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.
Cousins Country Inn
Price was CA $964, price is now CA $811 per person
CA $811
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9/10 Wonderful! (1,533 reviews)
We have stayed there a number of times and love the fact that there is a wonderful place to eat right on the property - great breakfasts!
Reviewed on Jun 27, 2026
Inn at Haystack Rock
Downtown Cannon Beach
Price was CA $2,774, price is now CA $2,263 per person
CA $2,263
per person
Jul 30 - Aug 3
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.6/10 Excellent! (1,003 reviews)
Thank you very clean place. Easy parking short walk to the beach.
Reviewed on Jun 27, 2026
Best Western Premier Hotel at Fisher's Landing
Price was CA $1,267, price is now CA $1,039 per person
CA $1,039
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,020 reviews)
Shower knob was broken when we checked in they should inspect before they give the room
Reviewed on Jun 22, 2026
Darlingwood
Price was CA $1,861, price is now CA $1,564 per person
CA $1,564
per person
Jul 30 - Aug 3
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (2 reviews)
My husband and I stayed at Darlingwood recently, and we absolutely loved it. This was our first time at a bed and breakfast, and we were blown away. Our room was beautiful and spacious, the views and scenery were gorgeous. It felt wonderful to have such a scenic spot to relax and unwind. The property surrounding Darlingwood is so beautiful, I wish we had spent more time walking around and exploring.
Holly and Donovan were wonderful hosts. Holly’s scones were absolutely phenomenal! We also purchased a few jams as well to bring home to friends and family.
We would love to stay at Darlingwood again. Thank you Holly and Donovan for being such wonderful hosts!
Reviewed on Jun 8, 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
Downtown Portland
1 out of top 10 points of interest in this area
4.5/5(557 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.
Oak Grove Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Jul 5 to Jul 6
CA $159
CA $185 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (3,485 reviews)
"Everything was great, they just need more staff for the valet. Our car was never there when promised, despite the valet staff working their butts off. Luckily, we didn't have tight timelines, but still frustrating. Otherwise, the staff was great and the hotel overall was above average."
Reviewed on Jun 28, 2026
Red Lion Hotel Portland Airport
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jun 29 to Jun 30
CA $135
CA $158 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (2,832 reviews)
"Good for night stay beside Pdx. Nigh staff is great. Cleaners make noise in the morning. Room furnitures are too old but okay.driveway entrance is narrow."
Reviewed on Jun 28, 2026
Hyatt House Portland/Downtown
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 19 to Jul 20
CA $197
CA $229 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (2,605 reviews)
"Breakfast was really good and customer service was impeccable."
Reviewed on Jun 27, 2026
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
Stay near popular Oak Grove attractions
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $111
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $122
per adult
98% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
CA $192
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.