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Trail Vacation Packages

Build your package with 2 more options

Trail Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Paschal Winery

Paschal Winery

4.5 out of 5
Price was $317, price is now $289 per person
$289
per person
Apr 15 - Apr 17
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this luxury cottage in Talent. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Paschal Winery and Talent Library are located nearby.
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Price was $548, price is now $468 per person
$468
per person
Apr 15 - Apr 17
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre are located nearby.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was $348, price is now $300 per person
$300
per person
Apr 15 - Apr 17
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
The Orth House Inn by Remotion

The Orth House Inn by Remotion

3.5 out of 5
Price was $596, price is now $517 per person
$517
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this inn in Jacksonville. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Kharmic Creations and Sarah Zigler Interpretive Trail are located nearby.
Medford Home and 2 Condos With Pool

Medford Home and 2 Condos With Pool

2 out of 5
Price was $1,535, price is now $1,349 per person
$1,349
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this vacation home in Medford. Popular attractions Bear Creek Park and Cinemark Tinseltown Medford 15 are located nearby.
Selah House in Jacksonville

Selah House in Jacksonville

2 out of 5
Price was $998, price is now $887 per person
$887
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this apartment in Jacksonville. Popular attractions Art Presence Art Center and Kharmic Creations are located nearby.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Price was $465, price is now $426 per person
$426
per person
Apr 21 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oregon Cabaret Theatre and Allen Elizabethan Theatre are located nearby.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $430, price is now $394 per person
$394
per person
Apr 21 - Apr 23
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Weisinger Family Winery and ScienceWorks Hands-On Museum are located nearby.

Trail Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Paschal Winery

Paschal Winery

4.5 out of 5
Price was $493, price is now $437 per person
$437
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
The Orth House Inn by Remotion

The Orth House Inn by Remotion

3.5 out of 5
Price was $596, price is now $517 per person
$517
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $506, price is now $444 per person
$444
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Medford Home and 2 Condos With Pool

Medford Home and 2 Condos With Pool

2 out of 5
Price was $1,535, price is now $1,349 per person
$1,349
per person
Apr 24 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)

Top Flight Deals

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

Alaska Airlines
Wed, Apr 15 - Sat, Apr 25
LAX
Los Angeles Intl.
MFR
Rogue Valley Intl.
$135 Roundtrip, found 4 days ago
$135
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Apr 15 from Los Angeles Intl. to Rogue Valley Intl., returning Sat, Apr 25, priced at $135 found 4 days ago
Alaska Airlines
Wed, May 6 - Sat, May 16
SAN
San Diego Intl.
MFR
Rogue Valley Intl.
$162 Roundtrip, found 4 days ago
$162
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, May 6 from San Diego Intl. to Rogue Valley Intl., returning Sat, May 16, priced at $162 found 4 days ago
United
Sat, May 9 - Sat, May 16
CLD
McClellan-Palomar
MFR
Rogue Valley Intl.
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 9 from McClellan-Palomar to Rogue Valley Intl., returning Sat, May 16, priced at $235 found 3 days ago
Alaska Airlines
Tue, Apr 21 - Tue, Apr 21
DEN
Denver Intl.
MFR
Rogue Valley Intl.
$241 Roundtrip, found 5 days ago
$241
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Apr 21 from Denver Intl. to Rogue Valley Intl., returning Tue, Apr 21, priced at $241 found 5 days ago