Deals on vacations and trips to Trail

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Trail flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Paschal Winery

Paschal Winery

4.5 out of 5
Price was $485, price is now $443 per person
$443
per person
Feb 22 - Feb 25
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Medford (MFR)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Price was $935, price is now $868 per person
$868
per person
Feb 21 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DAL) to Medford (MFR)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, a garden, and a lobby fireplace are also on offer.
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $935, price is now $882 per person
$882
per person
Feb 21 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DAL) to Medford (MFR)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
Price was $819, price is now $781 per person
$781
per person
Feb 21 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DAL) to Medford (MFR)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and free perks like buffet breakfast and free self parking.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $826, price is now $788 per person
$788
per person
Feb 21 - Feb 24
found 13 hours ago
Roundtrip flight included
Dallas (DAL) to Medford (MFR)
This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Top Trail hotels deals

*Riverfront* "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4

*Riverfront* "Cabin on The Rogue", Gateway to Crater Lake! Sleeps 2-4

Trail OR
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This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Romantic & private cabin on Rogue River, 1 hr from Crater Lake

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

Trail OR
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This cabin features a hot tub and a sauna. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
"Home on The Rogue" - Gateway to Crater Lake!

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

Trail OR
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Riverfront Stunning Open Concept 3bdrm near outdoor activities

Riverfront Stunning Open Concept 3bdrm near outdoor activities

Trail OR
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty

Riverfront Gem with Big Deck, Fishing & Adventure. Comfy beds, upgraded beauty

Trail OR
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Enjoy a garden, laundry facilities, and patios. Popular attractions Shady Cove Library and Upper Rogue Regional County Park are located nearby.
Kitchen
Washer
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 OR
$194 nightly
The price is $197 total per night
$197 total
Jan 9 - Jan 10
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Trail
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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

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 relaxing area.

Lost Creek Park

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.

Cole M. Rivers Hatchery

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 quaint area.

Spirit of the Rogue Nature Center

Frequently asked questions

How much are vacation packages to Trail?
With a Travelocity vacation package, you can live it up in Trail for as little as $443. Hotels, flights and experiences — we have it all. You'll save loads just by combining your bookings together. And with everything taken care of before leaving, you won't have to worry about a thing.
How long should my Trail vacation be?
Typically, 2 nights is how long most people spend discovering the attractions of Trail. Wondering if you'll have sufficient time to fit in everything on your to-do list? Stay a few extra nights so you don't miss a thing.
Where can I get the best vacation package deals for Trail?
Travelocity is the place to go to score an amazing Trail package deal. Choose from 400 airlines and 1,000,000 properties worldwide and create a vacation package that fits your style. With so many options, now's the time to book your next exciting getaway.
Why should I book my Trail vacation package with Travelocity?
We have destinations and experiences for every kind of traveler, superb service and customer support available 24/7. On top of that, we'll match any lower price you come across with our Price Match Guarantee.
Will I save money on my Trail car rental if I bundle it with a hotel or flight?
Sure can. And our Trail vacation packages are the best way to do it. With just a few clicks you can save money and time by booking everything in one place. Collect the keys to your rental car and do your vacation your way. Need to fill your itinerary? Add some activities or experiences to your package and make savings on those too.
Which airport is best for Trail?
Rogue Valley Intl. Airport (MFR), the major terminal in Trail, is where you'll stroll through arrivals. You'll find it 20 mi south of the center of town.
What is there to do in Trail?
While veering off the tourist trail can be rewarding, you really shouldn't miss the well-known sights that make a place famous. Joseph H Stewart State Park and Cole M. Rivers Hatchery are just two of them in Trail.
Where should I stay when visiting Trail?
If you're looking for a place to spend your nights, have a look at the Luxury studio in the private hillside of Trail. Wi-Fi & Pet Friendly!. It's the top pick for many visitors.

Photos of local treasures

Browse Trail vacation photos for more inspiration

Photo by Kaitlin Walters
Photo by Kaitlin Walters
Photo by Kaitlin Walters
Photo by Kaitlin Walters