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.
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
Price was $675, price is now $636 per person
$636
per person
Apr 8 - Apr 11
found 9 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) 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.
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was $763, price is now $697 per person
$697
per person
Apr 8 - Apr 11
found 9 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) to Medford (MFR)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $694, price is now $646 per person
$646
per person
Apr 8 - Apr 11
found 9 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) 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.
Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
Price was $729, price is now $685 per person
$685
per person
Apr 8 - Apr 11
found 9 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) to Medford (MFR)
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Paschal Winery

Paschal Winery

4.5 out of 5
Price was $699, price is now $658 per person
$658
per person
Apr 8 - Apr 11
found 9 hours ago
Roundtrip non-stop flight included
Little Rock (LIT) 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.

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
Get rates
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
Get rates
This cabin features a hot tub and a sauna. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
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
$190 nightly
The price is $193 total per night
$193 total
Mar 8 - Mar 9
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Riverfront Stunning Open Concept 3bdrm near outdoor activities

Riverfront Stunning Open Concept 3bdrm near outdoor activities

Trail OR
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
"Home on The Rogue" - Gateway to Crater Lake!

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

Trail OR
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!

Eagle's Nest Cottage. Spacious 2 BR river retreat on the Rogue River. Enjoy ping-pong, BBQ, board games, and fishing. Remote work enabled with high-speed WiFi. Unplug and unwind!

Trail OR
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Trail
View all properties
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

Explore the great outdoors at Lost Creek Park, a lovely green space in Trail. Wander the riverfront in this quaint area.

Lost Creek Park

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.

Spirit of the Rogue Nature Center

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

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 $636. 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

Panoramic view of the mountains from Mt Hood in Oregon.
Panoramic view of the mountains from Mt Hood in Oregon.
Wonderful camp with lots of places to explore. Taken at the little park. Has a fountain with artificial river/pond you can play in.