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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 Area
Average $263 per night includes all fees
$
263
/night (includes fees)
Sep 22 – Sep 24
Pet Friendly
Sunriver, OR
Condo
3Bedrooms
2Baths
8Guests
Living Room with Amenities
Average $475 per night includes all fees
$
475
/night (includes fees)
May 29 – Jun 01
Patio Area
Average $411 per night includes all fees
$
411
/night (includes fees)
Sep 02 – Sep 04
Lincoln City, OR
Fairway to Heaven- Light and Bright Living Room
Average $168 per night includes all fees
$
168
/night (includes fees)
Sep 02 – Sep 04
Outdoor with Beach View
Average $153 per night includes all fees
$
153
/night (includes fees)
Sep 12 – Sep 14
10
Average $248 per night includes all fees
$
248
/night (includes fees)
Nov 30 – Dec 02
Bend, OR
Open Dining Area with a view of the Kitchen
Average $193 per night includes all fees
$
193
/night (includes fees)
Sep 09 – Sep 11
Gearhart, OR
House
3Bedrooms
2.5Baths
6Guests
House
4Bedrooms
3.5Baths
13Guests
Welches, OR
Condo
2Bedrooms
2Baths
6Guests
Lincoln City, OR
Condo
1Bedroom
1Bath
4Guests
Condo
2Bedrooms
2Baths
4Guests
Pet Friendly
Gearhart, OR
House
2Bedrooms
1Bath
4Guests
Exterior view
Average $285 per night includes all fees
$
285
/night (includes fees)
Sep 02 – Sep 04
Pet Friendly
Rhododendron, OR
Cabin
3Bedrooms
2Baths
8Guests
Living Room with a view
Average $280 per night includes all fees
$
280
/night (includes fees)
Sep 05 – Sep 12
Pet Friendly
Depoe Bay, OR
Condo
2Bedrooms
2Baths
6Guests
Cinnamon Chalet- Light and Bright Chalet
Average $276 per night includes all fees
$
276
/night (includes fees)
Sep 02 – Sep 04
Pet Friendly
Redmond, OR
House
2Bedrooms
2Baths
4Guests
Outdoor Seating Area
Average $190 per night includes all fees
$
190
/night (includes fees)
Sep 07 – Sep 09
Pet Friendly
Lincoln City, OR
House
2Bedrooms
2Baths
6Guests
Outdoor Seating
Average $225 per night includes all fees
$
225
/night (includes fees)
Sep 10 – Sep 12
Lincoln City, OR
House
2Bedrooms
2Baths
6Guests
Arbor House
Average $637 per night includes all fees
$
637
/night (includes fees)
Oct 20 – Oct 22
Yachats, OR
House
6Bedrooms
6Baths
16Guests
Balcony Area
Average $345 per night includes all fees
$
345
/night (includes fees)
Sep 21 – Sep 23
Pet Friendly
Lincoln City, OR
House
4Bedrooms
3Baths
10Guests
living room
Average $265 per night includes all fees
$
265
/night (includes fees)
Sep 15 – Sep 17
Bend, OR
Condo
2Bedrooms
2Baths
6Guests
Outdoor Deck with Beach View
Average $617 per night includes all fees
$
617
/night (includes fees)
Sep 02 – Sep 04
Lincoln City, OR
House
4Bedrooms
4.5Baths
12Guests
Aerial View
Average $211 per night includes all fees
$
211
/night (includes fees)
Sep 23 – Sep 25
Pet Friendly
Rockaway Beach, OR
House
3Bedrooms
2Baths
8Guests
Average $224 per night includes all fees
$
224
/night (includes fees)
Sep 16 – Sep 18
Pet Friendly
Sunriver, OR
Condo
2Bedrooms
2Baths
6Guests
tranquil evening
Average $492 per night includes all fees
$
492
/night (includes fees)
Sep 05 – Sep 07
Pet Friendly
Powell Butte, OR
Cabin
2Bedrooms
2.5Baths
8Guests
Beach View
Average $357 per night includes all fees
$
357
/night (includes fees)
Sep 23 – Sep 25
Waldport, OR
House
3Bedrooms
2Baths
6Guests
Aerial view
Average $101 per night includes all fees
$
101
/night (includes fees)
Sep 02 – Sep 04
Cannon Beach, OR
Studio
1Bedroom
1Bath
2Guests
Vacation Villa-1
Average $253 per night includes all fees
$
253
/night (includes fees)
Oct 04 – Oct 06
Lincoln City, OR
House
3Bedrooms
2Baths
10Guests
Deck View
Average $482 per night includes all fees
$
482
/night (includes fees)
Dec 31 – Jan 02
Lincoln City, OR
House
3Bedrooms
2Baths
7Guests
Premium Site Y 251 R-1
Average $124 per night includes all fees
$
124
/night (includes fees)
Sep 02 – Sep 03
Pet Friendly
Newport, OR
Motorcoach Site
0Bedroom
1Bath
6Guests
This charming rustic cabin stands amid towering pines and lush green lawns, offering a peaceful forest retreat with dual-level balconies perfect for morning coffee and starlit evenings.