Festival

September 4–6, 2026
Bend, OR

First Friday
Art Walk

September 4, 2026
Downtown Bend, OR

Bend
Comedy Festival

September 4–6, 2026
Bend, OR

First Friday
Art Walk

September 4, 2026
Downtown Bend, OR

Cascades Futurity &
Aged Event

September 1–13, 2026
Redmond, OR

Throughout September
Hayden Homes Amphitheater, Bend, OR

Sundays Through October
Fir Street Park, Sisters, OR

September 26, 2026
Sunriver, OR

All September Long
Lincoln City, OR

September 25–27, 2026
Lincoln City, OR

September 18–20, 2026
Pacific City, OR

September 12, 2026
Waldport, OR

September 18–20, 2026
Newport, OR

September 12, 2026
Manzanita, OR