Book Exclusive Trail Vacation Packages

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Trail flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
Price was CA $1,431, price is now CA $1,229 per person
CA $1,229
per person
Sep 19 - Sep 26
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
Book a stay at this business-friendly hotel in Medford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lithia & Driveway Fields and Medford Railroad Park are located nearby.
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
Historic Railroad District
Price was CA $2,583, price is now CA $2,222 per person
CA $2,222
per person
Sep 19 - Sep 26
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
Book a stay at this business-friendly vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Oregon Shakespeare Festival and Ashland Library are located nearby.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was CA $1,655, price is now CA $1,432 per person
CA $1,432
per person
Sep 19 - Sep 26
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Art Presence Art Center and Quady North are located nearby.
Riverside Inn

Riverside Inn

2.5 out of 5
Price was CA $1,760, price is now CA $1,565 per person
CA $1,565
per person
Sep 19 - Sep 26
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
Book a stay at this business-friendly hotel in Grants Pass. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rogue River and Riverside Park are located nearby.
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
Price was CA $1,649, price is now CA $1,475 per person
CA $1,475
per person
Sep 19 - Sep 26
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oregon Shakespeare Festival and Schneider Museum of Art are located nearby.

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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Book a stay at this family-friendly cabin in Trail. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shady Cove Library and Upper Rogue Regional County Park are located nearby.
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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Stay at this cabin in Trail. Enjoy free WiFi, a sauna, and patios. Popular attractions Shady Cove Library and Upper Rogue Regional County Park are located nearby.
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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Book a stay at this family-friendly vacation home in Trail. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Spirit of the Rogue Nature Center and Cole M. Rivers Hatchery are located nearby.
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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Stay at this vacation home in Trail. Enjoy free WiFi, a garden, and laundry facilities. 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
The price is CA $143 per night
CA $143
CA $305 total
Jul 8 - Jul 9
includes taxes & fees
Stay at this apartment in Trail. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Shady Cove Library and Upper Rogue Regional County Park are located nearby.
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
Stay at this vacation home in Trail. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shady Cove Library and Upper Rogue Regional County Park are located nearby.
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.

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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Trail Vacations

Sometimes getting lost is an excellent way to truly discover a new and unfamiliar place. That said, it's always good to acquaint yourself with a couple of basic details about your destination before you head off. Read on for a few Trail tips and tricks.

Trail lies 9 miles (14 kilometers) northeast of White City. You'll also find it 25 miles (40 kilometers) north of Medford.

700 locals reside in this part of Oregon.

Hotels in Trail

Be the early bird that catches the worm when it comes to planning your Trail accommodations. With 2 places to stay, your choice is limited. Start browsing and book a comfortable room today!

Nothing compares to the thrill of planning your accommodations for your next vacation. But after spending loads of time comparing amenities and prices, it can get a little tedious. So why not take our advice and choose one of our recommended properties, like the Maple Leaf Motel and Edgewater Inn Shady Cove?

Places to visit in Trail

How about a little R&R in the great outdoors? The large open space at Takelma Park is an excellent place to indulge in some sports or just sit back and put your feet up. Need more ideas? We all know that spending time with animals is a stress buster. So, if always being on the move is beginning to wear you down, why not meet the stars of Cole M. Rivers Hatchery? And that's not all there is. Rainy days are a terrific opportunity to lose yourself in a book and enjoy a little downtime. So, if it looks like the skies are about to open, why not race over to Shady Cove Library and see what novel piques your interest?

Where do you fly into for Trail?

The thrill and excitement of traveling around an entirely new place never gets old. Once you've safely landed at Rogue Valley International Airport (MFR), the main streets of Trail will be only 20 miles (32 kilometers) to the north away.

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 CA $1,229. 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 32 kilometers 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.