Portland Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Portland Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Save 100% on your flight
Price was S$621, price is now S$393 per person
S$393
per person
26 Sept - 29 Sept
found 7 hours ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
8.4/10 Very Good! (2,680 reviews)
Loved the jacuzzi/tub. Easy check in. Clean.

Reviewed on 22 Aug, 2025

The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
Save 100% on your flight
Price was S$779, price is now S$413 per person
S$413
per person
26 Sept - 29 Sept
found 7 hours ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
8.6/10 Excellent! (150 reviews)
Everything was super clean and easy to check in. The area is decent and I felt safe. I parked my car outside the hotel & was not worried about it at all. Only problem we had was our room door not opening on our 2nd night but other than that everything was good.

Reviewed on 23 Aug, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Save 100% on your flight
Price was S$1,010, price is now S$567 per person
S$567
per person
26 Sept - 29 Sept
found 7 hours ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
8.4/10 Very Good! (1,005 reviews)
It’s very shabby dark gloomy and not well maintained

Reviewed on 20 Aug, 2025

Fairmont Century Plaza Gold Experience

Fairmont Century Plaza Gold Experience

5 out of 5
Century City
Save 100% on your flight
Price was S$1,836, price is now S$1,235 per person
S$1,235
per person
26 Sept - 29 Sept
found 7 hours ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
9.8/10 Exceptional! (117 reviews)
Alice and the staff in the Gold Experience were beyond helpful. Loved the room, balcony and service overall.

Reviewed on 11 Aug, 2025

Fairmont Century Plaza

Fairmont Century Plaza

5 out of 5
Century City
Save 100% on your flight
Price was S$1,594, price is now S$1,083 per person
S$1,083
per person
26 Sept - 29 Sept
found 7 hours ago
Return flight included
Orlando (MCO) to Los Angeles (LAX)
9.2/10 Wonderful! (464 reviews)
Our stay was very nice. There is a lot of construction going on but the hotel was very nice. I was there to take my granddaughter to the American Girl store. It was an easy walk and the Century City mall was perfect.

Reviewed on 20 Aug, 2025

Top hotels in Portland

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 S$230 per night from 1 Sept to 2 Sept
S$230
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (870 reviews)
"Very clean, rooms had lots of great features."

Reviewed on 20 Aug, 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 S$128 per night from 31 Aug to 1 Sept
S$128
31 Aug - 1 Sept
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 18 Aug, 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.

Popular places to visit

Kilborn's on the Rideau

Kilborn's on the Rideau

Enjoy an outing to Kilborn's on the Rideau during your stay in Newboro. Wander the lakeside or discover the area's waterfalls.

Kilborn's on the Rideau

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

Frequently asked questions

How much does a Portland holiday package cost?
You can pick up a holiday package to this top destination from S$393 on Expedia. However, how much your holiday to Portland costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Portland?
To pick up cheap Portland holiday packages, organise your getaway outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Portland?
Usually, a handful of days is enough to check out the main attractions during your Portland holiday. But if you'd like to have more time to rest or take day tours, consider extending your itinerary.
How to find the best Portland package deals?
Use Expedia's handy filters to find some great Portland package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Portland package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Portland holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a customised Portland holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Portland?
If you've got your Portland holiday dates locked in, book as early as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Portland?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Portland.
  2. Plan your budget wisely: As well as the cost of your hotel, you should factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Portland.
  3. Work out your trip length: Think about how long you'd like to spend exploring Portland. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Portland holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.