Portland Vacations

Book a Hotel + Flight or Car together to unlock savings

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    You can save when you book a flight and hotel together*
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Your Portland Vacation

Our vacation packages to Portland allow you to create your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this wonderful city. Make your trip to Portland even more exciting by including some sightseeing. Lake Erie State Park, Vetter Vineyards Winery and Hillview Golf Course are some of the most popular attractions worth exploring. Stop daydreaming and start traveling. Explore the many options on Expedia today and put your Portland vacation plans into motion!

Portland Essential Information

Language
English
Currency
U.S dollars
Population
4,700
Top Sights
Lake Erie State Park, Dunkirk Historical Museum and Johnson Estate Winery

Portland Hotel Deals

Luxe Cabin /Hot Tub / EV Charger
Luxe Cabin /Hot Tub / EV Charger
Portland
10/10 Exceptional! (12 reviews)
Perfect escape, quiet, relaxing and tons of amenities
"Property was exactly as shown in the pictures. The cabins were delightful, beautiful wooden views. Lots of amenities in the main house and everything was super clean. Check-in was easy and the hosts were very communicative. Close to hiking, wineries, breweries, and Chautauqua."

Reviewed on 10 Apr 2024

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Luxe Cabin /Hot Tub / EV Charger
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 CNY1,499 per night from Jun 16 to Jun 17
CNY1,499
CNY2,175 total
includes taxes & fees
16 Jun - 17 Jun
10/10 Exceptional! (5 reviews)
Sweet little spot overlooking the lake
"We loved our time at this cozy cottage. It was clean and modern with lots of snuggly spots to enjoy the views of Lake Erie. It was the perfect location for exploring Chautauqua county’s many picturesque towns and villages, both along Lake Erie and into Lake Chautauqua."

Reviewed on 26 May 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 CNY1,656 per night from Jun 9 to Jun 10
CNY1,656
CNY1,871 total
includes taxes & fees
9 Jun - 10 Jun
9.6/10 Exceptional! (1,007 reviews)
"Lake house restaurant dining options not good. Food was subpar. Outside bar was excellent. Food was good."

Reviewed on 3 Jun 2024

Chautauqua Harbor Hotel - Jamestown
See all 494 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly 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.