Portland Holidays

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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$398 per night from 24 Feb to 25 Feb
AU$398
includes taxes & fees
24 Feb - 25 Feb
10/10 Exceptional! (22 reviews)
What a find!!
"After reading the other reviews, we booked this cottage and boy did it deliver! Amazing views, a hammock, firepit, and a perfect sun porch for reading, that we will return to enjoy in warmer weather. Inside, everything has been thought of and we wanted for nothing. We enjoyed being able to bring ..."

Reviewed on 15 Feb. 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
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 5 Mar to 6 Mar
AU$210
includes taxes & fees
5 Mar - 6 Mar
9.6/10 Exceptional! (1,001 reviews)
"Beautiful property!"

Reviewed on 18 Feb. 2025

Chautauqua Harbor Hotel - Jamestown
Quality Inn
Quality Inn
2.5 out of 5
3925 Vineyard Dr, Dunkirk, NY
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 23 Mar to 24 Mar
AU$173
includes taxes & fees
23 Mar - 24 Mar
7.6/10 Good! (416 reviews)
"Very friendly staff! Checked in to a king room but it smelled like stale smoke (possibly because it was once a smoking room). Front desk apologized and switched us to another room. Easy peasy fix!"

Reviewed on 10 Feb. 2025

Quality Inn
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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.