Trail Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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Your Trail Vacation

There's no better way to travel than with one of our vacation packages to Trail. The outdoorsy activities and adventurous activities are two of the countless reasons you'll want to visit this interesting city. A trip to Trail wouldn't be complete without exploring a few popular attractions, like Spirit of the Rogue Nature Center. Whoever you're traveling with and whatever your bank balance, your dream Trail vacation is only clicks away with Expedia.

Top Trail Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
Price was CA $514, price is now CA $514 per person
CA $514
per person
Nov 8 - Nov 11
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Medford (MFR)
9/10 Wonderful! (2,271 reviews)
The property from the outside looks really dated. You can tell the rooms were updated to a point. It worked for us. The price was really good. It said continental breakfast, which we understood to be pastries, hard boiled, eggs, etc., nothing hot. However, to our pleasant surprise, there were hot potatoes and hot breakfast sandwiches, and the gentleman overseeing the breakfast was fabulous.

Reviewed on Aug. 23, 2025

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Trail Hotel Deals

"Home on The Rogue" - Gateway to Crater Lake!

"Home on The Rogue" - Gateway to Crater Lake!

Trail
9.8/10 Exceptional! (90 reviews)
Beautiful location
"House was as advertised"

Reviewed on Jul. 1, 2025

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"Home on The Rogue" - Gateway to Crater Lake!
Romantic & private cabin on Rogue River, 1 hr from Crater Lake

Romantic & private cabin on Rogue River, 1 hr from Crater Lake

Trail
9.8/10 Exceptional! (392 reviews)
"This was an awesome place to stay. The picture of the river from the deck is 100% accurate. We enjoyed sitting and relaxing on the deck each morning. A couple suggestions: use fragrance free laundry soap for those of us that have sensitivities - luckily I bring my own pillow case just in case. And ..."

Reviewed on Jul. 13, 2025

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Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!

Trail
The price is CA $144 per night from Aug 26 to Aug 27
CA $144
CA $302 total
Aug 26 - Aug 27
includes taxes & fees
9.4/10 Exceptional! (11 reviews)
"A really cute location, in a sweet little town. The futons were not large enough for two adults. We got the WiFi to work, but couldn't get the TV remotes to work, we had to cast from our phones. The studio was hot when we arrived and took a while to cool down."

Reviewed on Jul. 28, 2025

Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Trail vacation package cost?
You can pick up a vacation package to this top destination from CA $514 on Expedia. However, how much your vacation to Trail costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Trail?
To score cheap Trail vacation packages, plan your getaway outside of peak periods like public holidays and major festivals. You'll generally find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Trail?
The ideal duration of your Trail vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to visit all the leading sights and discover some hidden treasures along the way.
How to find the best Trail package deals?
Use Expedia's filters to help you find some of the best Trail package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Trail package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Trail vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Trail vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Trail?
If you have your Trail vacation dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Trail?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Trail.
  2. Budget wisely: On top of the cost of your accommodations, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Trail.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Trail. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the perfect Trail vacation package for you.

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