Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Matthew Jay
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Portland Holiday

When a getaway to the city is calling, answer it with a holiday package to Portland. With all your travel arrangements worked out before you go, all you have to do here is concentrate on having the time of your life. A trip to Portland is a terrific opportunity to do some sightseeing. Make sure you visit well-known attractions like Lake Erie State Park, Vetter Vineyards Winery and Hillview Golf Course. Whoever you're travelling with and whether your budget is big or small, your dream Portland holiday is only clicks away with Expedia.

Portland Holiday

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 Noble Winery

Our pick of the best 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 AU$572 per night from 27 July to 28 July
AU$572
27 July - 28 July
includes taxes & fees
10/10 Exceptional! (32 reviews)
Enjoyable
"Enjoyable, i will be back. Thank you."

Reviewed on 28 Jun. 2025

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
The price is AU$394 per night from 30 July to 31 July
AU$394
30 July - 31 July
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"It be so much as unique just wonderfully done in all the usual categories"

Reviewed on 22 Jul. 2025

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
The price is AU$233 per night from 10 Aug to 11 Aug
AU$233
10 Aug - 11 Aug
includes taxes & fees
7.6/10 Good! (914 reviews)
"Water pressure in the shower was amazing. Our room was nice. Was disappointed to find out the outdoor pool was no longer open. Front desk staff was very nice."

Reviewed on 14 Jul. 2025

Clarion Hotel Conference Center on Lake Erie
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?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Portland costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Portland?
You can typically find lower prices and better availability in November, December and January. Check out our cheap Portland holiday packages and you could score some great off-season discounts.
How many days is enough for Portland?
With a well-organised travel plan, you can easily tick off the top Portland attractions in a few days. But if you want to discover hidden gems or go on day trips, consider booking your Portland holiday for longer.
How to find the best Portland package deals?
Use Expedia's filters to find some fabulous Portland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Portland package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Portland holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a customised Portland holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Portland?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Portland getaway.
How to plan a trip to Portland?

  1. Choose your travel dates: The things you'd like to do in Portland and your favourite season can help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to airfares and activities. Your hotel will likely be the largest expense during your trip to Portland.
  3. Determine how many days away: Start by listing all the activities and attractions you want to experience in Portland. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Portland holiday package.

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