Jacksonville, OR

Travel Guide

Jacksonville featuring shopping as well as a small group of people
Jacksonville
A blonde horse grazes in a field at sunrise near Jacksonville Oregon
Jacksonville Oregon Downtown at Night | Light Trails
Pulp and Paper mill

Delight in its wines, hike its picturesque trails and sightsee among many 19th-century buildings in this former gold rush town.

Jacksonville was founded on gold shortly after the first deposits of the precious metal were discovered in the area in 1851. Move to the present day to see many old buildings from the early years still standing. Visit these historical structures, travel into the lush countryside and sample local wines that the small town is known for.

Go on a trolley or self-guided walking tour of the town, which has been designated a national historic district. Among the many highlights are Sutton's Drug Store from 1856, the Table Rock Billiard Saloon from 1859 and the Jackson County Courthouse, which was built in 1883.

The town's old cemetery is divided into several sections based on affiliation to fraternal and religious organizations. Step inside the Beekman House, a late 19th-century Gothic-revival style home built for wealthy banker Cornelius C. Beekman.

Continue your journey of exploration on a wine-tasting trip. Jacksonville is part of the Southern Oregon Wine Country. Its warm climate has helped the growth of the local wine industry. Visit the town's tasting rooms and wineries.

Treat yourself to a shopping trip in Jacksonville’s small selection of independent stores. Purchase jewelry, clothes, handmade gifts and more.

For a change of scenery, enjoy the local countryside. Hike along the Jackson Woodlands Trails, which consist of more than 16 miles (26 kilometers) of footpaths. Find more hiking opportunities in Forest Park, which is also popular with mountain bikers. In the summer, try rafting and jet boating on the upper Rogue RiverOpens in a new window.

Jacksonville is located in Southwest Oregon’s Jackson County, about 30 miles (48 kilometers) north of the California and Oregon border. There are several ways to reach the town, including a 6-hour drive from San Francisco or a 7-hour drive from Seattle. Alternatively, fly into Rogue Valley International Airport in Medford, just 7 miles (11 kilometers) away. Let the town captivate you with its history, wines and natural scenery. At night, experience Jacksonville’s hospitality by dining in a cozy tavern or restaurant.

Where to stay in Jacksonville

Nice tidy little City Hall

Jacksonville Historic District

Historic sites, restaurants, and shopping highlight some of the noteworthy features of Jacksonville Historic District. Make a stop by Beekman House or Jacksonville Cemetery while you're exploring the neighborhood.

Jacksonville Historic District
Wine Country Inn

Wine Country Inn

3 out of 5
830 N 5th St Jacksonville OR
The price is ¥17,484 per night from Mar 22 to Mar 23
¥17,484
¥19,319 total
Mar 22 - Mar 23
includes taxes & fees
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 ...
9.4/10 Exceptional! (1,002 reviews)
Great location. Walking distance to downtown. Nice selection of morning snacks

Reviewed on Mar 16, 2026

Wine Country Inn
The Orth House Inn by Remotion

The Orth House Inn by Remotion

3.5 out of 5
105 W Main St Jacksonville OR
The price is ¥24,492 per night from Apr 17 to Apr 18
¥24,492
¥35,020 total
Apr 17 - Apr 18
includes taxes & fees
Stay at this inn in Jacksonville. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Kharmic Creations and Sarah Zigler Interpretive ...
9/10 Wonderful! (25 reviews)
Very clean room. Beautifully decorated. Nice linens, very quiet and great location to walk downtown.

Reviewed on Mar 1, 2026

The Orth House Inn by Remotion
Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville OR
The price is ¥15,612 per night from Mar 18 to Mar 19
¥15,612
¥20,768 total
Mar 18 - Mar 19
includes taxes & fees
Book a stay at this golf guesthouse in Jacksonville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Art Presence Art Center and Quady North ...
10/10 Exceptional! (197 reviews)
This was our second stay at Charleen's Cottage and once again it was wonderful! Great location, comfortable home and everything we could possibly need- coffee, tea, waters, creamer, shampoo and soaps, extra bedding and plenty of dishes and cookware. On top of this, it is in walking distance to all ...

Reviewed on Mar 8, 2026

Charleen's Cottage~Couple Perfect!Great Location! A Gem!
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.
Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville

Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville

Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Kharmic Creations and Sarah Zigler Interpretive ...
9.8/10 Exceptional! (40 reviews)
Fabulous stay, beautiful light bright home, meticulously clean and decorated! It was stocked with every detail you could imagine needing! Not to mention the host was lovely and very warm and responsive! I wish every VRBO was this high quality!

Reviewed on Feb 9, 2026

Spa Like Stay at the Award Winning Britt Bungalow in the Heart of Jacksonville
Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Jacksonville OR
Stay at this vacation home in Jacksonville. Enjoy free WiFi, private pools, and a garden. Popular attractions Britt Ridge Trail and Britt Pavilion are located ...
9.8/10 Exceptional! (81 reviews)
Great house, wonderful location, beautiful views

Reviewed on Feb 25, 2026

Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Safari: Downtown Jacksonville

Safari: Downtown Jacksonville

Jacksonville OR
Stay at this apartment in Jacksonville. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Art Presence Art Center and Quady ...
9.6/10 Exceptional! (15 reviews)
My husband and I stayed here 3 nights and we loved it! I went food shopping at Ray’s grocery store when we arrived for snacks and drinks. Ray’s is next door to Ace Hardware and both are very close. You are within a short walking distance to downtown so we enjoyed the three coffee shops and restaurants. ...

Reviewed on Sep 25, 2025

Safari: Downtown Jacksonville
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.

Popular places to visit

Reviews of Jacksonville

4.8
Top Destination
5 - Excellent
48
5 - Excellent 77%
4 - Good
14
4 - Good 23%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

Ate at a wonderful Italian restaurant, friendly people in town.

5/5 - Excellent

Verified traveler

We loved the downtown area of Jacksonville. It is so quaint. It was fun to go into all the shops. We stopped at 2 wine tasting locations and they were both excellent. We will definitely be back again.

4/5 - Good

Woodchip93

Cool historical town!

5/5 - Excellent

Verified traveler

Went to "The Piano Guys " concert at the Britt. A unique and wonderful experience! Our hostess at the Inn also gave us passes for the Historical trolley tour which we thoroughly enjoyed.

5/5 - Excellent

Verified traveler

Jacksonville is a quaint area with great shopping, food, and wine tasting nearby.

4/5 - Good

Verified traveler

Unique small town with boutique shops and great dining.

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