Uplands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Uplands

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

Hood River Hotel

CA $688

per person

Oct 26 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PDX)

9/10 Wonderful! (1,006 reviews)

Clean and cozy, and kind staff.

Reviewed on Sep 23, 2026

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

CA $1,491

per person

Nov 29 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PDX)

9.2/10 Wonderful! (1,000 reviews)

The hotel is very well taken care of. The artwork was attractive, and nicely placed. The lobby is extremely nice, and the cafe located there served very tasteful food. The hotel is nicely located downtown, and my guest room was spacious, with 2 queen beds. The bathroom was also excellent, with a good shower. All in all, I was pleased with these accommodations, and would recommend this facility with no qualms.

Reviewed on Sep 25, 2026

Portland's White House

Northeast Portland

CA $1,845

per person

Nov 29 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PDX)

No reviews

Inn of the White Salmon

CA $773

per person

Oct 26 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PDX)

9.4/10 Exceptional! (113 reviews)

Very small, quiet room, tiny bath, nice shower, bed ok but too soft for me, awkward bedside lamp switches, lovely, very quiet, outdoor lounge/garden areas, really cute quiet, friendly town. Price was right.

Reviewed on Sep 18, 2026

Mark Spencer Hotel

Downtown Portland

CA $1,169

per person

Nov 29 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PDX)

9.2/10 Wonderful! (2,469 reviews)

Where to stay in Uplands

Find the best Uplands areas and neighborhoods for the activities you enjoy most. Learn more about Uplands

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

1 out of top 10 points of interest in this area

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

2 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.

Uplands Hotel Deals

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

CA $167

CA $194 total

Oct 14 - Oct 15

includes taxes & fees

9.2/10 Wonderful! (3,720 reviews)

"The room was tidy and bright. We had an issue with the mini-fridge not working and they replaced it as soon as we called the front desk about it. They were very attentive!"

Reviewed on Sep 26, 2026

Heathman Hotel

1001 SW Broadway Portland OR

Fully refundableReserve now, pay when you stay

CA $142

CA $213 total

Oct 18 - Oct 19

includes taxes & fees

9.2/10 Wonderful! (1,084 reviews)

"Excellent location, and wonderful vibe."

Reviewed on Sep 25, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR

Fully refundable

CA $143

CA $167 total

Oct 27 - Oct 28

includes taxes & fees

8.8/10 Excellent! (3,253 reviews)

"This place was a dump. Save your money and go elsewhere."

Reviewed on Sep 25, 2026

See all 2,861 properties in Uplands

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.