Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by TnT Travel

Top hotels in Portland

Portland Inn & Suites

Portland Inn & Suites

2.5 out of 5
9239 Highway 52, Portland, TN
Fully refundableReserve now, pay when you stay
The price is 1.545.897 ₫ per night from 23 Sept to 24 Sept
1.545.897 ₫
1.804.835 ₫ total
23 Sept - 24 Sept
includes taxes & fees
7.2/10 Good! (293 reviews)
"Very nice. Would stay at again."

Reviewed on 17 Jun 2025

Portland Inn & Suites
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 2.873.022 ₫ per night from 26 Aug to 27 Aug
2.873.022 ₫
3.420.149 ₫ total
26 Aug - 27 Aug
includes taxes & fees
8.8/10 Excellent! (1,343 reviews)
"Clean and convenient"

Reviewed on 24 Aug 2025

Best Western Suites Near Opryland
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
The price is 1.874.054 ₫ per night from 26 Aug to 27 Aug
1.874.054 ₫
2.310.279 ₫ total
26 Aug - 27 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"The property was nice"

Reviewed on 23 Aug 2025

Wingate by Wyndham Goodlettsville
See all 625 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.

Popular places to visit

Sumner Crest WInery

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

Sumner Crest WInery

Frequently asked questions

How much does a Portland holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday packages. Travelling in quieter periods means you can typically find better prices on flights and accommodation.
How many days is enough for Portland?
Typically, a handful of days is enough to tick off the main attractions during your Portland holiday. But if you want to have some time to rest or go on day trips, think about extending your itinerary.
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 holiday package well in advance.
Is it cheaper to book a Portland holiday as a package?
You can enjoy significant savings on your next Portland retreat by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Portland?
If you're considering a spur-of-the-moment Portland holiday, 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 favourite 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 personalised Portland holiday package.