Things to do over the New Year's Day long weekend in Portland (Updated 2026)

Portland, USA
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
Afternoon Tour in Columbia Gorge Waterfall with Free Wine Tasting

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique …More

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique...

4 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (6)
from
$139
Private Departure Transfer to Portland Airport (PDX)

Avoid the stress of waiting for taxis or shuttle transfers and instead ensure peace of mind with this convenient private transfer from your hotel to …More

Avoid the stress of waiting for taxis or shuttle transfers and instead ensure peace of mind with this convenient private transfer from your hotel to...

Varies Hotel pickup offered Free Cancellation
4.8 (15)
from
$17
Outdoor Escape Room in Portland - Downtown

An immersive clue-solving adventure around downtown Portland. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime …More

An immersive clue-solving adventure around downtown Portland. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime...

2 hours
4.8 (28)
from
$75
Private Arrival Transfer from Portland Airport PDX

Skip the stress and confusion of finding a taxi upon arrival at the Portland International Airport. Instead, book this private airport transfer service and enjoy …More

Skip the stress and confusion of finding a taxi upon arrival at the Portland International Airport. Instead, book this private airport transfer service and enjoy...

45 minutes Hotel pickup offered Free Cancellation
4.4 (32)
from
$17
Private Tour of Multnomah Falls and Columbia Gorge

There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for …More

There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for...

4 to 5 hours Hotel pickup offered Free Cancellation
5.0 (39)
from
$129
Custom Willamette Valley Wine Tours from The Allison Inn and Spa

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family …More

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family...

6 to 9 hours Hotel pickup offered Free Cancellation
4.9 (10)
from
$375
Forest Park Hiking Tour to Pittock Mansion

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles …More

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles...

180 to 210 minutes Free Cancellation
5.0 (6)
from
$50
Forest Walk and Urban Feast Culinary Tour Portland

Explore the beautiful Forest Park and the vibrant culinary scene of Portland on this unique 4-hour tour. Journey through 3 miles of scenic trails and …More

Explore the beautiful Forest Park and the vibrant culinary scene of Portland on this unique 4-hour tour. Journey through 3 miles of scenic trails and...

4 hours Free Cancellation
5.0 (3)
from
$98
Portland Willamette River Bridge Sightseeing Boat Tour

Cruise beneath 12 iconic spans along the Willamette River for exclusive, water-level views of Portland’s stunning skyline and historic architecture. Discover the fascinating engineering and …More

Likely to Sell Out
Likely to Sell Out

Cruise beneath 12 iconic spans along the Willamette River for exclusive, water-level views of Portland’s stunning skyline and historic architecture. Discover the fascinating engineering and...

2 hours Free Cancellation
5.0 (1)
from
$68
Makers and Artisans of Portland Walking Tour

Explore the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of …More

Explore the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of...

2 hours 15 minutes Free Cancellation
4.6 (14)
from
$55
Weird Bar Crawl with Fanatical Local

HEY. Do you want to see Portland through the eyes of its BIGGEST FAN? Are you curious about communities that prioritize PEOPLE, IMAGINATION, and CRAFT …More

HEY. Do you want to see Portland through the eyes of its BIGGEST FAN? Are you curious about communities that prioritize PEOPLE, IMAGINATION, and CRAFT...

3 hours Free Cancellation
5.0 (31)
from
$59
Full-day Columbia Gorge Hiking

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, …More

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces,...

8 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$149
Afternoon Portland City Tour

More than just a basic Portland city tour, our half-day Portland City Tour will reveal the laid-back small city feel of this fun and thriving …More

More than just a basic Portland city tour, our half-day Portland City Tour will reveal the laid-back small city feel of this fun and thriving...

4 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (3)
from
$85
Private Portland Discovery Tour

On this ALL-INCLUSIVE 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test …More

On this ALL-INCLUSIVE 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test...

3 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$714
Explore Columbia River Gorge Half-Day Small-Group Hiking Tour

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, …More

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces,...

4 hours Free Cancellation
5.0 (3)
from
$73
Private Willamette Valley Wine Tour

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on Key West Private Charters, Google and Yelp for Private …More

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on Key West Private Charters, Google and Yelp for Private...

6 to 9 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,292
Private Multnomah Falls and Mt. Hood Tour with Gorge Waterfalls

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on …More

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on...

8 to 9 hours Free Cancellation
5.0 (3)
from
$1,334
Private Northern Oregon Coast Tour

Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon …More

Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon...

9 hours Free Cancellation
5.0 (2)
from
$1,334
Portland Party Bike Tours: The Classic Crawl - Public

Explore Portland's vibrant nightlife on a two-hour guided bike tour, where laughter and good vibes flow alongside refreshing drinks. The Classic Crawl takes you through …More

Explore Portland's vibrant nightlife on a two-hour guided bike tour, where laughter and good vibes flow alongside refreshing drinks. The Classic Crawl takes you through...

2 hours Free Cancellation
5.0 (3)
from
$25
Mt. Hood Winter Wonderland Snowshoe Adventure

Discover the serene beauty of Mt. Hood on this guided snowshoe adventure, perfect for beginners and nature enthusiasts alike. Starting from Tilly Jane Sno-Park, traverse …More

Discover the serene beauty of Mt. Hood on this guided snowshoe adventure, perfect for beginners and nature enthusiasts alike. Starting from Tilly Jane Sno-Park, traverse...

7 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$250
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