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OREGON COAST HEADQUARTERS
2015 NW 39th Street
Lincoln City, OR 97367
CENTRAL OREGON HEADQUARTERS
57100 Beaver Dr Bldg 5, STE 150
 Sunriver, OR 97707
[email protected]
1-541-418-4555
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Your Ultimate May Guide to the Pacific Northwest

May brings longer days, blooming landscapes, and an exciting lineup of festivals and outdoor activities. Whether you’re heading to the Oregon Coast, or Central Oregon, this month offers something memorable for every kind of traveler.

Events in Oregon Coast

Spring Unveiling Arts Festival (May 02-04, 2025)


Location: Cannon Beach, OR
An annual event where galleries unveil new works by featured artists. Attendees can enjoy artist demonstrations, receptions, and a vibrant arts scene throughout the weekend.

Oregon Coast Gravel Epic Bike Race (May 03, 2025)


Location: Waldport, OR
A challenging cycling event that takes riders through the scenic and rugged terrain of the Oregon Coast Range, offering both long and short course options.

Lager Fest at Buoy Beer Co. (May 9–10, 2025)


Location: Astoria, OR
Hosted at Buoy Beer Co.’s new taproom, this festival celebrates lagers with a selection of brews from various breweries, live music, and a festive atmosphere.

Wild Things Festival (May 10, 2025)


Location: Yachats Commons, Yachats, OR
An environmental education event featuring interactive performances, music, and activities focused on nature and wildlife, aiming to inspire stewardship of the natural world.

Ten-Minute Play Festival (May 17, 2025)


Location: Newport Performing Arts Center, Newport, OR
A showcase of original ten-minute plays performed by local talent, offering a diverse range of stories and theatrical experiences in a single evening. ​

Cannon Beach Fat Bike Festival (May 16–18, 2025)


Location: Cannon Beach, Oregon
Three days of coastal adventure with beach rides, guided waterfall tours, a sunset ride at Haystack Rock, a beach party with games, races, and local craft beer sampling.

Florence Rhododendron Festival (May 15–18, 2025)


Location: Florence, OR
Celebrating the blooming of rhododendrons, this festival features parades, a carnival, live music, and the crowning of Queen Rhododendra. It’s a cherished tradition that brings together the community and visitors alike.

Pouring at the Coast (May 31, 2025)


Location: Seaside, OR
A craft beer festival featuring over 30 breweries, live music, and food vendors, providing a lively atmosphere to enjoy the best of Oregon’s brewing scene.

Heroes on the Water (May 31, 2025)


Location: Seaside, Oregon
 An outdoor healing experience for veterans, first responders, and their families. Participants can enjoy kayaking, camaraderie, and the tranquility of nature at Lost Lake.

Events in Central Oregon

Paranormal Cirque II (May 2–5, 2025)


Location: Deschutes County Fairgrounds Expo Center, Redmond, OR
A unique blend of circus, theater, and cabaret with a paranormal theme.

Sunriver Wine & Cuisine Stroll (May 03, 2025)


Location: The Lodge Kitchen, Sunriver, OR
An afternoon of tastings featuring wines from Oregon, paired with creative bites and live music.

Sisters Country Trail Run (May 04, 2025)


Location: Village Green Park, Sisters, OR
Offers 50K and Half Marathon trail races starting and finishing in the heart of Sisters.

Art Meets Wine in the High Desert (May 17, 2025)


Location: SHARC, Sunriver, OR
An all-inclusive event offering tastings from 13 Oregon wineries, accompanied by art, music, and food.

SELCO Pole Pedal Paddle (May 17, 2025)


Location: Bend, OR
A six-leg multi-sport race from Mt. Bachelor to Bend, featuring alpine skiing or snowboarding, Nordic skiing, biking, running, and kayaking.

Bend Women’s Expo (May 24, 2025)


Location: Seventh Mountain Resort, Bend, OR
Features women-owned businesses, interactive breakout sessions, hands-on workshops, and networking opportunities.

Bend Brews & Beyond (May 24-25, 2025)


Location: Drake Park, Bend, OR
Showcasing over 50 Oregon breweries and cideries, including all locally-owned Central Oregon producers, plus non-alcoholic beverage makers.

Kid’s Day in May (May 24, 2025)


Location: The Village at Sunriver, Sunriver, OR
A family-friendly event with games, activities, a petting zoo, bounce houses, and more.

Sisters Stampede (May 25, 2025)


Location: Sisters, OR
A mountain bike race and festival, part of the Oregon XC Series, featuring a 14-mile course.

Things to Do: Coastal Oregon in May

Discover Oregon’s dramatic coastline and encounter fascinating marine life at Cannon Beach, Yaquina Head, and Cape Perpetua.

Beachcombing & Tide Pooling

 Discover Oregon’s dramatic coastline and encounter fascinating marine life at Cannon Beach, Yaquina Head, and Cape Perpetua.

Tour historic lighthouses like Heceta Head and Yaquina Bay to uncover the Oregon Coast’s rich maritime heritage.

Lighthouse Tours

 Tour historic lighthouses like Heceta Head and Yaquina Bay to uncover the Oregon Coast’s rich maritime heritage.

Things to Do: Central Oregon in May

Hike, bike, or paddle through Central Oregon’s scenic trails and lakes — from the Deschutes River to Smith Rock State Park.

Outdoor Recreation

Hike, bike, or paddle through Central Oregon’s scenic trails and lakes — from the Deschutes River to Smith Rock State Park.

Pack a lunch and relax in the sunshine at Shevlin Park or Drake Park, where spring blooms and fresh air await.

Scenic Picnic Spots

Pack a lunch and relax in the sunshine at Shevlin Park or Drake Park, where spring blooms and fresh air await.

Visit local markets in Bend and Redmond for fresh produce, artisan goods, and live entertainment every weekend.

Farmers Markets

Visit local markets in Bend and Redmond for fresh produce, artisan goods, and live entertainment every weekend.

Exploring Olympic National Park

Hike through lush rainforests, alpine meadows, and rugged coastline at Olympic National Park, ideal for outdoor adventure in April and May.

Around the World Embassy Tour

Part of Passport DC in May, this tour grants access to dozens of international embassies for cultural exhibits, performances, and food tastings.

National Gallery Nights: ‘70s Disco Prom

Join the National Gallery’s after-hours experience for dancing, retro fashion, and creative activities all themed around the 1970s art scene.

Book Your May Getaway Today!

May is one of the best times to explore the Pacific Northwest. Fewer crowds, mild weather, and an incredible variety of events make it the perfect month to plan a trip. Whether it’s a cozy cabin near the coast or a family-friendly home in wine country, find your perfect stay with us.

*Prices shown may not be accurate. Please search with dates to view accurate nightly prices

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Living room
Average $136 per night includes all fees
$
136
/night (includes fees)
Sep 20 – Sep 22
Pet Friendly
Bend, OR
Condo
1Bedroom
1Bath
4Guests
Patio Area
Average $367 per night includes all fees
$
367
/night (includes fees)
Sep 18 – Sep 20
Pet Friendly
Government Camp, OR
Cabin
3Bedrooms
2Baths
8Guests
Site 45-101
Average $121 per night includes all fees
$
121
/night (includes fees)
Sep 06 – Sep 07
Pet Friendly
Newport, OR
Motorcoach Site
0Bedroom
1Bath
6Guests
Living Room
Average $268 per night includes all fees
$
268
/night (includes fees)
Sep 09 – Sep 11
Manzanita, OR
House
3Bedrooms
2.5Baths
6Guests
Deck
Average $198 per night includes all fees
$
198
/night (includes fees)
Sep 07 – Sep 09
Pet Friendly
Lincoln City, OR
House
3Bedrooms
2.5Baths
10Guests
Outdoor Seating with Beach View
Average $284 per night includes all fees
$
284
/night (includes fees)
Sep 16 – Sep 18
Yachats, OR
House
2Bedrooms
2Baths
4Guests
External View
Average $371 per night includes all fees
$
371
/night (includes fees)
Sep 02 – Sep 04
Pet Friendly
Welches, OR
Cabin
4Bedrooms
3Baths
9Guests
Aerial View
Average $625 per night includes all fees
$
625
/night (includes fees)
Sep 15 – Sep 17
Pet Friendly
Rockaway Beach, OR
Townhouse
7Bedrooms
4Baths
22Guests
Site 163-101
Average $207 per night includes all fees
$
207
/night (includes fees)
Sep 05 – Sep 06
Pet Friendly
Newport, OR
Motorcoach Site
0Bedroom
1Bath
6Guests
Deck View
Average $469 per night includes all fees
$
469
/night (includes fees)
Oct 05 – Oct 08
Rockaway Beach, OR
House
2Bedrooms
2.5Baths
5Guests
Aerial View
Average $499 per night includes all fees
$
499
/night (includes fees)
Sep 07 – Sep 09
Pet Friendly
Rockaway Beach, OR
House
5Bedrooms
3.5Baths
10Guests
Leisure Lane 4- Vaulted Living Room with Gas Fireplace
Average $393 per night includes all fees
$
393
/night (includes fees)
Sep 02 – Sep 04
Sunriver, OR
House
3Bedrooms
3Baths
8Guests
Outdoor
Average $440 per night includes all fees
$
440
/night (includes fees)
Sep 03 – Sep 05
Pet Friendly
Lincoln City, OR
House
2Bedrooms
2.5Baths
7Guests
Haystack Rock View
Average $969 per night includes all fees
$
969
/night (includes fees)
Sep 02 – Sep 09
Cannon Beach, OR
House
3Bedrooms
2Baths
6Guests
Average $247 per night includes all fees
$
247
/night (includes fees)
Sep 02 – Sep 04
Lincoln City, OR
House
3Bedrooms
2Baths
6Guests
Living Area
Average $263 per night includes all fees
$
263
/night (includes fees)
Sep 22 – Sep 24
Pet Friendly
Sunriver, OR
Condo
3Bedrooms
2Baths
8Guests
Exterior Seating
Average $252 per night includes all fees
$
252
/night (includes fees)
Sep 24 – Sep 26
Pet Friendly
Waldport, OR
House
3Bedrooms
1.5Baths
6Guests
Exterior and Backyard View
Average $229 per night includes all fees
$
229
/night (includes fees)
Sep 10 – Sep 12
Pet Friendly
Waldport, OR
House
2Bedrooms
2Baths
4Guests
Average $285 per night includes all fees
$
285
/night (includes fees)
Sep 11 – Sep 13
Pet Friendly
Lincoln City, OR
House
2Bedrooms
1Bath
7Guests
Living Area
Average $478 per night includes all fees
$
478
/night (includes fees)
Sep 06 – Sep 08
Sunriver, OR
House
4Bedrooms
4Baths
10Guests
location
Average $228 per night includes all fees
$
228
/night (includes fees)
Sep 02 – Sep 04
Depoe Bay, OR
House
3Bedrooms
2.5Baths
8Guests
Hot Tub
Average $243 per night includes all fees
$
243
/night (includes fees)
Sep 15 – Sep 17
Rhododendron, OR
Cabin
2Bedrooms
2Baths
6Guests
Outdoor Patio Seating
Average $282 per night includes all fees
$
282
/night (includes fees)
Sep 03 – Sep 05
Pet Friendly
Waldport, OR
House
2Bedrooms
2Baths
4Guests
Soak away the day in your private hot tub, tucked into a peaceful backyard oasis with plenty of green space and fresh air.
Breathtaking oceanfront balcony with comfortable seating where you can watch waves crash while sipping morning coffee or enjoying coastal sunsets.
Outdoor Patio
Average $264 per night includes all fees
$
264
/night (includes fees)
Sep 02 – Sep 04
Pet Friendly
Welches, OR
Townhouse
3Bedrooms
2.5Baths
6Guests