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.
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $776, price is now $681 per person
$681
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Medford (MFR)
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
Price was $1,261, price is now $1,079 per person
$1,079
per person
Oct 18 - Oct 22
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Medford (MFR)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and dry cleaning are also on offer.
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Price was $904, price is now $790 per person
$790
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

3 out of 5
Price was $1,360, price is now $1,208 per person
$1,208
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Medford (MFR)
A hot tub, free self parking, and laundry facilities are featured at this vacation home. WiFi in public areas is free. A garden, a picnic area, and express check-out are also on offer.
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
Historic Railroad District
Price was $1,108, price is now $1,001 per person
$1,001
per person
Oct 18 - Oct 22
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Medford (MFR)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. A garden, laundry facilities, and a virtual front desk 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
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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
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.
"Home on The Rogue" - Gateway to Crater Lake!

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

Trail OR
Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Fish, Raft & Hike: Southwest OR Couple’s Retreat!

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

Trail OR
Get rates
This apartment includes a garden 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!

Trail OR
$201 nightly
The price is $204 total per night
$204 total
Oct 5 - Oct 6
Total with taxes and fees
This apartment features laundry facilities.
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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 quaint 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 $681. 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.