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.
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
Price was $688, price is now $609 per person
$609
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Medford (MFR)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was $841, price is now $699 per person
$699
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Medford (MFR)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A garden, a picnic area, and express check-out are also on offer.
Starwood Sanctuary

Starwood Sanctuary

3 out of 5
Price was $1,140, price is now $987 per person
$987
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Medford (MFR)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A garden, laundry facilities, and barbecue grills are also on offer.
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
Historic Railroad District
Price was $1,731, price is now $1,535 per person
$1,535
per person
Sep 24 - Sep 28
found 11 hours ago
Roundtrip flight included
La Crosse (LSE) to Medford (MFR)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, a communal living room, and express check-out are also on offer.
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was $1,196, price is now $1,066 per person
$1,066
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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.

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
Fish, Raft & Hike: Southwest OR Couple’s Retreat!

Fish, Raft & Hike: Southwest OR Couple’s Retreat!

Trail OR
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This apartment includes a garden and barbecue grills.
Kitchen
Washer
"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 featured laundry facilities and barbecue grills.
Kitchen
Washer
'RIVER HAVEN' is a serene riverside cabin on the Rogue River

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

Trail OR
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This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

Cozy retreat on 3 acres near Lost Creek Lake. Pet Friendly

Trail OR
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This cabin features laundry facilities.
Kitchen
Washer
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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.

Stay near popular Trail attractions

Lost Creek Park

9.2/10 (5 reviews)
Explore the great outdoors at Lost Creek Park, a lovely green space in Trail. Wander the riverfront in this relaxing area.
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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 $609. 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

A mountain range with a prominent peak, dense forest, and a clear sky.
A forest trail with moss-covered rocks and dense green foliage.
A forested trail with dense greenery and tall trees.
A forested trail with dense ferns and tall trees.
A serene pond surrounded by large evergreen trees, a stone bridge, and a grassy area with a tent.