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Shady Cove Vacation Packages

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Shady Cove 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 $610, price is now $547 per person
$547
per person
Nov 7 - Nov 10
found 23 hours ago
Roundtrip flight included
Salt Lake City (SLC) 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.
This was our second time staying here. It's a great hotel, very clean and the staff was very friendly and helpful. Close to downtown. We walked to a nice restaurant.

Reviewed on Sep 25, 2026

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $733, price is now $632 per person
$632
per person
Nov 7 - Nov 10
found 23 hours ago
Roundtrip 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

Savage Upon Siskiyou

Savage Upon Siskiyou

3 out of 5
Price was $1,109, price is now $956 per person
$956
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Stay at this vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Ashland Library and Oregon Cabaret Theatre are located nearby.
Had an amazing stay, thank you!

Reviewed on Aug 5, 2026

Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
Price was $642, price is now $562 per person
$562
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip non-stop 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

Rosewood Collective- House & Studio

Rosewood Collective- House & Studio

3 out of 5
Price was $1,025, price is now $902 per person
$902
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip non-stop 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.

Winchester Inn

Winchester Inn

3.5 out of 5
Price was $1,142, price is now $1,020 per person
$1,020
per person
Nov 25 - Nov 29
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.
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

Ashland Hills Hotel & Suites

3 out of 5
Price was $1,002, price is now $898 per person
$898
per person
Nov 25 - Nov 29
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.

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Price was $1,115, price is now $1,002 per person
$1,002
per person
Nov 25 - Nov 29
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.

Shady Cove Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
Historic Railroad District
Price was $642, price is now $562 per person
$562
per person
Dec 18 - Dec 21
found 20 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 $733, price is now $632 per person
$632
per person
Nov 7 - Nov 10
found 23 hours ago
Roundtrip flight included
Salt Lake City (SLC) to Medford (MFR)
Savage Upon Siskiyou

Savage Upon Siskiyou

3 out of 5
Siskiyou-Hargadine Historic District
Price was $1,109, price is now $956 per person
$956
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)
Rosewood Collective- House & Studio

Rosewood Collective- House & Studio

3 out of 5
Price was $1,025, price is now $902 per person
$902
per person
Dec 18 - Dec 21
found 20 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Medford (MFR)

Shady Cove Vacation Packages 5-7 Night Stays

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

Stratford Inn

2.5 out of 5
Siskiyou-Hargadine Historic District
Price was $507, price is now $456 per person
$456
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Lithia Springs Resort

Lithia Springs Resort

3 out of 5
Price was $534, price is now $481 per person
$481
per person
Nov 5 - Nov 10
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
Price was $594, price is now $550 per person
$550
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
Historic Railroad District
Price was $688, price is now $680 per person
$680
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip 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.

Bargain Flight
Mon, Nov 23 - Sat, Dec 5
SAN
San Diego Intl.
MFR
Rogue Valley Intl.
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Nov 23 from San Diego Intl. to Rogue Valley Intl., returning Sat, Dec 5, priced at $219 found 1 day ago
Alaska Airlines
Fri, Nov 6 - Wed, Nov 11
PDX
Portland Intl.
MFR
Rogue Valley Intl.
$246 Roundtrip, found 2 days ago
$246
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 $246 found 2 days ago
Bargain Flight
Sat, Oct 3 - Tue, Oct 6
SFO
San Francisco Intl.
MFR
Rogue Valley Intl.
$307 Roundtrip, found 10 hours ago
$307
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Sat, Oct 3 from San Francisco Intl. to Rogue Valley Intl., returning Tue, Oct 6, priced at $307 found 10 hours ago
Bargain Flight
Thu, Dec 17 - Fri, Dec 25
DEN
Denver Intl.
MFR
Rogue Valley Intl.
$315 Roundtrip, found 3 days ago
$315
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Thu, Dec 17 from Denver Intl. to Rogue Valley Intl., returning Fri, Dec 25, priced at $315 found 3 days ago