Portland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Portland
Mount Airy Casino Resort - Adults Only 21+
312 Woodland Road Mount Pocono PA
Fully refundableReserve now, pay when you stay
S$222
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (3,234 reviews)
"The pool was great. Actual hot tubs would have been nice. Restaurant service was slow at Guy Fieri’s. Hair was found on hamburger. We planned all meals there but that changed our mind. Signs say it is a smoke free environment but most of the casino is smoking. That smell is everywhere as most restaurants ..."
Reviewed on 25 Aug, 2026
Camelback Resort
193 Resort Drive Tannersville PA
Fully refundableReserve now, pay when you stay
S$277
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (2,930 reviews)
"Muy bien"
Reviewed on 25 Aug, 2026
Great Wolf Lodge Pocono Mountains, PA
1 Great Wolf Dr Scotrun PA
S$281
22 Sept - 23 Sept
includes taxes & fees
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?
- Choose your travel dates: What you want to do in Portland and your favourite season will help you decide when to go.
- 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.
- 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.
- 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.
