Southern Oregon Pet-friendly Vacations
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4 Night Pet-friendly vacations in Southern Oregon
Price found within the past 48 hours. Click for updated prices.
Wine Country Inn
Price was $1,213, price is now $1,044 per person
$1,044
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Medford (MFR)
9.4/10 Exceptional! (1,009 reviews)
Very clean and comfortable room. Pleasant and helpful staff. Very nice dog yard and very pet friendly.
Reviewed on May 21, 2026
Callahan's Mountain Lodge
Price was $1,339, price is now $1,169 per person
$1,169
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Medford (MFR)
8.8/10 Excellent! (1,174 reviews)
We really love the place. We will keep returning to it. Every chance we get.
Reviewed on May 14, 2026
Plaza Inn & Suites at Ashland Creek
Price was $1,372, price is now $1,254 per person
$1,254
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Medford (MFR)
8.8/10 Excellent! (1,012 reviews)
It is a very pleasant location and nice quiet rooms. But... I had paid with Expedia and my visa was charged again (more) at checkin. I saw it later and went to desk. She apologized and it looks like it was reversed, but would not have been. Also at checkout they refused to give me a receipt saying that this was expedia's issue, not theirs.
Reviewed on May 20, 2026
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View all tripsTop Pet-friendly Southern Oregon Hotels
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
Hiking and biking trails are ready for you to explore near this city-center hotel, where dogs can stay for an additional fee.
8.8/10 Excellent! (3,032 reviews)
"The restaurant was really slow and very unorganized! The breakfast was not good. The bed was pretty comfy"
Reviewed on May 22, 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
This hotel is pet-friendly, allowing dogs and cats with an additional fee. If you're going for a walk during your stay, swing by nearby Lithia & Driveway ...
9.6/10 Exceptional! (1,000 reviews)
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Reviewed on May 20, 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
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 ...
8.8/10 Excellent! (1,473 reviews)
"Nice clean room. Good location."
Reviewed on May 21, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
