Portland Vacation Packages

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Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Gold Coast Hotel and Casino

Gold Coast Hotel and Casino

3 out of 5
Price was CA $833, price is now CA $468 per person
CA $468
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Las Vegas (LAS)
8.2/10 Very Good! (2,499 reviews)
I'm going back, plus l won $$ at sports book 🎶😊

Reviewed on Aug. 24, 2025

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 $19,914, price is now CA $9,416 per person
CA $9,416
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Miami (MIA)
8/10 Very Good! (1 review)
Alexis Park All Suite Resort

Alexis Park All Suite Resort

3 out of 5
Price was CA $1,985, price is now CA $1,006 per person
CA $1,006
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Las Vegas (LAS)
8/10 Very Good! (2,234 reviews)
Enjoyed my stay would stay again thanks 🙂

Reviewed on Aug. 23, 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Price was CA $2,216, price is now CA $1,189 per person
CA $1,189
per person
Oct 18 - Oct 24
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Miami (MIA)
8.8/10 Excellent! (1,193 reviews)
I thoroughly enjoyed my seaside suite. Gorgeous view. Loved that the property is located on the beach. The outdoor beach service is immaculate. John provides wonderful service with a smile. Throughout the property, I found the staff to be kind and attentive. I also enjoyed the pool area and the rooftop spa- it’s small but the service was quality. All in all- I enjoyed my respite at The Pelican.

Reviewed on Aug. 24, 2025

The Cole

The Cole

3.5 out of 5
Little Tuscany
Price was CA $1,261, price is now CA $693 per person
CA $693
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (293 reviews)
For the price of the rooms this hotel hit the spot. Good location, clean, and easy check in/out process.

Reviewed on Aug. 11, 2025

Ready to book your vacation to Portland?

 

Choose your dates

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
Get rates
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 $220 per night from Sep 1 to Sep 2
CA $220
CA $249 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (873 reviews)
"All good"

Reviewed on Aug. 21, 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 25 to Aug 26
CA $122
CA $138 total
Aug 25 - Aug 26
includes taxes & fees
6.4/10 (799 reviews)
"The beds were comfortable and clean as was the room. The property on the other hand was in disrepair and very sad to see. I’m sure at one time the property was gorgeous. It has so much potential but very dirty. The floors are stains on all floors. The window sills have not been cleaned and there ..."

Reviewed on Aug. 18, 2025

Econo Lodge
See all 231 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Portland

Westport Sand Lake Beach

Why not spend a lazy afternoon at Westport Sand Lake Beach during your trip to Rideau Lakes? Discover the waterfalls while you're in the area.

Westport Sand Lake Beach

Scheuermann Vineyard & Winery

You can enjoy a tasting or tour at Scheuermann Vineyard & Winery during your travels to Rideau Lakes. Discover the waterfalls while you're in the area.

Scheuermann Vineyard & Winery

Jones Falls Defensible Lockmaster's House

Find out about the history of Jones Falls with a stop at Jones Falls Defensible Lockmaster's House. Stroll along the lakeside or discover the area's waterfalls.

Jones Falls Defensible Lockmaster's House

Frequently asked questions

How much does a Portland vacation package cost?
You'll find cheap prices from CA $468 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.