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.
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,238, price is now CA $961 per person
CA $961
per person
Jul 29 - Aug 2
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,004 reviews)
Immaculate and beautiful stay in the heart of Portland.

Reviewed on Jun 17, 2026

Rockaway Shores

Rockaway Shores

3 out of 5
Price was CA $3,382, price is now CA $2,427 per person
CA $2,427
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9/10 Wonderful! (42 reviews)
Very clean and we had alot of space, parking not ideal if you drive a full size pick-up.

Reviewed on Oct 27, 2023

Terimore Bayfront Inn

Terimore Bayfront Inn

2 out of 5
Price was CA $1,943, price is now CA $1,600 per person
CA $1,600
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
7.4/10 Good! (1,005 reviews)
I enjoyed myself. The room had everyrhing you could need. Coffee maker, micrpwave, small refrigerator. Absolutely loved the great view, loved the deck. There is direct access to the beach from the property. Very quiet and an enjoyable stay. I will stay here again.

Reviewed on Jun 18, 2026

The Tillamook Inn

The Tillamook Inn

2 out of 5
Price was CA $1,923, price is now CA $1,588 per person
CA $1,588
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
8/10 Very Good! (1,140 reviews)
Staff was really helpful and polite well come back

Reviewed on Jun 8, 2026

The Spinn

The Spinn

3 out of 5
Price was CA $2,276, price is now CA $1,890 per person
CA $1,890
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (65 reviews)
This is a basic motel type set up. We had our dog with us and they were very welcoming. They even supplied a doggie welcome basket of towel, large sheet, water bowl, waste bags & dog treats. This was very much appreciated! The kitchenette was a small fridge, microwave & electric kettle. Coffee & good quality teabags were provided. Water was available only from the bathroom sink. Curiously, there was were only 2 ceramic cups & 2 water glasses…no plates or cutlery. We did get a few paper plates from the front desk upon request. Our suggestion would be for the hotel to supply paper plates and plastic cutlery since there is no washing up area. The staff is wonderful and the crepes from the restaurant were delicious! We would stay here again when traveling with our pup. It is just one block from the ocean and near restaurants and a small grocery store.

Reviewed on Jun 5, 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

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.

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
The price is CA $158 per night from Jun 28 to Jun 29
CA $158
CA $184 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (3,449 reviews)
"Had a fantastic stay"

Reviewed on Jun 17, 2026

The Paramount Hotel
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jun 28 to Jun 29
CA $190
CA $221 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (2,586 reviews)
"The staff was nice"

Reviewed on Jun 18, 2026

Hyatt House Portland/Downtown
Holiday Inn Airport - Portland by IHG

Holiday Inn Airport - Portland by IHG

3 out of 5
8439 Ne Columbia Blvd Portland OR
Fully refundable
The price is CA $114 per night from Jul 7 to Jul 8
CA $114
CA $132 total
Jul 7 - Jul 8
includes taxes & fees
8/10 Very Good! (2,989 reviews)
"The hotel was by a really shady looking area, the curtains were ripped and dirty and it was so loud. You can hear everything and everyone!"

Reviewed on Jun 15, 2026

Holiday Inn Airport - Portland by IHG
See all 2,829 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
Beach Vacations
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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 $961, 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

4.0/5 (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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.