Trail Vacations from $442
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Photo by Kaitlin Walters
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.
The Latest Trail vacation packages
Price found within the past 48 hours. Click for updated prices.
McCall House Boutique Inn
Historic Downtown District
Price was $898, price is now $643 per person
$643
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.2/10 Wonderful! (572 reviews)
Location was very convenient to walking everywhere.
Breakfast was fresh and delicious.
Reviewed on Oct 12, 2025
Hummingbird Estate Wine & Suites
Price was $733, price is now $577 per person
$577
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.6/10 Exceptional! (138 reviews)
Absolutely lovely place to spend time, relax and enjoy the beautiful property and views. Highly recommend.
Reviewed on Oct 18, 2025
Paschal Winery
Price was $654, price is now $527 per person
$527
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.6/10 Exceptional! (13 reviews)
It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland.
Reviewed on May 3, 2025
Discover the most popular places to visit in Trail
Lost Creek Park
4/5(2 reviews)
Explore the great outdoors at Lost Creek Park, a lovely green space in Trail. Wander the riverfront in this quaint area.
Spirit of the Rogue Nature Center
Enjoy an outing to Spirit of the Rogue Nature Center during your stay in Trail. Wander the riverfront in this relaxing area.
Cole M. Rivers Hatchery
Explore the great outdoors at Cole M. Rivers Hatchery, a lovely green space in Trail. Wander the riverfront in this quaint area.
Trail Hotel Deals
Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!
Trail
$194 nightly
The price is $197 total per night from Nov 9 to Nov 10
$197 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (14 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
Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Trail
9.8/10 Exceptional! (401 reviews)
The location of this cabin is ideal.The deck has a lovely view of the water, and even in October we saw a few kayakers and others on the water. Loved the privacy, as well.Great visit and would consider a return, maybe in a warmer month just to get on the water, now that we know the lay of the ...
Reviewed on Oct 9, 2025
"Home on The Rogue" - Gateway to Crater Lake!
Trail
9.8/10 Exceptional! (97 reviews)
Very nicely furnished, clean and well organized home located on the Rogue. It had all the amenities you would want in a rental.The property was beautiful with the river flowing through the backyard. However, the house is facing a major road so it was very noisy, especially at night when trying to ...
Reviewed on Oct 8, 2025
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.
Find the Best Trail Vacation Packages
Trail Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rogue Valley Intl. Airport (MFR) |
Population | 700 |
Top Sights | Joseph H Stewart State Park, Joseph H. Stewart State Recreation Area and Cole M. Rivers Hatchery |
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- Shady Cove Library
- Shady Cove Vacations
- Upper Rogue Regional County Park
- Visit Shady Cove
- Takelma Park
- Spirit of the Rogue Nature Center
- Cole M. Rivers Hatchery
- Joseph H. Stewart State Recreation Area
- Joseph H Stewart State Park
- Visit Eagle Point
- Agate River Vineyard
- Lower Table Rock
- Butte Falls Vacations
- Visit Butte Falls
- TouVelle State Recreation Site
- White City Vacations
- Champion Raceway
- Visit White City
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.