Jennings Lodge Vacations from $421

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Your Jennings Lodge Vacation

Book a tailored Jennings Lodge vacation package that includes everything you need without any unnecessary extras. Good for shopping, nightlife and bars and pubs, think about staying in the neighborhood of Mississippi District. If taking in sights is on the to-do list during your trip to Jennings Lodge, visit popular attractions like Clackamas Town Center, Waverley Country Club and Milwaukie Farmers Market. Expedia has what you need to escape your daily routine. Tailor your vacation to Jennings Lodge to suit your style of travel, whatever that may look like.

The Latest Jennings Lodge Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Independence

The Independence

3 out of 5
Price was $580, price is now $421 per person
$421
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
9.6/10 Exceptional! (1,012 reviews)
Absolutely beautiful hotel with all the amenities! The room was spacious, bed was extremely comfortable and it even had a balcony with a view of the cute town! Would definitely stay again!

Reviewed on Apr 5, 2026

Kimpton Riverplace Hotel by IHG

Kimpton Riverplace Hotel by IHG

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,230, price is now $870 per person
$870
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9.2/10 Wonderful! (1,002 reviews)
Great experience in a very “weird” Portland. I saw my first death of a squirrel by decapitation with a samurai sword by a homeless person right in front of the hotel. Very weird place. Not recommended for children.

Reviewed on Apr 11, 2026

Schooner Landing

Schooner Landing

3 out of 5
Agate Beach
Price was $689, price is now $495 per person
$495
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
8.2/10 Very Good! (64 reviews)
Access to a beautiful beach.

Reviewed on Aug 29, 2025

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
Northeast Portland
Price was $957, price is now $691 per person
$691
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
8.4/10 Very Good! (1,011 reviews)
Great location, walking distance to Moda Center. We had a snack and drink in the bar and although waitstaff was short handed they were attentive.

Reviewed on Apr 10, 2026

Skamania Lodge

Skamania Lodge

3.5 out of 5
Price was $895, price is now $655 per person
$655
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Long Beach (LGB) to Portland (PDX)
9/10 Wonderful! (1,011 reviews)
Clean rooms, beautiful grounds, fun swimming! Relaxing and lots to do, depending on you!

Reviewed on Apr 10, 2026

Where to stay in Jennings Lodge

Find the best Jennings Lodge areas and neighborhoods for the activities you enjoy most. Learn more about Jennings Lodge
Downtown Portland

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(4,548 area reviews)

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.

Find hotels in Downtown Portland

Jennings Lodge Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $123 total per night from Apr 13 to Apr 14
$123 total
Apr 13 - Apr 14
Total with taxes and fees
9.2/10 Wonderful! (3,295 reviews)
Our room was great for our family of 4. We evicted our stay, and a nightcap at the whisky bar in the hotel.

Reviewed on Apr 11, 2026

The Paramount Hotel
Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
809 SW King Avenue Portland OR
Fully refundable
$105 nightly
The price is $122 total per night from Apr 15 to Apr 16
$122 total
Apr 15 - Apr 16
Total with taxes and fees
8.8/10 Excellent! (1,717 reviews)
The hotel had everything we wanted and could possibly need. The staff was so friendly and helpful.

Reviewed on Apr 9, 2026

Park Lane Suites and Inn
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $164 total per night from Apr 19 to Apr 20
$164 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
No YouTube or Netflix, jus a life tv with many ads.. and no hot tub, pool was cold

Reviewed on Apr 12, 2026

The Duniway Portland A Hilton Hotel
See all 2,790 properties in Jennings Lodge
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Jennings Lodge

Oregon Zoo

Oregon Zoo

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Moda Center

Moda Center

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Aerial View of Portland Cityscape with Solar Panels and Highway

Oregon Convention Center

Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center

Things to do

Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

$105
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Portland Golden Adventure Puzzle Quest and Tour

$9
per adult
Portland Golden Adventure Puzzle Quest and 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.