Portland Vacations from $338

Book a Hotel + Flight or Car together to unlock savings

Photo by TnT Travel

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.
Nashville Airport Marriott

Nashville Airport Marriott

3.5 out of 5
Donelson
Save 100% on your flight
Price was $512, price is now $338 per person
$338
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
16.8/10 Exceptional! (1,000 reviews)
Clean hotel. Good value

Reviewed on Nov 17, 2025

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,135, price is now $681 per person
$681
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
18.4/10 Exceptional! (924 reviews)
Great staff. Fantastic location to Nashville events. Very clean functional rooms. Wonderful fitness center.

Reviewed on Nov 18, 2025

The Hermitage Hotel

The Hermitage Hotel

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,172, price is now $755 per person
$755
per person
Jan 23 - Jan 26
found 20 hours ago
Roundtrip flight included
New York (NYC) to Nashville (BNA)
19.2/10 Exceptional! (822 reviews)
Lobby was beautiful! Staff was so happy to help anytime we needed anything! Loved the turn down service!

Reviewed on Nov 15, 2025

Caption by Hyatt Downtown Nashville

Caption by Hyatt Downtown Nashville

3 out of 5
Downtown Nashville
Save 100% on your flight
Price was $598, price is now $393 per person
$393
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
18.4/10 Exceptional! (700 reviews)
Clean room comfortable bed and great bar and bar tenders

Reviewed on Nov 17, 2025

Bluegreen Downtown Nashville

Bluegreen Downtown Nashville

2 out of 5
Downtown Nashville
Save 100% on your flight
Price was $598, price is now $395 per person
$395
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
18/10 Exceptional! (341 reviews)
The a/c stopped working middle of the night

Reviewed on Nov 18, 2025

Don't see what you're looking for?
See all available trips from Columbus to Portland
View all trips

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

Portland Inn & Suites

Portland Inn & Suites

2.5 out of 5
9239 Highway 52 Portland TN
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $69 total per night from Dec 19 to Dec 20
$69 total
Dec 19 - Dec 20
Total with taxes and fees
7.2/10 Good! (316 reviews)
Great room at a great price. Breakfast was just a waffle and cereal juice was empty.

Reviewed on Nov 9, 2025

Portland Inn & Suites
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
$64 nightly
The price is $79 total per night from Dec 15 to Dec 16
$79 total
Dec 15 - Dec 16
Total with taxes and fees
8.2/10 Very Good! (1,080 reviews)
Hotel needs updated

Reviewed on Nov 16, 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
$129 nightly
The price is $153 total per night from Nov 20 to Nov 21
$153 total
Nov 20 - Nov 21
Total with taxes and fees
8.2/10 Very Good! (1,123 reviews)
Great stay

Reviewed on Nov 17, 2025

Hyatt Place Nashville Opryland
See all 673 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

More vacations you might like

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?
You can grab a vacation package to this popular destination from $338 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.

Explore a world of travel with Expedia

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