Trail Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kaitlin Walters

  • Plan, book, travel with confidence

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    Better together
    Save up to Rp173.195 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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
8.8/10 Excellent! (2,026 reviews)
"Hotel is massive. It is a blast from the past and definitely needs a ln upgrade but is not rundown or dirty. Staff is nice. Rooms are clean and roomy. Breakfast was pretty good"

Reviewed on 22 Jun 2025

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Rogue Regency Inn and Suites
Union Creek Resort
Union Creek Resort
3 out of 5
56484 Highway 62, Prospect, OR
8.2/10 Very Good! (732 reviews)
"Unique little cabin style motel along the Crater Lake Parkway. Just 20 minutes away from the entrance to the lake, the location is perfect. The cabins are recently renovated with very comfortable beds, a bathroom with a nice hot shower and a fridge/microwave for snacks. Beckie’s Restaurant makes ..."

Reviewed on 20 Jun 2025

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Union Creek Resort
Motel 6 Medford, OR - North
Motel 6 Medford, OR - North
2 out of 5
2400 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is Rp989.355 per night from 30 Jun to 1 Jul
Rp989.355
Rp1.113.024 total
30 Jun - 1 Jul
includes taxes & fees
7.2/10 Good! (1,014 reviews)
"Basic room"

Reviewed on 23 Jun 2025

Motel 6 Medford, OR - North
See all 155 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 holiday 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 holiday 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 holiday packages. Remember that school holiday 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 holiday 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 holiday as a package?
You can enjoy significant savings on your Trail break by booking a tailored holiday 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 holiday 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 favourite 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 personalised Trail holiday package.

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