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.
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
per person
Sep 6 - Sep 9
found 14 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Medford (MFR)
A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
per person
Sep 6 - Sep 9
found 14 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Medford (MFR)
This lodge features a restaurant, a gym, and a bar/lounge. Bring the family and enjoy the arcade/game room and kid-friendly dining. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.
Green Springs Inn

Green Springs Inn

2 out of 5
per person
Sep 6 - Sep 9
found 14 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Medford (MFR)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out, barbecue grills, and wedding services are also on offer.
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
per person
Sep 6 - Sep 9
found 14 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Medford (MFR)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A snack bar/deli, a picnic area, and a computer station are also on offer.
Paschal Winery

Paschal Winery

4.5 out of 5
per person
Sep 6 - Sep 9
found 14 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) 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

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

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

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This vacation home 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

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This cabin features a hot tub and a sauna. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Fully equipped house on the river with a private fishing hole.

Fully equipped house on the river with a private fishing hole.

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This vacation home features a garden, laundry facilities, and barbecue grills.
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!

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This apartment features laundry facilities.
Kitchen
Washer
'RIVER HAVEN' is a serene riverside cabin on the Rogue River

'RIVER HAVEN' is a serene riverside cabin on the Rogue River

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This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Stay in luxury, minutes from the Lake, perfect for entertaining.

Stay in luxury, minutes from the Lake, perfect for entertaining.

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This vacation home featured laundry facilities and barbecue grills.
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

Joseph H Stewart State Park

4.5/5(2 reviews)

You can take time to visit Joseph H Stewart State Park during your travels to Trail. Wander the riverfront in this quaint area.

Joseph H Stewart State Park

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.

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 relaxing 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 $340. 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