
Trail Vacations from $403
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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.
The Latest Trail vacation packages
Price found within the past 48 hours. Click for updated prices.

Rogue Regency Inn Medford Airport
Price was $433, price is now $403 per person
$403
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
8.8/10 Excellent! (3,118 reviews)
Very quiet. The pool is awesome! The ice machines are tricky to find, but we finally asked at the front desk and the lady was very helpful. Some of the screens need replaced, which would make the hotel look a little more cared for. Also, our shampoo and conditioner bottles were not full. It was obvious that they had been used by a prior guest.
Reviewed on Jun 26, 2026

Hummingbird Estate Wine & Suites
Price was $540, price is now $492 per person
$492
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (161 reviews)
The place is nice and away from the city. The place is very rustic and cozy, great if you are looking for something that gets you away from technology. Rooms don’t have a tv and the internet is a little slow, but the grounds are beautiful. Come early for the wine, the bar closes early and staff isn’t around after it closes.
Reviewed on Jun 25, 2026

Prospero's Flagship Inn
Price was $505, price is now $467 per person
$467
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
8.6/10 Excellent! (1,369 reviews)
Great price for a very decent and comfortable motel. The staff are very friendly and helpful and the location felt very safe. I was surprised at the size of the room - 2 double beds with good sized mini fridge and microwave with a small seating area. Another plus is that there are many amenities nearby. You can walk to Safeway and other dining options. Only caveat is that the TV was local channels only and I couldn’t stream anything. No big deal, I will definitely stay here again.
Reviewed on Jun 21, 2026

McCall House Boutique Inn
Historic Downtown District
Price was $686, price is now $639 per person
$639
per person
Aug 8 - Aug 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (598 reviews)
McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious.
Reviewed on Apr 27, 2026

Best Western Horizon Inn
Price was $452, price is now $422 per person
$422
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
8.2/10 Very Good! (1,007 reviews)
Basically ok for a short stay. Definitely prefer the BW Plus properties for amenities and overall comfort.
Reviewed on Jun 20, 2026
Stay near popular Trail attractions
Trail Hotel Deals

*Riverfront* "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4
Trail OR
9.8/10 Exceptional! (167 reviews)
"Loved it! Clean, decorated nicely and view was amazing."
Reviewed on May 29, 2026

Romantic & private cabin on Rogue River, 1 hr from Crater Lake
Trail OR
10/10 Exceptional! (495 reviews)
"The Cabin is very charming! It is as advertised, and the outside deck is “On The River” floaters and fishermen galore. Just a couple of negatives, it is small, tight and a bit dark. But the worst thing is the bed! It is shot, definitely needs replacing. That being said would definitely stay again ..."
Reviewed on May 29, 2026

"Home on The Rogue" - Gateway to Crater Lake!
Trail OR
9.8/10 Exceptional! (100 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 County 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.



















