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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 vary based on dates selected. Please select your desired dates to view accurate nightly prices.

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Hot tub
Average $145 per night includes all fees
$
145
/night (includes fees)
Oct 18 – Oct 20
Seal Rock, OR
Apartment
1 Bedroom
1 Bath
4 Guests
Dining Area
Average $171 per night includes all fees
$
171
/night (includes fees)
Oct 31 – Nov 02
Manzanita, OR
House
2 Bedrooms
1 Bath
4 Guests
Living Room with Balcony Access
Average $187 per night includes all fees
$
187
/night (includes fees)
Oct 18 – Oct 20
Rockaway Beach, OR
Condo
1 Bedroom
1 Bath
4 Guests
Hot Tub
Average $551 per night includes all fees
$
551
/night (includes fees)
Oct 19 – Oct 21
Lincoln City, OR
House
5 Bedrooms
4.5 Baths
16 Guests
Buck's Hollow- wood burning fireplace
Average $307 per night includes all fees
$
307
/night (includes fees)
Oct 18 – Oct 20
NewNew
Living Area
Average $343 per night includes all fees
$
343
/night (includes fees)
Oct 18 – Oct 20
Sunriver, Oregon
Average $323 per night includes all fees
$
Cozy up by the warm fireplace while enjoying forest views through expansive windows in this beautifully designed living space.
A charming mountain retreat nestled among towering evergreens, offering a peaceful sanctuary surrounded by nature's beauty and tranquility.
323
/night (includes fees)
Oct 18 – Oct 20
Sunriver, OR
House
3 Bedrooms
3 Baths
7 Guests
Redmond, OR
House
3 Bedrooms
2 Baths
8 Guests
Average $349 per night includes all fees
$
349
/night (includes fees)
Oct 18 – Oct 20
Welches, OR
House
3 Bedrooms
2 Baths
7 Guests
House
4 Bedrooms
2 Baths
8 Guests
NewNew
Average $85 per night includes all fees
$
85
/night (includes fees)
Oct 18 – Oct 19
Newport, OR
Motorcoach Site
0 Bedrooms
1 Bath
6 Guests
Living Room
Average $171 per night includes all fees
$
171
/night (includes fees)
Oct 18 – Oct 20
Waldport, OR
House
3 Bedrooms
2 Baths
6 Guests
Surrounding Area
Average $287 per night includes all fees
$
287
/night (includes fees)
Oct 18 – Oct 20
Lincoln City, OR
House
3 Bedrooms
3.5 Baths
9 Guests
Driveway View
Average $589 per night includes all fees
$
589
/night (includes fees)
Oct 18 – Oct 20
Manzanita, OR
House
6 Bedrooms
3.5 Baths
14 Guests
Living room and dining area
Average $200 per night includes all fees
$
200
/night (includes fees)
Oct 20 – Oct 22
Cannon Beach, OR
House
3 Bedrooms
1 Bath
8 Guests
Hot Tub
Average $389 per night includes all fees
$
389
/night (includes fees)
Oct 31 – Nov 02
Rockaway Beach, OR
House
4 Bedrooms
3 Baths
10 Guests
Beach View
Average $240 per night includes all fees
$
240
/night (includes fees)
Mar 16 – Mar 18
Newport, OR
House
2 Bedrooms
2 Baths
5 Guests
External Front Deck
Average $187 per night includes all fees
$
187
/night (includes fees)
Oct 25 – Oct 27
Manzanita, OR
House
2 Bedrooms
1 Bath
4 Guests
Kitchen
Average $423 per night includes all fees
$
423
/night (includes fees)
Oct 30 – Nov 01
Lincoln City, OR
House
4 Bedrooms
3 Baths
16 Guests
Hot Tub
Average $276 per night includes all fees
$
276
/night (includes fees)
Oct 24 – Oct 26
Lincoln City, OR
House
3 Bedrooms
2 Baths
8 Guests
Breakers Beach House #3-110
Average $302 per night includes all fees
$
302
/night (includes fees)
Oct 26 – Oct 28
Neskowin, OR
Townhouse
3 Bedrooms
2 Baths
7 Guests
Average $93 per night includes all fees
$
93
/night (includes fees)
Oct 20 – Oct 21
Newport, OR
Motorcoach Site
0 Bedrooms
0 Baths
6 Guests
Hot Tub
Average $376 per night includes all fees
$
376
/night (includes fees)
Nov 10 – Nov 12
Lincoln City, OR
House
3 Bedrooms
2 Baths
6 Guests
Deck Views
Average $327 per night includes all fees
$
327
/night (includes fees)
Oct 18 – Oct 20
Depoe Bay, OR
Townhouse
3 Bedrooms
3.5 Baths
7 Guests
Outdoor Patio Seating
Average $266 per night includes all fees
$
266
/night (includes fees)
Oct 29 – Oct 31
South Beach, OR
House
3 Bedrooms
2 Baths
4 Guests
Anchor Pier Patio View Condo
Average $121 per night includes all fees
$
121
/night (includes fees)
Oct 18 – Oct 20
Newport, OR
Studio
0 Bedrooms
1 Bath
2 Guests
A scenic coastal community nestled among forested hills, with tree-lined streets and residential neighborhoods spread across rolling terrain near the Pacific shore.
Coastal park with mature trees and ocean views creates a scenic setting near the property.