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Top Day Trips from Oregon (Updated November 2026)

Oregon, USA
Private Wine Excursion Willamette Valley, Oregon - Wine Tour

Gone are the days of choosing between a drowsy shuttle bus driver or the self-proclaimed expert viticulturalist to guide your journey through Oregon wine country. …More

Gone are the days of choosing between a drowsy shuttle bus driver or the self-proclaimed expert viticulturalist to guide your journey through Oregon wine country....

7 hours Hotel pickup offered Free Cancellation
5.0 (62)
from
$230
Willamette Valley Wine Tour from Portland

Go wine tasting near Portland in Willamette Valley, stopping at three wineries such as Blizzard Wines, Stoller Estate, ROCO Winery, Tresori Vineyards, Colene Clemens Vineyards, …More

Go wine tasting near Portland in Willamette Valley, stopping at three wineries such as Blizzard Wines, Stoller Estate, ROCO Winery, Tresori Vineyards, Colene Clemens Vineyards,...

6 hours Hotel pickup offered Free Cancellation
4.8 (231)
from
$131
Columbia Gorge Waterfalls & Wineries from Portland: All-Inclusive Afternoon Tour

Experience two of the greatest attractions of the Pacific Northwest – the Columbia Gorge Waterfalls and Oregon wines! Hear amazing narratives that lie beneath the …More

Experience two of the greatest attractions of the Pacific Northwest – the Columbia Gorge Waterfalls and Oregon wines! Hear amazing narratives that lie beneath the...

6 hours Hotel pickup offered Free Cancellation
4.9 (185)
from
$200
Oregon Coast Day Trip: Cannon Beach and Haystack Rock

Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint …More

Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint...

8 hours Hotel pickup offered Free Cancellation
4.7 (470)
from
$126
Mt Hood, Waterfalls, and Wine Tour

Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning …More

Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning...

8 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (99)
from
$140
Amy & Reba's Day Drinking Wine Tours, Where we'll Drive you to Drink

Amy & Reba's Day Drinking Wine Tours, Where we'll Drive you to Drink is all about FUN, the love of wine and making lasting memories …More

Amy & Reba's Day Drinking Wine Tours, Where we'll Drive you to Drink is all about FUN, the love of wine and making lasting memories...

5 hours Free Cancellation
4.8 (24)
from
$225
Full-Day Rogue River Hellgate Canyon Raft Tour

The 1-day trip on the Rogue River through Hellgate Canyon is ideal for almost anyone looking to get a day on the river. This trip meets …More

Likely to Sell Out
Likely to Sell Out

The 1-day trip on the Rogue River through Hellgate Canyon is ideal for almost anyone looking to get a day on the river. This trip meets...

8 hours Free Cancellation
5.0 (14)
from
$149
Wine History Tours: Private Willamette Valley Wine Tour

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On …More

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$199
Willamette Wine Tour from Newberg (Tasting Fees Included)

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep …More

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep...

6 to 9 hours Hotel pickup offered Free Cancellation
5.0 (37)
from
$239
Full-Day Oregon Coast: Astoria, Warrenton, Seaside & Cannon Beach

Explore Astoria, Warrenton, Seaside, and Cannon Beach on an approximately 7-hour small-group tour with a local guide. Enjoy coastal scenery, movie locations, local legends, and …More

Explore Astoria, Warrenton, Seaside, and Cannon Beach on an approximately 7-hour small-group tour with a local guide. Enjoy coastal scenery, movie locations, local legends, and...

7 hours Hotel pickup offered Free Cancellation
5.0 (29)
from
$300
Mount St. Helens from Portland: All-Inclusive Small-Group Tour

Admire one of the West’s most dramatic natural landscapes—and explore beyond Portland with ease—on this small-group day trip to Mount St. Helens National Volcanic Monument. …More

Admire one of the West’s most dramatic natural landscapes—and explore beyond Portland with ease—on this small-group day trip to Mount St. Helens National Volcanic Monument....

9 hours Hotel pickup offered Free Cancellation
4.9 (27)
from
$281
The Mt St Helens Adventure Tour from Portland

Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and …More

Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and...

11 to 12 hours Hotel pickup offered Free Cancellation
4.7 (42)
from
$301
Oregon Coast Self Guided Audio Driving Tour

Explore the rugged beauty of the Oregon Coast with this self-guided driving tour. Witness waves crashing over volcanic outcrops and discover serene sandy shores. Marvel …More

Explore the rugged beauty of the Oregon Coast with this self-guided driving tour. Witness waves crashing over volcanic outcrops and discover serene sandy shores. Marvel...

7 to 8 hours Free Cancellation
4.7 (19)
from
$21
Private - 1/2 day Columbia River Gorge & Waterfalls Tour From Portland

Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide will …More

Likely to Sell Out
Likely to Sell Out

Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide will...

5 hours
5.0 (12)
from
$110
Small Group: Columbia River Gorge Waterfalls Tour from Portland

Join an intimate, Oregonian-led small group tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide …More

Likely to Sell Out
Likely to Sell Out

Join an intimate, Oregonian-led small group tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide...

5 hours
4.6 (11)
from
$99
Full Day Tour of The Oregon Coast & Astoria from Portland

On this day-long excursion you’ll explore the northern stretch of shore between Astoria and Cannon Beach as your guide leads you through an oceans-worth of …More

Likely to Sell Out
Likely to Sell Out

On this day-long excursion you’ll explore the northern stretch of shore between Astoria and Cannon Beach as your guide leads you through an oceans-worth of...

10 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$281
Silver Falls Hike

Silver Falls State Park is considered the crown jewel of the Oregon State Park system. It boasts 18 waterfalls within 9000 acres (36 km^2). You …More

Silver Falls State Park is considered the crown jewel of the Oregon State Park system. It boasts 18 waterfalls within 9000 acres (36 km^2). You...

8 hours Hotel pickup offered Free Cancellation
4.9 (11)
from
$232
Bed and Breakfast Wine Tour - Small Group, Joinable/Sharable

Home to some incredible bed and breakfasts, Newberg Oregon is centered in the heart of Oregon Wine Country. While you don't have to stay with …More

Home to some incredible bed and breakfasts, Newberg Oregon is centered in the heart of Oregon Wine Country. While you don't have to stay with...

6 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (6)
from
$230
Waterfalls & Wine Tour-Multnomah Falls,Vineyards,Hood River Combo

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of …More

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of...

7 to 9 hours Hotel pickup offered
4.9 (43)
from
$129
The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by …More

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by...

8 hours Hotel pickup offered Free Cancellation
4.9 (14)
from
$139
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