Portland Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Portland

Mount Airy Casino Resort - Adults Only 21+
Mount Airy Casino Resort - Adults Only 21+
4.5 out of 5
312 Woodland Road, Mount Pocono, PA
Fully refundableReserve now, pay when you stay
The price is S$238 per night from 25 Feb to 26 Feb
S$238
includes taxes & fees
25 Feb - 26 Feb
8.8/10 Excellent! (2,035 reviews)
"Excellent service"

Reviewed on 13 Feb,2025

Mount Airy Casino Resort - Adults Only 21+
Camelback Lodge & Aquatopia Indoor Waterpark
Camelback Lodge & Aquatopia Indoor Waterpark
3.5 out of 5
193 Resort Drive, Tannersville, PA
The price is S$303 per night from 11 Mar to 12 Mar
S$303
includes taxes & fees
11 Mar - 12 Mar
8/10 Very Good! (1,993 reviews)
"Great place for a quick vacation with lots if indoor and outdoor activities"

Reviewed on 12 Feb,2025

Camelback Lodge & Aquatopia Indoor Waterpark
The Swiftwater
The Swiftwater
4.5 out of 5
2060 Pennsylvania 611, Swiftwater, PA
Fully refundableReserve now, pay when you stay
The price is S$248 per night from 13 Mar to 14 Mar
S$248
includes taxes & fees
13 Mar - 14 Mar
9.2/10 Wonderful! (259 reviews)
"Absolutely Gorgeous hotel! The whole experience was phenomenal! Highly highly recommend ladies as a girls trip or even solo trip to relax, regroup, quiet time to yourself. This is the perfect oasis to do just that!"

Reviewed on 15 Feb,2025

The Swiftwater
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.

Frequently asked questions

How much does a Portland holiday package cost?
You can snap up a holiday package to this destination 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?
January, February and March are the best times to search for cheap Portland holiday packages. Choosing to travel in less busy periods means you can generally find lower prices on hotels and flights.
How many days is enough for Portland?
Usually, a handful of days is enough to check out the major attractions during your Portland holiday. But if you prefer to have more time to rest or go on day tours, 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 travel dates under our “Packages” tab. Then add some filters, like “Popular locations” and “Amenities,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and browse offers that come with unbeatable savings. If you don’t find the perfect Portland package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Portland adventure off to a flying start.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your next Portland break by booking a tailored holiday package. Check the “Package” heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Portland?
Land incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Portland getaway.
How to plan a trip to Portland?

  1. Choose your travel dates: What you want to do in Portland and your favourite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your hotel, you’ll need to consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Portland.
  3. Decide how many days away: Start by compiling a list of the activities and sights you’d like to get to in Portland. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Bundle your accommodation and airfare: Once you’ve nailed down your trip dates and duration, book the ideal Portland holiday package for you.

* 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.