Cheap Vacations in Willamette Valley

Choose two or more items and save on your trip:

Willamette Valley vacations

Price found within the past 48 hours. Click for updated prices.
Washington Plaza Apartments

Washington Plaza Apartments

3 out of 5
Downtown Portland
Price was $347, price is now $280 per person
$280
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Banfield Studios By OYO Portland OR

Banfield Studios By OYO Portland OR

2.5 out of 5
Northeast Portland
Price was $480, price is now $346 per person
$346
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Hotel Lucia

Hotel Lucia

4 out of 5
Downtown Portland
Price was $403, price is now $313 per person
$313
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
The Hoxton Portland

The Hoxton Portland

4 out of 5
Downtown Portland
Price was $520, price is now $413 per person
$413
per person
Feb 7 - Feb 10
just found
Roundtrip flight included
New York (JFK) to Portland (PDX)
Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Price was $495, price is now $398 per person
$398
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Embassy Suites Portland/Hillsboro, Oregon

Embassy Suites Portland/Hillsboro, Oregon

3.5 out of 5
Tanasbourne
Price was $549, price is now $451 per person
$451
per person
Feb 7 - Feb 10
just found
Roundtrip flight included
New York (JFK) to Portland (PDX)
MapleRidge House: A BnB For All Seasons!

MapleRidge House: A BnB For All Seasons!

4 out of 5
Price was $561, price is now $465 per person
$465
per person
Jan 23 - Jan 25
found 16 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PDX)
Heathman Hotel

Heathman Hotel

4.5 out of 5
Downtown Portland
Price was $499, price is now $417 per person
$417
per person
Feb 7 - Feb 10
just found
Roundtrip flight included
New York (JFK) to Portland (PDX)
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was $459, price is now $386 per person
$386
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
OYO Woodland Hotel and Suites

OYO Woodland Hotel and Suites

2 out of 5
Price was $353, price is now $296 per person
$296
per person
Jan 23 - Jan 25
found 16 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PDX)

3-night Willamette Valley vacations

Price found within the past 48 hours. Click for updated prices.
Washington Plaza Apartments

Washington Plaza Apartments

3 out of 5
Price was $347, price is now $280 per person
$280
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Two Capes Lookout

Two Capes Lookout

2 out of 5
Price was $776, price is now $557 per person
$557
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
Hotel Lucia

Hotel Lucia

4 out of 5
Price was $403, price is now $313 per person
$313
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
The Hoxton Portland

The Hoxton Portland

4 out of 5
Price was $520, price is now $413 per person
$413
per person
Feb 7 - Feb 10
just found
Roundtrip flight included
New York (JFK) to Portland (PDX)
Sentinel Hotel

Sentinel Hotel

5 out of 5
Price was $495, price is now $398 per person
$398
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was $599, price is now $484 per person
$484
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
MapleRidge House: A BnB For All Seasons!

MapleRidge House: A BnB For All Seasons!

4 out of 5
Price was $753, price is now $610 per person
$610
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Portland (PDX)
Little Creek Cove Beachfront Resort

Little Creek Cove Beachfront Resort

3 out of 5
Price was $806, price is now $655 per person
$655
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
Embassy Suites Portland/Hillsboro, Oregon

Embassy Suites Portland/Hillsboro, Oregon

3.5 out of 5
Price was $549, price is now $451 per person
$451
per person
Feb 7 - Feb 10
just found
Roundtrip flight included
New York (JFK) to Portland (PDX)
Salishan Coastal Lodge

Salishan Coastal Lodge

4 out of 5
Price was $662, price is now $547 per person
$547
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
Inn At Seaside

Inn At Seaside

2.5 out of 5
Price was $770, price is now $637 per person
$637
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
Surftides Lincoln City

Surftides Lincoln City

3 out of 5
Price was $713, price is now $592 per person
$592
per person
Feb 6 - Feb 9
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)

4-night Willamette Valley vacations

Price found within the past 48 hours. Click for updated prices.
Viking Motel

Viking Motel

2.5 out of 5
Price was $385, price is now $307 per person
$307
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Save 100% on your flight
Price was $566, price is now $369 per person
$369
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Save 100% on your flight
Price was $645, price is now $428 per person
$428
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Banfield Studios By OYO Portland OR

Banfield Studios By OYO Portland OR

2.5 out of 5
Price was $480, price is now $346 per person
$346
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Radisson Hotel Portland Airport

Radisson Hotel Portland Airport

3.5 out of 5
Price was $456, price is now $332 per person
$332
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Hotel Lucia

Hotel Lucia

4 out of 5
Price was $480, price is now $359 per person
$359
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
OYO Woodland Hotel and Suites

OYO Woodland Hotel and Suites

2 out of 5
Price was $437, price is now $330 per person
$330
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Washington Plaza Apartments

Washington Plaza Apartments

3 out of 5
Price was $407, price is now $317 per person
$317
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Sentinel Hotel

Sentinel Hotel

5 out of 5
Price was $591, price is now $464 per person
$464
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Canopy by Hilton Portland Pearl District

Canopy by Hilton Portland Pearl District

4 out of 5
Price was $462, price is now $371 per person
$371
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
Price was $449, price is now $361 per person
$361
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
Ilani

Ilani

3.5 out of 5
Save 100% on your flight
Price was $977, price is now $790 per person
$790
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)

Flight deals to Willamette Valley

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Dec 25 - Mon, Jan 26
LAX
Los Angeles
PDX
Portland
$104 Roundtrip, found 3 hours ago
$104
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Dec 25 from Los Angeles to Portland, returning Mon, Jan 26, priced at $104 found 3 hours ago
Thu, Jan 15 - Tue, Jan 27
LAX
Los Angeles
MFR
Medford
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Jan 15 from Los Angeles to Medford, returning Tue, Jan 27, priced at $137 found 6 days ago
Wed, Mar 11 - Sat, Mar 14
DEN
Denver
PDX
Portland
$141 Roundtrip, found 4 days ago
$141
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Mar 11 from Denver to Portland, returning Sat, Mar 14, priced at $141 found 4 days ago

Top rated hotels for your Willamette Valley vacation

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Free Cancellation
Reserve now, pay when you stay
41.61 mi from city center
$96 nightly
The price is $111 total per night
$111 total
Dec 26 - Dec 27
Total with taxes and fees
With a stay at The Paramount Hotel, you'll be centrally located in Portland, steps from Arlene Schnitzer Concert Hall and within a 5-minute walk of Portland Art Museum.
Free WiFi
Restaurant
Embassy Suites by Hilton Portland Downtown

Embassy Suites by Hilton Portland Downtown

4 out of 5
319 SW Pine St Portland OR
Free Cancellation
Reserve now, pay when you stay
41.94 mi from city center
$103 nightly
The price is $119 total per night
$119 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
With a stay at Embassy Suites by Hilton Portland Downtown, you'll be centrally located in Portland, within a 10-minute walk of Lan Su Chinese Garden and Pioneer Courthouse Square.
Pool
Hot Tub
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
Free Cancellation
Reserve now, pay when you stay
42.86 mi from city center
$106 nightly
The price is $123 total per night
$123 total
Dec 15 - Dec 16
Total with taxes and fees
A stay at DoubleTree by Hilton Hotel Portland places you in the heart of Portland, within a 15-minute walk of Moda Center and Oregon Convention Center.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Willamette Valley
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.