Explore top 2026 4 Star Hotels in Jacksonville Historic District

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Top Jacksonville Historic District 4 Star hotels

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR

Fully refundableReserve now, pay when you stay

$164 nightly

$183 total

Jan 28 - Jan 29

Total with taxes and fees

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 ...

9.6/10 Exceptional! (1,009 reviews)

Property was clean Staff very friendly and helpful. Only draw back was the water pressure in the shower. So bad!

Reviewed on Jan 26, 2026

McCall House Boutique Inn

153 Oak St Ashland OR

$125 nightly

$139 total

Feb 22 - Feb 23

Total with taxes and fees

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, ...

9.8/10 Exceptional! (282 reviews)

Limited iptions for breafast

Reviewed on Jan 4, 2026

Hummingbird Estate Wine & Suites

1677 Old Stage Rd Central Point OR

$193 nightly

$196 total

Feb 5 - Feb 6

Total with taxes and fees

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and ...

9.6/10 Exceptional! (154 reviews)

A beautiful place to relax and enjoy life. Excellent service at the wine bar. The room was comfortable, clean and overall exceeded expectations.

Reviewed on Jan 4, 2026

Paschal Winery

1122 Suncrest Rd Talent OR

$206 nightly

$209 total

Feb 25 - Feb 26

Total with taxes and fees

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

9.6/10 Exceptional! (15 reviews)

The cottage was really nice. It was clean and nicely decorated. It had so many amenities including a well stocked kitchen , comfortable beds and a great hot tub with an amazing view. The management was friendly and allowed us to check in early which was great.

Reviewed on Nov 26, 2025

Country Willows Inn and Estate

1313 Clay St Ashland OR

$172 nightly

$175 total

Jan 28 - Jan 29

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast ...

9.6/10 Exceptional! (34 reviews)

Eclectic and cozy. In winter lots of lovely areas indoors to read or play games. Outdoor space with cottages, a pond with ducks.Most delicious lavender shortbread cookies ever!!

Reviewed on Jan 25, 2026

Arden Forest Inn

261 W Hersey St Ashland OR

$190 nightly

$212 total

Feb 5 - Feb 6

Total with taxes and fees

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 ...

9.6/10 Exceptional! (103 reviews)

Great location, very clean and quaint.

Reviewed on Nov 22, 2025

Barclay Klum House by WanderLodges

1023 E Main St Ashland OR

$243 nightly

$271 total

Jan 28 - Jan 29

Total with taxes and fees

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on ...

10/10 Exceptional! (6 reviews)

Very clean house, well decorated and comfortable, loved the full kitchen, the deep soaking tub, and the relaxing living room. It looks fancier than you expect but is very comfortable. Also an easy 10-minute walk to downtown.

Reviewed on Dec 9, 2025

Hanna's House by WanderLodges

39 4th St Ashland OR

$177 nightly

$198 total

Feb 4 - Feb 5

Total with taxes and fees

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. ...

10/10 Exceptional! (3 reviews)

Thoughtfully arranged and provisioned. A hidden gem.

Reviewed on Dec 14, 2025

The Mountain Ave House by WanderLodges

78 N Mountain Ave Ashland OR

$350 nightly

$391 total

Jan 28 - Jan 29

Total with taxes and fees

This vacation home features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.

10/10 Exceptional! (7 reviews)

This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!

Reviewed on Sep 27, 2025

Inn at the Commons

200 N Riverside Ave Medford OR

This inn features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking. A 24-hour ...

Needs upkeeping and non-smoking rooms/area.

Our non-smoking room was in need of repair with peeling paints/molded bathroom. Both queen beds had strong smoking odor. 3 out of 4 times that we came out of the room, we ran into smokers congregating in the parking lot a few feet from our door.

Reviewed on Feb 9, 2021

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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.