Cheap Vacations in Willamette Valley

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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 14 hours 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 $421, price is now $321 per person
$321
per person
Jan 14 - Jan 17
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
OYO Woodland Hotel and Suites

OYO Woodland Hotel and Suites

2 out of 5
Price was $373, price is now $289 per person
$289
per person
Jan 22 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) 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 14 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
The Hoxton Portland

The Hoxton Portland

4 out of 5
Downtown Portland
Price was $387, price is now $305 per person
$305
per person
Jan 22 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) 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 14 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Hyatt Place Portland Airport

Hyatt Place Portland Airport

3 out of 5
Northeast Portland
Price was $410, price is now $331 per person
$331
per person
Jan 22 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Heathman Hotel

Heathman Hotel

4.5 out of 5
Downtown Portland
Price was $431, price is now $349 per person
$349
per person
Jan 22 - Jan 25
just found
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
found 13 hours ago
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 1 day 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 14 hours 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 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
Banfield Studios By OYO Portland OR

Banfield Studios By OYO Portland OR

2.5 out of 5
Price was $421, price is now $321 per person
$321
per person
Jan 14 - Jan 17
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
OYO Woodland Hotel and Suites

OYO Woodland Hotel and Suites

2 out of 5
Price was $373, price is now $289 per person
$289
per person
Jan 22 - Jan 25
just found
Roundtrip 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 14 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
The Hoxton Portland

The Hoxton Portland

4 out of 5
Price was $387, price is now $305 per person
$305
per person
Jan 22 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) 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 14 hours 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 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
Hyatt Place Portland Airport

Hyatt Place Portland Airport

3 out of 5
Price was $410, price is now $331 per person
$331
per person
Jan 22 - Jan 25
just found
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
Heathman Hotel

Heathman Hotel

4.5 out of 5
Price was $431, price is now $349 per person
$349
per person
Jan 22 - Jan 25
just found
Roundtrip 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 23 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)

6-7 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 $703, price is now $513 per person
$513
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

4.5 out of 5
Price was $893, price is now $578 per person
$578
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Price was $879, price is now $587 per person
$587
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Hilton Portland Downtown

Hilton Portland Downtown

4 out of 5
Price was $1,004, price is now $697 per person
$697
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Banfield Studios By OYO Portland OR

Banfield Studios By OYO Portland OR

2.5 out of 5
Price was $833, price is now $590 per person
$590
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
OYO Woodland Hotel and Suites

OYO Woodland Hotel and Suites

2 out of 5
Price was $751, price is now $547 per person
$547
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Unicorn Inn by OYO Portland

Unicorn Inn by OYO Portland

2.5 out of 5
Price was $708, price is now $528 per person
$528
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Hotel Lucia

Hotel Lucia

4 out of 5
Price was $838, price is now $631 per person
$631
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Sojourn Suites Portland Airport

Sojourn Suites Portland Airport

3 out of 5
Price was $775, price is now $584 per person
$584
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

4 out of 5
Price was $814, price is now $649 per person
$649
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
Price was $794, price is now $642 per person
$642
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) to Portland (PDX)
Eastside Lodge

Eastside Lodge

2 out of 5
Price was $679, price is now $555 per person
$555
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 12 hours ago
$104
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Dec 25 from Los Angeles to Portland, returning Mon, Jan 26, priced at $104 found 12 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
$99 nightly
The price is $114 total per night
$114 total
Dec 28 - Dec 29
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 5 - Jan 6, 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.
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
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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.