Oak Grove Vacations from $269

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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.

The Latest Oak Grove Vacation Packages

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

Hood River Hotel

3 out of 5
Price was $392, price is now $269 per person
$269
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
9/10 Wonderful! (917 reviews)
Words aren't enough to express how much I love staying at the HRH. Everyone is amazing, they make the lobby feel like your front porch, the rooms are so comfortable. First time in a suite this time and the full kitchen helped out because the food in Hood River is great. Try them all, spend a week, the pictures and your blog won't do the experience justice. We'll be back, hope you will too.

Reviewed on Dec 3, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $930, price is now $618 per person
$618
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
Extra Blankets that were provided were a life saver! Had a great stay while celebrating a birthday and our Honeymoon. 10/10 would love to come back.

Reviewed on Nov 22, 2025

Seagull Beachfront Inn

Seagull Beachfront Inn

3 out of 5
Oceanlake
Price was $428, price is now $289 per person
$289
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Portland (PDX)
7.6/10 Good! (861 reviews)
Lovely stay. The woman at the desk was very nice. Our room was very comfortable. The hot tub is just what we needed after hiking for several day. And the view was the best. Thank you

Reviewed on Nov 30, 2025

Columbia Gorge Hotel and Spa

Columbia Gorge Hotel and Spa

3.5 out of 5
Price was $411, price is now $280 per person
$280
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
9/10 Wonderful! (1,001 reviews)
Beautiful historic hotel along the Columbia River with beautiful grounds which include a waterfall into the Columbia! A great combination of history and just enough modern amenities which made our stay terrific. We really enjoyed cocktails and the mushroom raviolis at the on site restaurant!

Reviewed on Dec 4, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Price was $440, price is now $302 per person
$302
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.

Reviewed on Oct 25, 2025

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

Downtown Portland

1 out of top 10 points of interest in this area
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

Oak Grove 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
$95 nightly
The price is $110 total per night from Dec 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (3,058 reviews)
Yes

Reviewed on Dec 2, 2025

The Paramount Hotel
Embassy Suites by Hilton Portland Airport

Embassy Suites by Hilton Portland Airport

3.5 out of 5
7900 Ne 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $129 total per night from Dec 11 to Dec 12
$129 total
Dec 11 - Dec 12
Total with taxes and fees
9/10 Wonderful! (2,088 reviews)
Room was spotless.

Reviewed on Dec 2, 2025

Embassy Suites by Hilton Portland Airport
Embassy Suites by Hilton Portland Downtown

Embassy Suites by Hilton Portland Downtown

4 out of 5
319 SW Pine St Portland OR
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Jan 5 to Jan 6
$119 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.6/10 Excellent! (1,339 reviews)
The breakfast menu is fresh and good except potatoes. Hot tub is good but one of them wasn't good because of smell

Reviewed on Dec 3, 2025

Embassy Suites by Hilton Portland Downtown
See all 2,808 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Oak Grove

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)

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
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

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: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

$87
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Willamette River 2.5-hour Dinner Cruise

$127
per adult
96% 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.