Portland Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel
The Retreat Collection at 1 Hotel & Homes South Beach
Planet Hollywood Resort & Casino
Pelican Grand Beach Resort - A Noble House Resort
SIRTAJ - Beverly Hills

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Portland Hotel Deals

Merlot Sunset B&B

Merlot Sunset B&B

3 out of 5
13 Station Road, Highway #15 - Rideau Lakes Tourist Area, Rideau Lakes, ON
Merlot Sunset B&B
Perth Parkside Hotel and Spa, BW Premier Collection

Perth Parkside Hotel and Spa, BW Premier Collection

3.5 out of 5
82 Peter Street, Perth, ON
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Aug 10 to Aug 11
CA $230
CA $260 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (852 reviews)
"I was more comfortable at this hotel than I have at any others. The whole area is beautiful starting with the grounds keeping, the nearby river, the park and the quaint downtown. I will come back here for sure."

Reviewed on Aug. 4, 2025

Perth Parkside Hotel and Spa, BW Premier Collection
Econo Lodge

Econo Lodge

2.5 out of 5
33 Centre Street, Smiths Falls, ON
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Aug 10 to Aug 11
CA $122
CA $138 total
Aug 10 - Aug 11
includes taxes & fees
6.4/10 (783 reviews)
"The breakfast was good, the staff were helpful for that. When i arrived there was no one at the front desk i waited and then had to call to find a staff member. The room lights were full of cobwebs. Sheets were inside out on the bed. The ceiling had obvious water damage. The bathrub was dirty under ..."

Reviewed on Aug. 3, 2025

Econo Lodge
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.

Discover the most popular places to visit in Portland

Frequently asked questions

How much does a Portland vacation package cost?
You'll find cheap prices from CA $678 on Expedia for your Portland getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Portland costs.
What are the cheapest months to go to Portland?
Plan your getaway for the low season and you're likely to score cheap Portland vacation packages. Keep in mind that public holidays and major local events can impact prices, so do your research before you go.
How many days is enough for Portland?
Usually, a handful of days is enough to tick off the top attractions during your Portland vacation. But if you'd like to have more time to relax or go on day trips, think about extending your itinerary.
How to find the best Portland package deals?
Begin your search for a Portland package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Portland package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Portland adventure underway.
Is it cheaper to book a Portland vacation as a package?
You can enjoy significant savings on your Portland break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Portland?
If you're planning a spur-of-the-moment Portland adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Portland?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Portland.
  2. Set a budget: Consider costs like flights, food and transportation when working out how much to set aside for your trip to Portland. Then, choose a property that fits your budget, whether that's an economical stay or a more upscale getaway.
  3. Decide how long to go for: Now that you know more about Portland, you can figure out the ideal length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Portland vacation package that brings all your bookings together.

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