Portland Vacation Packages

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    Save up to CA $4,200 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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Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Treasure Island - TI Las Vegas Hotel & Casino

Treasure Island - TI Las Vegas Hotel & Casino

4 out of 5
Las Vegas Strip
Price was CA $913, price is now CA $412 per person
CA $412
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
8.4/10 Very good! (34,712 reviews)
It was a great experience and good value for money.

Reviewed on Jul 5, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $27,487, price is now CA $13,673 per person
CA $13,673
per person
Aug 8 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Westgate Flamingo Bay Resort

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Price was CA $1,236, price is now CA $640 per person
CA $640
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
8.8/10 Excellent! (1,003 reviews)
The property is nice clean and close to strip and other shopping ateas.

Reviewed on Jul 4, 2026

Masquerade Tower at Rio Hotel & Casino

Masquerade Tower at Rio Hotel & Casino

3 out of 5
Price was CA $806, price is now CA $419 per person
CA $419
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
7.8/10 Good! (4,141 reviews)
While staying at the rio Masquerade we were robbed, while we were asleep in our room. The took all the cash that we had with us. The security was not helpful at all and did not have access to cameras, or key card swipe information. I was very disturbed to find out that this is a common occurrence at this hotel. The reviews on Expedia did not mention the robberies that have taken place over the last few years, or I would not have booked this for our stay... I was upset about losing the money but even more upset that the hotel does not provide a safe place for you to stay by allowing thieves to open doors and not providing adequate security for their guests.

Reviewed on Jul 5, 2026

Flamingo Las Vegas Hotel & Casino

Flamingo Las Vegas Hotel & Casino

3.5 out of 5
Las Vegas Strip
Price was CA $1,022, price is now CA $554 per person
CA $554
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
7.8/10 Good! (30,778 reviews)
Great pool! Centrally located. Would definitely stay here again.

Reviewed on Jul 6, 2026

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Portland Hotel Deals

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 $110 per night from Jul 9 to Jul 10
CA $110
CA $124 total
Jul 9 - Jul 10
includes taxes & fees
6.6/10 (938 reviews)
"The hotel is very old and the installations definetely need renovation. The carpet is dirty and cleaning overall needs improvement. I think it is ok if you are just looking for price. We decide to leave earlier as the elevator broken twice in 2 days, there was a police incident in our floor and the ..."

Reviewed on Jul 5, 2026

Econo Lodge
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 $240 per night from Jul 7 to Jul 8
CA $240
CA $271 total
Jul 7 - Jul 8
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"This was a very fancy “feeling” hotel. However sadly the experience didn’t match up with the vibe. The. Breakfasts were lackluster at best. There was no variety. It was the same limited (very limited) choices both mornings. I booked an early check in a week prior to my stay but was informed that ..."

Reviewed on Jun 30, 2026

Perth Parkside Hotel and Spa, BW Premier Collection
Best Western Smiths Falls Hotel

Best Western Smiths Falls Hotel

2.5 out of 5
88 Lombard Street Smiths Falls ON
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Jul 26 to Jul 27
CA $142
CA $161 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (820 reviews)
"Pool hours seemed to randomly just change and after dinner it was closed to clean which is when everyone wants to swim. It would be nice if it was open to everyone until 9 and then 9-10pm adults only. Your coffee maker is behind the breakfast area which made it hard to get a coffee without a coffee ..."

Reviewed on Jul 5, 2026

Best Western Smiths Falls Hotel
See all 258 properties in Portland
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.
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Len's Cove Marina

Explore the waterfront in Portland with a trip to Len's Cove Marina.
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Frequently asked questions

How much does a Portland vacation package cost?
You'll find cheap prices from CA $412 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.

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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.