Fall brings browns, reds, yellows and gold to Portland, Oregon.
Filtered Romantic Stays

Anniversary-Worthy Hotels in Oregon with Outdoor Pools

Browse romantic anniversary-worthy hotels in oregon for couples with outdoor pools, shaped for weekend trips, special occasions, and more comfortable getaways across Oregon.

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Matching Your Search

Anniversary-Worthy Hotels in Oregon with Outdoor Pools

Browse romantic anniversary-worthy hotels in oregon for couples with outdoor pools, shaped for weekend trips, special occasions, and more comfortable getaways across Oregon.

McMenamins Edgefield
Anniversary Choice

McMenamins Edgefield

Guest Rating
4.6★
From$117
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Curated Highlights
01Spa
02Resort
03Dining
Timberline Lodge
Anniversary Choice

Timberline Lodge

Guest Rating
4.6★
From$265
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Curated Highlights
01Hot Tub
02Sauna
03Fireplace
Hallmark Resort Newport
Anniversary Choice

Hallmark Resort Newport

Guest Rating
4.6★
From$159
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Curated Highlights
01Private Hot Tub
02Hot Tub
03Fireplace
Eagle Crest Resort
Anniversary Choice

Eagle Crest Resort

Guest Rating
4.4★
From$128
Check Availability
Curated Highlights
01Spa
02Fireplace
03Balcony / Patio
Destination Pulse

Where Couples Stay in Oregon

Explore 63 curated cities across Oregon, from well-known romantic hubs to quieter places worth building a weekend around.

Browse Every City

Cities with hotels matching your current search are shown first. The full Oregon city list remains available below.

Rafting through the notorious rapid, Blossom Bar, on the Wild & Scenic Section of the Rogue River.

Grants Pass

17 Stays · 3 Matches

Ashland, OREGON, USA

Ashland

25 Stays · 2 Matches

A lighthouse beneath a starry sky in Newport, Oregon.

Newport

19 Stays · 2 Matches

Columbia Gorge river view from The Dalles, OR, USA

The Dalles

10 Stays · 2 Matches

Portland, Oregon, USA

Portland

38 Stays · 1 Match

Deschutes River, Bend, OREGON, United States

Bend

30 Stays · 1 Match

An empty campus in Eugene, OR, USA

Eugene

23 Stays · 1 Match

Pendleton Woolen Mills Clothing Store

Pendleton

12 Stays · 1 Match

Redmond, Oregon, USA

Redmond

10 Stays · 1 Match

Lake Oswego, United States

Lake Oswego

7 Stays · 1 Match

Sisters, OR, USA

Sisters

7 Stays · 1 Match

Two chairs and a bottle of wine in front of a vineyard in Newberg, OR, USA

Newberg

5 Stays · 1 Match

Warm tall grass with a line of trees backed by the morning fog in Troutdale, OR, USA

Troutdale

4 Stays · 1 Match

Trillium Lake’s serenity welcomes Mt. Hood near Government Camp

Welches

4 Stays · 1 Match

Mt. Hood Park Division Recreation Area, Government Camp, Oregon, USA

Government Camp

3 Stays · 1 Match

Vineyards in Willamette Valley, Lebanon, Oregon, USA

Lebanon

2 Stays · 1 Match

Red barn on a Willamette Valley hilltop in Albany, Oregon, USA

Albany

8 Stays

Oregon Coast Meets Beach at Oswald West State Park, Arch Cape, OR, USA

Arch Cape

3 Stays

Astoria-Megler Bridge, Astoria, OREGON 97103, USA

Astoria

14 Stays

Sunset at Coquille River Lighthouse, Bullards Beach Road, Bandon, OR, USA

Bandon

7 Stays

A strip of land between the Pacific Ocean and Tillamook Bay near Bay City in Oregon.

Bay City

1 Stay

Nike World Headquarters, One Bowerman Drive, Beaverton, OR, USA

Beaverton

9 Stays

Harris Beach State Park, Brookings, OREGON, USA

Brookings

8 Stays

Cannon Beach, Cannon Beach, Oregon, United States

Cannon Beach

22 Stays

Willamette Valley vineyards on a misty morning near Carlton, Oregon

Carlton

2 Stays

Jackson County Expo - Central Point, Oregon, USA

Central Point

3 Stays

Crater Lake, Chiloquin, United States

Chiloquin

2 Stays

Sunset behind a campground with a small road and a picnic table between trees near Clackamas River, Clackamas, Oregon, USA

Clackamas

7 Stays

McPhillips Beach, McPhillips Drive, Cloverdale, OR, USA

Cloverdale

1 Stay

Nature's path - Coos Bay, OR, USA

Coos Bay

6 Stays

Oregon State University, Corvallis, OR, USA

Corvallis

9 Stays

Currin Covered Bridge

Cottage Grove

3 Stays

Crooked River Ranch, OR, USA

Crooked River Ranch

1 Stay

A beautifully eroded bit of coastline outside of Depoe Bay, Oregon.

Depoe Bay

7 Stays

Grapes growing on a vineyard in Dundee, Oregon.

Dundee

3 Stays

Siuslaw River Bridge in Florence, Oregon, USA

Florence

12 Stays

Crater Lake National Park, (Fort Klamath) United States

Fort Klamath

2 Stays

An image of the Garibaldi’s harbor

Garibaldi

3 Stays

Blue Saturday morning walk as a spring storm approaches Gearhart on the Oregon Coast.

Gearhart

4 Stays

Rugged natural beauty of the Gold Beach, Oregon Coast.

Gold Beach

6 Stays

Nighttime wet street in Gresham, OR, USA

Gresham

3 Stays

View of the cove at Harris Beach State Park from the highway looking over the Pacific ocean near Brookings and Harbor, Oregon

Harbor

1 Stay

Orenco Station, Hillsboro, OR 97124, USA

Hillsboro

17 Stays

Hood River County, Oregon, USA

Hood River

11 Stays

Downtown Jacksonville, OR, USA

Jacksonville

6 Stays

Klamath Falls, OR, USA

Klamath Falls

16 Stays

A beautiful day in Lincoln City, Oregon.

Lincoln City

20 Stays

Mount Jefferson, Oregon, USA

Madras

5 Stays

Manzanita, Oregon, United States

Manzanita

3 Stays

Pioneer Hall at Linfield University, McMinnville, United States

McMinnville

7 Stays

Winter in Medford, Oregon, USA

Medford

23 Stays

Coos Bay, OR, USA

North Bend

4 Stays

Cape Kiwanda, Pacific City, OR, USA

Pacific City

6 Stays

A sunset view from a house in Prineville, Oregon.

Prineville

3 Stays

Aerial view of Rockaway Beach, Oregon, USA

Rockaway Beach

3 Stays

Autumn in Roseburg, Oregon, US

Roseburg

8 Stays

The 22-foot-tall statue of "the gold pioneer" that sits on top of the State of Oregon's capitol building.

Salem

14 Stays

Beach at Seaside, Oregon, USA

Seaside

21 Stays

Autumn in the Pacific Northwest, Eugene/Springfield, Oregon, USA

Springfield

9 Stays

Route 97 highway that goes past Smith Rock State Park near Terrebonne, OR, USA

Terrebonne

1 Stay

Portland Oregon Temple near Tigard

Tigard

6 Stays

Winchester Bay, OR, USA

Winchester Bay

1 Stay

Yachats, Oregon, United States

Yachats

6 Stays

Regional Collections

Choose Your Romantic Style in Oregon

Browse the getaway styles that shape our Oregon collection, from spa weekends and city stays to scenic retreats made for slower, more memorable trips together.

Neatly arranged vineyards cover a hill outside of Salem, Oregon.
Signature Style in Oregon

Countryside Retreats

Explore countryside retreats in Oregon with outdoor pools and anniversary-worthy style.

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View of the rock in the ocean - Cannon beach, Oregon, United states.

Beachfront Retreats

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The Portland, OR Skyline at sunset. - City skyline during night time.

Urban Escapes

Explore urban escapes in Oregon with outdoor pools and anniversary-worthy style.

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Multnomah Falls, Oregon, USA

Mountain Getaways

Explore mountain getaways in Oregon with outdoor pools and anniversary-worthy style.

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A person sitting on brown wooden rocking chair near Crater Lake, Oregon, USA

Lakefront Retreats

Explore lakefront retreats in Oregon with outdoor pools and anniversary-worthy style.

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Double Bed in Cozy Hotel Room

Best Value Escapes

Explore best value escapes in Oregon with outdoor pools and anniversary-worthy style.

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Modern Luxury Style Hotel Room

Luxury Retreats

Explore luxury retreats in Oregon with outdoor pools and anniversary-worthy style.

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Tray with candles, flowers, and bath salts on a hot tub

Wellness and Spa Getaways

Explore wellness and spa getaways in Oregon with outdoor pools and anniversary-worthy style.

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