Portland Vacations from $471

Book a Hotel + Flight or Car together to unlock savings

Photo by TnT Travel

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

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.
Bluegreen Downtown Nashville

Bluegreen Downtown Nashville

2 out of 5
Downtown Nashville
Save 100% on your flight
Price was $755, price is now $471 per person
$471
per person
Mar 25 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (341 reviews)
Very close to Broadway!

Reviewed on Dec 24, 2025

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,301, price is now $740 per person
$740
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (924 reviews)
Great and beautiful

Reviewed on Jan 7, 2026

Hutton Hotel

Hutton Hotel

4.5 out of 5
West End
Save 100% on your flight
Price was $1,076, price is now $623 per person
$623
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
8.6/10 Excellent! (1,001 reviews)
Check in was quick, valet made parking easy and the property was perfectly located. Room was as described, would definitely stay here again.

Reviewed on Jan 2, 2026

Bode Nashville

Bode Nashville

3.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,561, price is now $973 per person
$973
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (1,003 reviews)
Excellent service and value for money.

Reviewed on Dec 19, 2025

Omni Nashville Hotel

Omni Nashville Hotel

4 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,447, price is now $926 per person
$926
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (1,854 reviews)
The room was clean, housekeeping continued to keep tabs with us on the things we needed in our room. Location was great.

Reviewed on Jan 8, 2026

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
$80 nightly
The price is $93 total per night from Jan 10 to Jan 11
$93 total
Jan 10 - Jan 11
Total with taxes and fees
7.2/10 Good! (323 reviews)
Very courteous woman at the front desk. Beds were comfy, room was a nice size. Everything was clean! Excellent value for the price

Reviewed on Dec 20, 2025

Portland Inn & Suites
Budget Host Inn by Hotel O Portland near I-65

Budget Host Inn by Hotel O Portland near I-65

2.5 out of 5
5343 Long Rd Portland TN
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $67 total per night from Jan 10 to Jan 11
$67 total
Jan 10 - Jan 11
Total with taxes and fees
6/10 (93 reviews)
Rooms were tidy and nicely arranged. The stay felt peaceful and convenient.

Reviewed on Dec 28, 2025

Budget Host Inn by Hotel O Portland near I-65
Hyatt Place Nashville Opryland

Hyatt Place Nashville Opryland

3 out of 5
220 Rudy Cir Nashville TN
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $120 total per night from Feb 9 to Feb 10
$120 total
Feb 9 - Feb 10
Total with taxes and fees
8.2/10 Very Good! (1,205 reviews)
Yes

Reviewed on Jan 5, 2026

Hyatt Place Nashville Opryland
See all 684 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 $471 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.