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Prospect Vacation Packages

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Prospect Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was $532, price is now $477 per person
$477
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Pet friendly, clean and breakfast in the morning!

Reviewed on Aug 24, 2026

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Price was $1,027, price is now $854 per person
$854
per person
Oct 16 - Oct 20
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.

Winchester Inn

Winchester Inn

3.5 out of 5
Price was $1,131, price is now $948 per person
$948
per person
Oct 16 - Oct 20
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.
Everything was perfect

Reviewed on Aug 6, 2026

Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
Price was $1,023, price is now $891 per person
$891
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Book a stay at this business-friendly vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Oregon Shakespeare Festival and Ashland Library are located nearby.
Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private.

Reviewed on Aug 2, 2026

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $610, price is now $534 per person
$534
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Beautiful grounds and adorable, clean room. The bed was very comfortable. We'll stay here again next time!

Reviewed on Aug 11, 2026

Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

3 out of 5
Price was $1,777, price is now $1,590 per person
$1,590
per person
Oct 16 - Oct 20
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.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $660, price is now $592 per person
$592
per person
Oct 16 - Oct 20
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.
The bathroom has no fan and with there being no windows in the bathroom, I think it is necessary to have a fan (isn't that a law anyway).

Reviewed on Aug 24, 2026

Out 'N' About Treehouse Treesort

Out 'N' About Treehouse Treesort

2.5 out of 5
Price was $780, price is now $702 per person
$702
per person
Oct 2 - Oct 6
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Medford (MFR)
Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rough and Ready Trailhead and Rough and Ready Flat Botanical Area are located nearby.
This treehouse experience included breakfast and it was far better than any hotel breakfast and as good as any I have ever had in a bed and breakfast. The staff was very pleasant, the grounds had numerous activities for all ages. In all, a very fun experience. However, this is a camping experience. Don’t go looking for upscale accommodations. Go to enjoy something totally different.

Reviewed on Aug 14, 2026

Prospect Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $610, price is now $534 per person
$534
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Medford (MFR)
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Price was $1,027, price is now $854 per person
$854
per person
Oct 16 - Oct 20
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 $1,131, price is now $948 per person
$948
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
Historic Railroad District
Price was $1,023, price is now $891 per person
$891
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)

Prospect Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
Price was $582, price is now $509 per person
$509
per person
Sep 23 - Sep 30
found 3 hours ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
TownePlace Suites by Marriott Medford

TownePlace Suites by Marriott Medford

3 out of 5
Price was $832, price is now $740 per person
$740
per person
Sep 23 - Sep 30
found 3 hours ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $992, price is now $894 per person
$894
per person
Sep 23 - Sep 30
found 23 hours ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
Super 8 by Wyndham Central Pt Medford

Super 8 by Wyndham Central Pt Medford

2 out of 5
Price was $584, price is now $527 per person
$527
per person
Sep 23 - Sep 30
found 3 hours ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)

Top Flight Deals

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

Bargain Flight
Tue, Oct 27 - Wed, Oct 28
SAN
San Diego Intl.
MFR
Rogue Valley Intl.
$212 Roundtrip, found 4 days ago
$212
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Tue, Oct 27 from San Diego Intl. to Rogue Valley Intl., returning Wed, Oct 28, priced at $212 found 4 days ago
Delta
Fri, Nov 6 - Wed, Nov 11
PDX
Portland Intl.
MFR
Rogue Valley Intl.
$247 Roundtrip, found 4 days ago
$247
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Nov 6 from Portland Intl. to Rogue Valley Intl., returning Wed, Nov 11, priced at $247 found 4 days ago
Bargain Flight
Sat, Sep 12 - Tue, Sep 15
LAX
Los Angeles Intl.
MFR
Rogue Valley Intl.
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Sep 12 from Los Angeles Intl. to Rogue Valley Intl., returning Tue, Sep 15, priced at $265 found 1 day ago
American Airlines
Wed, Oct 21 - Sat, Oct 31
CLD
McClellan-Palomar
MFR
Rogue Valley Intl.
$319 Roundtrip, found 4 days ago
$319
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 21 from McClellan-Palomar to Rogue Valley Intl., returning Sat, Oct 31, priced at $319 found 4 days ago