Portland Vacation Packages

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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.

Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Bartonsville Poconos

Baymont by Wyndham Bartonsville Poconos

2.5 out of 5
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Allentown (ABE)
8.2/10 Very Good! (1,130 reviews)
Will definitely stay again

Reviewed on Aug. 2, 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
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Allentown (ABE)
10/10 Exceptional! (2 reviews)
Our family enjoy a great time sharing fun, games, good food and a fantastic place to every night a good surprise. The home was spotless, organized, and had plenty of surprises. From a heated bathroom, to old time acrade games, to an adjustable bed. The children did not want to leave their Mario theme room. I am looking forward to a return trip.

Reviewed on Jul. 22, 2025

Camelback Lodge & Aquatopia Indoor Waterpark

Camelback Lodge & Aquatopia Indoor Waterpark

3.5 out of 5
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Allentown (ABE)
8.2/10 Very Good! (2,075 reviews)
….my host was all extremely amazing especially the front desk lady who check me in

Reviewed on Aug. 2, 2025

Shawnee Village Resort

Shawnee Village Resort

2.5 out of 5
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Allentown (ABE)
8.2/10 Very Good! (971 reviews)
We had a spectacular time. Relaxed, great time with friends etc

Reviewed on Aug. 1, 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
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Allentown (ABE)
9.2/10 Wonderful! (5 reviews)
my first time at the poconos great experience

Reviewed on Sep. 30, 2024

Ready to book your vacation to Portland?

 

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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
The price is CA $195 per night from Aug 11 to Aug 12
CA $195
CA $264 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (2,252 reviews)
"The Hotel Rooms are great for a 1 night sleepover. Redone, nice showers & good beds."

Reviewed on Jul. 30, 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
The price is CA $316 per night from Aug 3 to Aug 4
CA $316
CA $344 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (661 reviews)
"Our stay at The Swiftwater was absolutely wonderful. The entire property was exceptionally clean, and the service was top-notch. Staff were attentive, friendly, and made sure everything ran smoothly. One of the highlights was the peaceful atmosphere at the pool in the evenings. Children were not ..."

Reviewed on Jul. 30, 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
The price is CA $236 per night from Sep 2 to Sep 3
CA $236
CA $331 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (2,104 reviews)
"The staff were very polite, courteous and very nice. Waterparks amazing. We are coming back. Loved it"

Reviewed on Aug. 1, 2025

Camelback Lodge & Aquatopia Indoor Waterpark
See all 1,436 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?
Offering excellent value package deals from CA $980 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 many days is enough for Portland?
Generally, a few days is ideal for a Portland vacation. With a carefully crafted itinerary, you can visit all the main sights such as Brook Hollow Winery, as well as explore some hidden gems along the way.
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," "Traveller 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.