Portland Vacations

Book a Hotel + Flight together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Find the Best Portland Vacation Packages

Portland Hotel Deals

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 AEDĀ 454 per night from Nov 23 to Nov 24
AEDĀ 454
AEDĀ 631 total
23 Nov - 24 Nov
includes taxes & fees
Mount Airy Casino Resort - Adults Only 21+
Camelback Resort

Camelback Resort

3.5 out of 5
193 Resort Drive Tannersville PA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 380 per night from Dec 13 to Dec 14
AEDĀ 380
AEDĀ 614 total
13 Dec - 14 Dec
includes taxes & fees
8/10 Very Good! (3,095 reviews)
"Wish the rugs were cleaner, personal items from other guests werenā€™t left behind and the pool area had an upgrade to replace the rust and overlook of its appearance. So scared worrying over contamination from it. Stressful few days with my little ones."

Reviewed on 11 November 2026

Camelback Resort
The Swiftwater

The Swiftwater

4.5 out of 5
2060 Pennsylvania 611 Swiftwater PA
Fully refundableReserve now, pay when you stay
The price is AEDĀ 671 per night from Dec 2 to Dec 3
AEDĀ 671
AEDĀ 731 total
2 Dec - 3 Dec
includes taxes & fees
9.2/10 Wonderful! (1,668 reviews)
"Everything was good!"

Reviewed on 12 November 2026

The Swiftwater
See all 1,326 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.

Frequently asked questions

How much does a Portland vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Portland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Portland?
January, February and March are great times to search for cheap Portland vacation packages. Opting to travel in less busy periods means you'll typically find better prices on flights and accommodations.
How to find the best Portland package deals?
Finding a cheap Portland package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Portland package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Portland vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations separately. Better still, you can tailor your Portland getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Portland?
If you're considering a spontaneous Portland vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Portland?

  1. Pick your travel dates: The things you plan to do in Portland and your preferred season can help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your hotel will likely be the biggest expense during your trip to Portland.
  3. Set the duration of your trip: Start by listing all the sights and activities you want to get to in Portland. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Portland vacation package.