Oak Grove Vacation Packages

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Your Oak Grove Vacation

An easy way to experience this unique city is with a tailor-made Oak Grove vacation package. Base yourself in the neighborhood of Mississippi District, which is great for shopping, nightlife and bars and pubs or go someplace else — our package deals are all about you. You'll want to go sightseeing during your trip to Oak Grove. Drop by leading attractions such as Clackamas Town Center, Waverley Country Club and Milwaukie Farmers Market. A couple of clicks is all it takes to craft the perfect Oak Grove vacation on Expedia.

Top Holiday Package Deals in Oak Grove

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

Heathman Hotel

Downtown Portland
CA $731
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
It was a nice hotel, staff was very helpful!

Reviewed on Sep 19, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $900
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Portland's White House

Portland's White House

Northeast Portland
CA $1,195
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
No reviews
Hotel deLuxe

Hotel deLuxe

Downtown Portland
CA $795
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
8.6/10 Excellent! (1,109 reviews)
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $775
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (2,416 reviews)
Large comfortable room.

Reviewed on Sep 20, 2026

Where to stay in Oak Grove

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

Find hotels in Downtown Portland
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.

Find hotels in Northeast Portland
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.

Find hotels in Pearl District
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!

Find hotels in Southeast Portland
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.

Find hotels in Southwest Portland

Oak Grove Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $165
CA $192 total
Oct 14 - Oct 15
includes taxes & fees
The Paramount Hotel
Heathman Hotel

Heathman Hotel

1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
CA $140
CA $211 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (1,089 reviews)
"It was a nice hotel, staff was very helpful!"

Reviewed on Sep 19, 2026

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

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

7025 NE Alderwood Rd Portland OR
Fully refundable
CA $149
CA $173 total
Oct 19 - Oct 20
includes taxes & fees
8.8/10 Excellent! (3,241 reviews)
"The hotel was dirty and room and hallways smelled of mold as if a leak had occurred that was not cleaned up. Location of the hotel is great and offers nice services but a full cleaning seems needed."

Reviewed on Sep 20, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
See all 2,848 properties in Oak Grove
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.
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Frequently asked questions

How much does an Oak Grove vacation package cost?
Our Oak Grove vacation packages, which begin at just CA $731, are an easy way to save money. Select your preferred flights, hotels and rental cars to create a personalized itinerary.
How do I get a cheap travel package to Oak Grove?
Combine your hotel and flight bookings, toss in extras such as activities, and save with an Oak Grove vacation package. You won't just walk away with awesome discounts on your adventure — you'll have loads of choice at your fingertips too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 properties throughout the world. Your next grand adventure starts right here, right now!
Where should I stay in Oak Grove?
A getaway to Oak Grove wouldn't be complete without paying a visit to Waverley Country Club, North Clackamas Aquatic Park and Milwaukie Farmers Market. Stay near these top attractions and make sightseeing simple.
What are the top hotels in Oak Grove?
Milwaukie Inn Portland South and Modern Guest Suite With Full Kitchen And Private Patio are among the most well-known properties in Oak Grove. Why not have a look at the rates and facilities at each and then decide?
How far in advance should I book my Oak Grove vacation?
While prices do change, we generally suggest booking your vacation as early as possible. Most international fares are available on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Oak Grove occasionally appear in the weeks prior to departure.
What does an Expedia Oak Grove travel package include?
With Expedia, you can choose any combination of flights, car rentals and hotels to create your perfect Oak Grove travel package. Once you've made your booking, you can add on the fun things like tours and activities. Don't forget — the more you bundle, the bigger the savings!
What should I know before booking an Oak Grove travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like activities or tours. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with an Oak Grove Expedia vacation package?
You can, and with over 550 airlines to pick from all over the world, you've got lots of choice. Have a look through the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Oak Grove vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can cancel or change your Oak Grove vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.

Stay near popular Oak Grove attractions

Bike N Hike

4.0/10 (1 review)
Enjoy a stop at Bike N Hike, an entertaining place to visit in Milwaukie. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $118
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 $122
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 $194
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.