Jennings Lodge Vacations from $580

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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.
Two Capes Lookout

Two Capes Lookout

2 out of 5
per person
Sep 26 - Sep 29
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
10/10 Exceptional! (24 reviews)
Our stay was absolutely amazing! The place was a true glamping gem right in the heart of nature — where nature and the ocean come together beautifully. Zack and his team were incredibly helpful and went above and beyond to make sure we were comfortable. I would love to come back again!

Reviewed on Jul 5, 2025

City Centre Motel by OYO

City Centre Motel by OYO

2 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 7 hours ago
Roundtrip flight included
Denver (DEN) to Portland (PDX)
7/10 Good! (1,000 reviews)
Kinda gross and slummy but was inexpensive. Worked for one night and I left first thing. Great location.

Reviewed on Jun 29, 2025

Hotel Elliott

Hotel Elliott

3.5 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PDX)
9.2/10 Wonderful! (1,006 reviews)
We had a great one night stay at the Hotel Elliot. It was very comfortable. Our room was small, but had everything we needed. Super convenient to the Liberty Theater for July 3 concert. Enjoyed the simple breakfast provided. The biscuits and gravy were a hit! Great customer service. Thank you!

Reviewed on Jul 5, 2025

Siletz Bay Beachfront Hotel by OYO Lincoln City

Siletz Bay Beachfront Hotel by OYO Lincoln City

2 out of 5
Taft Historic District
Save 100% on your flight
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PDX)
8.2/10 Very Good! (1,342 reviews)
Window view of July 4 fireworks

Reviewed on Jul 6, 2025

Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PDX)
8.4/10 Very Good! (1,000 reviews)
Friendly staff. Clean comfortable rooms.

Reviewed on Jul 4, 2025

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 - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

4.5/5(4,488 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

Holiday Inn Airport - Portland by IHG
Holiday Inn Airport - Portland by IHG
3 out of 5
8439 Ne Columbia Blvd, Portland, OR
Fully refundable
$86 nightly
The price is $100 total per night from Jul 27 to Jul 28
$100 total
Jul 27 - Jul 28
Total includes taxes and fees
8/10 Very Good! (2,322 reviews)
Thankful for this Holiday Inn
"Flight was delayed so I arrived very late. The shuttle was waiting for me at the airport (thank goodness) and my check-in was smooth. The gentleman at the front desk was extremely helpful in helping me check-in quickly and helped with a request I had."

Reviewed on Jul 5, 2025

Holiday Inn Airport - Portland by IHG
Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Aug 3 to Aug 4
$138 total
Aug 3 - Aug 4
Total includes taxes and fees
8.6/10 Excellent! (1,802 reviews)
"We rented two rooms, but one of the rooms asigne to us had very bad smell. And did not look clean. The staff quickly changed that room. The hotel seems outdated and the premises and level was not what I expected for a family stay on a Courtyard."

Reviewed on Jul 2, 2025

Courtyard by Marriott Portland City Center
The Paramount Hotel
The Paramount Hotel
3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $136 total per night from Jul 7 to Jul 8
$136 total
Jul 7 - Jul 8
Total includes taxes and fees
9.2/10 Wonderful! (2,567 reviews)
Meh…
"They checked us in early which was great. Then it went downhill. Room was dirty. Had empty liquor bottles on floor. Had not been vacuumed and was overall tired. Looked like a bad Marriott from the 90”s, disguised as I “boutique” hotel in Portland. Lobby was best part."

Reviewed on Jul 6, 2025

The Paramount Hotel
See all 2,682 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

Moda Center

Moda Center

4.5/5(1,165 reviews)

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
Oregon Convention Center

Oregon Convention Center

4.5/5(569 reviews)

During your trip, find out what's happening at Oregon Convention Center, a top convention center in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center
Oregon Zoo featuring zoo animals and landscape views as well as a large group of people

Oregon Zoo

4.5/5(610 reviews)

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

Oregon Zoo

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$9
per adult
Downtown Golden Adventure Quest Experience in Portland
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

$85
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Willamette River 2.5-hour Dinner Cruise

$127
per adult
98% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
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.