Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Matthew Jay

  • Plan, book, travel with confidence

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    Save up to £335 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Your Portland Holiday

The vibrant city of Portland is calling your name. Discover its hot spots and hidden treasures with a Portland holiday 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 holiday is just clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

Portland Essential Information

Language
English
Currency
U.S dollars
Population
4,700
Max Temp Winter
-1.11ºC
Max Temp Summer
21ºC
Top Sights
Lake Erie State Park, Dunkirk Historical Museum and Johnson Estate Winery

Top hotels in Portland

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, NY
The price is £273 per night from 2 Sept to 3 Sept
£273
2 Sept - 3 Sept
includes taxes & fees
10/10 Exceptional! (33 reviews)
"We loved it...even got to see eagles flying around while sitting on outside deck...beautiful sunsets and chairs to watch them from. Julie was available and very nice taking care of us."

Reviewed on 31 Jul 2025

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
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 £114 per night from 31 Aug to 1 Sept
£114
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (923 reviews)
"Our 2 night stay was very welcoming and the morning breakfast had a wonderful variety."

Reviewed on 28 Jul 2025

Clarion Hotel Conference Center on Lake Erie
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 £129 per night from 2 Sept to 3 Sept
£129
2 Sept - 3 Sept
includes taxes & fees
9.6/10 Exceptional! (1,006 reviews)
"Beautiful property right on the water. Enjoyed lunch at the hotel restaurant"

Reviewed on 5 Aug 2025

Chautauqua Harbor Hotel - Jamestown
See all 473 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Portland travel package cost?
Live it up in Portland from just . We offer a wonderful selection of flights, rental cars and hotels to suit every budget and style. Land even better deals when you add a few sightseeing activities to your travel package.
If I'm not able to travel, can I cancel my Portland travel package?
We get it — life doesn't always go according to plan. If you've booked a Portland travel package and need to amend or cancel it, we can help. We recommend having a look at our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change your itinerary at no cost. If it's been longer than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Portland?
Track down flights that fit your schedule, add a hotel room to your booking and watch the savings pile up with a Portland holiday package. It's as simple as that! From flights and hotels to tours and rental cars, Expedia makes travelling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 hotels all over the world to pick from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Portland holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply choose the payment plan that works for you during checkout and take the stress out of budgeting for your trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If making small repayments each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday across multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Put down a small deposit on your escape and then start packing your bags.

What are the top hotels in Portland?
Get your escape off to a great start by staying at Comfort at Findley Lake. It's one of most sought-after properties in Portland. Another leading option is Chautauqua Harbour Hotel - Jamestown.
How far in advance should I book my Portland holiday?
While prices change from time to time, we generally suggest booking your holiday as soon as possible. Many international fares are found on Expedia up to a year in advance. If you're booking last minute, you may still get lucky. Low prices to Portland sometimes appear in the weeks prior to departure.
What does an Expedia Portland travel package include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply mix and match your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings stack up. When it comes to creating your Portland break, you're in control!
What should I know before booking a Portland travel package?
You'll land excellent savings when you combine your flights, hotels and rental cars into a travel package. Plus, booking everything together simply makes planning easier. So why waste your money or time? Whether you're organising a fancy romantic getaway or a low-cost family road trip, explore our package deals today.
Can I choose my airline with a Portland Expedia travel package?
With a travel package, you're the boss. Whether you're eager to fly to Portland in coach or business class, simply select from the available airline options. Expedia has access to more than 550 partner airlines worldwide.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.