Find Romantic Hotels in Jacksonville, OR

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Check availability on Jacksonville Romantic Hotels

Our top choices for Jacksonville romantic hotels

Fridge, microwave, oven, stovetop
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

Jacksonville Historic District
10.0 out of 10, Exceptional, (45)
"This place was awesome. Perfect location for walking to restaurants and Britt. The whole place was very clean. Looking forward to staying again"
United States
Ellen H.
The price is SAR 537
SAR 1,153 total
includes taxes & fees
16 Dec - 17 Dec
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Garden
Ashland Springs Hotel

Ashland Springs Hotel

3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1006)
"Charming historic hotel in downtown Ashland! Beautifully decorated, comfortable and well located. Restaurants and shopping galore. Theaters and playhouses all within a few blocks. We loved it!"
United States
Holly
The price is SAR 399
SAR 501 total
includes taxes & fees
2 Jan - 3 January 2026
Ashland Springs Hotel
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3.0 star property
Ashland
8.8 out of 10, Excellent, (1172)
"Beautiful place to stay "
United States
Daniel
The price is SAR 385
SAR 447 total
includes taxes & fees
16 Dec - 17 Dec
Callahan's Mountain Lodge
Front of property
Lithia Springs Resort

Lithia Springs Resort

3.0 star property
Ashland
9.4 out of 10, Exceptional, (1003)
"Our stay was magical!"
United States
Maryah
Lithia Springs Resort
Dinner served, American cuisine
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3.0 star property
Medford
9.0 out of 10, Wonderful, (2674)
"I really enjoyed this Hotel and stay."
United States
Okesa
The price is SAR 334
SAR 376 total
includes taxes & fees
10 Dec - 11 Dec
Rogue Regency Inn Medford Airport
Meeting facility
Hilton Garden Inn Medford, OR 

Hilton Garden Inn Medford, OR 

3.0 star property
Medford
9.0 out of 10, Wonderful, (1003)
"We've stayed here several times, and always pleasant."
United States
Joseph
The price is SAR 344
SAR 387 total
includes taxes & fees
2 Jan - 3 January 2026
Hilton Garden Inn Medford, OR 
Property grounds
Rosie's Woodland Paradise! Come relax and rejuvenate!

Rosie's Woodland Paradise! Come relax and rejuvenate!

Gold Hill
10.0 out of 10, Exceptional, (129)
"Rosie was amazing! Her soup was delicious and her hospitality was top notch!! I highly recommend staying at Rosie’s!!"
United States
Heather N.
The price is SAR 375
SAR 552 total
includes taxes & fees
10 Dec - 11 Dec
Rosie's Woodland Paradise! Come relax and rejuvenate!
Exterior
Weasku Inn

Weasku Inn

3.0 star property
Grants Pass
9.8 out of 10, Exceptional, (1002)
"The room was spotless and staff nice and friendly."
United States
Chongming
The price is SAR 580
SAR 589 total
includes taxes & fees
18 Dec - 19 Dec
Weasku Inn
Free daily full breakfast
Country Willows Inn and Estate

Country Willows Inn and Estate

4.0 star property
Ashland
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Front of property
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 star property
Central Point
9.6 out of 10, Exceptional, (148)
"Beautiful facility - enjoyed the stay! "
United States
Bimal
The price is SAR 636
SAR 646 total
includes taxes & fees
11 Dec - 12 Dec
Hummingbird Estate Wine & Suites
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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Top Jacksonville Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"It was all good! "
Doug 1-night trip
Posted 2 days ago
Flagship Inn of Ashland

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Frequently asked questions

Searching for romantic hotels in Jacksonville?
If you and your partner need a romantic vacation, we've got just the thing. Our guests also enjoy Jacksonville for its historic landmarks, shopping, and live music. You might consider checking out some of the nearby sights and attractions such as Britt Pavilion, Jacksonville Cemetery, or Rogue River-Siskiyou National Forest. If you're interested in staying close to a particular destination, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Jacksonville?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Jacksonville: The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 37°F. Average annual precipitation for Jacksonville is 36 inches.
What is there to do in Jacksonville?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Jacksonville has to offer. If you're hoping to see some of the area's cultural attractions, you'll enjoy Jacksonville for its historic landmarks, shopping, and live music. Britt Pavilion, Jacksonville Cemetery, and Rogue River-Siskiyou National Forest are worth a stop when you're out and about.
What's the best way to get to Jacksonville and around town during my romantic getaway?
These transportation options in Jacksonville might help your romantic trip get off to a smooth start: To get to Jacksonville, you can fly into Rogue Valley Intl. Airport (MFR), which is the closest major airport, located 6.1 mi (9.9 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.