Oak Grove Vacations from $622

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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.
Schooner Landing

Schooner Landing

Agate Beach
$622
per person
Dec 29 - Jan 4
found 2 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Portland (PDX)
8.6/10 Excellent! (81 reviews)
Clean room, good size and quiet. Love the pool wish it was open later than 6pm that is way too early. Beach access is a bit of a walk and rough. But overall enjoy our stay! 15 min to the Newport aquarium

Reviewed on Oct 17, 2026

Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Save 100% on your flight
$1,365
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews
Little Creek Cove Beachfront Resort

Little Creek Cove Beachfront Resort

$886
per person
Dec 29 - Jan 4
found 2 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Portland (PDX)
9.4/10 Exceptional! (1,680 reviews)
We have to say, this is the cleanest vacation rental we have ever rented. Most vacation rentals are clean enough, but this one was spotless. We had a pet friendly rental. You would never have guessed a pet had ever entered the rental it was that clean. It is a perfect place to relax and enjoy the view. There is a balcony off the living/dinning room and one off the bedroom. This property does have a quiet period making it a very peaceful place to stay. There were no late-night parties, or loud crowds. Everyone was respectful of the property rules. There is a beautiful courtyard to sit and enjoy the flowers on the property and the beach. For those including the family dog, they have stations on site with disposable bags to clean up dog waste and containers to dispose of it. There is no supply of spices to prepare meals. Those items would need to be personally supplied for personal use. However, we do not use spices and other items left in vacation rentals for varied reasons. We always either bring or supply our own and take them with us when we leave. Items supplied included coffee filters, paper towels, dish soap individual use pouches of coffee, sugar, wrapped tea bags. Supplied for personal use there was individually packaged soap and individual use shampoo, conditioner, lotion and makeup removers. The staff at this site were all very friendly and helpful.

Reviewed on Oct 22, 2026

Grey Oak by Avantstay Surfers Retreat Walk to Cove Beach + Golf + Firepit

Grey Oak by Avantstay Surfers Retreat Walk to Cove Beach + Golf + Firepit

Save 100% on your flight
$1,724
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Portland (PDX)
10/10 Exceptional! (3 reviews)
5 stars, and if we could go higher, we would! This was one of the best family stays we have had so far. The beach was so close, and the town had so many great things to see and experience. The location was perfect and central enough that we could visit other beaches during the day and still be back home the same evening. The hosts were incredibly kind, and the managing agency stayed connected the whole time, so we never had to wonder about anything. The neighbourhood was quiet, the home was beautiful, and every little detail was appreciated, even the sandcastle building toys! We are so grateful for such a beautiful trip. Well done. We will be back!

Reviewed on May 19, 2026

Sunset Cove by Avantstay Beachfront w/ Balcony!

Sunset Cove by Avantstay Beachfront w/ Balcony!

Save 100% on your flight
$2,107
per person
Nov 22 - Nov 27
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews

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

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.

Oak Grove Hotel Deals

Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
$110 nightly
$127 total
Nov 22 - Nov 23
Total with taxes and fees
Oxford Suites Portland - Jantzen Beach
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
$81 nightly
$94 total
Nov 10 - Nov 11
Total with taxes and fees
7.8/10 Good! (3,079 reviews)
"Expedia quoted me a lesser rate than the motel charged me"

Reviewed on Oct 22, 2026

Red Lion Hotel Portland Airport
Mark Spencer Hotel

Mark Spencer Hotel

409 Sw 11th Ave Portland OR
Fully refundableReserve now, pay when you stay
$124 nightly
$144 total
Nov 4 - Nov 5
Total with taxes and fees
9.2/10 Wonderful! (2,512 reviews)
"Great stay!! Staff was extremely friendly and very welcoming."

Reviewed on Oct 23, 2026

Mark Spencer Hotel
See all 2,838 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.

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

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

$105
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
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.