Portland Vacations

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Find the Best Portland Vacation Packages

Portland Hotel Deals

SureStay Plus Hotel By Best Western Portland Route 52 West
SureStay Plus Hotel By Best Western Portland Route 52 West
2.5 out of 5
9239 Highway 52, Portland, TN
Fully refundableReserve now, pay when you stay
The price is AED 265 per night from Apr 7 to Apr 8
AED 265
AED 310 total
includes taxes & fees
7 Apr - 8 Apr
7.2/10 Good! (246 reviews)
"Loved the restaurant connected, and the workers they were all so kind and helpful. Wish the pool was working!!"

Reviewed on 24 March 2025

SureStay Plus Hotel By Best Western Portland Route 52 West
Hyatt Place Nashville Opryland
Hyatt Place Nashville Opryland
3 out of 5
220 Rudy Cir, Nashville, TN
Fully refundableReserve now, pay when you stay
The price is AED 492 per night from Apr 16 to Apr 17
AED 492
AED 584 total
includes taxes & fees
16 Apr - 17 Apr
8/10 Very Good! (1,013 reviews)
"An older place but very clean, staff is very friendly."

Reviewed on 28 March 2025

Hyatt Place Nashville 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
The price is AED 328 per night from Apr 14 to Apr 15
AED 328
AED 392 total
includes taxes & fees
14 Apr - 15 Apr
8.8/10 Excellent! (1,290 reviews)
"I know the breakfast is free but it was not very good...otherwise everything was great!"

Reviewed on 30 March 2025

Best Western Suites Near Opryland
See all 613 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.

Frequently asked questions

How much does a Portland vacation package cost?
You can grab a vacation package to this popular destination 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?
January, February and November are the best times to search for cheap Portland vacation packages. Traveling in quieter periods means you can typically find better prices on flights and accommodations.
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.
How to plan a trip to Portland?

  1. Choose when to get away: Check your schedule and pack your bags. Your favorite time of year and the activities available will also help you decide when to visit Portland.
  2. Plan your budget wisely: Besides the cost of your hotel, you’ll need to factor in other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Portland.
  3. Decide how long to go away for: Now that you know more about Portland, you can work out the perfect length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Portland vacation package.

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