Trail Trips (flight + hotel)

Photo by Kaitlin Walters

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    Save up to P 3,118 when you book a flight and hotel together*
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Top hotels in Trail

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is P6,170 per night from Aug 7 to Aug 8
P6,170
P6,941 total
Aug 7 - Aug 8
includes taxes & fees
8.8/10 Excellent! (2,185 reviews)
Close to airport
"Close to the airport. We stayed one night due to an early flight. The staff was kind. The room was fine but a bit run down. Overall we liked it."

Reviewed on Jul 26, 2025

Rogue Regency Inn and Suites
La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford

3 out of 5
1777 La Rue Dr, Central Point, OR
Fully refundableReserve now, pay when you stay
The price is P5,921 per night from Aug 3 to Aug 4
P5,921
P7,240 total
Aug 3 - Aug 4
includes taxes & fees
7.2/10 Good! (1,013 reviews)
"The dogs love it!"

Reviewed on Jul 22, 2025

La Quinta Inn & Suites by Wyndham Central Point - Medford
Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford

2.5 out of 5
2020 Leigh Way, White City, OR
Fully refundableReserve now, pay when you stay
The price is P6,999 per night from Aug 17 to Aug 18
P6,999
P7,104 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (1,020 reviews)
"All good"

Reviewed on Jul 28, 2025

Best Western Crater Lake Highway White City/Medford
See all 150 properties in Trail
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 Trail vacation package cost?
You'll find cheap prices on Expedia for your Trail escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Trail costs.
What are the cheapest months to go to Trail?
Plan your getaway for the off-season and you're likely to get cheap Trail vacation packages. Remember that school vacation periods and major local events can impact prices, so do some research before booking.
How many days is enough for Trail?
The ideal duration for your Trail vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to check out all the main attractions and explore some hidden gems along the way.
How to find the best Trail package deals?
Begin your search for a Trail package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Trail package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Trail escape underway.
Is it cheaper to book a Trail vacation as a package?
You can enjoy significant savings on your Trail break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Trail?
If you have your Trail travel dates locked in, book early to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Trail?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite time of year and the available activities will also help you decide when to escape to Trail.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your hotel will probably be the largest expense during your trip to Trail.
  3. Work out your trip length: Consider how much time you want to spend exploring Trail. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Trail vacation package.

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