Portland Holidays

  • Plan, book, travel with confidence
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Top hotels in Portland

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 S$206 per night from 1 Dec to 2 Dec
S$206
includes taxes & fees
1 Dec - 2 Dec
9.6/10 Exceptional! (1,000 reviews)
"Second time staying here. A fabulous little gem. It’s the overall vibe including the people that work there. Thanks Sam at Front Desk & Sophia in the dining room. First time eating there - unbelievably delicious. The morning view from our room was fabulous. Thanks Chautauqua Harbor Hotel for another ..."

Reviewed on 22 Nov,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 S$152 per night from 26 Dec to 27 Dec
S$152
includes taxes & fees
26 Dec - 27 Dec
7.6/10 Good! (838 reviews)
"Very clean and great employees. The hotel is a little run down but it meets all the important criteria for a hotel. Clean, comfortable bed, good service, good proximity to Fredonia College."

Reviewed on 25 Nov,2024

Clarion Hotel Conference Center on Lake Erie
Best Western Dunkirk & Fredonia Inn
Best Western Dunkirk & Fredonia Inn
2.5 out of 5
3912 Vineyard Drive, Chautauqua, Dunkirk, NY
Fully refundableReserve now, pay when you stay
The price is S$164 per night from 10 Dec to 11 Dec
S$164
includes taxes & fees
10 Dec - 11 Dec
7.8/10 Good! (877 reviews)
"Nice for an overnight. Quick stop on and off tollway."

Reviewed on 22 Nov,2024

Best Western Dunkirk & Fredonia Inn
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 holiday 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 holiday 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 holiday you’ve always dreamed of in Portland is much closer than you thought!
How far in advance should I book my Portland holiday?
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 holiday is only clicks away.
Can I choose my airline with a Portland Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our holiday 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 holiday 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 holiday 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.