Portland Vacations from $424

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Your Portland Vacation

Entertainment, history, art and more … There's so much to immerse yourself in with a Portland vacation package. And with the ability to easily customize your city getaway, it's guaranteed to be one that's tough to forget. Every trip to Portland needs a well-thought-out itinerary. Fill yours with major attractions like Shawnee Golf Resort, Lakota Wolf Preserve and Pocono Snake and Animal Farm. Expedia is here to help you escape your routine. Tailor your vacation to Portland to suit your travel style, whatever that may look like.

The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Allentown Lehigh Valley

Delta Hotels by Marriott Allentown Lehigh Valley

3 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Allentown (ABE)
9/10 Wonderful! (434 reviews)
“Wonderful stay! Clean, comfortable, and welcoming with excellent service. Would definitely come back.”

Reviewed on Aug 10, 2025

The Dery House

The Dery House

3 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Allentown (ABE)
No reviews
Ramada by Wyndham Allentown/Bethlehem

Ramada by Wyndham Allentown/Bethlehem

3 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Allentown (ABE)
8.2/10 Very Good! (1,053 reviews)
Very clean and classy spot. Well worth the money

Reviewed on Aug 12, 2025

Vintner's Inn by Folino Estate Winery

Vintner's Inn by Folino Estate Winery

3 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Allentown (ABE)
No reviews
Camelback Lodge & Aquatopia Indoor Waterpark

Camelback Lodge & Aquatopia Indoor Waterpark

3.5 out of 5
per person
Sep 25 - Sep 28
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Allentown (ABE)
8.2/10 Very Good! (2,123 reviews)
Been coming for years. For some reason this time, even the kids complained about the limited ride, the feeli by f if the rides getting older.

Reviewed on Aug 12, 2025

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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
$193 nightly
The price is $210 total per night from Aug 19 to Aug 20
$210 total
Aug 19 - Aug 20
Total includes taxes and fees
8.8/10 Excellent! (2,275 reviews)
"Loved the Mount Airy staff and my room. Housekeeping, spa and valets were very attentive. My only gripe is the smell of smoke is inescapable. And putting lobby deodorizer over it didn't help. Need better air filtration. All except the smoking was very good."

Reviewed on Aug 9, 2025

Mount Airy Casino Resort - Adults Only 21+
The Swiftwater

The Swiftwater

4.5 out of 5
2060 Pennsylvania 611, Swiftwater, PA
Fully refundableReserve now, pay when you stay
$201 nightly
The price is $220 total per night from Aug 14 to Aug 15
$220 total
Aug 14 - Aug 15
Total includes taxes and fees
9.2/10 Wonderful! (688 reviews)
"Amazing visit ! Will definitely return soon"

Reviewed on Aug 9, 2025

The Swiftwater
Camelback Lodge & Aquatopia Indoor Waterpark

Camelback Lodge & Aquatopia Indoor Waterpark

3.5 out of 5
193 Resort Drive, Tannersville, PA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $160 total per night from Sep 11 to Sep 12
$160 total
Sep 11 - Sep 12
Total includes taxes and fees
8.2/10 Very Good! (2,124 reviews)
"We love camelback"

Reviewed on Aug 11, 2025

Camelback Lodge & Aquatopia Indoor Waterpark
See all 1,445 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.

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Frequently asked questions

How much does a Portland vacation package cost?
You can snap up a vacation package to this destination from $424 on Expedia. However, how much your vacation 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?
November, December and January are the best times to search for cheap Portland vacation packages. Opting to travel in quieter months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Portland?
The ideal duration for your Portland vacation depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to visit all the top attractions and explore some hidden spots along the way.
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 vacation as a package?
You can enjoy significant savings on your next Portland break by booking a tailored vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Portland vacation packages?
Your Portland trip should be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.