Portland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $775 when you book a flight and hotel together*
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Your Portland Vacation

The vibrant city of Portland is calling your name. Discover its hot spots and hidden treasures with a Portland vacation package that's tailored to you. A trip to Portland is an ideal opportunity to do a bit of sightseeing. Be sure to look around popular attractions like Lake Erie State Park, Vetter Vineyards Winery and Hillview Golf Course. That dream Portland vacation is just clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

Portland Hotel Deals

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Portland
The price is CA $268 per night from May 19 to May 20
CA $268
CA $396 total
includes taxes & fees
May 19 - May 20
10/10 Exceptional! (3 reviews)
Cozy Weekend Getaway
"Very comfortable cottage with a great view of the lake. Cold weather prevented full enjoyment of the outside deck, but enclosed porch and well-thought out interior still made this an excellent choice without being weather-dependent. Perfect spot to rest and recharge - I look forward to ..."

Reviewed on Apr. 24, 2024

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Chautauqua Harbor Hotel - Jamestown
Chautauqua Harbor Hotel - Jamestown
3.5 out of 5
10 Dunham Ave, Celoron, NY
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from May 20 to May 21
CA $208
CA $235 total
includes taxes & fees
May 20 - May 21
9.6/10 Exceptional! (1,000 reviews)
"Great location. Dinner was good on the restaurant."

Reviewed on May 10, 2024

Chautauqua Harbor Hotel - Jamestown
Clarion Hotel Conference Center on Lake Erie
Clarion Hotel Conference Center on Lake Erie
2.5 out of 5
30 Lake Shore Dr E, Dunkirk, NY
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from May 29 to May 30
CA $153
CA $173 total
includes taxes & fees
May 29 - May 30
7.6/10 Good! (732 reviews)
"Always a great place to stay. The alarm on our safe in room kept going off during the night. We spoke to the front desk in the morning and they were going to look after it."

Reviewed on May 13, 2024

Clarion Hotel Conference Center on Lake Erie
See all 489 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Portland vacation package cost?
From just , you can customize your Portland package the way you want. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Portland?
Bundle your flights and hotels with Expedia to save big bucks on your next exciting adventure. With over 550 airlines and 1,000,000 hotels throughout the world, your Portland vacation package can be tailored exactly to suit your travel style. With all those extra dollars, why not include some awesome tours and experiences? It’s an easy way to unlock even more savings. That vacation you’ve always dreamed of in Portland is much closer than you thought!
How far in advance should I book my Portland vacation?
It’s tricky picking the best time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available up to a year in advance. If you’re unable to do so, don’t stress. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Portland travel package include?
That’s up to you. You can select from a variety of Portland packages, such as a rental car, hotel and flight. You can also book a hotel and a flight, or a flight with a rental car. Once you’ve made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Portland trip looks like, get set to save!
What should I know before booking a Portland travel package?
Discover deals that match your budget with an Expedia package. Hotels, airfares, rental cars — we’ve got everything you need to plan your getaway. You’ll save precious dollars just for bundling your bookings. Whether you’re heading away on a ski trip or drinking cocktails on a beach, your perfect vacation is only clicks away.
Can I choose my airline with a Portland Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Portland vacation package?
Because we understand life is full of surprises, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you’ve booked your Portland vacation package in the last 24 hours, you may be able to change or cancel it with no penalties. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Portland

Image for 21 Brix Winery

21 Brix Winery

You can enjoy a tasting or tour at 21 Brix Winery during your travels to Portland.

21 Brix Winery

Other vacations you might like

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