Deals on vacations and trips to Jackson County

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Medford

Medford

Vacations
Medford
Yes I did #brickroomashland #lifeatexpediagroup

Ashland

Vacations
Ashland

Jackson County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
Price was $692, price is now $517 per person
$517
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip flight included
Cheyenne (CYS) to Medford (MFR)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and free perks like buffet breakfast and free self parking.
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Save 100% on your flight
Price was $907, price is now $631 per person
$631
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip flight included
Cheyenne (CYS) to Medford (MFR)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Save 100% on your flight
Price was $1,003, price is now $765 per person
$765
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip flight included
Cheyenne (CYS) to Medford (MFR)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, a garden, and a lobby fireplace are also on offer.
Arden Forest Inn

Arden Forest Inn

4 out of 5
Price was $784, price is now $600 per person
$600
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip flight included
Cheyenne (CYS) to Medford (MFR)
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
Price was $837, price is now $644 per person
$644
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip flight included
Cheyenne (CYS) to Medford (MFR)
A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

Top Jackson County hotels deals

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $107 total per night
$107 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $126 total per night
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $86 total per night
$86 total
Dec 26 - Dec 27
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a terrace, and a library are also on offer.
Pool
Hot Tub
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd Medford OR
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $99 total per night
$99 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A snack bar/deli, a picnic area, and a computer station are also on offer.
Pet friendly
Parking included
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $70 total per night
$70 total
Dec 27 - Dec 28
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.
Spa
Pet friendly
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Photos of local treasures

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Photo provided by Travel Oregon
Photo provided by Travel Oregon
Medford which includes a garden
Medford showing a sunset
Medford featuring a park
Medford which includes mountains and a small town or village

Frequently asked questions

How much are vacation packages to Jackson County?
Starting as low as $517, hotel and flight packages are a great way to stretch your travel budget. Get ready Jackson County — here you come!
Where can I get the best vacation package deals for Jackson County?
There are fantastic Jackson County package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties all over the world? Remember this the next time you're ready to tick another place off your must-see list.
Why should I book my Jackson County vacation bundle via Travelocity?
With our Price Match Guarantee, we'll match any lower price you can find. Add to that our 24/7 customer support and high-quality service and the vacation of your dreams is well within reach.
Can I save money on my Jackson County car rental if I combine it with a hotel or flight?
You can with our Jackson County vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and see the savings pile up. With a rental car, all the attractions in and around Jackson County are a memorable road trip away.
Which airport is best for Jackson County?
Rogue Valley Intl. Airport (MFR) and Klamath Falls Intl. Airport (LMT) are your best options for flying to Jackson County.
What is there to do in Jackson County?
Jackson County has hidden surprises around every turn, however ensure you get to Oregon Shakespeare Festival and Southern Oregon University while you're here. These two attractions are very popular with visitors to the region.

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