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Trail Vacation Packages

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Cheap Trail Vacation Packages

You’re on the hunt for a steal of a deal on your Trail vacation package. You’ve got your list of things you want, and you’re checking it twice: a ballin’ (on a budget) Trail hotel, a champagne poppin’ flight (for a knock-off beer price), and maybe even a super-nice car rental (for a borrowed bike fee).

Think it’s all just a dream? Not when you book your Trail vacation deal with Hotwire.

Are you for real with these vacation package deals

Daydreaming is even better when wildly good deals become your reality. Scoring hotel and flight deals to Trail for a price that works with your budget is realer than real when you book your package with Hotwire. Ready to get all of your wildest dreams fulfilled (for way less than you expected)? Don’t sleep on these Hotwire deals.

Frequently Asked Questions About Vacation Packages

How much is a vacation to Trail?

When you want to book the very best Trail getaway, but you aren’t looking to empty your bank account on planning your trip, cheap vacation packages are the way to go. You can jump into an incredible vacay to Trail for as low as $490 and keep your cash for the necessities—like the dreamiest fun times in town.

When is the best time to book a vacation package to Trail?

Looking to save some extra cash on your Trail vacation? Try going on your getaway in , which is the off-season, and avoid the most popular time to vacation in the month of . Want to get away now-ish and still save? Book a last-minute vacation package with a Hot Rate hotel deal. You could save up to 60% off on your hotel versus booking a listed rate two weeks earlier.

How to get the best vacation package deals to Trail?

If scoring the very best deal on your Trail vacation is at the top of your to-do list, book your package with Hotwire and prepare to get way more bang for your buck.

What is the cheapest day to book a vacation package?

Reserving a Trail vacation package on a Tuesday is the cheapest day to book, or you can save more any day on Hotwire, with packages as low as $490.

Can I vacation in Trail right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Trail right now?” When it’s time to book your vacation package, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

What does Hotwire Trail travel package include?

When you book a package deal on Hotwire, you can expect a Trail vacation package with airfare and hotel. Want a rental car too? No biggie‚ you can add it to your package. Everything you need for an amazing trip? Check.

Trail Flight + Hotel Packages

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
per person
May 23 - May 26
Roundtrip non-stop flight included
Sacramento (SMF) to Medford (MFR)
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 Schneider Museum of Art and ScienceWorks Hands-On Museum are located nearby. Discover genuine guest reviews for Flagship Inn of Ashland along with the latest prices and availability – book now.
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
per person
May 23 - May 26
Roundtrip non-stop flight included
Sacramento (SMF) to Medford (MFR)
Stay at this 3-star business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and private yards. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre are located nearby. Discover genuine guest reviews for A Cowslip's Belle Inn along with the latest prices and availability – book now.
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
per person
Jul 12 - Jul 14
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
Stay at this 4.5-star luxury B&B in Central Point. Enjoy free WiFi, free parking, and a terrace. Popular attractions Caprice Vineyards and Jacksonville Cemetery are located nearby. Discover genuine guest reviews for Hummingbird Estate Wine & Suites along with the latest prices and availability – book now.
Winchester Inn

Winchester Inn

3.5 out of 5
per person
May 23 - May 26
Roundtrip non-stop flight included
Sacramento (SMF) to Medford (MFR)
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oregon Cabaret Theatre and Ashland Library are located nearby. Discover genuine guest reviews for Winchester Inn, in Historic Downtown District neighborhood, along with the latest prices and availability – book now.
Edgewater Inn Shady Cove

Edgewater Inn Shady Cove

2 out of 5
per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Miami (MIA) to Medford (MFR)
Stay at this spa hotel in Shady Cove. Enjoy free parking, a full-service spa, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Upper Rogue Regional County Park and Shady Cove Library are located nearby. Discover genuine guest reviews for Edgewater Inn Shady Cove along with the latest prices and availability – book now.
Sovana Inn

Sovana Inn

2 out of 5
per person
May 31 - Jun 5
Roundtrip non-stop flight included
Oklahoma City (OKC) to Medford (MFR)
Stay at this business-friendly motel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bear Creek Park and Stewart Meadows Golf Course are located nearby. Discover genuine guest reviews for Sovana Inn along with the latest prices and availability – book now.
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

3.5 out of 5
per person
May 23 - May 26
Roundtrip non-stop flight included
Sacramento (SMF) to Medford (MFR)
Stay at this 3.5-star vacation home in Ashland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions North Mountain Park and ScienceWorks Hands-On Museum are located nearby. Discover genuine guest reviews for The Mountain Ave House by WanderLodges along with the latest prices and availability – book now.
Tiki Lodge Motel

Tiki Lodge Motel

2 out of 5
per person
May 31 - Jun 5
Roundtrip non-stop flight included
Oklahoma City (OKC) to Medford (MFR)
Stay at this business-friendly motel in Medford. Enjoy free WiFi, free parking, and room service. Popular attractions Children's Museum and Vogel Plaza are located nearby. Discover genuine guest reviews for Tiki Lodge Motel, in City Center Medford neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Trail Vacation Packages 3-4 Night Stays

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
per person
May 23 - May 26
Roundtrip non-stop flight included
Sacramento (SMF) to Medford (MFR)
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
per person
May 23 - May 26
Roundtrip non-stop flight included
Sacramento (SMF) to Medford (MFR)
Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
per person
May 23 - May 26
Roundtrip non-stop flight included
Sacramento (SMF) to Medford (MFR)
Edgewater Inn Shady Cove

Edgewater Inn Shady Cove

2 out of 5
per person
Jun 21 - Jun 24
Roundtrip non-stop flight included
Miami (MIA) to Medford (MFR)
Prices and availability subject to change. Additional terms may apply.

Trail Vacation Packages 5-7 Night Stays

Sovana Inn

Sovana Inn

2 out of 5
per person
May 31 - Jun 5
Roundtrip non-stop flight included
Oklahoma City (OKC) to Medford (MFR)
Tiki Lodge Motel

Tiki Lodge Motel

2 out of 5
City Center Medford
per person
May 31 - Jun 5
Roundtrip non-stop flight included
Oklahoma City (OKC) to Medford (MFR)
Travelodge by Wyndham Grants Pass

Travelodge by Wyndham Grants Pass

2 out of 5
per person
May 31 - Jun 5
Roundtrip non-stop flight included
Oklahoma City (OKC) to Medford (MFR)
Sweet Breeze Inn

Sweet Breeze Inn

2 out of 5
per person
May 31 - Jun 5
Roundtrip non-stop flight included
Oklahoma City (OKC) to Medford (MFR)
Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Mon, May 6 - Tue, May 7
PDX
Portland Intl.
MFR
Rogue Valley Intl.
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, May 6 from Portland Intl. to Rogue Valley Intl., returning Tue, May 7, priced at $155 found 5 days ago
United
Sat, Jul 6 - Sat, Jul 13
SFO
San Francisco Intl.
MFR
Rogue Valley Intl.
$169 Roundtrip, found 6 days ago
$169
Roundtrip
found 6 days ago
Select United flight, departing Sat, Jul 6 from San Francisco Intl. to Rogue Valley Intl., returning Sat, Jul 13, priced at $169 found 6 days ago
Delta
Fri, Aug 30 - Fri, Aug 30
SEA
Seattle - Tacoma Intl.
MFR
Rogue Valley Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Aug 30 from Seattle - Tacoma Intl. to Rogue Valley Intl., returning Fri, Aug 30, priced at $171 found 1 day ago
Alaska Airlines
Mon, Jun 10 - Wed, Jun 12
LAX
Los Angeles Intl.
MFR
Rogue Valley Intl.
$244 Roundtrip, found 21 hours ago
$244
Roundtrip
found 21 hours ago
Select Alaska Airlines flight, departing Mon, Jun 10 from Los Angeles Intl. to Rogue Valley Intl., returning Wed, Jun 12, priced at $244 found 21 hours ago

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