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Trail Vacation Packages

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Trail Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Clarion Pointe Medford

Clarion Pointe Medford

2.5 out of 5
Price was $294, price is now $261 per person
$261
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The RRRink and Stewart Meadows Golf Course are located nearby.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Price was $534, price is now $462 per person
$462
per person
Mar 13 - Mar 16
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.
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $386, price is now $335 per person
$335
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this luxury B&B in Central Point. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Caprice Vineyards and Jacksonville Cemetery are located nearby.
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $387, price is now $336 per person
$336
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Quail Point Golf Course and The RRRink are located nearby.
The Orth House Inn by Remotion

The Orth House Inn by Remotion

3.5 out of 5
Price was $389, price is now $344 per person
$344
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip 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.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was $326, price is now $290 per person
$290
per person
Mar 13 - Mar 15
found 18 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.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $398, price is now $354 per person
$354
per person
Mar 13 - Mar 16
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.
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
Price was $309, price is now $277 per person
$277
per person
Mar 13 - Mar 15
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Medford Railroad Park and Rogue Valley Mall are located nearby.

Trail Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $398, price is now $354 per person
$354
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
Price was $534, price is now $462 per person
$462
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $490, price is now $432 per person
$432
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Paschal Winery

Paschal Winery

4.5 out of 5
Price was $425, price is now $377 per person
$377
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)

Trail Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Clarion Pointe Medford

Clarion Pointe Medford

2.5 out of 5
Price was $587, price is now $453 per person
$453
per person
Mar 22 - Mar 27
found 14 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $800, price is now $579 per person
$579
per person
Mar 22 - Mar 27
found 14 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $783, price is now $613 per person
$613
per person
Mar 22 - Mar 27
found 14 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Paschal Winery

Paschal Winery

4.5 out of 5
Price was $1,029, price is now $808 per person
$808
per person
Mar 22 - Mar 27
found 14 hours 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
Sat, May 9 - Sat, May 16
SAN
San Diego Intl.
MFR
Rogue Valley Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, May 9 from San Diego Intl. to Rogue Valley Intl., returning Sat, May 16, priced at $137 found 2 days ago
Hawaiian Airlines
Wed, Mar 4 - Tue, Mar 17
PDX
Portland Intl.
MFR
Rogue Valley Intl.
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Wed, Mar 4 from Portland Intl. to Rogue Valley Intl., returning Tue, Mar 17, priced at $142 found 2 days ago
Bargain Flight
Tue, Apr 7 - Tue, Apr 14
LAX
Los Angeles Intl.
MFR
Rogue Valley Intl.
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Tue, Apr 7 from Los Angeles Intl. to Rogue Valley Intl., returning Tue, Apr 14, priced at $160 found 5 days ago
Alaska Airlines
Thu, Feb 19 - Sat, Feb 28
SFO
San Francisco Intl.
MFR
Rogue Valley Intl.
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Feb 19 from San Francisco Intl. to Rogue Valley Intl., returning Sat, Feb 28, priced at $179 found 5 days ago