Portland Vacations from $496

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Your Portland Vacation

When a getaway to the city is calling, answer it with a Portland vacation package. With all your travel plans worked out before you leave, all you have to do here is focus on making unforgettable memories. Wondering what you should do or see first during your trip to Portland? Head for popular attractions like Sumner Crest WInery. Whoever you're escaping with and whatever your budget, your dream Portland vacation is just clicks away with Expedia.

The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Virgin Hotels Nashville

Virgin Hotels Nashville

4.5 out of 5
Downtown Nashville
Save 100% on your flight
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (2,092 reviews)
Virgin was a fun and unique property with something for everyone! Our chamber was perfect and met all of our needs! All staff were helpful and knowledgeable and met every expectation.

Reviewed on Jul 1, 2025

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (777 reviews)
Cleanliness, helpful staff, everything needed right there

Reviewed on Jun 24, 2025

Bobby Hotel

Bobby Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,000 reviews)
Everyone was so nice! We will definitely be staying here again!

Reviewed on Jun 29, 2025

Noelle

Noelle

4 out of 5
Downtown Nashville
Save 100% on your flight
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,213 reviews)
I absolutely love the Noelle and stay there every time I visit Nashville. My only critique is that the elevators are painfully slow, and the windows on each floor could really benefit from soundproofing.

Reviewed on Jun 30, 2025

The Monroe by AvantStay – Stylish Group Stay with Easy Access to Attractions

The Monroe by AvantStay – Stylish Group Stay with Easy Access to Attractions

4 out of 5
North Nashville
Save 100% on your flight
per person
Sep 19 - Sep 24
found 4 hours ago
Roundtrip flight included
Minneapolis (MSP) to Nashville (BNA)
No reviews
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Discover the most popular places to visit in Portland

Sumner Crest WInery

You can enjoy a tasting or tour at Sumner Crest WInery during your travels to Portland. You can enjoy the coffeehouses while in the area.

Sumner Crest WInery

Portland Hotel Deals

La Quinta Inn & Suites by Wyndham Goodlettsville - Nashville
La Quinta Inn & Suites by Wyndham Goodlettsville - Nashville
3 out of 5
120 South Cartwright Court, Goodlettsville, TN
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $88 total per night from Jul 7 to Jul 8
$88 total
Jul 7 - Jul 8
Total includes taxes and fees
7.6/10 Good! (1,005 reviews)
"Good overall for my one stay"

Reviewed on Jun 27, 2025

La Quinta Inn & Suites by Wyndham Goodlettsville - Nashville
Wingate by Wyndham Goodlettsville
Wingate by Wyndham Goodlettsville
2.5 out of 5
202 Northgate Cir, Goodlettsville, TN
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $88 total per night from Jul 6 to Jul 7
$88 total
Jul 6 - Jul 7
Total includes taxes and fees
8.2/10 Very Good! (1,016 reviews)
"The staff was great! Everyone was helpful and friendly. Always had a smile. The only thing I could possibly complain about was the breakfast. However we did come down towards the end, so maybe it was better in the beginning."

Reviewed on Jul 1, 2025

Wingate by Wyndham Goodlettsville
Hyatt Place Nashville Opryland
Hyatt Place Nashville Opryland
3 out of 5
220 Rudy Cir, Nashville, TN
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $171 total per night from Jul 6 to Jul 7
$171 total
Jul 6 - Jul 7
Total includes taxes and fees
8.2/10 Very Good! (1,011 reviews)
"Great people, great location"

Reviewed on Jul 1, 2025

Hyatt Place Nashville Opryland
See all 630 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.

Find the Best Portland Vacation Packages

Portland Essential Information

Language
English
Currency
U.S dollars
Population
12,300
Max Temp Winter
45ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Portland vacation package cost?
You can grab a vacation package to this popular destination from $496 on Expedia. However, how much your vacation to Portland costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Portland?
You're likely to find reduced prices and greater availability in July, October and November. Browse our cheap Portland vacation packages and you could score some great off-season discounts.
How many days is enough for Portland?
With a well-planned schedule, you can easily hit the most popular Portland sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Portland vacation for longer.
How to find the best Portland package deals?
Use Expedia's filter tool to find some terrific Portland package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Portland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Portland vacation as a package?
You can enjoy significant savings on your next Portland retreat by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Portland?
If you're considering a spur-of-the-moment Portland vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Portland vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Portland trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.