Trail Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Kaitlin Walters

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 2.841.048 ₫ per night from 2 Sept to 3 Sept
2.841.048 ₫
3.196.179 ₫ total
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (2,303 reviews)
"The beds were comfortable, the room was nice and clean, check in was easy and staff was friendly."

Reviewed on 25 Aug 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 2.735.824 ₫ per night from 2 Sept to 3 Sept
2.735.824 ₫
3.344.282 ₫ total
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (1,003 reviews)
Great stay
"La Quinta staff was very hospitable and friendly."

Reviewed on 22 Aug 2025

La Quinta Inn & Suites by Wyndham Central Point - Medford
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is 2.670.343 ₫ per night from 9 Sept to 10 Sept
2.670.343 ₫
3.004.136 ₫ total
9 Sept - 10 Sept
includes taxes & fees
9/10 Wonderful! (1,429 reviews)
"Door mat left intentionally to keep side entrance open/unlocked. I reported this to front desk. Security cameras are a must!"

Reviewed on 23 Aug 2025

My Place Hotel-Medford OR
See all 153 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.

Popular places to visit

Cole M. Rivers Hatchery

Explore the great outdoors at Cole M. Rivers Hatchery, a lovely green space in Trail. Wander the riverfront in this relaxing area.

Cole M. Rivers Hatchery

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.