Trail Vacations from $467
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
My Place Hotel-Medford OR
Price was $562, price is now $467 per person
$467
per person
Aug 17 - Aug 20
found 8 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Medford (MFR)
9.2/10 Wonderful! (1,576 reviews)
Clean and quiet, little kitchen. Exactly what we needed without spending a ton. Would definitely stay again!
Reviewed on Jul 4, 2026
McCall House Boutique Inn
Historic Downtown District
Price was $969, price is now $792 per person
$792
per person
Aug 17 - Aug 20
found 8 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Medford (MFR)
9.2/10 Wonderful! (598 reviews)
McCall Boutique was an excellent stay! We will definitely be back for a return visit.
Reviewed on Jun 26, 2026
A Cowslip's Belle Inn
Price was $722, price is now $593 per person
$593
per person
Aug 17 - Aug 20
found 8 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Medford (MFR)
9.6/10 Exceptional! (45 reviews)
We stayed in the upper appartment. The place is beautiful, comfortable, quite, and clean. The kitchen is well equipped. The balcony overlooks a beautiful garden patio.
The location is a short walking distance to Ashlands' center with its theaters, coffee shops and restaurants.
Steve, our host, was welcoming, bery communicative and accessible.
Our stay was perfect.
Reviewed on Jun 25, 2026
The Peerless Hotel by WanderLodges
Historic Railroad District
Price was $814, price is now $687 per person
$687
per person
Aug 17 - Aug 20
found 8 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Medford (MFR)
9.6/10 Exceptional! (109 reviews)
We loved our stay at The Peerless. The room was beautiful and comfortable and the hotel’s lobby, back room, and patio are lovely for hanging out in. The in-room coffee needs filters and a suggestion of amount for those of us who are coffee making impaired. We would stay here again!
Reviewed on Jun 27, 2026
The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
Price was $671, price is now $578 per person
$578
per person
Aug 17 - Aug 20
found 8 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Medford (MFR)
8.6/10 Excellent! (1,003 reviews)
Location was great. Room was older but seemed well maintained. Breakfast was good with a variety of options.
Reviewed on Jul 4, 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 |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Prospect Hotels
- Hotels on the River in Shady Cove
- Hotels with Kitchenettes in Shady Cove
- B&B in Shady Cove
- Cheap Hotels in Medford
- Cabin Rentals in Shady Cove
- Hotels with Hot Tubs in Shady Cove
- Hotels near Crater Lake National Park
- Hotels near Lost Creek Park
- Pet-Friendly Hotels in Shady Cove
- Medford Hotels
- Cheap Hotels in Shady Cove
- Golf Hotels in Shady Cove
- Shady Cove Hotels
- Vacation Homes in Shady Cove
- Cottages in Shady Cove
- Hotel Wedding Venues Hotels in Shady Cove
- Hotels near Cole M. Rivers Hatchery
- Cabin Rentals in Trail
- Trail Hotels
- Grants Pass Hotels
- Eagle Point Hotels
- Hotels near Rogue Valley Intl.
- Ashland Hotels
- Luxury Hotels in Shady Cove
- White City Hotels
- Central Point Hotels
- Hotels with smoking rooms in Shady Cove
- 5 Star Hotels in Trail
- Flights to Trail
- Flights from St. Louis (STL) to Medford (MFR)
- Flights from Nashville (BNA) to Medford (MFR)
- Flights from Boston (BOS) to Medford (MFR)
- Flights from San Francisco (SFO) to Medford (MFR)
- Flights from Shady Cove
- Flights from San Diego (SAN) to Medford (MFR)
- Flights from Minneapolis (MSP) to Medford (MFR)
- Flights from Boise (BOI) to Medford (MFR)
- Flights to Medford
- Flights from Seattle (SEA) to Medford (MFR)
- Flights from Sacramento (SMF) to Medford (MFR)
- Flights from San Jose (SJC) to Medford (MFR)
- Flights from Denver (DEN) to Medford (MFR)
- Flights from Eugene (EUG) to Medford (MFR)
- Flights to Shady Cove
- Flights from Dallas (DFW) to Medford (MFR)
- Flights from Phoenix (PHX) to Medford (MFR)
- Flights from Rogue Valley Intl.
- Flights to Grants Pass
- Flights from Las Vegas (LAS) to Medford (MFR)
- Flights from Burbank (BUR) to Medford (MFR)
- Flights from Reno (RNO) to Medford (MFR)
- Flights from Medford
- Flights from Salt Lake City (SLC) to Medford (MFR)
- Flights from Orange County (SNA) to Medford (MFR)
- Flights from Portland (PDX) to Medford (MFR)
- Flights from Austin (AUS) to Medford (MFR)
- Flights from Atlanta (ATL) to Medford (MFR)
- Flights from Los Angeles (LAX) to Medford (MFR)
- Visit Ashland
- Prospect Vacations
- Central Point Vacations
- Roxy Ann Peak and Prescott Park
- Visit White City
- Crater Rock Museum
- Seven Feathers Casino
- Mill Creek Falls
- Butte Falls Vacations
- Medford Vacations
- Medford Carnegie Library
- Rogue Valley Mall
- Rogue River Vacations
- Asante Rogue Regional Medical Center
- Medford Railroad Park
- Spirit of the Rogue Nature Center
- Lower Table Rock
- Children's Museum
- Alba Park
- Touvelle State Recreation Site
- Visit Shady Cove
- Rogue Valley Country Club
- Rogue Valley Family Fun Center
- Shady Cove Library
- Quail Point Golf Course
- Medford City Hall
- Gold Hill Vacations
- Takelma Park
- Craterian Ginger Rogers Theatre
- Fichtner-Mainwaring Park
- Vogel Plaza
- The RRRink
- Cole M. Rivers Hatchery
- Visit Medford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
