Jennings Lodge Vacation Packages

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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.

Top Holiday Package Deals in Jennings Lodge

Price found within the past 48 hours. Click for updated prices.
The Hotel Zags Portland

The Hotel Zags Portland

Downtown Portland
CA $852
per person
Sep 13 - Sep 19
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,174 reviews)
Overall, my stay was “eh.” Pros: Most of the staff I interacted with were friendly and helpful, the s’mores night was awesome, I enjoyed the free arcade games and rental items, and the adjacent restaurant had great poutine! Cons: The bathroom sink didn’t drain properly, the bathroom fan didn’t work, the shower temperature was difficult to regulate, and the shower head seemed clogged/water didn’t come out very well. The room often smelled faintly like cigarette smoke (perhaps from the HVAC vent?), so I had to keep the window open during my entire stay. The carpet was a bit old/scraggly and should probably be replaced. Overall, the room seemed a bit run-down. If you didn’t look too closely, it looked nice—but once you started using the items and taking a closer look, it was clear that it’s an older property that hadn’t been kept up past initial appearances. The restaurant/kitchen side of the hotel was clearly understaffed (though those working did a GREAT job—truly, bravo to them!!) and the continental breakfast was the worst I’ve ever experienced at a hotel, with very limited options—more like a “snack to tide you over before getting a meal” than an actual meal. Ultimately, my stay was functional and the problems weren’t “big” enough for me to decide to spend valuable time and energy talking to staff about them… But if I visit Portland again, I’ll definitely look elsewhere for lodgings.

Reviewed on Aug 9, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,161
per person
Sep 13 - Sep 19
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Just a great home base for visiting Portland

Reviewed on Aug 9, 2026

Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $964
per person
Sep 13 - Sep 19
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (2,348 reviews)
Hotel deLuxe

Hotel deLuxe

Downtown Portland
CA $853
per person
Sep 13 - Sep 19
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,077 reviews)
Heathman Hotel

Heathman Hotel

Downtown Portland
CA $962
per person
Sep 13 - Sep 19
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,022 reviews)
This place is good. The pics online made it appear much nicer. The rooms are small. There’s a huge sitting area but the vibe is sort of boring. Low energy. The widows are filthy, but I’m sure it’s hard to keep them clean. We were supposed to receive a free bottle of wine but when we checked it the attendant didn’t say anything about so I had to ask the next day. Really nice fitness center!

Reviewed on Aug 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
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

1 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

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

3 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.

Jennings Lodge Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $152
CA $177 total
Aug 23 - Aug 24
includes taxes & fees
The Paramount Hotel
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $130
CA $168 total
Aug 12 - Aug 13
includes taxes & fees
Oxford Suites Portland - Jantzen Beach
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
CA $177
CA $245 total
Aug 23 - Aug 24
includes taxes & fees
Hyatt Regency Portland at the Oregon Convention Center
See all 2,780 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.

Frequently asked questions

How much does a Jennings Lodge vacation package cost?
Starting from as little as CA $852, you can tailor your Jennings Lodge package. Simply combine hotels, flights and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Jennings Lodge?
Think of all the awesome things you could do in Jennings Lodge with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Jennings Lodge vacation package. You have loads of choice when you book with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 hotels globally. Whether you're taking off with the family or surprising your special someone, planning a trip to Jennings Lodge is better with a package.
Where should I stay in Jennings Lodge?
If you'll be checking out Bike N Hike, save yourself the hassle of commuting and find a place to stay close by. It's one of the top attractions in this area.
What are the top hotels in Jennings Lodge?
Budget Inn Gladstone By OYO - Portland/Clackamas is one of Jennings Lodge's top properties. Reserve a room here and you can snooze soundly knowing you're in capable hands.
How far in advance should I book my Jennings Lodge vacation?
You'll be rewarded with the biggest variety at the lowest prices by booking your vacation to Jennings Lodge nice and early. Airlines typically sell flight tickets anywhere up to a year in advance, so start your planning as soon as possible. That being said, Expedia is constantly working to give you the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Jennings Lodge travel package include?
Flights, rental cars and hotels — you'll find them all here. With Expedia, you can create your Jennings Lodge travel package the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add extras like tours and activities. The more you bundle, the bigger your savings!
What should I know before booking a Jennings Lodge travel package?
So many places to explore, so many things to experience. With a package, you'll be able to cross more of them off your list. Bundle your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Jennings Lodge Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you certainly can. Just choose the airline you want and put together your ideal Jennings Lodge getaway.
If I'm not able to travel, can I cancel my Jennings Lodge vacation package?
We totally understand — unexpected stuff happens. If you've booked a Jennings Lodge vacation package and have to change or cancel it, we can help. It's always worth having a look at our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to change your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $114
per traveller
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

CA $124
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

CA $188
per traveller
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.