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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 $499, price is now $413 per person
$413
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 Medford Railroad Park and Rogue Valley Family Fun Center are located nearby.

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Price was $1,020, price is now $831 per person
$831
per person
Oct 15 - Oct 19
found 1 day 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 Oregon Shakespeare Festival and Allen Elizabethan Theatre are located nearby.
Staff was great!

Reviewed on Jul 27, 2026

Winchester Inn

Winchester Inn

3.5 out of 5
Price was $1,394, price is now $1,181 per person
$1,181
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Oregon Shakespeare Festival and Oregon Cabaret Theatre are located nearby.
We had a wonderful time at the Winchester Inn! It’s an absolutely charming inn with a great location. Rooms and staff and breakfast were all fabulous. We will be back!

Reviewed on Aug 2, 2026

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $768, price is now $669 per person
$669
per person
Sep 11 - Sep 14
found 9 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to Medford (MFR)
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free parking, and a casino. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ko-Kwel Casino Resort Medford and Bear Creek Golf Center are located nearby.
The staff was really accommodating and nice. The breakfast was very delicious. Loved the fresh fruit and real not powdered eggs. The presentation was lovely. The pool was nice to lounge by and the restaurant/bar was convenient for having a poolside snack. The bathroom in our room could have been cleaner. Specifically the shower. I'm not a fan of the half door for a shower and the shower head was very soft. As a woman it was tough to shave my legs with no shelf to put my leg on and the half door made it cold.

Reviewed on Aug 2, 2026

Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

3 out of 5
Save 100% on your flight
Price was $2,072, price is now $1,817 per person
$1,817
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this vacation home in Medford. Enjoy free WiFi, free parking, and a garden. Popular attractions Oregon Shakespeare Festival and Paschal Winery are located nearby.

Rosewood Collective- House & Studio

Rosewood Collective- House & Studio

3 out of 5
Price was $1,356, price is now $1,205 per person
$1,205
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this vacation home in Medford. Enjoy free WiFi, free parking, and a sauna. Popular attractions Blackbird Statue and Medford Carnegie Library are located nearby.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $649, price is now $578 per person
$578
per person
Oct 15 - Oct 19
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 Oregon Shakespeare Festival and Weisinger Family Winery are located nearby.
Room was comfortable and clean. Easy access.

Reviewed on Aug 2, 2026

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
Price was $736, price is now $657 per person
$657
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Oregon Shakespeare Festival and Ashland Library are located nearby.
Comfortable beds, nice jacuzzi, comfy lounge, great location.this was our second time here.

Reviewed on Jul 29, 2026

Trail Vacation Packages 3-4 Night Stays

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 $499, price is now $413 per person
$413
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Price was $1,020, price is now $831 per person
$831
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
Price was $1,394, price is now $1,181 per person
$1,181
per person
Oct 15 - Oct 19
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 $768, price is now $669 per person
$669
per person
Sep 11 - Sep 14
found 9 hours ago
Roundtrip non-stop flight included
Orange County (SNA) to Medford (MFR)

Trail Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

2.5 out of 5
Price was $569, price is now $551 per person
$551
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
Price was $672, price is now $593 per person
$593
per person
Oct 11 - Oct 17
found 24 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 $890, price is now $805 per person
$805
per person
Oct 11 - Oct 17
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Holiday Inn Express & Suites Medford by IHG

Holiday Inn Express & Suites Medford by IHG

2.5 out of 5
Price was $643, price is now $622 per person
$622
per person
Oct 11 - Oct 17
found 24 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.

Allegiant Air
Fri, Sep 18 - Sun, Sep 20
LAS
Harry Reid Intl.
MFR
Rogue Valley Intl.
$114 Roundtrip, found 2 days ago
$114
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Sep 18 from Harry Reid Intl. to Rogue Valley Intl., returning Sun, Sep 20, priced at $114 found 2 days ago
Alaska Airlines
Wed, Sep 9 - Tue, Sep 15
LAX
Los Angeles Intl.
MFR
Rogue Valley Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Sep 9 from Los Angeles Intl. to Rogue Valley Intl., returning Tue, Sep 15, priced at $197 found 2 days ago
Alaska Airlines
Fri, Nov 6 - Wed, Nov 11
PDX
Portland Intl.
MFR
Rogue Valley Intl.
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Nov 6 from Portland Intl. to Rogue Valley Intl., returning Wed, Nov 11, priced at $277 found 2 days ago
Alaska Airlines
Sun, Aug 9 - Thu, Aug 13
SFO
San Francisco Intl.
MFR
Rogue Valley Intl.
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Sun, Aug 9 from San Francisco Intl. to Rogue Valley Intl., returning Thu, Aug 13, priced at $299 found 3 days ago