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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.
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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.
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Medford (MFR)
Stay at this 3-star business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre are located nearby.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Medford (MFR)
Stay at this 3-star 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 Shakespeare Festival and Oregon Cabaret Theatre are located nearby.
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Medford (MFR)
Stay at this 4-star golf hotel in Medford. Enjoy free breakfast, free parking, and a 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.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Medford (MFR)
Stay at this 3-star ski 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 Oregon Shakespeare Festival and Weisinger Family Winery are located nearby.
Winchester Inn

Winchester Inn

3.5 out of 5
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Medford (MFR)
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Oregon Cabaret Theatre and Ashland Library are located nearby.
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Medford (MFR)
Stay at this 3-star business-friendly hotel in Medford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Medford Railroad Park and Rogue Valley Family Fun Center are located nearby.
Lithia Springs Resort

Lithia Springs Resort

3 out of 5
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Medford (MFR)
Stay at this 3-star 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 Oregon Shakespeare Festival and Allen Elizabethan Theatre 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
per person
Jul 19 - Jul 22
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Medford (MFR)
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Medford (MFR)

Top Flight Deals

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

Bargain Flight
Sat, Jul 26 - Sat, Jul 26
SAN
San Diego Intl.
MFR
Rogue Valley Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Jul 26 from San Diego Intl. to Rogue Valley Intl., returning Sat, Jul 26, priced at $191 found 1 day ago
Delta
Wed, Jul 23 - Sat, Jul 26
LAX
Los Angeles Intl.
MFR
Rogue Valley Intl.
$195 Roundtrip, found 19 hours ago
$195
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Jul 23 from Los Angeles Intl. to Rogue Valley Intl., returning Sat, Jul 26, priced at $195 found 19 hours ago
Bargain Flight
Tue, Aug 12 - Mon, Aug 18
DEN
Denver Intl.
MFR
Rogue Valley Intl.
$208 Roundtrip, found 3 hours ago
$208
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Tue, Aug 12 from Denver Intl. to Rogue Valley Intl., returning Mon, Aug 18, priced at $208 found 3 hours ago
American Airlines
Tue, Sep 9 - Tue, Sep 23
CLD
McClellan-Palomar
MFR
Rogue Valley Intl.
$217 Roundtrip, found 13 hours ago
$217
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Sep 9 from McClellan-Palomar to Rogue Valley Intl., returning Tue, Sep 23, priced at $217 found 13 hours ago