Woodstock Vacations from ¥47,814

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The Latest Woodstock Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Milwaukie Inn Portland South

Milwaukie Inn Portland South

Oak Grove
¥47,814
per person
Oct 16 - Oct 18
found 13 hours ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
7.4/10 Good! (590 reviews)
Pleasant, friendly, clean and a good nights rest if that’s what you’re into 😉

Reviewed on Sep 10, 2026

Unicorn Inn by OYO Portland

Unicorn Inn by OYO Portland

Southeast Portland
¥49,818
per person
Oct 16 - Oct 18
found 13 hours ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
6.8/10 (78 reviews)
I enjoyed the property and the staff were very pleasant

Reviewed on Sep 9, 2026

Sentinel Hotel

Sentinel Hotel

Downtown Portland
¥65,416
per person
Oct 16 - Oct 18
found 13 hours ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
¥251,260
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Portland (PDX)
9.2/10 Wonderful! (2,416 reviews)
Comfortable room

Reviewed on Sep 11, 2026

Hampton Inn & Suites Portland/Hillsboro-Evergreen Park

Hampton Inn & Suites Portland/Hillsboro-Evergreen Park

Tanasbourne
¥51,602
per person
Oct 16 - Oct 18
found 13 hours ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
8.8/10 Excellent! (1,050 reviews)
Nothing specific

Reviewed on Sep 10, 2026

Where to stay in Woodstock

Find the best Woodstock areas and neighborhoods for the activities you enjoy most. Learn more about Woodstock
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

1 out of top 10 points of interest in this area

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

2 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

1 out of top 10 points of interest in this area

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

2 out of top 10 points of interest in this area

Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

Woodstock Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
¥17,924
¥20,891 total
Sep 20 - Sep 21
includes taxes & fees
The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
¥18,863
¥21,990 total
Sep 20 - Sep 21
includes taxes & fees
DoubleTree by Hilton Hotel Portland
Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
¥19,553
¥27,157 total
Sep 20 - Sep 21
includes taxes & fees
Hyatt Regency Portland at the Oregon Convention Center
See all 2,837 properties in Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Woodstock vacation package cost?
Browse and book everything in one place with our Woodstock vacation packages, which start from a low ¥47,814. Pick the hotels and flights that fit your travel plans. Then, add on a couple of activities or tours to round off your unique adventure.
How do I get a cheap travel package to Woodstock?
Think of all the awesome things you could do in Woodstock with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your airfare and hotel bookings into a Woodstock vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from over 550 air carriers and 1,000,000 hotels around the globe. Whether you're heading away with the entire family or surprising your special someone, exploring Woodstock is better with a package.
Where should I stay in Woodstock?
A trip to Woodstock isn't over until you've seen Oregon Zoo and Portland State University. Stay at a hotel within walking distance and easily access these popular tourist attractions.
What are the top hotels in Woodstock?
Get your escape off to a good start by booking a stay at Your Safe Haven In The Heart Of Metropolitan Portland. It's one of most popular hotels in Woodstock. Another comfortable option is Excellent Location, Close To Parks.
How far in advance should I book my Woodstock vacation?
Travelers are normally able to look up international fares on Expedia up to 12 months prior to departure. Booking late? With a little bit of luck, it's still possible to nab an affordable ticket just weeks before your flight.
What does an Expedia Woodstock travel package include?
Much of that is up to you. You can pick from a range of Woodstock bundles, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Woodstock vacation looks like, you're sure to save!
What should I know before booking a Woodstock travel package?
So many places to go, so many things to see and do. With a package, you'll be able to cross more of them off your list. Combine your hotels, rental cars and flights and enjoy big savings.
Can I choose my airline with a Woodstock Expedia vacation package?
You can, and with over 550 airlines to choose from globally, you're spoiled for choice. Scroll through the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Woodstock vacation package?
Don't stress if you're rethinking your Woodstock vacation package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We realize your circumstances can change suddenly, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

Stay near popular Woodstock attractions

Woodstock Park

Woodstock Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Wander around the area's picturesque gardens or experience its entertainment choices.
See properties

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

¥13,608
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

¥14,088
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

¥22,152
per traveler
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.