Search Deals onProspect Vacation Packages
Prospect Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Stratford Inn
Price was $530, price is now $463 per person
$463
per person
Dec 18 - Dec 21
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 breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Oregon Shakespeare Festival and Ashland Library are located nearby.
Large rooms, very quite building despite being completely booked up. Minutes walk from the festival and all the restaurants in town. Did not get to try the indoor saltwater pool. First hotel I have been to in a very long time that didn't have a hairdryer in the room
Reviewed on Sep 27, 2026
Winchester Inn
Price was $743, price is now $620 per person
$620
per person
Dec 18 - Dec 21
found 22 hours 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.
The property is very charming, and comfortable with beautiful gardens and outdoor spaces. The breakfast choices were delicious and dinner was also exceptional. Staff is very warm, friendly and helpful. I recommend highly.
Reviewed on Sep 21, 2026
Ashland Hills Hotel & Suites
Price was $644, price is now $556 per person
$556
per person
Dec 18 - Dec 21
found 22 hours 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.
It's spacious, clean, and quiet.
Unfortunately check-in took 35 minutes: Long line and only one employee at the desk.
Reviewed on Sep 27, 2026
Hummingbird Estate Wine & Suites
Price was $628, price is now $544 per person
$544
per person
Nov 2 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Salt Lake City (SLC) to Medford (MFR)
Book a stay at this luxury B&B in Central Point. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Jacksonville Cemetery and Art Presence Art Center are located nearby.
A converted estate that oozes with characters and charms in a beautiful surroundings, we were very happy to have found this place. The whole suit is spacious, bedroom and a separate living room. All the rooms have lots of windows that look out to the beautiful vineyard. The owners were relaxed and friendly. Highly recommend to stay for more than one day to relax and enjoy the wine and soak in the surroundings.
Reviewed on Sep 23, 2026
McCall House Boutique Inn
Price was $708, price is now $619 per person
$619
per person
Dec 18 - Dec 21
found 22 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 Oregon Shakespeare Festival and Allen Elizabethan Theatre are located nearby.
Lithia Springs Resort
Price was $538, price is now $471 per person
$471
per person
Dec 18 - Dec 21
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this B&B 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 Allen Elizabethan Theatre are located nearby.
Room was very clean. Staff was not especially welcoming. Dogs in a room near ours were loud. Bed was mushy (perhaps old & time to be replaced?)
Reviewed on Sep 25, 2026
The Peerless Hotel by WanderLodges
Price was $623, price is now $557 per person
$557
per person
Dec 18 - Dec 21
found 22 hours 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 Ashland Library and Oregon Cabaret Theatre are located nearby.
The Bard's Inn, BW Signature Collection by Best Western
Price was $635, price is now $571 per person
$571
per person
Dec 18 - Dec 21
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this hotel 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.
Prospect Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Prospect Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Oct 27 - Wed, Oct 28
SAN
San Diego Intl.
MFR
Rogue Valley Intl.
$228 Roundtrip, found 2 days ago
$228
Roundtrip
found 2 days ago
Fri, Nov 6 - Wed, Nov 11
PDX
Portland Intl.
MFR
Rogue Valley Intl.
$246 Roundtrip, found 5 hours ago
$246
Roundtrip
found 5 hours ago
Thu, Dec 17 - Fri, Dec 25
DEN
Denver Intl.
MFR
Rogue Valley Intl.
$315 Roundtrip, found 5 days ago
$315
Roundtrip
found 5 days ago
Tue, Sep 29 - Sat, Oct 3
SFO
San Francisco Intl.
MFR
Rogue Valley Intl.
$319 Roundtrip, found 4 days ago
$319
Roundtrip
found 4 days ago
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