Portland Vacations from $584

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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.
The Shawnee Inn and Golf Resort

The Shawnee Inn and Golf Resort

3 out of 5
Price was $761, price is now $584 per person
$584
per person
Jan 16 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
7.8/10 Good! (1,000 reviews)
My only complaint was the quality of the room Delaware lodge needs to be upgraded

Reviewed on Dec 4, 2025

Mountain Springs Lake Resort

Mountain Springs Lake Resort

3.5 out of 5
Price was $952, price is now $684 per person
$684
per person
Jan 16 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
9.6/10 Exceptional! (234 reviews)
Beautiful rooms, location was perfect. Everything was very clean.

Reviewed on Nov 23, 2025

Slopeside Escape by Avantstay Walk to Ski Lifts Arcade Games + Shuffleboard

Slopeside Escape by Avantstay Walk to Ski Lifts Arcade Games + Shuffleboard

3 out of 5
Save 100% on your flight
Price was $1,218, price is now $893 per person
$893
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Allentown (ABE)
9.2/10 Wonderful! (5 reviews)
Cons: Not a lot of sit down dining options near by. The deck area in the unit both front and back are in need of tlc. The ac system is convaluted. Mattresses could be better. Nice that they offered a pellet grill and bbq but the pellet grill is disgusting. Outdoor area needs a good cleaning. There is enough space for king mattresses, queens were tiny. Stove is a cooktop and takes longer than normal to boil water. The pool is basic and closes very early. Pros: All appliances are new and in great shape. Adjustable base bed in one room. Decent wifi for gaming. All tvs are new. Unit looks very close to like in its photos.

Reviewed on Sep 1, 2025

Countryside Cottages

Countryside Cottages

3 out of 5
Price was $824, price is now $620 per person
$620
per person
Jan 16 - Jan 18
found 18 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Allentown (ABE)
9.6/10 Exceptional! (33 reviews)
When we first got there by mistake park on the wrong spot and a lady that was staying next to our cottage came outside ask who we were and told us that we were park on her side it felt awkard the way she came at us, other than that it was quiet,cozy and very clean. Adam was helpful and friendly.

Reviewed on Nov 28, 2025

Slope Lodge Prime Skiing Location Indoor Pool, Hot Tub, Sauna Private Deck

Slope Lodge Prime Skiing Location Indoor Pool, Hot Tub, Sauna Private Deck

3 out of 5
Save 100% on your flight
Price was $884, price is now $672 per person
$672
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Allentown (ABE)
9/10 Wonderful! (10 reviews)
House it’s perfect for a getaway quietly a lot of space for my family of 8 clean and full stock kitchen.

Reviewed on Nov 11, 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
$163 nightly
The price is $178 total per night from Jan 5 to Jan 6
$178 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.8/10 Excellent! (2,573 reviews)
Clean room, valet parking

Reviewed on Dec 6, 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
Fully refundableReserve now, pay when you stay
$253 nightly
The price is $275 total per night from Jan 4 to Jan 5
$275 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (2,203 reviews)
Everything was very nice my stay was great I'll be back.

Reviewed on Dec 9, 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
$159 nightly
The price is $174 total per night from Jan 4 to Jan 5
$174 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
The room was exceptionally clean and the staff so friendly.

Reviewed on Dec 10, 2025

The Swiftwater
See all 1,366 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.

Find the Best Portland Vacation Packages

Portland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lehigh Valley Intl. Airport (ABE)
Population
510
Top Sights
Shawnee Mountain Ski Area, Sherman Theater and Smithfield Beach National Recreation Area

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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 $584 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.