Portland Vacations from $290

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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.
Econo Lodge Inn & Suites Murfreesboro Shopping District

Econo Lodge Inn & Suites Murfreesboro Shopping District

2 out of 5
Save 100% on your flight
Price was $467, price is now $290 per person
$290
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Nashville (BNA)
6.8/10 (746 reviews)
Very nice experience.

Reviewed on Jul 10, 2025

Hutton Hotel

Hutton Hotel

4.5 out of 5
West End
Save 100% on your flight
Price was $735, price is now $387 per person
$387
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
8.6/10 Excellent! (1,000 reviews)
The concierge was amazing at helping me with an itinerary for our vacation. The front desk staff was incredible also. Absolutely the friendliest and most personable front dest staff we could ask for.

Reviewed on Sep 15, 2025

Sonesta Nashville Airport

Sonesta Nashville Airport

4 out of 5
Save 100% on your flight
Price was $582, price is now $341 per person
$341
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (1,717 reviews)
Love this hotel! Staff were friendly and welcoming! The room was clean and the bed was comfy! We also ate at the restaurant a couple of times, and the food was great!

Reviewed on Sep 15, 2025

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,326, price is now $805 per person
$805
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (841 reviews)
Nice hotel, a little pricey without a pool or hot tub but other than that no complaints.

Reviewed on Sep 14, 2025

Margaritaville Hotel Nashville

Margaritaville Hotel Nashville

4.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $952, price is now $578 per person
$578
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (1,844 reviews)
Great location, clean. Front desk could have been more helpful. It would have been nice to know whats where and that the room key was needed to operate the elevator public restrooms etc.

Reviewed on Sep 15, 2025

Don't see what you're looking for?
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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

Red Roof Inn PLUS+ Nashville North - Goodlettsville

Red Roof Inn PLUS+ Nashville North - Goodlettsville

2.5 out of 5
110 Northgate Drive, Goodlettsville, TN
Fully refundableReserve now, pay when you stay
$53 nightly
The price is $66 total per night from Sep 21 to Sep 22
$66 total
Sep 21 - Sep 22
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
"Well lit, convenient location, very friendly staff."

Reviewed on Sep 9, 2025

Red Roof Inn PLUS+ Nashville North - Goodlettsville
Fairfield Inn & Suites by Marriott Nashville at Opryland

Fairfield Inn & Suites by Marriott Nashville at Opryland

2.5 out of 5
211 Music City Cir, Nashville, TN
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $114 total per night from Sep 28 to Sep 29
$114 total
Sep 28 - Sep 29
Total with taxes and fees
8.4/10 Very Good! (873 reviews)
"Great place to stay."

Reviewed on Sep 14, 2025

Fairfield Inn & Suites by Marriott Nashville at Opryland
Best Western Suites Near Opryland

Best Western Suites Near Opryland

2.5 out of 5
201 Music City Circle, Nashville, TN
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $121 total per night from Sep 30 to Oct 1
$121 total
Sep 30 - Oct 1
Total with taxes and fees
8.8/10 Excellent! (1,355 reviews)
"The hotel was close to our final destination and dining options. We liked that. The room was nice but it seems like there isn't an inspection before the room is rented. We had to call down for light bulbs to be replaced and the refrigerator really did not work well. Also the towels were a bit rough ..."

Reviewed on Sep 15, 2025

Best Western Suites Near Opryland
See all 646 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.

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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 $290 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

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.